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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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
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