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Merck
CN

561487

1,2-Benzisothiazol-3(2H)-one

97%

Synonym(s):

1,2-Benzisothiazolone, 1,2-Benzoisothiazol-3-one, 1,2-benzothiazoline-3-one, 2,3-Dihydro-1,2-benzothiazol-3-one, 3-Hydroxy-1,2-benzisothiazole, Benzisothiazolin-3-one

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About This Item

Empirical Formula (Hill Notation):
C7H5NOS
CAS Number:
2634-33-5
Molecular Weight:
151.19
NACRES:
NA.22
PubChem Substance ID:
24879952
UNSPSC Code:
12352100
EC Number:
220-120-9
MDL number:
MFCD00127753
Assay:
97%
Form:
solid

Key Documents

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InChI key

DMSMPAJRVJJAGA-UHFFFAOYSA-N

InChI

1S/C7H5NOS/c9-7-5-3-1-2-4-6(5)10-8-7/h1-4H,(H,8,9)

SMILES string

Oc1nsc2ccccc12

assay

97%

form

solid

mp

154-158 °C (lit.)

Quality Level

100

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General description

1,2-Benzisothiazol-3(2H)-one can be synthesized by reacting 2-mercaptobenzoic acid with diphenyl phosphoryl azide.

Application

1,2-Benzisothiazol-3(2H)-one can be used as a precursor in the synthesis of 1,2-benzoisothiazolin-3-one (BIT) derivative which can exhibit enhanced biological activities.

Disclaimer

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

signalword

Danger

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1A

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Regulatory Information

农药列管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000501018
0000501018
MKCZ5428
MKCX9267
0000370051

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Convenient Synthesis of 1, 2-Benzisothiazol-3 (2H)-ones by Cyclization Reaction
of Acyl Azide
Chiyoda T, et al.
Synlett, 2000(10), 1427-1428 (2000)
William L Jorgensen et al.
Bioorganic & medicinal chemistry letters, 21(15), 4545-4549 (2011-07-02)
Substituted N-phenylbenzisothiazolones have been investigated as inhibitors of the tautomerase activity of the proinflammatory cytokine MIF (macrophage migration inhibitory factor). Numerous compounds were found to possess antagonist activity in the low micromolar range with the most potent being the 6-hydroxy
Kristiina Aalto-Korte et al.
Contact dermatitis, 57(6), 365-370 (2007-11-09)
Benzisothiazolinone is used as a slimicide in the manufacture of disposable powder-free polyvinyl chloride (PVC) gloves. We recently reported 6 patients from dentistry and health care probably sensitized to benzisothiazolinone in PVC gloves. The study aimed to investigate how widely
Alan Rolfe et al.
Journal of combinatorial chemistry, 11(4), 732-738 (2009-06-10)
A sequential three-component synthesis of functionalized benzisothiazoline-3-acetic acid 1,1-dioxides utilizing a domino Heck-aza-Michael pathway is reported. This one-pot procedure rapidly assembles functionalized benzylsulfonamides, which undergo a palladium-catalyzed, domino, Heck-aza-Michael transformation in an experimentally straightforward manner. This attractive protocol has been
D A Basketter et al.
Contact dermatitis, 40(3), 150-154 (1999-03-12)
Many of the chemicals in common use possess, to some degree, a capacity to cause skin sensitization. Consequently, it is important to conduct a thorough and accurate risk assessment when it can be anticipated that such chemicals are likely to
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