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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[1].

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

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Certificates of Analysis (COA)

Lot/Batch Number
16019PQ
14406HO
01012BQ

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I Moldenhauer et al.
Agents and actions, 38 Spec No, C102-C104 (1993-01-01)
The inflammatory reaction of the hindpaws inducible in rats by systemic administration of the sulfonamide 6-sulfanilamidoindazole (6-SAI) is characterized by a special tolerance reaction, i.e. the paw inflammation decreases despite a continued medication of 6-SAI. We found no change of
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.
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
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
M L Miller et al.
Circulatory shock, 18(1), 65-76 (1986-01-01)
6-Sulfanilamidoindazole (6-SAI) is a sulfonamide that induces inflammation in the ankles and hind paws of older rats and sensitizes the animals to the lethal actions of endotoxin. Sensitization is associated with reductions in plasma glucose concentration but not changes in
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