Title: Glufosfamide
CAS Registry Number: 132682-98-5
CAS Name: 1-[N,N¢-Bis(2-chloroethyl)phosphorodiamidate]-b-D-glucopyranose
Additional Names: b-D-glucopyranosyl N,N¢-di(2-chloroethyl) phosphoric acid diamide; b-D-glucosylisophosphoramide mustard
Manufacturers' Codes: D-19575
Molecular Formula: C10H21Cl2N2O7P
Molecular Weight: 383.16
Percent Composition: C 31.35%, H 5.52%, Cl 18.51%, N 7.31%, O 29.23%, P 8.08%
Literature References: Glucose coupled to isophosphoramide mustard, the active metabolite of the alkylating agent ifosfamide, q.v. Enters cells through upregulated glucose transport proteins. Prepn: M. Wiessler, M. Dickes, DE 3835772; eidem, US 5622936 (1990, 1997 both to Deutsches Krebsforschungszentrum Stiftung). Pharmacology and toxicity studies: J. Pohl et al., Cancer Chemother. Pharmacol. 35, 364 (1995). Mechanism of action study: H. Seker et al., Br. J. Cancer 82, 629 (2000). Clinical evaluation in pancreatic cancer: E. Briasoulis et al., Eur. J. Cancer 39, 2334 (2003); in non-small cell lung cancer: G. Giaccone et al., ibid. 40, 667 (2004). Review of pharmacology and clinical development: I. Niculescu-Duvaz, Curr. Opin. Invest. Drugs 3, 1527-1532 (2002).
Properties: LD50 in rats, mice (mg/kg): 1575, 1575 i.v.; 1470, 1470 orally (Pohl).
Toxicity data: LD50 in rats, mice (mg/kg): 1575, 1575 i.v.; 1470, 1470 orally (Pohl)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkylating Agents; Nitrogen Mustards. |