Methylchloroisothiazolinone

Methylchloroisothiazolinone
Names
	Preferred IUPAC name 5-Chloro-2-methyl-1,2-thiazol-3(2H)-one
	Other names 5-Chloro-2-methylisothiazol-3(2H)-one; 5-Chloro-2-methyl-4-isothiazolin-3-one; Chloromethylisothiazolinone; Chloromethylisothiazolone; Methylchloroisothiazolinone; Methylchloroisothiazolone; CMI; CMIT; MCI; MCIT; CIT
Identifiers
CAS Number	26172-55-4 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1210149
ChEBI	CHEBI:53621 ;
ChemSpider	30800 ;
DrugBank	DB14197;
ECHA InfoCard	100.043.167
EC Number	247-500-7;
PubChem CID	33344;
UNII	DEL7T5QRPN ;
CompTox Dashboard (EPA)	DTXSID9034286 ;
	InChI InChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3 Key: DHNRXBZYEKSXIM-UHFFFAOYSA-N ; InChI=1/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3 Key: DHNRXBZYEKSXIM-UHFFFAOYAV;
	SMILES ClC=1SN(C(=O)C=1)C;
Properties
Chemical formula	C4H4ClNOS
Molar mass	149.59 g·mol−1
Appearance	white solid
Density	1.02 g/cm3
Melting point	52 °C (126 °F; 325 K)
Solubility in water	Miscible
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300, H301, H310, H311, H314, H317, H330, H331, H335, H410
Precautionary statements	P260, P261, P262, P264, P270, P271, P272, P273, P280, P284, P301+P310, P301+P330+P331, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P320, P321, P322, P330, P333+P313, P361, P363, P391, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.^[1]^[2]^[3] Methylchloroisothiazolinone is effective against gram-positive and gram-negative bacteria, yeast, and fungi.

^ Silva, Vânia; Silva, Cátia; Soares, Pedro; Garrido, E. Manuela; Borges, Fernanda; Garrido, Jorge (2020). "Isothiazolinone Biocides: Chemistry, Biological, and Toxicity Profiles". Molecules. 25 (4): 991. doi:10.3390/molecules25040991. PMC 7070760. PMID 32102175.
^ Reinhard; et al. (2001). "Preservation of products with MCI/MI in Switzerland". Contact Dermatitis. 45 (5): 257–264. doi:10.1034/j.1600-0536.2001.450501.x. PMID 11722483. S2CID 21296570.
^ Knudsen BB, Menne T (1990). "Kathon CG--a new contact sensitizing preservative". Ugeskrift for Lægerer. 152 (10): 656–657. PMID 2321281.

[rev-1] Silva, Vânia; Silva, Cátia; Soares, Pedro; Garrido, E. Manuela; Borges, Fernanda; Garrido, Jorge (2020). "Isothiazolinone Biocides: Chemistry, Biological, and Toxicity Profiles". Molecules. 25 (4): 991. doi:10.3390/molecules25040991. PMC 7070760. PMID 32102175.

[Reinhard-2] Reinhard; et al. (2001). "Preservation of products with MCI/MI in Switzerland". Contact Dermatitis. 45 (5): 257–264. doi:10.1034/j.1600-0536.2001.450501.x. PMID 11722483. S2CID 21296570.

[Knudsen-3] Knudsen BB, Menne T (1990). "Kathon CG--a new contact sensitizing preservative". Ugeskrift for Lægerer. 152 (10): 656–657. PMID 2321281.

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