Indisulam Chemical Properties

Melting point:

242-243 °C (decomp)(Solv: ethanol (64-17-5); water (7732-18-5))

Boiling point:

668.9±65.0 °C(Predicted)

Density 

1.663±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

DMSO : 100 mg/mL (259.17 mM; Need ultrasonic)

form 

powder

pka

8.14±0.30(Predicted)

color 

white to beige

InChI

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)

InChIKey

SETFNECMODOHTO-UHFFFAOYSA-N

SMILES

C1(S(NC2C3=C(C=CC=2)C(Cl)=CN3)(=O)=O)=CC=C(S(N)(=O)=O)C=C1

Indisulam Usage And Synthesis

Uses

Indisulam (E 7070) is a carbonic anhydrase inhibitor with anticancer activity. Indisulam (E 7070) is a sulfonamide agent that targets the G1 phase of the cell cycle. Indisulam (E 7070) causes a blockade in the G1/S transition through inhibition of the activation of both CDK2 and cyclin E. Indisulam (E 7070) targets splicing by inducing RBM39 degradation via recruitment to DCAF15[1][2].

Definition

ChEBI: Indisulam is a chloroindole that is 3-chloro-1H-indole substituted by a [(4-sulfamoylphenyl)sulfonyl]nitrilo group at position 7. It is a carbonic anhydrase inhibitor and a potential anti-cancer agent currently in clinical development. It has a role as an EC 4.2.1.1 (carbonic anhydrase) inhibitor and an antineoplastic agent. It is a chloroindole, a sulfonamide and an organochlorine compound.

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.

in vivo

storage

Store at -20°C

References

[1] Ozawa Y, et al. E7070, a novel sulphonamide agent with potent antitumour activity in vitro and in vivo. Eur J Cancer. 2001 Nov;37(17):2275-82. DOI:10.1016/s0959-8049(01)00275-1
[2] Abbate F, et al. Carbonic anhydrase inhibitors: E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-associated isozyme IX. Bioorg Med Chem Lett. 2004 Jan 5;14(1):217-23. DOI:10.1016/j.bmcl.2003.09.062

Indisulam(165668-41-7)Related Product Information

• Chlorantraniliprole
• Benzenesulfonamide
• Sulfanilamide
• Amlodipine Besylate
• (S)-Amlodipine
• Phenylacetyl chloride
• Diphenyl chlorophosphate
• Hydrochlorothiazide
• 2-CHLOROINDOLE
• 3-CHLORO-1H-INDOL-7-AMINE
• 7-Aminoindole
• Indisulam
• Difluorochloromethane