Structure via PubChem · Public domain (PubChem)
methylchloroisothiazolinone
Sign in to saveAlso known as CMIT, 5-Chloro-2-methyl-4-isothiazolin-3-one, MCI, 2,3-dihydro-2-methyl-3-oxo-5-chloroisothiazole, 5-chloro-2-methyl-2H-isothiazol-3-one
Methylchloroisothiazolinone, also referred to as MCI, is the organic compound with the formula S(C2HCl)C(O)N(CH3). It is a white solid that melts near room temperature. The compound is an isothiazolinone, a class of heterocycles used as biocides. These compounds have an active sulphur moiety that is able to oxidize thiol-containing residues, thereby effectively killing most aerobic and anaerobic bacteria. MCI is often used in combination with methylisothiazolinone, a mixture known as Kathon. The isothiazolinones have attracted attention because they can cause contact dermatitis. Methylchlorois
Chemical data
- Formula
- C4H4ClNOS
- Molecular weight
- 149.6 g/mol
- IUPAC name
- 5-chloro-2-methyl-1,2-thiazol-3-one
- SMILES
- CN1C(=O)C=C(S1)Cl
- InChIKey
- DHNRXBZYEKSXIM-UHFFFAOYSA-N
- XLogP
- 0.9
- Polar surface area
- 45.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
526 papers- Trends in Patch-Test Positivity to Methylchloroisothiazolinone and Methylisothiazolinone Based on Regulatory Status: A Systematic Review.Dermatitis : contact, atopic, occupational, drug · 2024
- Methylchloroisothiazolinone and/or Methylisothiazolinone Contact Allergies in Thailand.Dermatitis : contact, atopic, occupational, drug · 2021
- Methylchloroisothiazolinone and/or methylisothiazolinone in cosmetic products-A market survey.Contact dermatitis · 2019
- Methylchloroisothiazolinone / methylisothiazolinone: epidemiological retrospective study.European annals of allergy and clinical immunology · 2019
- Methylisothiazolinone.Dermatitis : contact, atopic, occupational, drug · 2013
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- chlorine
- Mass
- 148.97
Show 4 more facts
- chemical formula
- C₄H₄ClNOS
- canonical SMILES
- CN1C(=O)C=C(S1)Cl
- subject has role
- disinfectant
- Commons category
- Methylchloroisothiazolinone
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Application
- Hazards
- Incidents
- References
- External links
Methylchloroisothiazolinone, also referred to as MCI, is the organic compound with the formula S(C2HCl)C(O)N(CH3). It is a white solid that melts near room temperature. The compound is an isothiazolinone, a class of heterocycles used as biocides. These compounds have an active sulphur moiety that is able to oxidize thiol-containing residues, thereby effectively killing most aerobic and anaerobic bacteria. MCI is often used in combination with methylisothiazolinone, a mixture known as Kathon. The isothiazolinones have attracted attention because they can cause contact dermatitis. Methylchloroisothiazolinone is effective against gram-positive and gram-negative bacteria, yeast, and fungi.
== Application == Methylchloroisothiazolinone is found in many water-based personal care products and cosmetics. Methylchloroisothiazolinone was first used in cosmetics in the 1970s. It is also used in glue production, detergents, paints, fuels, and other industrial processes. Methylchloroisothiazolinone is known by the registered tradename Kathon CG when used in combination with methylisothiazolinone.
Excerpted from Wikipedia’s “methylchloroisothiazolinone” article, available under the CC BY-SA 4.0 licence.