Procaterol
Identification
- Summary
Procaterol is a beta-2 adrenergic receptor agonist and bronchodilator used for the treatment of asthma and chronic obstructive pulmonary disease (COPD).
- Generic Name
- Procaterol
- DrugBank Accession Number
- DB01366
- Background
A long-acting beta-2-adrenergic receptor agonist. It is a potent bronchodilator that may be administered orally or by aerosol inhalation.
- Type
- Small Molecule
- Groups
- Approved, Investigational
- Structure
Structure for Procaterol (DB01366)
- Weight
- Average: 290.363
Monoisotopic: 290.163042576 - Chemical Formula
- C16H22N2O3
- Synonyms
- Procaterol
- Procaterolo
- Procaterolum
Pharmacology
- Indication
For the treatment of asthma and chronic obstructive pulmonary disease (COPD).
Accelerate your drug discovery research with the industry’s only fully connected ADMET dataset, ideal for:Accelerate your drug discovery research with our fully connected ADMET dataset- Associated Conditions
- Contraindications & Blackbox Warnings
Contraindications & Blackbox WarningsWith our commercial data, access important information on dangerous risks, contraindications, and adverse effects.Our Blackbox Warnings cover Risks, Contraindications, and Adverse Effects- Pharmacodynamics
Procaterol is a long-acting beta-2-adrenergic receptor agonist. It is a potent bronchodilator that may be administered orally or by aerosol inhalation.
- Mechanism of action
Beta(2)-receptor stimulation in the lung causes relaxation of bronchial smooth muscle, bronchodilation, and increased bronchial airflow.
Target Actions Organism ABeta-2 adrenergic receptor agonistHumans - Absorption
Because of the small therapeutic dose, systemic levels of salmeterol are low or undetectable after inhalation of recommended doses.
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
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Symptoms of overdose include angina (chest pain), dizziness, dry mouth, fatigue, flu-like symptoms, headache, heart irregularities, high or low blood pressure, high blood sugar, insomnia, muscle cramps, nausea, nervousness, rapid heartbeat, seizures, and tremor.
- 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 Integrate drug-drug
interactions in your softwareAbaloparatide The risk or severity of adverse effects can be increased when Procaterol is combined with Abaloparatide. Acebutolol The therapeutic efficacy of Procaterol can be decreased when used in combination with Acebutolol. Aceclofenac The risk or severity of hypertension can be increased when Procaterol is combined with Aceclofenac. Acemetacin The risk or severity of hypertension can be increased when Procaterol is combined with Acemetacin. Acetylsalicylic acid The risk or severity of hypertension can be increased when Acetylsalicylic acid is combined with Procaterol. Aclidinium The risk or severity of Tachycardia can be increased when Procaterol is combined with Aclidinium. Adenosine The risk or severity of Tachycardia can be increased when Adenosine is combined with Procaterol. Alclofenac The risk or severity of hypertension can be increased when Procaterol is combined with Alclofenac. Alfentanil The risk or severity of hypertension can be increased when Alfentanil is combined with Procaterol. Alfuzosin The therapeutic efficacy of Procaterol can be decreased when used in combination with Alfuzosin. 
Improve patient outcomesBuild effective decision support tools with the industry’s most comprehensive drug-drug interaction checker.Learn more - Food Interactions
- Take with or without food. The onset of action of procaterol may be delayed when taken with food, however, there is no impact on the efficacy or duration of action of procaterol.
Products
Comprehensive & structured drug product infoFrom application numbers to product codes, connect different identifiers through our commercial datasets.Easily connect various identifiers back to our datasets- Product Ingredients
Ingredient UNII CAS InChI Key Procaterol hydrochloride 4VD1BRT7T8 62929-91-3 AEQDBKHAAWUCMT-KKJWGQAZSA-N Procaterol hydrochloride hemihydrate 8404I5HKFJ 81262-93-3 RZKAQAPBCFPJTK-GOPHCVLGSA-N - International/Other Brands
- Pro-Air
- Brand Name Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Pro-air Aerosol 10mcg/aem Aerosol, metered 10 mcg / act Respiratory (inhalation) Parke Davis Division, Warner Lambert Canada Inc. 1989-12-31 1996-09-10 Canada 
Categories
- ATC Codes
- R03CC08 — Procaterol
- R03CC — Selective beta-2-adrenoreceptor agonists
- R03C — ADRENERGICS FOR SYSTEMIC USE
- R03 — DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
- R — RESPIRATORY SYSTEM
- Drug Categories
- Adrenergic Agents
- Adrenergic Agonists
- Adrenergic beta-2 Receptor Agonists
- Adrenergic beta-Agonists
- Adrenergics for Systemic Use
- Adrenergics, Inhalants
- Agents producing tachycardia
- Agents that produce hypertension
- Alcohols
- Amines
- Amino Alcohols
- Anti-Asthmatic Agents
- Autonomic Agents
- Bronchodilator Agents
- Drugs for Obstructive Airway Diseases
- Ethanolamines
- Heterocyclic Compounds, Fused-Ring
- Hydroxyquinolines
- Neurotransmitter Agents
- Peripheral Nervous System Agents
- Quinolines
- Respiratory System Agents
- Selective Beta 2-adrenergic Agonists
- Sympathomimetics
- Classification
- Not classified
- Affected organisms
- Humans and other mammals
Chemical Identifiers
- UNII
- X7I3EMM5K0
- CAS number
- 72332-33-3
- InChI Key
- FKNXQNWAXFXVNW-WBMJQRKESA-N
- InChI
- InChI=1S/C16H22N2O3/c1-4-12(17-9(2)3)16(21)11-5-7-13(19)15-10(11)6-8-14(20)18-15/h5-9,12,16-17,19,21H,4H2,1-3H3,(H,18,20)/t12-,16+/m1/s1
- IUPAC Name
- 8-hydroxy-5-[(1S,2R)-1-hydroxy-2-[(propan-2-yl)amino]butyl]-1,2-dihydroquinolin-2-one
- SMILES
- CC[C@@H](NC(C)C)[C@@H](O)C1=CC=C(O)C2=C1C=CC(=O)N2
References
- Synthesis Reference
Mitsuji Akazawa, Teruo Hama, Yukio Kimura, Yoshinobu Yasuda, "Procaterol-containing preparation for application to the skin." U.S. Patent US5480649, issued February, 1989.
US5480649- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0015453
- PubChem Compound
- 688561
- PubChem Substance
- 46507907
- ChemSpider
- 599986
- BindingDB
- 50167071
- 34530
- ChEBI
- 135209
- ChEMBL
- CHEMBL3249705
- ZINC
- ZINC000019632678
- Therapeutic Targets Database
- DAP000944
- PharmGKB
- PA164748908
- Wikipedia
- Procaterol
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 4 Completed Treatment Asthma 1 4 Terminated Treatment Chronic Obstructive Pulmonary Disease (COPD) 1 4 Unknown Status Treatment Cough Variant Asthma 1 3 Completed Treatment Asthma 2 3 Completed Treatment Moderate Acute Asthma 1 2 Completed Treatment Asthma 2 1 Completed Treatment Asthma 1 1 Completed Treatment Asthma / Chronic Obstructive Pulmonary Disease (COPD) 1 Not Available Unknown Status Treatment Cough 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Tablet Tablet 50 mcg Syrup Oral 25 mcg/5ml Powder Respiratory (inhalation) Powder Respiratory (inhalation) 10 mcg/1dose Aerosol, metered Respiratory (inhalation) 10 mcg / act Spray Respiratory (inhalation) Aerosol Respiratory (inhalation) Syrup Oral Tablet 25 mcg - Prices
Unit description Cost Unit ProAir HFA 108 (90 Base)mcg/act Aerosol 8.5 gm Inhaler 45.99USD inhaler DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source logP 0.88 ChemAxon pKa (Strongest Acidic) 8.52 ChemAxon pKa (Strongest Basic) 9.88 ChemAxon Physiological Charge 1 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 81.59 Å2 ChemAxon Rotatable Bond Count 5 ChemAxon Refractivity 84.58 m3·mol-1 ChemAxon Polarizability 31.25 Å3 ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9964 Blood Brain Barrier + 0.5966 Caco-2 permeable - 0.6522 P-glycoprotein substrate Substrate 0.7018 P-glycoprotein inhibitor I Non-inhibitor 0.8943 P-glycoprotein inhibitor II Non-inhibitor 0.9204 Renal organic cation transporter Non-inhibitor 0.9311 CYP450 2C9 substrate Non-substrate 0.8105 CYP450 2D6 substrate Non-substrate 0.6879 CYP450 3A4 substrate Substrate 0.5942 CYP450 1A2 substrate Non-inhibitor 0.538 CYP450 2C9 inhibitor Inhibitor 0.8949 CYP450 2D6 inhibitor Non-inhibitor 0.8986 CYP450 2C19 inhibitor Inhibitor 0.8774 CYP450 3A4 inhibitor Non-inhibitor 0.8309 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6783 Ames test Non AMES toxic 0.8558 Carcinogenicity Non-carcinogens 0.9066 Biodegradation Not ready biodegradable 0.9889 Rat acute toxicity 2.4772 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9921 hERG inhibition (predictor II) Non-inhibitor 0.6841
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Agonist
- General Function
- Protein homodimerization activity
- Specific Function
- Beta-adrenergic receptors mediate the catecholamine-induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately ...
- Gene Name
- ADRB2
- Uniprot ID
- P07550
- Uniprot Name
- Beta-2 adrenergic receptor
- Molecular Weight
- 46458.32 Da
References
- Kobayashi M, Kishimoto N, Ohnishi H, Tada S, Ueda N, Kamei T, Fujita J, Taguchi H: [beta 2-adrenoceptor polymorphism and effect of inhaled beta 2-stimulant (procaterol) on airway resistance measured by body plethysmography in healthy volunteers]. Nihon Kokyuki Gakkai Zasshi. 2002 Aug;40(8):637-43. [Article]
- Yamasaki Y, Kishimoto N, Ohnishi H, Fujita J, Kobayashi M, Kamei T, Tada S, Ueda N: [Beta 2-adrenoceptor polymorphism and effects of inhaled beta 2-stimulant (procaterol) and an anti-cholinergic drug (oxitropium) on the airway resistance]. Nihon Kokyuki Gakkai Zasshi. 2004 Mar;42(3):239-46. [Article]
- Noguchi K, Ojiri Y, Chibana T, Moromizato H, Sakanashi M: Cardiac effects of beta-2 adrenoceptor stimulation with intracoronary procaterol in the absence and presence of regional myocardial ischemia in dogs. J Pharmacol Exp Ther. 1991 Nov;259(2):732-7. [Article]
- Aizawa H, Inoue H, Ikeda T, Hirose T, Ito Y: Effects of procaterol, a beta-2-adrenoceptor stimulant, on neuroeffector transmission in human bronchial tissue. Respiration. 1991;58(3-4):163-6. [Article]
- Brodde OE, Daul A, Michel-Reher M, Boomsma F, Man in 't Veld AJ, Schlieper P, Michel MC: Agonist-induced desensitization of beta-adrenoceptor function in humans. Subtype-selective reduction in beta 1- or beta 2-adrenoceptor-mediated physiological effects by xamoterol or procaterol. Circulation. 1990 Mar;81(3):914-21. [Article]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [Article]
Drug created on July 06, 2007 20:23 / Updated on July 29, 2021 04:17