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561487

Sigma-Aldrich

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
EC Number:
220-120-9
MDL number:
MFCD00127753
UNSPSC Code:
12352100
PubChem Substance ID:
24879952
NACRES:
NA.22

assay

97%

form

solid

mp

154-158 °C (lit.)

SMILES string

Oc1nsc2ccccc12

InChI

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

InChI key

DMSMPAJRVJJAGA-UHFFFAOYSA-N

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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.

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Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000370051
0000341932
MKCX0480
0000370051
0000341932

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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)
J C Bronstein et al.
Analytical biochemistry, 293(2), 239-245 (2001-06-12)
Herpes simplex virus type 1 (HSV-1) encodes a deoxyribonuclease that is frequently referred to as alkaline nuclease (AN) because of its elevated pH optimum. Studies with recombinant viruses which contain deletions in the HSV-1 gene encoding AN have indicated that
G Moscato et al.
Occupational medicine (Oxford, England), 47(4), 249-251 (1997-05-01)
We report a case of occupational asthma and rhinitis caused by inhalation of 1,2-benzisothiazolin-3-one, an additive used as a microbicidal in detergent production, in a 26-year-old man employed in a chemical factory producing detergents. The subject's task consisted of pouring
K L Yu et al.
Bioorganic & medicinal chemistry letters, 9(5), 663-666 (1999-04-14)
An efficient solid-phase synthesis of benzisothiazolone-1,1-dioxide-based serine protease inhibitors involving alkylation of carboxylic acids with N-(bromomethyl)benzisothiazolone-1,1-dioxide has been developed. An example using this procedure for preparation of a library of human mast cell tryptase inhibitors is described.
Deepu Alex et al.
Antimicrobial agents and chemotherapy, 56(9), 4630-4639 (2012-06-13)
We have identified four synthetic compounds (DFD-VI-15, BD-I-186, DFD-V-49, and DFD-V-66) from an amino acid-derived 1,2-benzisothiazolinone (BZT) scaffold that have reasonable MIC(50) values against a panel of fungal pathogens. These compounds have no structural similarity to existing antifungal drugs. Three
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