Methylchloroisothiazolinone

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

3D

Download

MOLSDF3D-SDFPDBSMILESInChI

Similar Structures

Structure for Methylchloroisothiazolinone (DB14197)

×

Close

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.

Reduce drug development failure rates

Build, train, & validate machine-learning models
with evidence-based and structured datasets.

See how

Build, train, & validate predictive machine-learning models with structured datasets.

See how

Contraindications & Blackbox Warnings

Avoid life-threatening adverse drug events

Improve clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.

Learn more

Avoid life-threatening adverse drug events & improve clinical decision support.

Learn more

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

Improve decision support & research outcomes

With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.

Learn more

Improve decision support & research outcomes with our structured adverse effects data.

Learn more

Toxicity

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 regions

Our datasets provide approved product information including:
dosage, form, labeller, route of administration, and marketing period.

Access now

Access drug product information from over 10 global regions.

Access now

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
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
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
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
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

Categories

Drug Categories

• Anti-Infective Agents
• Cell-mediated Immunity
• Compounds used in a research, industrial, or household setting
• Disinfectants
• Increased Histamine Release
• Preservatives, Pharmaceutical
• Standardized Chemical Allergen
• Sulfur Compounds

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

1. 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]
2. 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]
3. Castanedo-Tardana MP, Zug KA: Methylisothiazolinone. Dermatitis. 2013 Jan-Feb;24(1):2-6. doi: 10.1097/DER.0b013e31827edc73. [Article]

External Links

ChemSpider

30800

RxNav

1367119

ChEBI

53621

ChEMBL

CHEMBL1738962

ZINC

ZINC000002002061

Wikipedia

Methylchloroisothiazolinone

Clinical Trials

Clinical Trials

Phase	Status	Purpose	Conditions	Count

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	Not Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	Not Available

×

Identify potential medication risks

Easily compare up to 40 drugs with our drug interaction checker.

Get severity rating, description, and management advice.

Learn more

Drug created at July 03, 2018 22:12 / Updated at June 22, 2021 18:16