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Merck
CN

155306

N1-(6-Indazolyl)sulfanilamide

98%

Synonym(s):

6-Sulfanilamidoindazole

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About This Item

Empirical Formula (Hill Notation):
C13H12N4O2S
CAS Number:
Molecular Weight:
288.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
237-314-4
MDL number:
Assay:
98%
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InChI key

RLNLIVBLEZDLMZ-UHFFFAOYSA-N

InChI

1S/C13H12N4O2S/c14-10-2-5-12(6-3-10)20(18,19)17-11-4-1-9-8-15-16-13(9)7-11/h1-8,17H,14H2,(H,15,16)

SMILES string

Nc1ccc(cc1)S(=O)(=O)Nc2ccc3cn[nH]c3c2

assay

98%

mp

193-195 °C (lit.)

General description

N1-(6-Indazolyl)sulfanilamide ( 6-Sulfanilamidoindazole) causes inflammation in the hind paws and ankles of older rat and sensitizes them to the lethal action of endotoxin.

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Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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D D Blatter
Skeletal radiology, 16(3), 183-189 (1987-01-01)
Phosphorus-31 magnetic resonance spectroscopy (MRS) of the hind paws of rats was performed at 1.5 Tesla before and during the course of an experimentally-induced inflammatory arthritis. Arthritis was induced by daily subcutaneous administration of 6-sulfanilamidoindazole, an antibacterial sulfa known to
R Hirschelmann et al.
Agents and actions, 10(5), 431-434 (1980-11-01)
During 6-sulphanilamidoindazole (6-SAI) arthritis a significant increase of serum levels of the protease inhibitor alpha 2 macroglobulin (= alpha 2 acute phase globulin) and of Darcy's glycoprotein was found, whereas the content of female specific protein and of sulfhydryl groups
R Hirschelmann et al.
International journal of tissue reactions, 8(6), 469-473 (1986-01-01)
Arthritis induced by 6-sulphanilamidoindazole in older rats is not inhibited by a one-week treatment with superoxide dismutase, peroxidase or desferrioxamine. It is concluded that oxygen radicals hardly play a special part in the pathogenesis of 6-SAI arthritis. C-reactive protein and
D Müller et al.
Agents and actions, 11(6-7), 736-740 (1981-12-01)
Hexobarbital sleeping time was prolonged and ethylmorphine N-demethylation was inhibited after a single dosage or seven administration of 6-SAI to old rats. These effects were independent of the development of arthritis. Changes in cytochrome P-450 concentration after 6-SAI treatment were
Y Ohmachi et al.
Histology and histopathology, 17(2), 437-444 (2002-04-19)
6-Sulfanilamidoindazole (6SAI) is known to induce not only an acute arthritis but also serositis and arteritis which resemble those induced by some vasodilators in rats. In this study, the recovery process of ankle lesions was examined histopathologically for up to

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