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Details

Stereochemistry ACHIRAL
Molecular Formula C4H4ClNOS
Molecular Weight 149.599
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLCHLOROISOTHIAZOLINONE

SMILES

CN1SC(Cl)=CC1=O

InChI

InChIKey=DHNRXBZYEKSXIM-UHFFFAOYSA-N
InChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3

HIDE SMILES / InChI

Molecular Formula C4H4ClNOS
Molecular Weight 149.599
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Methylchloroisothiazolinone is an active ingredient in many preservatives marketed under various brand names. It is effective against gram-positive and gram-negative bacteria, yeast, and fungi. Pure Methylchloroisothiazolinone is not commercially available. Kathon CG contains a mixture of Methylisothiazolinone (MI) and Methylchloroisothiazolinone (MCI) in ratio 3:1. Kathon was used in various rinse-off and leave-on formulations including hair products, shampoos, skin care products, bath products, eye and facial makeup, wet wipes and suntan products. The Commission envisages amending Annex V of the Cosmetics Regulation (EC) No. 1223/2009 to restrict the use of methylchloroisothiazolinone to rinse-off products, as suggested by the SCCS.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
TRUE Test

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
3 mcg of 5-chloro-2-methyl-4-isothiazolin-3-one (1.05% to 1.25% w/w) and 2-methyl-4-isothiazolin-3-one (0.25% to 0.40%w/w) in a 3:1 ratio per patch. Schedule patients to return approximately 48 hours after patch test application to have the panels removed.
Route of Administration: Topical
In Vitro Use Guide
5-Chloro-2-methyl-4-isothiazolin-3-one inhibited growth in all test strains of Salmonella typhimurium without activation. A statistically significant increase in the number of revertants in strain TA100 was observed without activation at concentrations of 0.20, 0.25 and 0.30 ug/plate and in 2 of the 3 trials at 0.10 ug/plate.
Substance Class Chemical
Record UNII
DEL7T5QRPN
Record Status Validated (UNII)
Record Version