Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H5NOS.ClH |
| Molecular Weight | 151.615 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CN1SC=CC1=O
InChI
InChIKey=SJXPQSRCFCPWQQ-UHFFFAOYSA-N
InChI=1S/C4H5NOS.ClH/c1-5-4(6)2-3-7-5;/h2-3H,1H3;1H
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Occupational allergic contact dermatitis from methylchloroisothiazolinone and methylisothiazolinone (MCI/MI) in a silicone-emulsion lock lubricant. | 2001 Apr |
|
| Monitoring levels of preservative sensitivity in Europe. A 10-year overview (1991-2000). | 2002 Apr |
|
| In vitro induction of apoptosis vs. necrosis by widely used preservatives: 2-phenoxyethanol, a mixture of isothiazolinones, imidazolidinyl urea and 1,2-pentanediol. | 2002 Feb 1 |
|
| 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 Sep 1 |
|
| Involvement of oxidative stress in apoptosis induced by a mixture of isothiazolinones in normal human keratinocytes. | 2003 Aug |
|
| Methylisothiazolinones elicit increased production of both T helper (Th)1- and Th2-like cytokines by peripheral blood mononuclear cells from contact allergic individuals. | 2003 Dec |
|
| Coupling of contact sensitizers to thiol groups is a key event for the activation of monocytes and monocyte-derived dendritic cells. | 2003 Feb |
|
| Patch test sensitization to methylchloroisothiazolinone + methylisothiazolinone and 4,4'-diaminodiphenylmethane. | 2003 Jan |
|
| 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 May |
|
| Contact sensitization to 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one in children. | 2003 Oct |
|
| Co-existing sensitivity to metronidazole and isothiazolinone. | 2003 Sep |
|
| [Allergy to cosmetics. II. Preservatives]. | 2004 |
|
| Occupational contact allergy and dermatitis from methylisothiazolinone after contact with wallcovering glue and after a chemical burn from a biocide. | 2004 Dec |
|
| Separation of preservatives in cosmetic products by micellar electrokinetic chromatography. | 2004 Dec |
|
| 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 Jan 19 |
|
| 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 Feb |
|
| 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 Feb |
|
| Contact dermatitis from methylisothiazolinone in a paint factory. | 2006 Jun |
|
| Methylisothiazolinone, a neurotoxic biocide, disrupts the association of SRC family tyrosine kinases with focal adhesion kinase in developing cortical neurons. | 2006 Jun |
|
| A sensitive radioimmunoassay of insulin autoantibody: reduction of non-specific binding of [125I]insulin. | 2006 Mar |
|
| Preservatives sensitivity in Israel: a 10-year overview (1995-2004). | 2006 Oct |
|
| 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 Sep |
|
| 'Dermatologically tested' baby toilet tissues: a cause of allergic contact dermatitis in adults. | 2007 Aug |
|
| Antifungal activities of bronopol and 2-methyl-4-isothiazolin-3-one (MT) against saprolegnia. | 2007 Dec |
|
| Analysis of isothiazolinones in environmental waters by gas chromatography-mass spectrometry. | 2007 Sep 14 |
|
| Quantitative relationships between patch test reactivity and use test reactivity: an overview. | 2008 |
|
| The impact of meteorological conditions on patch test results with 12 standard series allergens (fragrances, biocides, topical ingredients). | 2008 Apr |
|
| 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 Apr 18 |
|
| Alkalization of wall paint prevents airborne contact dermatitis in patients with sensitization to isothiazolinones. | 2008 Aug |
|
| Cross-reactivity between methylchloroisothiazolinone/methylisothiazolinone, methylisothiazolinone, and other isothiazolinones in workers at a plant producing binders for paints and glues. | 2008 Jan |
|
| Disruption of FAK signaling: a side mechanism in cytotoxicity. | 2008 Mar 12 |
|
| Analysis of allergens in metalworking fluids. | 2008 Nov |
|
| Mechanistic assessment of peptide reactivity assay to predict skin allergens with Kathon CG isothiazolinones. | 2009 Apr |
|
| Analyzing cytotoxic effects of selected isothiazol-3-one biocides using the toxic ratio concept and structure-activity relationship considerations. | 2009 Dec |
|
| [Facial allergic contact dermatitis. Data from the IVDK and review of literature]. | 2009 Jan |
|
| [Allergic contact dermatitis to cosmetics]. | 2009 Jan-Feb |
|
| Role of intracellular calcium and S-glutathionylation in cell death induced by a mixture of isothiazolinones in HL60 cells. | 2009 Mar |
|
| Identifying the optimal patch test concentration for methylchloroisothiazolinone and methylisothiazolinone. | 2009 May |
|
| Methylisothiazolinone, an emerging allergen in cosmetics? | 2010 Aug |
|
| Analysis of isothiazolinone biocides in paper for food packaging by ultra-high-performance liquid chromatography-tandem mass spectrometry. | 2010 Dec |
|
| Consumer exposure to biocides--identification of relevant sources and evaluation of possible health effects. | 2010 Feb 3 |
|
| Concomitant contact allergy to methylchloroisothiazolinone/methylisothiazolinone and formaldehyde-releasing preservatives. | 2010 Jan |
|
| Final report of the safety assessment of methylisothiazolinone. | 2010 Jul |
|
| Methylchloroisothiazolinone / methylisothiazolinone and moist wipe dermatitis. | 2010 May 15 |
|
| Moist toilet paper: allergy to the nonhalogenated derivative methylisothiazolinone preservative alone. | 2010 Oct |
|
| Prevalence and cause of methylisothiazolinone contact allergy. | 2010 Sep |
|
| Methylisothiazolinone: dermal and respiratory immune responses in mice. | 2015 Jun 15 |
|
| Chemical allergens stimulate human epidermal keratinocytes to produce lymphangiogenic vascular endothelial growth factor. | 2015 Mar 1 |
|
| Effect of cosmetic chemical preservatives on resident flora isolated from healthy facial skin. | 2019 Apr |
|
| Contact allergy to methylchloroisothiazolinone/methylisothiazolinone in north-eastern Italy: a temporal trend from 1996 to 2016. | 2019 May |
Patents
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
117746
Created by
admin on Sat Dec 16 10:06:14 GMT 2023 , Edited by admin on Sat Dec 16 10:06:14 GMT 2023
|
PRIMARY | |||
|
26172-54-3
Created by
admin on Sat Dec 16 10:06:14 GMT 2023 , Edited by admin on Sat Dec 16 10:06:14 GMT 2023
|
PRIMARY | |||
|
1804258
Created by
admin on Sat Dec 16 10:06:14 GMT 2023 , Edited by admin on Sat Dec 16 10:06:14 GMT 2023
|
PRIMARY | |||
|
247-499-3
Created by
admin on Sat Dec 16 10:06:14 GMT 2023 , Edited by admin on Sat Dec 16 10:06:14 GMT 2023
|
PRIMARY | |||
|
DTXSID1040740
Created by
admin on Sat Dec 16 10:06:14 GMT 2023 , Edited by admin on Sat Dec 16 10:06:14 GMT 2023
|
PRIMARY | |||
|
3G9PNZ5P41
Created by
admin on Sat Dec 16 10:06:14 GMT 2023 , Edited by admin on Sat Dec 16 10:06:14 GMT 2023
|
PRIMARY | |||
|
3G9PNZ5P41
Created by
admin on Sat Dec 16 10:06:14 GMT 2023 , Edited by admin on Sat Dec 16 10:06:14 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD
