This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Methylchloroisothiazolinone
- DrugBank Accession Number
- DB14197
- Background
Methylchloroisothiazolinone (MCI) is an isothiazolinone commonly used as a preservative with antibacterial and antifungal properties. It is found within many commercially available cosmetics, lotions, and makeup removers. It is also a known dermatological sensitizer and allergen; some of its side effects include flaky or scaly skin, breakouts, redness or itchiness, and moderate to severe swelling in the eye area. The American Contact Dermatitis Society named Methylchloroisothiazolinone the Contact Allergen of the Year for 2013.
Sensitivity to Methylchloroisothiazolinone may be identified with a clinical patch test.
- Type
- Small Molecule
- Groups
- Approved, Experimental
- Structure
Structure for Methylchloroisothiazolinone (DB14197)
- Weight
- Average: 149.59
Monoisotopic: 148.9702126 - Chemical Formula
- C4H4ClNOS
- Synonyms
- 4-Isothiazolin-3-one, 5-chloro-2-methyl-
- 5-Chloro-2-methyl-3(2H)-isothiazolone
- 5-Chloro-N-methylisothiazolin-3-one
Pharmacology
- Indication
Methylchloroisothiazolinone is approved for use within allergenic epicutaneous patch tests which are indicated for use as an aid in the diagnosis of allergic contact dermatitis (ACD) in persons 6 years of age and older.
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Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- 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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Not Available
- 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.Not Available
- Food Interactions
- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Anti-Bacterial Multi-Purpose Cleaning Wipes Methylchloroisothiazolinone (0.9 mg/1001) + Benzalkonium chloride (150 mg/1001) + Bronopol (50 mg/1001) + Ethanol (0.4 mL/1001) + Methylisothiazolinone (0.3 mg/1001) Cloth Topical Wenzhou Guanshang Paper Co., Ltd 2020-07-01 Not applicable US 
Anti-Bacterial Multi-Purpose Cleaning Wipes Methylchloroisothiazolinone (0.9 mg/1001) + Benzalkonium chloride (150 mg/1001) + Bronopol (50 mg/1001) + Ethanol (0.4 mL/1001) + Methylisothiazolinone (0.3 mg/1001) Cloth Topical Publishers Clearing House LLC 2020-07-01 Not applicable US Hand Sanitizing Wipes Methylchloroisothiazolinone (0.0009 g/100g) + Benzalkonium chloride (0.13 g/100g) + Bronopol (0.03 g/100g) + Methylisothiazolinone (0.0003 g/100g) Patch Topical ZHEJIANG HUASHUN TECHNOLOGY CO.,LTD 2020-09-21 Not applicable US Hand Sanitizing Wipes Methylchloroisothiazolinone (0.0009 g/100g) + Benzalkonium chloride (0.13 g/100g) + Bronopol (0.03 g/100g) + Methylisothiazolinone (0.0003 g/100g) Patch Topical ZHEJIANG HUASHUN TECHNOLOGY CO.,LTD 2020-09-21 Not applicable US T.R.U.E. Test Thin-Layer Rapid Use Patch Test Methylchloroisothiazolinone (3 ug/48h) + 2,2'-Dibenzothiazyl disulfide (20 ug/48h) + 2-mercaptobenzothiazole (61 ug/48h) + 4-(Isopropylamino)diphenylamine (10 ug/48h) + Bacitracin (486 ug/48h) + Balsam of Peru (648 ug/48h) + Benzocaine (378 ug/48h) + Benzylparaben (162 ug/48h) + Bisphenol A diglycidyl ether (32 ug/48h) + Bromothalonil (4 ug/48h) + Bronopol (203 ug/48h) + Budesonide (0.8 ug/48h) + Butylparaben (162 ug/48h) + Chlorquinaldol (77 ug/48h) + Cinchocaine hydrochloride (66 ug/48h) + Cinnamaldehyde (41 ug/48h) + Cinnamyl alcohol (63 ug/48h) + Clioquinol (77 ug/48h) + Cobalt chloride hexahydrate (4 ug/48h) + Diazolidinylurea (446 ug/48h) + Potassium dichromate (15.7 ug/48h) + Dipentamethylenethiuram disulfide (5.5 ug/48h) + Diphenylguanidine (68 ug/48h) + Disperse Blue 106 (41 ug/48h) + Disulfiram (5.5 ug/48h) + Ditiocarb zinc (68 ug/48h) + Ethyl hydroxybenzoate (162 ug/48h) + Ethylenediamine (18 ug/48h) + Eugenol (41 ug/48h) + Evernia prunastri (81 ug/48h) + Formaldehyde (146 ug/48h) + Geraniol (81 ug/48h) + Hydrocortisone butyrate (16 ug/48h) + Hydroxycitronellal (63 ug/48h) + Imidurea (486 ug/48h) + Isoeugenol (17 ug/48h) + Lanolin alcohols (810 ug/48h) + Methylparaben (162 ug/48h) + Morpholinylmercaptobenzothiazole (20 ug/48h) + N,N'-diphenyl-1,4-phenylenediamine (25 ug/48h) + N-Cyclohexyl-N'-phenyl-1,4-phenylenediamine (25 ug/48h) + Neomycin sulfate (486 ug/48h) + Nickel sulfate hexahydrate (36 ug/48h) + Parthenolide (2 ug/48h) + Propylparaben (162 ug/48h) + Quaternium-15 (81 ug/48h) + Rosin (972 ug/48h) + Sodium aurotiosulfate (23 ug/48h) + Tetracaine hydrochloride (66 ug/48h) + Tetramethylthiuram monosulfide (5.5 ug/48h) + Thimerosal (6 ug/48h) + Thiohexam (20 ug/48h) + Thiram (5.5 ug/48h) + Tixocortol pivalate (2 ug/48h) + Zinc dibutyldithiocarbamate (68 ug/48h) + alpha-Amyl cinnamaldehyde (17 ug/48h) + p-Phenylenediamine (65 ug/48h) + p-tert-Butylphenol-formaldehyde resin (low molecular weight) (36 ug/48h) Kit Cutaneous SmartPractice Denmark ApS 2012-03-01 Not applicable US
Categories
- Drug Categories
- Classification
- Not classified
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- DEL7T5QRPN
- CAS number
- 26172-55-4
- InChI Key
- DHNRXBZYEKSXIM-UHFFFAOYSA-N
- InChI
- InChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3
- IUPAC Name
- 5-chloro-2-methyl-2,3-dihydro-1,2-thiazol-3-one
- SMILES
- CN1SC(Cl)=CC1=O
References
- General References
- Puangpet P, Chawarung A, McFadden JP: Methylchloroisothiazolinone/Methylisothiazolinone and methylisothiazolinone allergy. Dermatitis. 2015 Mar-Apr;26(2):99-102. doi: 10.1097/DER.0000000000000105. [Article]
- Yu SH, Sood A, Taylor JS: Patch Testing for Methylisothiazolinone and Methylchloroisothiazolinone-Methylisothiazolinone Contact Allergy. JAMA Dermatol. 2016 Jan;152(1):67-72. doi: 10.1001/jamadermatol.2015.3606. [Article]
- Castanedo-Tardana MP, Zug KA: Methylisothiazolinone. Dermatitis. 2013 Jan-Feb;24(1):2-6. doi: 10.1097/DER.0b013e31827edc73. [Article]
- External Links
- ChemSpider
- 30800
- 1367119
- ChEBI
- 53621
- ChEMBL
- CHEMBL1738962
- ZINC
- ZINC000002002061
- Wikipedia
- Methylchloroisothiazolinone
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Cloth Topical Patch Topical Kit Cutaneous - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 50.0 mg/mL ALOGPS logP 0.85 ALOGPS logP 1.35 Chemaxon logS -0.48 ALOGPS pKa (Strongest Basic) -6.9 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 20.31 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 44.52 m3·mol-1 Chemaxon Polarizability 13.12 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
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0900000000-d60e65c496f39f961714 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-2900000000-b086e918f24136c70309 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-2900000000-3b6e47a4af77f8ffdd7a Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03dj-9400000000-0a69a72245a860dc31fd Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-9000000000-835da521d7b1fe713f1c Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-9000000000-aa52ec06c35433052733 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 111.6435761 predictedDarkChem Lite v0.1.0 [M-H]- 123.78804 predictedDeepCCS 1.0 (2019) [M+H]+ 112.9684761 predictedDarkChem Lite v0.1.0 [M+H]+ 126.302795 predictedDeepCCS 1.0 (2019) [M+Na]+ 112.3358761 predictedDarkChem Lite v0.1.0 [M+Na]+ 134.48045 predictedDeepCCS 1.0 (2019)
Drug created at July 03, 2018 22:12 / Updated at June 22, 2021 18:16