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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:
13744-68-8
Molecular Weight:
288.32
EC Number:
237-314-4
MDL number:
MFCD00005694
UNSPSC Code:
12352100
PubChem Substance ID:
24849513
NACRES:
NA.22

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Y Ohmachi et al.
Toxicologic pathology, 26(2), 262-270 (1998-04-21)
6-Sulfanilamidoindazole (6SAI) is a sulfonamide that induces acute, self-limiting arthritis in rats, and 6SAI-induced arthritis is thought to be a model for testing anti-inflammatory agents. In this study, in order to clarify the location of arthritis and relationships between arthritis
C O Samuelson et al.
Arthritis and rheumatism, 27(6), 689-693 (1984-06-01)
Inflammation induced by 6- sulfanilamidoindazole (6-SAI) in aged, outbred rats is predictably produced, but the pathogenesis is not understood. We demonstrate the variable resistance of 15 inbred rat strains to 6-SAI arthritis. Susceptibility to 6-SAI arthritis is not directly linked
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
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
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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