METHYLISOTHIAZOLINONE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H5NOS
Molecular Weight	115.154
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1SC=CC1=O

InChI

InChIKey=BEGLCMHJXHIJLR-UHFFFAOYSA-N

InChI=1S/C4H5NOS/c1-5-4(6)2-3-7-5/h2-3H,1H3

HIDE SMILES / InChI

Molecular Formula	C4H5NOS
Molecular Weight	115.154
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.biosave.com/products/2-methyl-4-isothiazolin-3-one-hydrochloride-159692 | https://www.sigmaaldrich.com/catalog/product/sigma/m6045 | https://www.ncbi.nlm.nih.gov/pubmed/30697834 | https://www.ncbi.nlm.nih.gov/pubmed/30426516

2-Methyl-4-isothiazolin-3-one hydrochloride is an isothiazolinone based biocide and preservative used in personal care products. 2-Methyl-4-isothiazolin-3-one is also used for controlling microbial growth in water-containing solution. It is used to study the effects of tyrosine phosphorylation on focal adhesion kinase (FAK) activity in the development of neural axons and dendrites. 2-Methyl-4-isothiazolin-3-one hydrochloride (Methylisothiazolinone hydrochloride) is a common preservative used in industrial products, owing to its strong biocide effect. Contact allergy to Methylisothiazolinone hydrochloride has been reported in different occupations, including mechanics, hairdressers and healthcare workers.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Preservative 2 Sources: http://www.biosave.com/products/2-methyl-4-isothiazolin-3-one-hydrochloride-159692

PubMed

Title	Date	PubMed
Contact allergy to methylchloroisothiazolinone/methylisothiazolinone in north-eastern Italy: a temporal trend from 1996 to 2016.	2019-05	30697834
Effect of cosmetic chemical preservatives on resident flora isolated from healthy facial skin.	2019-04	30548758
Methylisothiazolinone: dermal and respiratory immune responses in mice.	2015-06-15	25907379
Chemical allergens stimulate human epidermal keratinocytes to produce lymphangiogenic vascular endothelial growth factor.	2015-03-01	25617811
Analysis of isothiazolinone biocides in paper for food packaging by ultra-high-performance liquid chromatography-tandem mass spectrometry.	2010-12	20960358
Moist toilet paper: allergy to the nonhalogenated derivative methylisothiazolinone preservative alone.	2010-10	20956669
Prevalence and cause of methylisothiazolinone contact allergy.	2010-09	20690940
Methylisothiazolinone, an emerging allergen in cosmetics?	2010-08	20629674
Final report of the safety assessment of methylisothiazolinone.	2010-07	20634507
Methylchloroisothiazolinone / methylisothiazolinone and moist wipe dermatitis.	2010-05-15	20492831
Consumer exposure to biocides--identification of relevant sources and evaluation of possible health effects.	2010-02-03	20128903
Concomitant contact allergy to methylchloroisothiazolinone/methylisothiazolinone and formaldehyde-releasing preservatives.	2010-01	20136882
Analyzing cytotoxic effects of selected isothiazol-3-one biocides using the toxic ratio concept and structure-activity relationship considerations.	2009-12	19928874
Identifying the optimal patch test concentration for methylchloroisothiazolinone and methylisothiazolinone.	2009-05	19397621
Mechanistic assessment of peptide reactivity assay to predict skin allergens with Kathon CG isothiazolinones.	2009-04	19444925
[Allergic contact dermatitis to cosmetics].	2009-03-10	19268112
Role of intracellular calcium and S-glutathionylation in cell death induced by a mixture of isothiazolinones in HL60 cells.	2009-03	19118583
[Facial allergic contact dermatitis. Data from the IVDK and review of literature].	2009-01	19099269
Analysis of allergens in metalworking fluids.	2008-11	18976375
Alkalization of wall paint prevents airborne contact dermatitis in patients with sensitization to isothiazolinones.	2008-08	18759890
Structure-activity relationships for the impact of selected isothiazol-3-one biocides on glutathione metabolism and glutathione reductase of the human liver cell line Hep G2.	2008-04-18	18313196
The impact of meteorological conditions on patch test results with 12 standard series allergens (fragrances, biocides, topical ingredients).	2008-04	18284398
Disruption of FAK signaling: a side mechanism in cytotoxicity.	2008-03-12	18215454
Cross-reactivity between methylchloroisothiazolinone/methylisothiazolinone, methylisothiazolinone, and other isothiazolinones in workers at a plant producing binders for paints and glues.	2008-01	18154567
Quantitative relationships between patch test reactivity and use test reactivity: an overview.	2008	18988092
Antifungal activities of bronopol and 2-methyl-4-isothiazolin-3-one (MT) against saprolegnia.	2007-12	18198720
Analysis of isothiazolinones in environmental waters by gas chromatography-mass spectrometry.	2007-09-14	17681349
'Dermatologically tested' baby toilet tissues: a cause of allergic contact dermatitis in adults.	2007-08	17627648
Preservatives sensitivity in Israel: a 10-year overview (1995-2004).	2006-10	16958921
An evaluation of dose/unit area and time as key factors influencing the elicitation capacity of methylchloroisothiazolinone/methylisothiazolinone (MCI/MI) in MCI/MI-allergic patients.	2006-09	16918615
Contact dermatitis from methylisothiazolinone in a paint factory.	2006-06	16787453
Methylisothiazolinone, a neurotoxic biocide, disrupts the association of SRC family tyrosine kinases with focal adhesion kinase in developing cortical neurons.	2006-06	16547166
A sensitive radioimmunoassay of insulin autoantibody: reduction of non-specific binding of [125I]insulin.	2006-03	16406489
GSH depletion, protein S-glutathionylation and mitochondrial transmembrane potential hyperpolarization are early events in initiation of cell death induced by a mixture of isothiazolinones in HL60 cells.	2006-02	16458373
From experiment to theory: molecular orbital parameters to interpret the skin sensitization potential of 5-chloro-2-methylisothiazol-3-one and 2-methylisothiazol-3-one.	2005-02	15720139
Occupational contact allergy and dermatitis from methylisothiazolinone after contact with wallcovering glue and after a chemical burn from a biocide.	2004-12	15842065
Separation of preservatives in cosmetic products by micellar electrokinetic chromatography.	2004-12	15636528
Covalent binding of the 13C-labeled skin sensitizers 5-chloro-2-methylisothiazol-3-one (MCI) and 2-methylisothiazol-3-one (MI) to a model peptide and glutathione.	2004-01-19	14698160
[Allergy to cosmetics. II. Preservatives].	2004	15493505
Methylisothiazolinones elicit increased production of both T helper (Th)1- and Th2-like cytokines by peripheral blood mononuclear cells from contact allergic individuals.	2003-12	14674894
Contact sensitization to 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one in children.	2003-10	14996074
Co-existing sensitivity to metronidazole and isothiazolinone.	2003-09	12950340
Involvement of oxidative stress in apoptosis induced by a mixture of isothiazolinones in normal human keratinocytes.	2003-08	12880425
Studies of chemical selectivity of hapten, reactivity, and skin sensitization potency. 3. Synthesis and studies on the reactivity toward model nucleophiles of the 13C-labeled skin sensitizers, 5-chloro-2-methylisothiazol-3-one (MCI) and 2-methylisothiazol-3-one (MI).	2003-05	12755592
Coupling of contact sensitizers to thiol groups is a key event for the activation of monocytes and monocyte-derived dendritic cells.	2003-02	12542528
Patch test sensitization to methylchloroisothiazolinone + methylisothiazolinone and 4,4'-diaminodiphenylmethane.	2003-01	12641579
In vitro neurotoxicity of methylisothiazolinone, a commonly used industrial and household biocide, proceeds via a zinc and extracellular signal-regulated kinase mitogen-activated protein kinase-dependent pathway.	2002-09-01	12196562
Monitoring levels of preservative sensitivity in Europe. A 10-year overview (1991-2000).	2002-04	12081698
In vitro induction of apoptosis vs. necrosis by widely used preservatives: 2-phenoxyethanol, a mixture of isothiazolinones, imidazolidinyl urea and 1,2-pentanediol.	2002-02-01	11853695
Occupational allergic contact dermatitis from methylchloroisothiazolinone and methylisothiazolinone (MCI/MI) in a silicone-emulsion lock lubricant.	2001-04	11260242

Patents

Sample Use Guides

In Vitro Use Guide

Methylisothiazolinone (150 uM) was able to trigger the three main key events (KE1, KE2, and KE3) of the sensitization phase of ACD in THP-1 cells.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:58:11 GMT 2025` Edited by `admin` on `Mon Mar 31 17:58:11 GMT 2025`
Record UNII	229D0E1QFA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METHYLISOTHIAZOLINONE [II]

Preferred Name

English

METHYLISOTHIAZOLINONE

Official Name

English

2-METHYL-3(2H)-ISOTHIAZOLONE

Systematic Name

English

METHYLISOTHIAZOLINONE [MART.]

Common Name

English

METHYLISOTHIAZOLINONE [MI]

Common Name

English

METHYLISOTHIAZOLINONE [VANDF]

Common Name

English

2-METHYL-4-ISOTHIAZOLIN-3-ONE

Systematic Name

English

MIT

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

107104