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Merck
CN

12650

Benzenesulfonyl hydrazide

technical, ≥90% (NT)

Synonym(s):

BSH, Benzenesulfonylhydrazine, Porofor BSH

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About This Item

Linear Formula:
C6H5SO2NHNH2
CAS Number:
Molecular Weight:
172.20
EC Number:
201-255-2
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
640079
MDL number:
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grade

technical

assay

≥90% (NT)

mp

101-103 °C (lit.)

SMILES string

NNS(=O)(=O)c1ccccc1

InChI

1S/C6H8N2O2S/c7-8-11(9,10)6-4-2-1-3-5-6/h1-5,8H,7H2

InChI key

VJRITMATACIYAF-UHFFFAOYSA-N

Application

Benzenesulfonylhydrazine (Benzenesulfonyl hydrazide) has been used in the synthesis of 13-arylsulfonylhydrazones of doxorubicin.
Benzenesulfonyl hydrazide has been used in the synthesis of a series of novel 3-aroyl-2,3-dihydro-1,1-dioxo-1,4,2-benzodithiazines for their use as potential HIV-1 integrase (IN) inhibitors.

Other Notes

Reagent for the conversion of carbonyl compounds into vinylsilanes via the hydrazones

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Self-react. D

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Zdzisław Brzozowski et al.
European journal of medicinal chemistry, 44(1), 190-196 (2008-04-09)
A series of novel 3-aroyl-2,3-dihydro-1,1-dioxo-1,4,2-benzodithiazines 15-28 as potential HIV-1 integrase (IN) inhibitors have been synthesized by the reduction of 3-aroyl-1,1-dioxo-1,4,2-benzodithiazines 1-14 with benzenesulfonyl hydrazide. All the compounds 15-28 inhibited IN mediated strand transfer reaction with IC(50) values ranging from 3
T.H. Chan et al.
Synthesis, 801-801 (1976)
Synthesis of an anthracyclinone bearing an unprecedented aromatic ring-fused bridgehead-hydroxylated bicyclo [3.1. 1] heptanol.
Tetrahedron Letters, 48(42), 7440-7443 (2007)
C.A. Paquette et al.
The Journal of Organic Chemistry, 45, 3017-3017 (1980)
Contact dermatitis from benzene sulphonyl hydrazide.
J S English et al.
Contact dermatitis, 14(3), 183-183 (1986-03-01)

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