561487

Sigma-Aldrich

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

97%

Empirical Formula (Hill Notation):
C7H5NOS
CAS Number:
Molecular Weight:
151.19
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

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.

Packaging

5, 25 g in glass bottle

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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)
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...
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...
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...
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...

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