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SML1225

Sigma-Aldrich

Indisulam

≥98% (HPLC)

Synonym(s):

N-(3-chloro-1H-indol-7-yl)-4-sulfamoylbenzenesulfonamide, N1-(3-Chloro-1H-indol-7-yl)-1,4-benzenedisulfonamide

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About This Item

Empirical Formula (Hill Notation):
C14H12ClN3O4S2
CAS Number:
Molecular Weight:
385.85
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to pink

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

ClC1=CNC2=C1C=CC=C2NS(C3=CC=C(S(=O)(N)=O)C=C3)(=O)=O

InChI

1S/C14H12ClN3O4S2/c15-12-8-17-14-11(12)2-1-3-13(14)18-24(21,22)10-6-4-9(5-7-10)23(16,19)20/h1-8,17-18H,(H2,16,19,20)

InChI key

SETFNECMODOHTO-UHFFFAOYSA-N

Biochem/physiol Actions

Indisulam is a carbonic anhydrase inibitor and Antitumor CDK inhibitor. Indisulam targets the G1 phase of the cell cycle by depleting cyclin E. inducing p53 and p21, and inhibiting CDK2, causing a blockade in the G1/S transition.
Indisulam is synthetic sulfonamide compound. In vitro and in vivo studies point out that indisulam prevents retinoblastoma protein phosphorylation. Also, it inhibits cyclins A and B1 activity. Indisulam is known to promote apoptosis. Indisulam is a potent inhibitor of cellular dehydrogenases and thus, is likely to interfere with metabolic pathways such as malate-aspartate shuttle, glycolysis and gluconeogenesis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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