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Merck
CN

SML1225

Indisulam

≥98% (HPLC), carbonic anhydrase inibitor, powder

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:
165668-41-7
Molecular Weight:
385.85
UNSPSC Code:
12352200
PubChem Substance ID:
329825730
NACRES:
NA.77
MDL number:
MFCD00945325

Key Documents

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Product Name

Indisulam, ≥98% (HPLC)

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

assay

≥98% (HPLC)

form

powder

color

white to pink

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Indisulam is a carbonic anhydrase inibitor and Antitumor CDK inhibitor.
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
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

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
0000178125
0000173890
0000173873
0000173890
0000173873

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Semi-physiological model describing the hematological toxicity of the anti-cancer agent indisulam.
van Kesteren C, et al.
Investigational New Drugs, 23(3), 225-234 (2005)
Sung Ah Kim et al.
Molecules and cells, 43(11), 935-944 (2020-11-11)
Aryl hydrocarbon receptor nuclear translocator (ARNT) plays an essential role in maintaining cellular homeostasis in response to environmental stress. Under conditions of hypoxia or xenobiotic exposure, ARNT regulates the subset of genes involved in adaptive responses, by forming heterodimers with
Cristina Mayor-Ruiz et al.
Nature chemical biology, 16(11), 1199-1207 (2020-08-05)
Targeted protein degradation is a new therapeutic modality based on drugs that destabilize proteins by inducing their proximity to E3 ubiquitin ligases. Of particular interest are molecular glues that can degrade otherwise unligandable proteins by orchestrating direct interactions between target

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