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125794-71-0 | 3(2H)-Isothiazolone, methyl-
CAS No: 125794-71-0 Catalog No: AG00738Q MDL No:
Product Description
Catalog Number:
AG00738Q
Chemical Name:
3(2H)-Isothiazolone, methyl-
CAS Number:
125794-71-0
Molecular Formula:
C4H5NOS
Molecular Weight:
115.1536
IUPAC Name:
2-methyl-1,2-thiazol-3-one
InChI:
InChI=1S/C4H5NOS/c1-5-4(6)2-3-7-5/h2-3H,1H3
InChI Key:
BEGLCMHJXHIJLR-UHFFFAOYSA-N
SMILES:
Cn1sccc1=O
EC Number:
220-239-6
UNII:
229D0E1QFA
Properties
Complexity:
121
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
115.009g/mol
Formal Charge:
0
Heavy Atom Count:
7
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
115.15g/mol
Monoisotopic Mass:
115.009g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
45.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0
Literature
| Title | Journal |
|---|---|
| Methylisothiazolinone may induce cell death and inflammatory response through DNA damage in human liver epithelium cells. | Environmental toxicology 20180201 |
| Methylisothiazolinone: dermal and respiratory immune responses in mice. | Toxicology letters 20150615 |
| Chemical allergens stimulate human epidermal keratinocytes to produce lymphangiogenic vascular endothelial growth factor. | Toxicology and applied pharmacology 20150301 |
| Current patch test results with the European baseline series and extensions to it from the 'European Surveillance System on Contact Allergy' network, 2007-2008. | Contact dermatitis 20120701 |
| Presumed primary contact sensitization to methylisothiazolinone from paint: a chemical that became airborne. | Contact dermatitis 20120601 |
| Allergic contact dermatitis caused by methylisothiazolinone from a 'waist reduction belt'. | Contact dermatitis 20120601 |
| Abnormal visual processing and increased seizure susceptibility result from developmental exposure to the biocide methylisothiazolinone. | Neuroscience 20120315 |
| Methylisothiazolinone contact allergy: a review. | The British journal of dermatology 20111201 |
| Effects of 5-chloro-2-methyl-4-isothiazolin-3-one and other candidate biodiesel biocides on rat alveolar macrophages and NR8383 cells. | Archives of toxicology 20111101 |
| [Current contact allergens]. | Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete 20111001 |
| Risk of sensitization to preservatives estimated on the basis of patch test data and exposure, according to a sample of 3541 leave-on products. | Contact dermatitis 20110901 |
| Kinetic migration of isothiazolinone biocides from paper packaging to Tenax and Porapak. | Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20110901 |
| Two cases of airborne allergic contact dermatitis caused by methylisothiazolinone in paint. | Contact dermatitis 20110901 |
| Contact allergy to preservatives. Analysis of IVDK data 1996-2009. | The British journal of dermatology 20110601 |
| Methylisothiazolinone contact allergy and dose-response relationships. | Contact dermatitis 20110601 |
| Can exposure limitations for well-known contact allergens be simplified? An analysis of dose-response patch test data. | Contact dermatitis 20110601 |
| Contact allergy to methylisothiazolinone in a deodorant. | Contact dermatitis 20110501 |
| Low-level efficacy of cosmetic preservatives. | International journal of cosmetic science 20110401 |
| Contact sensitization to methylisothiazolinone in Finland--a multicentre study. | Contact dermatitis 20110101 |
| Contact-allergic reactions to cosmetics. | Journal of allergy 20110101 |
| Airborne contact dermatitis - current perspectives in etiopathogenesis and management. | Indian journal of dermatology 20110101 |
| Airborne-contact dermatitis of non-plant origin: an overview. | Indian journal of dermatology 20110101 |
| Analysis of isothiazolinone biocides in paper for food packaging by ultra-high-performance liquid chromatography-tandem mass spectrometry. | Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20101201 |
| Moist toilet paper: allergy to the nonhalogenated derivative methylisothiazolinone preservative alone. | Archives of dermatology 20101001 |
| Prevalence and cause of methylisothiazolinone contact allergy. | Contact dermatitis 20100901 |
| Methylisothiazolinone, an emerging allergen in cosmetics? | Contact dermatitis 20100801 |
| Final report of the safety assessment of methylisothiazolinone. | International journal of toxicology 20100701 |
| Methylchloroisothiazolinone / methylisothiazolinone and moist wipe dermatitis. | Dermatology online journal 20100515 |
| Consumer exposure to biocides--identification of relevant sources and evaluation of possible health effects. | Environmental health : a global access science source 20100101 |
| Concomitant contact allergy to methylchloroisothiazolinone/methylisothiazolinone and formaldehyde-releasing preservatives. | Contact dermatitis 20100101 |
| Analyzing cytotoxic effects of selected isothiazol-3-one biocides using the toxic ratio concept and structure-activity relationship considerations. | Chemical research in toxicology 20091201 |
| Identifying the optimal patch test concentration for methylchloroisothiazolinone and methylisothiazolinone. | Contact dermatitis 20090501 |
| Mechanistic assessment of peptide reactivity assay to predict skin allergens with Kathon CG isothiazolinones. | Toxicology in vitro : an international journal published in association with BIBRA 20090401 |
| Role of intracellular calcium and S-glutathionylation in cell death induced by a mixture of isothiazolinones in HL60 cells. | Biochimica et biophysica acta 20090301 |
| [Facial allergic contact dermatitis. Data from the IVDK and review of literature]. | Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete 20090101 |
| [Allergic contact dermatitis to cosmetics]. | Actas dermo-sifiliograficas 20090101 |
| Analysis of allergens in metalworking fluids. | Contact dermatitis 20081101 |
| Alkalization of wall paint prevents airborne contact dermatitis in patients with sensitization to isothiazolinones. | Contact dermatitis 20080801 |
| 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. | Toxicology 20080418 |
| The impact of meteorological conditions on patch test results with 12 standard series allergens (fragrances, biocides, topical ingredients). | The British journal of dermatology 20080401 |
| Disruption of FAK signaling: a side mechanism in cytotoxicity. | Toxicology 20080312 |
| Cross-reactivity between methylchloroisothiazolinone/methylisothiazolinone, methylisothiazolinone, and other isothiazolinones in workers at a plant producing binders for paints and glues. | Contact dermatitis 20080101 |
| Quantitative relationships between patch test reactivity and use test reactivity: an overview. | Cutaneous and ocular toxicology 20080101 |
| Antifungal activities of bronopol and 2-methyl-4-isothiazolin-3-one (MT) against saprolegnia. | Biocontrol science 20071201 |
| Analysis of isothiazolinones in environmental waters by gas chromatography-mass spectrometry. | Journal of chromatography. A 20070914 |
| 'Dermatologically tested' baby toilet tissues: a cause of allergic contact dermatitis in adults. | Contact dermatitis 20070801 |
| Preservatives sensitivity in Israel: a 10-year overview (1995-2004). | Contact dermatitis 20061001 |
| 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. | Contact dermatitis 20060901 |
| Methylisothiazolinone, a neurotoxic biocide, disrupts the association of SRC family tyrosine kinases with focal adhesion kinase in developing cortical neurons. | The Journal of pharmacology and experimental therapeutics 20060601 |
| Contact dermatitis from methylisothiazolinone in a paint factory. | Contact dermatitis 20060601 |
| A sensitive radioimmunoassay of insulin autoantibody: reduction of non-specific binding of [125I]insulin. | Journal of autoimmunity 20060301 |
| 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. | Biochimica et biophysica acta 20060201 |
| 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. | Chemical research in toxicology 20050201 |
| Separation of preservatives in cosmetic products by micellar electrokinetic chromatography. | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20041201 |
| Occupational contact allergy and dermatitis from methylisothiazolinone after contact with wallcovering glue and after a chemical burn from a biocide. | Dermatitis : contact, atopic, occupational, drug 20041201 |
| 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. | Bioorganic & medicinal chemistry letters 20040119 |
| [Allergy to cosmetics. II. Preservatives]. | Medycyna pracy 20040101 |
| Methylisothiazolinones elicit increased production of both T helper (Th)1- and Th2-like cytokines by peripheral blood mononuclear cells from contact allergic individuals. | The British journal of dermatology 20031201 |
| Contact sensitization to 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one in children. | Contact dermatitis 20031001 |
| Co-existing sensitivity to metronidazole and isothiazolinone. | Clinical and experimental dermatology 20030901 |
| Involvement of oxidative stress in apoptosis induced by a mixture of isothiazolinones in normal human keratinocytes. | The Journal of investigative dermatology 20030801 |
| 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). | Chemical research in toxicology 20030501 |
| Coupling of contact sensitizers to thiol groups is a key event for the activation of monocytes and monocyte-derived dendritic cells. | The Journal of investigative dermatology 20030201 |
| Patch test sensitization to methylchloroisothiazolinone + methylisothiazolinone and 4,4'-diaminodiphenylmethane. | Contact dermatitis 20030101 |
| 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. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20020901 |
| Monitoring levels of preservative sensitivity in Europe. A 10-year overview (1991-2000). | Contact dermatitis 20020401 |
| In vitro induction of apoptosis vs. necrosis by widely used preservatives: 2-phenoxyethanol, a mixture of isothiazolinones, imidazolidinyl urea and 1,2-pentanediol. | Biochemical pharmacology 20020201 |
| Occupational allergic contact dermatitis from methylchloroisothiazolinone and methylisothiazolinone (MCI/MI) in a silicone-emulsion lock lubricant. | Contact dermatitis 20010401 |
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