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Merck
CN

155306

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay

98%

mp

193-195 °C (lit.)

SMILES string

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

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)

InChI key

RLNLIVBLEZDLMZ-UHFFFAOYSA-N

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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
Acute colchicine and vinblastine toxicity in 6-sulfanilamidoindazole-pretreated rats.
M L Miller et al.
Toxicology and applied pharmacology, 60(3), 500-508 (1981-09-30)
Yasushi Ohmachi et al.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie, 53(6), 447-452 (2002-04-03)
6-Sulfanilamidoindazole (6SAI) induces selflimiting arthritis in rats. Since close relationships exist between arthritis and endotoxin, four experiments were conducted to clarify the relationship between endotoxin and 6SAI-induced arthritis. Endotoxin levels in the plasma from the abdominal aorta and portal vein

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