10208. Indisulam

Nomenclature

CAS number: 165668-41-7
N1-(3-Chloro-1H-indol-7-yl)-1,4-benzenedisulfonamide; N-(3-chloro-7-indolyl)-1,4-benzenedisulfonamide; N-(3-chloro-1H-indol-7-yl)-4-sulfamoylbenzenesulfonamide; E-7070.
C14H12ClN3O4S2; mol wt 385.85.
C 43.58%, H 3.13%, Cl 9.19%, N 10.89%, O 16.59%, S 16.62%.

Description and references

Synthetic antitumor sulfonamide derivative capable of inducing apoptosis. Prepn: H. Yoshino et al., WO 9507276; eidem, US 5721246 (1995, 1998 both to Eisai); T. Owa et al., J. Med. Chem. 42, 3789 (1999) DOI PubMed. Mechanism of action: K. Fukuoka et al., Invest. New Drugs 19, 219 (2001) DOI PubMed. LC/MS/MS determn in plasma, urine, and feces: J. Hendrik Beumer et al., Rapid Commun. Mass Spectrom. 18 2839 (2004) DOI PubMed. Clinical pharmacokinetics and pharmacodynamics: R. I. Haddad et al., Clin. Cancer Res. 10, 4680 (2004) DOI PubMed; D. C. Talbot et al., ibid. 13, 1816 (2007) DOI PubMed. Review of development, pharmacology, and clinical experience: C. T. Supuran, Expert Opin. Invest. Drugs 12, 283-287 (2003) DOI PubMed.

Chemical structure

Properties

Colorless, solid from EtOH-H2O, mp 242-243° (dec). Sol in methanol.

Therapeutic Category

Antineoplastic.

Keywords

Antineoplastic; Sulfonamides