Menthol
Identification
- Name
- Levomenthol
Commonly known or available as Menthol - Accession Number
- DB00825
- Description
Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. Forming clear or white waxy, crystalline substance, menthol is typically solid at room temperature. (-)-Menthol is the naturally-occurring and main form of menthol, and is assigned the (1R,2S,5R) configuration. Menthol mediates anesthetic properties and anti-irritating properties locally, thus it is widely used to relieve minor throat irritations.
- Type
- Small Molecule
- Groups
- Approved
- Structure
Structure for Levomenthol (DB00825)
- Weight
- Average: 156.2652
Monoisotopic: 156.151415262 - Chemical Formula
- C10H20O
- Synonyms
- (-)-Menthol
- (−)-(1R,3R,4S)-menthol
- (−)-menthol
- (1alpha,2beta,5alpha)-5-methyl-2(1-methylethyl)cyclohexanol
- (1R-(1-α,2-β,5-α))-5-methyl-2-(1-methylethyl)cyclohexanol
- (1R,3R,4S)-(−)-menthol
- L-menthol
- Levomenthol
- Lévomenthol
- Levomentholum
- Levomentol
- Mentol
- External IDs
- FEMA NO. 2665, (-)-
- NPO-11
- NSC-62788
Pharmacology
- Indication
Used to treat occasional minor irritation, pain, sore mouth, and sore throat as well as cough associated with a cold or inhaled irritants.
- Associated Conditions
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. Menthol induces a cooling sensation on the skin upon inhalation, oral ingestion, or topical application by stimulating the cold-sensitive receptors expressed on the skin, without actually causing a drop in the skin temperature.
- Mechanism of action
Menthol primarily activates the cold-sensitive TRPM8 receptors in the skin. Menthol, after topical application, causes a feeling of coolness due to stimulation of 'cold' receptors by inhibiting Ca++ currents of neuronal membranes. It may also yield analgesic properties via kappa-opioid receptor agonism.
Target Actions Organism ATransient receptor potential cation channel subfamily M member 8 inducerHumans ATransient receptor potential cation channel subfamily A member 1 inducerHumans ATransient receptor potential cation channel subfamily V member 3 inducerHumans UKappa-type opioid receptor agonistHumans AVoltage-dependent L-type calcium channel antagonistHumans - Absorption
- Not Available
- Volume of distribution
- Not Available
- Protein binding
- Not Available
- Metabolism
Hover over products below to view reaction partners
- Route of elimination
- Not Available
- Half-life
- Not Available
- Clearance
- Not Available
- Adverse Effects
Learn about our commercial Adverse Effects data.
Learn More- Toxicity
Menthol, DL: ORAL (LD50): Acute: 2900 mg/kg [Rat], 3100 mg/kg [Mouse]. DERMAL (LD50): Acute: 5001 mg/kg Rabbit.
- Affected organisms
- Humans and other mammals
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Unlock Additional DataAbametapir The serum concentration of Levomenthol can be increased when it is combined with Abametapir. Acebutolol Levomenthol may increase the arrhythmogenic activities of Acebutolol. Aceclofenac The risk or severity of hyperkalemia can be increased when Levomenthol is combined with Aceclofenac. Acemetacin The risk or severity of hyperkalemia can be increased when Levomenthol is combined with Acemetacin. Acetyldigitoxin Acetyldigitoxin may increase the arrhythmogenic activities of Levomenthol. Acrivastine The risk or severity of QTc prolongation can be increased when Levomenthol is combined with Acrivastine. Adenosine Levomenthol may increase the arrhythmogenic activities of Adenosine. Ajmaline Levomenthol may increase the arrhythmogenic activities of Ajmaline. Alclofenac The risk or severity of hyperkalemia can be increased when Levomenthol is combined with Alclofenac. Alfentanil Alfentanil may increase the bradycardic activities of Levomenthol. Additional Data Available- Extended DescriptionExtended DescriptionAvailable for Purchase
Extended description of the mechanism of action and particular properties of each drug interaction.
Learn more - SeveritySeverityAvailable for Purchase
A severity rating for each drug interaction, from minor to major.
Learn more - Evidence LevelEvidence LevelAvailable for Purchase
A rating for the strength of the evidence supporting each drug interaction.
Learn more - ActionActionAvailable for Purchase
An effect category for each drug interaction. Know how this interaction affects the subject drug.
Learn more
- Food Interactions
- No interactions found.
Products
Purchasing individual compounds or compound libraries for your research?
Learn More- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Unlock Additional Data0 Degrees Pain Relieving Gel 5 g/100mL Topical Rlabs, Llc 2016-04-01 2016-08-11 US 
2 in 1 Relief Value Pack 0.05 g/1g Topical Performance Health, LLC 2020-09-30 Not applicable US 4Jointz Cream 1.5 g/100g Topical Arp(usa) Pty Ltd 2017-01-31 Not applicable US A.C.C Fresh and Cooling Scalp Mist Liquid 0.3 g/100mL Topical Nature4 Co., Ltd. 2019-10-01 Not applicable US A.C.C Fresh and Cooling Scalp Mist Liquid 0.3 g/100mL Topical Nature4 Co., Ltd. 2017-07-26 2019-12-01 US Absorbine Gel 100 mg/1g Topical W.F. Young, Inc. 2011-01-10 2013-01-31 US Absorbine Back Patch 5000 mg/8h Transdermal DSE Healthcare Solutions, LLC 2013-10-15 2013-10-01 US Absorbine BACK Therapeutic Pain Relief Patch 5 g/100g Topical Teh Seng Pharmaceutical Mfg. Co., Ltd. 2013-10-10 2021-04-30 US Absorbine Jr Cream 2.5 g/100g Topical W.F. Young, Inc. 2012-04-30 2015-06-30 US Absorbine Jr Cream 2.5 g/100g Topical Clarion Brands, Llc 2015-08-15 Not applicable US Additional Data Available- Application NumberApplication NumberAvailable for Purchase
A unique ID assigned by the FDA when a product is submitted for approval by the labeller.
Learn more - Product CodeProduct CodeAvailable for Purchase
A governmentally-recognized ID which uniquely identifies the product within its regulatory market.
Learn more
- Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image 1st Medxpatch With Lidocaine 4% Levomenthol (5 g/1) + Capsaicin (0.025 g/1) + Lidocaine (4 g/1) + Methyl salicylate (20 g/1) Patch Topical 1ST MEDX LLC 2018-03-15 Not applicable US 1st RELIEF TOPICAL Levomenthol (10 mg/1mL) + Lidocaine (40 mg/1mL) Spray Topical 1st Class Pharmaceuticals 2014-12-02 Not applicable US 24 Alopecia Reliefshampoo Levomenthol (0.3 g/100mL) + Panthenol (0.2 g/100mL) + Salicylic acid (0.25 g/100mL) Shampoo Topical DERMA CENTRIC INC 2020-08-08 Not applicable US 3x Medicated Mouth Sore Gel Levomenthol (0.1 g/100g) + Benzocaine (20 g/100g) + Zinc chloride (0.15 g/100g) Gel Oral HEB 2020-06-02 Not applicable US 3x Medicated Mouth Sore Gel Levomenthol (0.1 g/100g) + Benzocaine (20 g/100g) + Zinc chloride (0.15 g/100g) Gel Oral CVS 2020-06-05 Not applicable US 3X Medicated Mouth Sore Gel Levomenthol (0.1 g/100g) + Benzocaine (20 g/100g) + Zinc chloride (0.15 g/100g) Gel Oral Rite Aid 2020-06-05 Not applicable US 3x Medicated Mouth Sore Gel Levomenthol (0.1 g/100g) + Benzocaine (20 g/100g) + Zinc chloride (0.15 g/100g) Gel Oral Lornamead 2020-06-05 Not applicable US 3X Medicated Toothache and Gum Gel Levomenthol (0.26 g/100g) + Benzocaine (20 g/100g) + Zinc chloride (0.15 g/100g) Gel Oral Rite Aid 2020-05-06 Not applicable US 3x Medicated Toothache and Gum Gel Levomenthol (0.26 g/100g) + Benzocaine (20 g/100g) + Zinc chloride (0.15 g/100g) Gel Oral CVS 2020-06-05 Not applicable US 3x Medicated Toothache and Gum Gel Levomenthol (0.26 g/100g) + Benzocaine (20 g/100g) + Zinc chloride (0.15 g/100g) Gel Oral Lornamead 2020-06-05 Not applicable US - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image 1st Medxpatch With Lidocaine 4%-rx Levomenthol (5 1/1) + Capsaicin (0.0375 1/1) + Lidocaine (4 1/1) + Methyl salicylate (20 1/1) Patch Topical Direct Rx 2020-10-14 Not applicable US 1st Medxpatch With Lidocaine 4%-rx Levomenthol (5 1/1) + Capsaicin (0.0375 1/1) + Lidocaine (4 1/1) + Methyl salicylate (20 1/1) Patch Topical 1ST MEDX LLC 2018-03-15 Not applicable US 24 Alopecia Reliefshampoo Levomenthol (0.3 g/100mL) + Panthenol (0.2 g/100mL) + Salicylic acid (0.25 g/100mL) Shampoo Topical DERMA CENTRIC INC 2020-08-08 Not applicable US 4125 First Aid Kit Levomenthol (0.33 g/100g) + Ammonia (0.045 g/0.3mL) + Bacitracin zinc (400 [iU]/1g) + Benzalkonium chloride (1.3 mg/1mL) + Benzethonium chloride (0.2 g/100g) + Benzethonium chloride (0.2 g/100g) + Benzocaine (10 g/100g) + Benzocaine (10 g/100g) + Isopropyl alcohol (0.7 mL/1mL) + Neomycin sulfate (3.5 mg/1g) + Polymyxin B sulfate (5000 [iU]/1g) + Water (98.6 mL/100mL) Kit Ophthalmic; Respiratory (inhalation); Topical Honeywell Safety Products USA, Inc 2018-10-18 Not applicable US 4204 First Aid Kit Levomenthol (7 mg/1) + Acetaminophen (325 mg/1) + Benzalkonium chloride (0.13 g/100mL) + Isopropyl alcohol (0.7 mL/1mL) + Lidocaine hydrochloride (24.64 mg/1mL) + Neomycin sulfate (3.5 mg/1g) + Povidone-iodine (10 mg/1mL) + Water (98.6 mL/100mL) Kit Ophthalmic; Oral; Topical Honeywell Safety Products USA, Inc 2018-10-18 Not applicable US 4210 First Aid Kit Levomenthol (7 mg/1) + Acetaminophen (325 mg/1) + Benzalkonium chloride (0.13 g/100mL) + Isopropyl alcohol (0.7 mL/1mL) + Lidocaine hydrochloride (24.64 mg/1mL) + Neomycin sulfate (3.5 mg/1g) + Povidone-iodine (10 mg/1mL) + Water (98.6 mL/100mL) Kit Ophthalmic; Oral; Topical Honeywell Safety Products USA, Inc 2018-10-18 Not applicable US 4221 First Aid Kit Levomenthol (0.33 g/100g) + Acetylsalicylic acid (325 mg/1) + Ammonia (0.045 g/0.3mL) + Bacitracin zinc (400 [iU]/1g) + Benzethonium chloride (0.2 g/100g) + Benzethonium chloride (0.2 g/100g) + Benzocaine (10 g/100g) + Benzocaine (10 g/100g) + Isopropyl alcohol (0.7 mL/1mL) + Neomycin sulfate (3.5 mg/1g) + Polymyxin B sulfate (5000 [iU]/1g) + Water (98.6 mL/100mL) Kit Ophthalmic; Oral; Respiratory (inhalation); Topical Honeywell Safety Products USA, Inc 2018-10-18 Not applicable US 4230 First Aid Kit Levomenthol (0.33 g/100g) + Acetylsalicylic acid (325 mg/1) + Ammonia (0.045 g/0.3mL) + Bacitracin zinc (400 [iU]/1g) + Benzalkonium chloride (1.3 mg/1mL) + Benzethonium chloride (0.2 g/100g) + Benzocaine (10 g/100g) + Neomycin sulfate (3.5 mg/1g) + Polymyxin B sulfate (5000 [iU]/1g) + Water (98.6 mL/100mL) Kit Ophthalmic; Oral; Respiratory (inhalation); Topical Honeywell Safety Products USA, Inc 2018-10-18 Not applicable US 4232 First Aid Kit Levomenthol (0.33 g/100g) + Acetylsalicylic acid (325 mg/1) + Ammonia (0.045 g/0.3mL) + Bacitracin zinc (400 [iU]/1g) + Benzethonium chloride (0.2 g/100g) + Benzethonium chloride (0.2 g/100g) + Benzocaine (10 g/100g) + Benzocaine (10 g/100g) + Isopropyl alcohol (0.7 mL/1mL) + Neomycin sulfate (3.5 mg/1g) + Polymyxin B sulfate (5000 [iU]/1g) + Water (98.6 mL/100mL) Kit Ophthalmic; Oral; Respiratory (inhalation); Topical Honeywell Safety Products USA, Inc 2018-10-18 Not applicable US 4240 First Aid Kit Levomenthol (0.33 g/100g) + Acetaminophen (325 mg/1) + Acetylsalicylic acid (325 mg/1) + Ammonia (0.045 g/0.3mL) + Bacitracin zinc (400 [iU]/1g) + Benzalkonium chloride (1.3 mg/1mL) + Benzethonium chloride (0.2 g/100g) + Benzethonium chloride (0.2 g/100g) + Benzocaine (10 g/100g) + Benzocaine (10 g/100g) + Calcium carbonate (420 mg/1) + Isopropyl alcohol (0.7 mL/1mL) + Neomycin sulfate (3.5 mg/1g) + Polymyxin B sulfate (5000 [iU]/1g) + Water (98.6 mL/100mL) Kit Ophthalmic; Oral; Respiratory (inhalation); Topical Honeywell Safety Products USA, Inc 2018-10-18 Not applicable US
Categories
- Drug Categories
- Agents causing hyperkalemia
- Alcohols
- Antiarrhythmic agents
- Antipruritics
- Antipruritics and Local Anesthetics
- Basic Lotions and Liniments
- Bradycardia-Causing Agents
- Calcium Channel Blockers
- Cyclohexanes
- Cyclohexanols
- Cycloparaffins
- Cytochrome P-450 CYP3A Substrates
- Cytochrome P-450 CYP3A4 Substrates
- Cytochrome P-450 Substrates
- Dermatologicals
- EENT Drugs, Miscellaneous
- Fatty Alcohols
- Herbs and Natural Products
- Hexanols
- Lipids
- Monoterpenes
- Other Analgesics
- Other Cold and Cough Preparations
- Potential QTc-Prolonging Agents
- QTc Prolonging Agents
- Terpenes
- Vasodilating Agents
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- Sub Class
- Monoterpenoids
- Direct Parent
- Menthane monoterpenoids
- Alternative Parents
- Monocyclic monoterpenoids / Cyclohexanols / Cyclic alcohols and derivatives / Hydrocarbon derivatives
- Substituents
- Alcohol / Aliphatic homomonocyclic compound / Cyclic alcohol / Cyclohexanol / Hydrocarbon derivative / Monocyclic monoterpenoid / Organic oxygen compound / Organooxygen compound / P-menthane monoterpenoid / Secondary alcohol
- Molecular Framework
- Aliphatic homomonocyclic compounds
- External Descriptors
- p-menthan-3-ol (CHEBI:15409) / Menthane monoterpenoids, Cyclic monoterpenes (C00400) / Menthane monoterpenoids (LMPR0102090001)
Chemical Identifiers
- UNII
- BZ1R15MTK7
- CAS number
- 2216-51-5
- InChI Key
- NOOLISFMXDJSKH-KXUCPTDWSA-N
- InChI
- InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
- IUPAC Name
- (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol
- SMILES
References
- Synthesis Reference
Tatsuo Higashiyama, Isao Sakata, "Menthol glycoside, process for preparing the same and method for releasing menthol therefrom." U.S. Patent US4038270, issued December, 1972.
US4038270- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0003352
- KEGG Drug
- D00064
- KEGG Compound
- C00400
- PubChem Compound
- 16666
- PubChem Substance
- 46506513
- ChemSpider
- 15803
- BindingDB
- 50318482
- 236388
- ChEBI
- 15409
- ChEMBL
- CHEMBL470670
- ZINC
- ZINC000001482164
- Therapeutic Targets Database
- DAP000876
- PharmGKB
- PA164776605
- Guide to Pharmacology
- GtP Drug Page
- Drugs.com
- Drugs.com Drug Page
- Wikipedia
- Menthol
- AHFS Codes
- 84:08.00 — Antipruritics and Local Anesthetics
- 84:24.04 — Basic Lotions and Liniments
- 52:92.00 — EENT Drugs, Miscellaneous
- 92:01.00* — Herbs and Natural Products
- 84:08.01* — Other Analgesics
- 48:01.00* — Other Cold and Cough Preparations
- MSDS
- Download (73.2 KB)
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 4 Active Not Recruiting Treatment Back Pain Lower Back Chronic 1 4 Completed Prevention Abnormal Menstrual Cycle 1 4 Completed Treatment Actinic Keratosis (AK) 1 4 Completed Treatment Back Pain Lower Back Chronic 1 4 Completed Treatment Cessation, Smoking / Smoking 1 4 Completed Treatment Diaper Dermatitis 1 4 Completed Treatment Infertility 1 4 Completed Treatment Sub-acute Back Pain 1 4 Not Yet Recruiting Treatment Embryo Transfer 1 4 Recruiting Treatment Central Nervous System Embryonal Tumors / Medulloblastomas 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Active and Innovative Inc.
- Bergen Brunswig
- Chain Drug
- Chattem Chemicals Inc.
- CVS Pharmacy
- Dofs Laboratories
- Gold Mints Products Co. Ltd.
- Herbion Pakistan Pvt Ltd.
- Hisamitsu Pharmaceuticals
- Humco
- Major Pharmaceuticals
- Medicine Shop
- Mentholatum Co.
- Nutri Dyn Products Limited
- Pfizer Inc.
- Walgreen Co.
- Dosage Forms
Form Route Strength Ointment Topical 2.8 % Gel Oral Kit Ophthalmic; Oral; Topical Kit Ophthalmic; Oral; Respiratory (inhalation); Topical Kit Ophthalmic; Respiratory (inhalation); Topical Kit Ophthalmic; Topical Cream Oral Solution Topical 40 g/100mL Liquid Topical 0.3 g/100mL Ointment Topical 10 g/100g Gel Topical 100 mg/1g Patch Transdermal 5000 mg/8h Patch Topical 5000 mg/1h Liquid Topical 1.27 g/100mL Patch Topical 6500 mg/1h Patch Topical 6500 mg/8h Patch Topical 5000 mg/8h Liquid Topical 40 mg/1mL Liquid Topical 0.0127 g/1mL Patch Transdermal 6500 mg/8h Solution Topical 5.2 g/100mL Cream Topical 28 g/90mL Gel Topical 12 mg/1mL Cream Topical 70 mg/1mL Gel Topical 80 g/1000g Liquid Topical 80 g/1000g Spray Topical 80 g/1000g Stick Topical 0.05138 g/1g Solution Topical 35 mg/1mL Cream Topical 35 mg/1mL Tablet 400 mg Lozenge Oral 7.6 1/1 Lozenge Oral 8.6 1/1 Tape Topical Aerosol, spray Percutaneous; Topical; Transdermal Aerosol, spray Cutaneous; Topical; Transdermal Liquid Topical 1.05 g/84g Cream Topical 0.2 g/4g Patch Topical 30 mg/1 Patch Topical 2.5 mg/100mg Ointment Topical 0.31 g/100g Liquid Dental Gel Topical 70 mg/1L Spray Topical 70 mg/1L Spray Topical 700 mL/1L Ointment Enteral Liquid Buccal Spray Topical 5 mL/100mL Tablet 900 mcg Lotion Topical 0.15 g/100g Ointment Topical 0.2025 g/15g Ointment Topical 25 % w/w Lotion Topical 20 % w/w Rinse Oral Mouthwash Oral Spray Topical 5 g/100mL Spray Topical 10 g/100mL Gel Topical 3.2 g/100mL Gel Topical 3 g/100mL Liquid Topical 3 g/100mL Gel Topical 2.5 g/100mL Gel Topical 3.969 g/113.4g Gel Topical 3.969 g/90g Cream Topical 3.7 g/100g Lotion Topical 1 g/100g Cream Topical 12.5 mg/1g Cream Topical 1.4125 g/113g Cream Topical 8.5 mg/85g Lozenge Oral 2.8 mg/1 Patch Topical 5 mg/100mg Gel Topical 1.25 g/100g Powder Topical 0.15 g/100g Stick Topical 1.34 g/57g Gel, dentifrice Topical 10 mg/1g Cream Topical 10 g/100g Mouthwash Buccal Solution Topical 100 mg/1mL Patch Topical; Transdermal Cream Topical 4 g/100g Spray Topical 9 g/100g Oil Topical 16 % Cream Topical 25 % Stick Topical 2.6 mg/1g Cream Topical 25 mg/1mL Cream Topical 30 % Patch Topical 4.62 g/100g Ointment Nasal Ointment Topical 0.7 g/17.5g Liniment Topical 3.7 g/100mL Gel Topical 3 g/120mL Gel Topical 2.4 mg/120mL Gel Topical 3 mg/120mL Gel Topical 1.5 g/60mL Oil Percutaneous; Topical; Transdermal Cream Topical 1.4 g/100g Cream Topical 10 g Cream Topical 8 g Syrup Oral 135 mg/5ml Ointment Cutaneous 15 % Gel Topical 50 mg/1g Patch Topical 50 mg/1 Syrup Oral 135 mg Tablet, chewable Oral Gel Topical 4.5 g/100g Gel Topical 5.085 g/113g Spray Topical 11.8 g/118mL Lozenge Oral 9.1 mg/1 Lozenge Oral 5.97 mg/1 Liquid Topical 4.2 mL/60mL Cream Topical 11 g/100g Gel Topical 8.9 g/89mL Lotion Topical 5.11 g/113g Gel Topical 30 mg/1g Gel Topical 2.1 g/60mL Gel Topical 4.0 g/100mL Gel Topical 0.03 g/1g Spray Topical 105 mg/1mL Gel Topical 35 mg/1mL Gel Topical 3.5 %W/W Spray Topical 10 %W/W Gel Topical 105 mg/1mL Solution Topical 10 % Gel Topical 3.5 g Spray Topical 590 mg/1mL Patch Topical 0.156 g/1 Patch Topical 0.348 g/1 Salve Topical 1 g/100g Salve Topical 1.1 g/100g Soap Topical 1 g/100mL Gel Topical 2.0 g/100g Gel Topical .02 g/1g Powder Topical 1.5 mg/1g Powder Topical 10 mg/1g Liquid Topical 4.2 g/84g Liquid Topical 70 mg/1mL Cream Topical 100 mg/1mL Cream Topical 170 g/90mL Ointment Topical 1.5 g Ointment Respiratory (inhalation); Topical Syrup Oral Gel Topical 0.025 g/1g Solution Respiratory (inhalation) 2 g Ointment Topical 0.44 % Ointment Respiratory (inhalation) Ointment Topical Liquid Topical 5 mg/1mL Cream Topical 0.5 g/100g Cream Topical 40 mg/1g Oil Topical 57 % w/v Patch Topical 0.05 mg/1 Oil Topical 0.08 kg/1kg Oil Topical 8 g/100mL Cream Topical 125 mg/1mL Cream Topical 1.25 g/100mL Cream Topical 1.5 g/100g Liquid Topical 0.25 g/100mL Liquid Transdermal Shampoo Topical 0.3 g/100mL Oil Topical 1.5 g/50g Lozenge Oral 4.5 mg/1 Salve Topical 27.6 mg/1g Oil 4.84 % Lozenge Oral Oil Topical 2 %w/v Gel Topical 2 g/100g Gel Topical Gel Topical 1 mg/100mL Gel Topical 0.1 mg/1mL Liquid Topical 1.05 g/15mL Cream 1 g/100g Cream Topical 32 % w/w Cream Topical 20 mg/1g Liquid Nasal Cream Topical 0.075 g/1g Spray Topical 16 g/100mL Patch Topical 240 mg/1 Patch Topical 500 mg/1 Patch Topical 875 mg/1 Patch Topical 400 mg/1 Liquid Topical 16 g/100mL Patch Topical 5 g/100g Lipstick Topical Aerosol, spray Topical 6 mL/60mL Gel Topical 0.46 L/3.8L Ointment Topical 13 mL/90mL Swab Topical .96 mL/8mL Gel Topical 10 g/100mL Gel Topical 4 g/100g Patch Topical 1.14 g/100g Patch Topical 100 mg/5mg Granule, for solution Oral 490 mg/5g Spray Topical 16 g/100g Mouthwash Buccal; Oral Gel Transdermal Lozenge Oral 16.0 mg/1 Lozenge Oral 13.2 mg/1 Lozenge Oral 15.3 mg/1 Granule, for solution Topical 11.7 mg/1mL Patch Topical 0.75 g/1 Patch Topical 5 mg/1g Plaster Transdermal 2 % Lozenge Oral 7.2 mg/7.2mg Tablet Oral 7.5 mg/7.5mg Tablet Oral 5.8 mg/5.8mg Cream Topical 1.36 g/100g Ointment Topical 10.2 % Gel Topical 4 % w/w Patch Transdermal 1.4 % w/w Patch Transdermal 2 % w/w Gel 1.37 g/100g Cream Topical 7 mg/100mL Tape Cutaneous; Extracorporeal 0.05 g/1g Lotion Respiratory (inhalation) Patch Topical 0.05 g/1g Gel Topical 36 mg/1mL Liquid Topical 160 mg/1mL Lozenge Oral 20 mg/1 Gel, dentifrice Dental Lozenge Oral 4 mg/1 Lotion Topical 1 mg/1mL Cream Topical 0.025 g/1g Solution Topical 60 mg/1mL Plaster Transdermal 4.26 %w/w Ointment Topical 200 mg Suppository Rectal 50 mg Patch, extended release Transmucosal 2.5 mg/194.85mg Patch, extended release Transmucosal 2.5 mg/194.851 Tablet, extended release Oral; Topical 2.5 mg/150mg Kit Topical Cream Topical 1 % Solution Topical 1.632 g/100mL Ointment Topical 6 g Cream Topical 1.8 g/100g Lotion Topical 1.5 mg/1g Liquid Topical 50 mg/1mL Liquid Topical 20 mg/1mL Patch Topical 5 g/1 Ointment Topical 8 g Gel Topical 10 g Patch Topical 205.5 mg/1 Oil Topical 3.5 g/100mL Liquid Topical 30 mg/1mL Aerosol, spray Topical 3 g/100mL Spray Topical Patch Topical 0.5 g/1g Gel Topical 0.06 g/1g Gel Topical 3.89 g/100g Gel Topical 4.58 g/100g Cream Topical 40 mg/1mL Solution Topical Cream Topical 2.625 g/75g Gel Topical 80 mg/1g Cream Topical 100 mg/1g Patch Cutaneous Lozenge Oral 8.3 mg/1 Lozenge Oral 8.5 mg/1 Cream Topical 50 mg/1mL Ointment Topical 8 %w/w Oil Topical 5 %w/w Liquid Topical 35 mg/1mL Disc Topical Patch Topical 4 g/1 Spray Topical 1000 mg/100mL Spray Topical 1700 mg/100mL Spray Topical 865.4 mg/50mL Cream Topical 60 mg/1mL Spray Topical 12 %w/v Liquid Topical 2.5 g/100mL Spray Topical 1.25 g/100mL Cream Topical 2.8 g/56g Stick Topical 0.035 g/7g Liquid Topical 16 mg/100mL Gel Dental Spray Topical 4 g/100mL Cream Topical 12.13 mg/1mL Gel Topical 5000 IU Ointment Topical 9.6 mL/60mL Lotion Topical 0.1 g/100mL Liquid Respiratory (inhalation) 225 mg/ml Plaster 4.7 %w/w Gel Topical 100 mg/1mL Plaster Topical; Transdermal Ointment Topical 6 % w/w Gel Topical 2 g/100mL Gel Topical 4 g/100mL Stick Topical 20 mg/1g Patch Topical 750 mg/1 Gel Topical 35 mg/1g Spray Topical 100 mg/1g Lotion Topical 12.5 mg/1mL Patch Topical 200 mg/1 Syrup Oral 14 mg/5ml Swab Topical Solution Oral Lozenge Oral 0.5 %w/w Lozenge Oral 0.9 %w/w Lozenge Oral 5.75 g Lozenge Oral 6.9 mg Lozenge Oral 5.75 MG Lozenge Oral 4.025 mg Lozenge Oral 4.6 mg Lozenge Oral 3.45 mg Lozenge Oral 9.2 mg Cream Topical 10.2 % w/w Jelly Topical Gel Topical Spray Topical 2.25 g/100mL Gel Topical 0.07 g/1g Gel Topical 0.16 g/1g Kit Oral; Topical Cream Topical 16 g/1 Spray Topical 16 g/1 Granule, for solution Oral 270 mg/6g Cream Topical 1.25 mg/1mL Lotion Topical 13.5 mg/1mL Cream Topical 0.1 g/100mL Oil Topical 24 mg/1mL Gel Topical 4.2 mg/100mL Spray Oropharyngeal Rinse Oral 0.08 g Cream Topical 4 %w/w Gel Topical 160 mg/1mL Ointment Topical 1 g Liniment Topical 35 % Spray Oral; Topical Patch Cutaneous; Topical; Transdermal Ointment Topical 1 g/100g Solution, concentrate Oral 1 % v/v /100ml Lotion Topical 0.005 g/1g Powder Topical 0.008 g/1g Spray Topical 1 g/100g Lotion Topical 0.0015 g/1g Powder Topical 0.0015 g/1g Cream Topical 16 g/100g Cream Topical 6.25 g/100g Lotion Cutaneous Oil Topical 20 mg/500mg Lozenge Oral 7 mg/1 Cream Topical 5.83 %w/w Ointment Topical 0.05 g Liniment Topical 55 % w/v Lozenge Oral 5.7 mg/1 Lozenge Oral 6.8 mg/1 Lozenge Oral 1.8 mg/1 Lozenge Oral 8.8 mg/1 Lozenge Oral 8.2 mg/1 Tablet Oral Lozenge Oral 6.4 mg/1 Lozenge Oral 4.3 mg/1 Lozenge Oral 2.5 mg/1 Lozenge Oral 2.7 mg/1 Lozenge Oral 4.6 mg/1 Lozenge Oral 5.6 mg/1 Lozenge Oral 3.2 mg/1 Lozenge Oral 9.4 mg/1 Lozenge Oral 3.7 mg/1 Lozenge Oral 6.6 mg/1 Lozenge Oral 6.7 mg/1 Lozenge Oral 2.9 mg/1 Lozenge Oral 15 mg/1 Lozenge Oral 3.1 mg/1 Lozenge Oral 18 mg/1 Syrup Oral 0.1 g/100mL Gel Topical 2.0 g/100mL Poultice Transdermal 280 mg/12g Spray Topical 10.4 g/100g Lotion Topical 4 g/100g Cream Topical 7.4 g/100g Mouthwash Dental 0.2 g/100mL Ointment Rectal Ointment Topical 0.4 g Cream Topical 2 mg/100mL Gel Topical 8 mg/100mL Lozenge Oral 4.8 mg/1 Spray Topical 0.06 g/1g Lozenge Oral 5.5 mg/1 Lozenge Oral 1.6 mg/1 Lozenge Oral 6 mg/1 Lozenge Oral 5.5 mg/2.51 Lozenge Oral 9.99 mg/1 Lozenge Oral 3 mg/1 Gel Topical 4840 mg/1g Lozenge Oral 3.18 mg/1 Lozenge Oral 7.5 1/1 Pastille Oral 0.281 mg/1 Pastille Oral 7.6 mg/1 Lozenge Oral 3.9 mg/1 Lozenge Oral 8.6 mg/2.5g Cream Topical 12.5 mg/1mL Gel Topical 2.27 g/227g Patch Topical 285 mg/5700mg Oil Topical 9.4 % w/w Gel Topical 0.3 g/100mL Liquid Topical 12.5 mg/1mL Plaster Transdermal 0.62 mg Patch Topical 0.18 mg Plaster Transdermal 6.5 %w/w Cream Topical 2.6 %w/w Cream Topical 15 % Gel Topical 34.79 mg/1mL Cream Topical 2 mg/1g Gel Topical 2.84 mg/227mg Gel Topical .02 g/100g Cream Topical 30 mg/1g Gel Topical 16.95 g/113g Gel Topical 55 mg/1mL Spray Topical 89 mg/1mL Patch Topical 336 mg/1 Patch Topical 210 mg/1 Patch Topical 205.50 mg/1 Patch Topical 428.50 mg/1 Patch Topical 50.25 mg/1 Patch Topical 866.25 mg/1 Patch Topical 787.5 mg/1 Patch Topical 29.3 mg/1 Patch Topical 750.00 mg/1 Spray Topical 160 mg/1mL Ointment Topical 5 %w/w Ointment Topical 5 % Ointment Topical 25 %w/w Oil Topical 16 g/100mL Liquid Topical 12.5 mg/1g Gel Topical 5 mg/5mL Gel Topical 1.25 mL/100mL Cream Topical 0.525 g/105g Cream Topical 2.5 g/500g Shampoo Topical 0.0025 g/500g Liquid Topical 0.1 g/100mL Cream Topical 2.2 g/100g Soap Topical 4 mg/1mL Lozenge Oral 5 mg/100mg Pastille Oral 20 mg Cream Topical 50 mg/1g Lotion Topical 8.5 g/100mL Liquid Topical 10 g/100mL Shampoo Topical 1 mg/1mL Ointment Topical 7.5 g Ointment Topical 0.0275 g/g Stick Topical Cream Topical 30 mg/1mL Liquid Respiratory (inhalation) Gel Topical 10 g/100g Liniment Topical 58 % w/v Gel Topical 10 mg/1g Lotion Topical 8.5 mg/88mL Solution Respiratory (inhalation) 12 g/100g Lotion Topical 3.5 g/100g Powder Topical 1 g/100g Cream Dental Oil Topical 35 % Liquid Topical 10 %w/w Plaster; swab Topical Plaster Transdermal 3.0 g/100g Oil Topical 0.8 mg/50mL Gel Topical 12.5 mg/1mL Gel Topical 20 mg/1g Spray Topical 0.005 g/1g Lozenge Oral 7.5 mg/1 Lozenge Oral 5.4 mg/1 Lozenge Oral 5 mg/1 Oil Topical 5 % Aerosol, spray Topical Lotion Topical 73.7 mL Solution Topical 73 mL Powder Topical 2 g/100g Lozenge Oral 5.75 mg/1 Gel Topical 0.23 mg/1mL Gel Topical 0.24 mg/1mL Lozenge Oral 1.0 mg/1 Lotion Topical 11.2 g/224g Cream Topical 5.6 g/112g Lotion Topical 3 g/100g Cream Topical 1.36 % w/w Cream 2 g/100g Mouthwash Dental; Oral Gel Topical 50 mg/1mL Powder Topical 0.1 g/1g Lipstick Topical 5 mg/1g Shampoo Topical Gel Topical .07 g/1g Powder Topical 2.26 g/283g Powder Topical 0.42 g/283g Jelly Topical Stick Topical 0.9 g/100g Patch Topical 428.5 mg/1 Patch Topical Cream Topical 5 1/85g Patch Topical 20 mg/11.7g Lozenge Oral 5.8 mg/1 Cloth Topical 0.05 g/1mL Gel Topical 4.54 g/227g Spray Topical 105 mg/1g Lozenge Oral Cream Topical 5 g/100g Oil Topical 6 mg/50mL Shampoo Topical 9 % Patch Topical 15 mg/1g Cream Topical 26 mg/1mL Lozenge Oral 0.7 g/1g Lozenge Oral 0.86 g/1g Oil Topical 0.5 mg/50mL Powder Topical 2.8 g/283g Powder Topical 2.83 g/283g Spray Topical 2 g/100mL Patch Topical 440 mg/1 Patch Topical 910 mg/1 Lozenge Oral 5.4 1/1 Pastille Oral 5.8 mg/1 Lozenge Oral 8.0 mg/1 Pastille Oral 20 mg/1 Ointment Topical 20 mg/g Cream Topical 5.8 %w/w Inhalant Nasal 0.492 g Ointment Topical 27 mg/1g Ointment Topical 1.3 % Gel Topical 30 mg/1mL Lotion Topical Rinse Oral 0.4 g/100ml Lotion Topical 1.3 g/100g Ointment Topical 3 mL/100g Cream 1.5 mL/100g Cream Topical 8.8 % Salve Topical 0.5 g/100g Liniment Percutaneous; Transdermal 1 g/3500mL Salve Topical 1 g/1500g Cream Topical 15 mg/1mL Gel Topical 0.02 g/1g Gel Topical 160 mg/1g Solution Topical 40 mg/1mL Gel Topical 40 mg/1g Liniment Topical 60 % w/v Oil Topical 16 %w/v Oil Topical 10.8 % Oil Topical 10 % w/w Oil Topical 60 % Liquid Topical 10 % Oil Topical 10 %w/v Oil Topical 40 %v/v Liniment Topical 1 %w/v Oil Topical 56 % Oil Topical 58 % Cream Topical 0.028 g/28g Cream Topical 0.106 g/106g Cream Topical 0.224 g/224g Liquid Topical 1.8 mL/90mL Cream Topical 3 g/100g Cream Topical 1.5 g/100mL Lozenge Oral 8.6 mg/1 Ointment Topical 3.92 % Cream Topical 2.5 g/100g Oil Topical 1.25 %w/v Cream Topical 1.2 g/100g Gel Topical 3.5 g/100mL Gel Topical 2.5 g/100g Gel Topical 25 mg/1g Cream Topical Cream Topical 1.05 g/42g Lozenge Oral 3.4 mg Spray Topical 100 mg/1mL Cream Topical 5 uL/1mL Tape Topical 10 g/100g Pill Vaginal 0.5 g/100g Lotion Topical 60 mg/1mL Solution; spray Nasal 50 g/100mL Ointment Rectal 275 mg/48.2g Mouthwash Oral 0.3 mg/1mL Lozenge Oral 3 1/1 Pastille Oral 4.8 mg/1 Lozenge Oral 1.5 mg/1 Lozenge Oral 2.0 mg/1 Lozenge Oral 3.5 mg/1 Lozenge Oral 1.2 mg/1 Gel Topical 3 g/100g Lozenge Oral 2 mg/3g Cream Topical Pastille Oral 1.2 mg Lozenge Oral 1.2 mg Plaster Transdermal 0.9 mg Plaster Topical 0.18 mg Plaster Transdermal 6 %w/w Plaster 4.5 %w/w Cream 1.8 g/100g Liquid Topical 2500 mg Liquid Topical 2.5 % Lozenge Oral 8 mg/1 Aerosol, spray Topical 1 mg/100mg Aerosol, spray Topical 5 mg/100mg Cream Topical 10 mg/100mg Liquid Topical 10 mg/100mg Spray Topical 0.1 mg/100mg Aerosol, foam Topical 5 mg/100mg Liniment Topical Ointment Topical 1.33 g Liquid Topical 0.2 g/10mL Tablet, soluble Oral Powder Oral Spray Topical 0.5 g/100mL Cream Topical 1.36 mg/100g Kit Oral Ointment Topical 1.25 g/100g Oil Transdermal 100 mg/50mL Gel Topical 0.33 mg/660mL Gel Topical 0.63 g/632.19g Lozenge Oral 10 mg/1 Pastille Oral 10 mg/1 Gel Topical 85 mg/1mL Strip Dental Gel Oral; Topical Film, soluble Oral Paste Topical Lozenge Oral 1.9 mg/1 Cream Topical 1.3 g/100g Cream Topical 8 g/100g Ointment Topical 3 % Lotion Topical 6 g Gel Topical 7 g/100mL Liquid Topical 6 g/100mL Cream Topical 14 g/280g Granule Topical 1.6 mg/1g Liquid Topical 2.23 mg/1mL Oil Topical 12.18 mg/1mL Oil Topical 17.62 mg/1mL Patch Topical 105 mg/1 Cream Topical 17.5 mg/1mL Cream Topical 6 g/100mL Gel Topical 17.5 mg/1mL Liquid Topical 0.16 g/1mL Patch Topical 5 mg/1 Spray Topical 10.5 g/100g Patch Topical 160 mg/1mL Tincture Topical Gel Topical 2.4 g/120g Spray Topical 7 g/100mL Gel Topical 4.54 g/1g Patch Topical 0.2 1/1 Patch Topical .05 mg/1g Patch Topical 50 mg/1g Patch Topical 30 mg/1mL Cream Topical 35 mg/1g Ointment Topical 7 % Patch Topical 0.5 % Cream Topical 4.25 g/85g Lotion Topical 160 mg/1mL Patch Topical 775 mg/1 Patch Topical 5 g/1001 Patch Topical 1.22 g/1 Patch Topical 350 mg/1 Solution Oral 7 mg/5ml Lotion Topical 7.5 g/100g Liquid Oral Gel Topical 1.0 g/100g Gel Topical 31 mg/1mL Spray Topical 104 mg/1mL Gel Topical 7 g/100g Spray 5 mg/100mL Powder Topical Powder Topical 20 mg/2g Gel Topical 1 g/100g Lotion / shampoo Topical Cream Topical 20 mg/1mL Shampoo Topical 0.1 g/100mL Plaster Topical 4.36 % Plaster Transdermal 3 %w/w Plaster Transdermal 0.32 mg/cm Ointment Topical 13 g/100g Oil Topical 15 g/100mL Gel Topical 120 mg/1g Gel Topical 120 mg/1mL Liquid Topical 140 mg/1mL Gel Topical 40 mg/1mL Emulsion Topical Gel Topical 2 mL/100mL Spray Topical 10.5 g/10.5mL Cream Cutaneous; Topical Ointment Cutaneous; Topical Gel Cutaneous; Topical Spray Topical 8 g/100mL Gel Topical 8 g/100mL Gel Topical 10.5 g/10.5mL Ointment Topical 16 g/16mg Lozenge Oral 2 mg/1 Lotion Topical 3 g/100mL Patch Percutaneous; Topical; Transdermal Liquid Topical 80 mg/1mL Patch Topical 0.875 g/100g Cream Topical 1.25 g/100g Gel Topical 3.5 mg/1L Liquid Topical 34.86 g/1L Liquid Topical 34.79 g/1L Cream Topical 118.29 mL/100mL Lotion Topical 1.5 g/100mL Lotion Topical 0.5 g/100mL Lotion Topical 1.25 g/100mL Ointment Topical 12.7 mg/1g Solution Topical 21.2 g/100mL Lozenge Oral 6.1 mg/1001 Cream Topical 3.0 g/100g Liquid Topical 1.2 mg/15mL Spray Topical 20 % w/w Ointment Topical 0.2 g/100g Ointment Topical 937.5 mg/1g Gel Topical 27.5 mg/1g Oil Topical 7 mg/50mL Cream Topical 2 g/100g Patch Topical 50 g/1 Gel Topical 40 mg/1 Cream Topical 0.006 g/0.1g Cream Topical 6 mg/100mL Gel Topical 6.0 g/100g Kit Topical 24.03 mg/1mL Cream Rectal 8 g/100g Spray Topical 4 g/4mL Gel Topical 10 % Suspension Oral 1 mL/100mL Patch Topical 1000 mg/1 Patch Topical 600 mg/1 Patch Topical 900 mg/1 Suspension Oral 176 mcg/15mL Suspension Oral 22.5 mg/15mL Cream Topical 7 g/100g Gel Percutaneous; Topical; Transdermal Patch Topical 10 % Patch Topical 36.06 mg Patch Topical 6.3 % Patch Transdermal 3.1 % Plaster 1.24 g/100g Spray Cutaneous 1.75 g/100ml Spray Topical 3 % Patch Topical 7 % Patch Topical 2 % Patch Topical 6 % Aerosol, foam Percutaneous; Topical; Transdermal Ointment Percutaneous; Topical; Transdermal Aerosol, spray Topical 3 % Poultice Percutaneous; Topical; Transdermal 175 mg/1 Liniment Topical 25 % w/w Gel Topical 150 mg/1g Solution Topical 150 mg/100mL Emulsion Topical 500 mg/100mL Gel 75 mg/100g Liquid Topical Gel Topical 140 mg/1mL Oil Topical 10 % Paste, dentifrice Topical 0.2 g/100g Pastille Oral 0.69 mg/1 Plaster Topical Gel Topical 12.5 mg/1g Gel Topical 12.6 mg/1g Gel Topical 2.6 mg/100g Cream Topical 4 % w/w Oil Topical 38.6 g/100ml Liquid Cutaneous; Topical; Transdermal Patch Topical 0.85 g/17g Cream Oral 6 g/100mL Spray Topical 5 mg/1mL Liniment Topical 6 % Lozenge Oral 6.5 mg/1 Cream Topical 15 mg/1g Mouthwash Oral 33.3 mL/100mL Gel Topical 2.25 g/100g Mouthwash Dental Solution / drops Topical Stick Topical Gel Topical 2 mg/100mL Mouthwash Oral 4 mcg/100mL Mouthwash Oral 8 mg/100mL Liquid Topical 4 g/100mL Oil Topical 1 % Gel Topical 0.1 g/1g Gel Topical 100 g/1mL Liquid Topical 100 mg/1mL Gel Topical 6 g/100g Spray Topical 60 mg/1mL Spray Topical 80 mg/1mL Gel Topical 0.08 g/1g Lozenge Oral 0.6 mg Oil Topical 1 g/93mL Lozenge Oral 5.8 1/1 Lozenge Oral 6.9 mg/1 Lozenge Oral 2.6 mg/1 Lozenge Oral 4.1 mg/1 Lozenge Oral 7.6 mg/1 Lozenge Oral 5.52 mg/1 Lozenge Oral 1.1 mg/1 Lozenge Oral 2.2 mg/1 Ointment Topical 1 mg/1g Cream Topical 14 mg/1mL Liniment Transdermal 3.5 mg/100mL Oil Topical 24.56 mg/1mL Lotion Topical 100 ml Oil Topical 1.3 mg/50mg Ointment Topical 8 g/100g Patch Topical 4 g/100g Stick Topical 0.6 g/100g Gel Topical 3.5 mg/100mL Lozenge Oral 5.3 mg/1 Cream Topical 130 mg/1g Gel Topical 60 mg/1mL Gel Topical .04 g/1g Gel Topical 3.9 g/100mL Spray Topical 6 g/100mL Ointment Topical 10 %w/w Liniment Topical 10 %w/v Liquid Topical 8 %w/v Ointment Topical 18 % Ointment Topical 7 %w/w Pastille Oral 2.5 mg/1 Lozenge Oral 6 mg/4.2g Patch Transdermal 3 g/1 Patch Transdermal Plaster Transdermal Cream Topical 0.1 g/100g Liquid Topical 0.002 g/4mL Liquid Topical 0.06 g/120mL Ointment 5.2 g/100g Gel Topical 8 %w/w Cream Topical 5 %w/w Spray Topical 11 % Ointment Topical 11 % Lotion Topical 10 %w/w Lotion Topical 20 % Cream Topical 16 %w/w Plaster Cutaneous 0.5 g Ointment Topical 10 % Liquid Topical 28 % Cream Topical 15 % w/w Cream Topical 3 %w/w Ointment Topical 24 mg/1g Plaster Topical 1.2 mg Poultice Transdermal Dressing Oral Lotion Topical 0.5 g/100g Patch Topical 150 mg/1 Patch Topical 300 mg/1 Patch Topical 375 mg/1 Gel Topical 5.0 g/100mL Spray Topical 10.5 g/100mL Ointment Topical 1.5 g/100g Liquid Topical 5 g/100g Gel Topical 8.5 g/100mL Lotion Topical 1.35 mg/100mL Cream 1.2 g/100g Oil Topical 5.51 %w/w Cream Cutaneous 10 % Gel Topical 4.56 g/114g Gel Topical 5 g/100mL Ointment Topical 4 g Ointment Topical 4.5 g Gel Topical 1.25 g/100mL Syrup Oral 1.325 mg/5ml Cream Topical 45 mg/1mL Liquid Topical 25 g/100g Salve Topical Oil Topical 3 %w/v Lozenge Oral 1.7 mg/1 Lozenge Oral 3.3 mg/1 Inhalant Nasal 197 mg Stick Nasal 415.4 mg/g Lozenge Oral 5 mg Lozenge Oral 7 mg Ointment Topical 2.6 %w/w Ointment Topical 2.75 % Liquid Oral Mouthwash Oral 2.35 g/100mL Gel 1.36 g/100g Cream Topical 1.36 % Gel Topical 0.1 g/100g Spray Oral 2 g/100mL Gel Topical 6 g/120g Patch Topical 5 1/1 Oil Transdermal Oil Topical Lotion Topical 1 g/100mL Solution Nasal 396.6 mg/ml Cream Topical 0.03 g/1g Cream Topical 2.3 %w/w Gum, chewing Oral Gel Topical 3 g/227g Paste, dentifrice Topical Liniment Percutaneous; Transdermal 3 g/100mL Ointment Topical 7 g Liniment Percutaneous; Transdermal Patch Topical 10 mg/1000mg Gel Topical 20 g/1L Gel Topical 37 mg/1g Gel Topical 37 mg/1mL Spray Topical 37 mg/1g Gel Topical 70 mg/1g Spray Topical 160 mg/1g Spray Topical 90 mg/1mL Ointment Topical 3 g/100g Emulsion Oral 180 mg/100mL Suspension Oral 26.4 mg/15mL Suspension Oral 19.8 mcL/15mL Liquid Topical 22.5 g/100mL - Prices
Unit description Cost Unit Cool & heat patch 1.2USD patch Icy hot medicated 5% patch 1.2USD patch Bengay pain relieving patch 1.13USD patch CVS Pharmacy pain relieving patch 1.11USD patch Cold & hot pain rel patch 1.05USD patch Nuprin muscle & joint patch 1.03USD patch Mentholatum pain patch 0.93USD patch CVS Pharmacy cold & hot medicated patch 0.89USD patch Salonsip aqua-patch 0.69USD patch Menthol crystal 0.49USD g Menthol cough drops 0.06USD each CVS Pharmacy menthol drops 0.03USD each Pv menthol cough drops 0.02USD each DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.- Patents
Patent Number Pediatric Extension Approved Expires (estimated) Region Unlock Additional DataUS8809615 No 2014-08-19 2030-01-03 US US9233184 No 2016-01-12 2027-08-01 US Additional Data Available- Filed OnFiled OnAvailable for Purchase
The date on which a patent was filed with the relevant government.
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Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 43 °C PhysProp boiling point (°C) 212 °C PhysProp water solubility 490 mg/L (at 25 °C) CHEM INSPECT TEST INST (1992) logP 3.40 GRIFFIN,S ET AL. (1999) - Predicted Properties
Property Value Source Water Solubility 0.558 mg/mL ALOGPS logP 2.68 ALOGPS logP 2.66 ChemAxon logS -2.4 ALOGPS pKa (Strongest Acidic) 19.55 ChemAxon pKa (Strongest Basic) -0.81 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 1 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 20.23 Å2 ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 47.45 m3·mol-1 ChemAxon Polarizability 19.69 Å3 ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9944 Blood Brain Barrier + 0.9408 Caco-2 permeable + 0.8127 P-glycoprotein substrate Non-substrate 0.569 P-glycoprotein inhibitor I Non-inhibitor 0.8765 P-glycoprotein inhibitor II Non-inhibitor 0.9397 Renal organic cation transporter Non-inhibitor 0.8591 CYP450 2C9 substrate Non-substrate 0.7798 CYP450 2D6 substrate Non-substrate 0.746 CYP450 3A4 substrate Substrate 0.5912 CYP450 1A2 substrate Non-inhibitor 0.7188 CYP450 2C9 inhibitor Non-inhibitor 0.8484 CYP450 2D6 inhibitor Non-inhibitor 0.9451 CYP450 2C19 inhibitor Non-inhibitor 0.9185 CYP450 3A4 inhibitor Non-inhibitor 0.9458 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9546 Ames test Non AMES toxic 0.9132 Carcinogenicity Non-carcinogens 0.8439 Biodegradation Not ready biodegradable 0.7808 Rat acute toxicity 1.7142 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8439 hERG inhibition (predictor II) Non-inhibitor 0.7727
Spectra
- Mass Spec (NIST)
- Download (2.96 KB)
- Spectra
Targets
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Inducer
- General Function
- Calcium channel activity
- Specific Function
- Receptor-activated non-selective cation channel involved in detection of sensations such as coolness, by being activated by cold temperature below 25 degrees Celsius. Activated by icilin, eucalypto...
- Gene Name
- TRPM8
- Uniprot ID
- Q7Z2W7
- Uniprot Name
- Transient receptor potential cation channel subfamily M member 8
- Molecular Weight
- 127684.035 Da
References
- Story GM, Peier AM, Reeve AJ, Eid SR, Mosbacher J, Hricik TR, Earley TJ, Hergarden AC, Andersson DA, Hwang SW, McIntyre P, Jegla T, Bevan S, Patapoutian A: ANKTM1, a TRP-like channel expressed in nociceptive neurons, is activated by cold temperatures. Cell. 2003 Mar 21;112(6):819-29. [PubMed:12654248]
- Behrendt HJ, Germann T, Gillen C, Hatt H, Jostock R: Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay. Br J Pharmacol. 2004 Feb;141(4):737-45. Epub 2004 Feb 2. [PubMed:14757700]
- Bandell M, Story GM, Hwang SW, Viswanath V, Eid SR, Petrus MJ, Earley TJ, Patapoutian A: Noxious cold ion channel TRPA1 is activated by pungent compounds and bradykinin. Neuron. 2004 Mar 25;41(6):849-57. [PubMed:15046718]
- Andersson DA, Chase HW, Bevan S: TRPM8 activation by menthol, icilin, and cold is differentially modulated by intracellular pH. J Neurosci. 2004 Jun 9;24(23):5364-9. [PubMed:15190109]
- Stein RJ, Santos S, Nagatomi J, Hayashi Y, Minnery BS, Xavier M, Patel AS, Nelson JB, Futrell WJ, Yoshimura N, Chancellor MB, De Miguel F: Cool (TRPM8) and hot (TRPV1) receptors in the bladder and male genital tract. J Urol. 2004 Sep;172(3):1175-8. [PubMed:15311065]
- Eccles R: Menthol and related cooling compounds. J Pharm Pharmacol. 1994 Aug;46(8):618-30. [PubMed:7529306]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Inducer
- General Function
- Temperature-gated cation channel activity
- Specific Function
- Receptor-activated non-selective cation channel involved in detection of pain and possibly also in cold perception and inner ear function (PubMed:25389312, PubMed:25855297). Has a central role in t...
- Gene Name
- TRPA1
- Uniprot ID
- O75762
- Uniprot Name
- Transient receptor potential cation channel subfamily A member 1
- Molecular Weight
- 127499.88 Da
References
- Story GM, Peier AM, Reeve AJ, Eid SR, Mosbacher J, Hricik TR, Earley TJ, Hergarden AC, Andersson DA, Hwang SW, McIntyre P, Jegla T, Bevan S, Patapoutian A: ANKTM1, a TRP-like channel expressed in nociceptive neurons, is activated by cold temperatures. Cell. 2003 Mar 21;112(6):819-29. [PubMed:12654248]
- Namer B, Seifert F, Handwerker HO, Maihofner C: TRPA1 and TRPM8 activation in humans: effects of cinnamaldehyde and menthol. Neuroreport. 2005 Jun 21;16(9):955-9. [PubMed:15931068]
- Macpherson LJ, Hwang SW, Miyamoto T, Dubin AE, Patapoutian A, Story GM: More than cool: promiscuous relationships of menthol and other sensory compounds. Mol Cell Neurosci. 2006 Aug;32(4):335-43. Epub 2006 Jul 7. [PubMed:16829128]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Inducer
- General Function
- Calcium channel activity
- Specific Function
- Putative receptor-activated non-selective calcium permeant cation channel. It is activated by innocuous (warm) temperatures and shows an increased response at noxious temperatures greater than 39 d...
- Gene Name
- TRPV3
- Uniprot ID
- Q8NET8
- Uniprot Name
- Transient receptor potential cation channel subfamily V member 3
- Molecular Weight
- 90635.115 Da
References
- Macpherson LJ, Hwang SW, Miyamoto T, Dubin AE, Patapoutian A, Story GM: More than cool: promiscuous relationships of menthol and other sensory compounds. Mol Cell Neurosci. 2006 Aug;32(4):335-43. Epub 2006 Jul 7. [PubMed:16829128]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Agonist
- General Function
- Opioid receptor activity
- Specific Function
- G-protein coupled opioid receptor that functions as receptor for endogenous alpha-neoendorphins and dynorphins, but has low affinity for beta-endorphins. Also functions as receptor for various synt...
- Gene Name
- OPRK1
- Uniprot ID
- P41145
- Uniprot Name
- Kappa-type opioid receptor
- Molecular Weight
- 42644.665 Da
References
- Galeotti N, Di Cesare Mannelli L, Mazzanti G, Bartolini A, Ghelardini C: Menthol: a natural analgesic compound. Neurosci Lett. 2002 Apr 12;322(3):145-8. [PubMed:11897159]
- Taniguchi Y, Deguchi Y, Saita M, Noda K: [Antinociceptive effects of counterirritants]. Nihon Yakurigaku Zasshi. 1994 Dec;104(6):433-46. [PubMed:7851817]
- Kind
- Protein group
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Antagonist
- General Function
- Voltage-gated calcium channel activity
- Specific Function
- Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hor...
Components:
References
- Grigoleit HG, Grigoleit P: Pharmacology and preclinical pharmacokinetics of peppermint oil. Phytomedicine. 2005 Aug;12(8):612-6. doi: 10.1016/j.phymed.2004.10.007. [PubMed:16121523]
- Hawthorn M, Ferrante J, Luchowski E, Rutledge A, Wei XY, Triggle DJ: The actions of peppermint oil and menthol on calcium channel dependent processes in intestinal, neuronal and cardiac preparations. Aliment Pharmacol Ther. 1988 Apr;2(2):101-18. [PubMed:2856502]
Enzymes
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- No
- Actions
- Substrate
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
- Gene Name
- CYP3A4
- Uniprot ID
- P08684
- Uniprot Name
- Cytochrome P450 3A4
- Molecular Weight
- 57342.67 Da
References
- Uesawa Y, Takeuchi T, Mohri K: Integrated analysis on the physicochemical properties of dihydropyridine calcium channel blockers in grapefruit juice interactions. Curr Pharm Biotechnol. 2012 Jul;13(9):1705-17. [PubMed:22039822]
Drug created on June 13, 2005 07:24 / Updated on November 25, 2020 08:53
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