Title: Piritrexim
CAS Registry Number: 72732-56-0
CAS Name: 6-[(2,5-Dimethoxyphenyl)methyl]-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
Additional Names: 2,4-diamino-6-(2,5-dimethoxybenzyl)-5-methylpyrido[2,3-d]pyrimidine
Manufacturers' Codes: BW-301U; NSC-351521
Molecular Formula: C17H19N5O2
Molecular Weight: 325.37
Percent Composition: C 62.75%, H 5.89%, N 21.52%, O 9.83%
Literature References: Lipid soluble dihydrofolate reductase inhibitor. Prepn: E. M. Grivsky et al., J. Med. Chem. 23, 327 (1980); E. M. Grivsky et al., EP 21292 (1981 to Wellcome); E. M. Grivsky, US 4959474 (1990 to Burroughs Wellcome). Biochemistry and antitumor activity: D. S. Duch et al., Cancer Res. 42, 3987 (1982). Cytotoxicity: I. W. Taylor et al., ibid. 45, 978 (1985). Pharmacology and toxicology: C. W. Sigel et al., NCI Monogr. 5, 111 (1987). Antipneumocystis and antitoxoplasma activities: J. A. Kovacs et al., Antimicrob. Agents Chemother. 32, 430 (1988). HPLC determn in plasma: R. G. Foss, C. W. Sigel, J. Pharm. Sci. 71, 1176 (1982). Determn by protein binding assay in plasma: J. L. Woolley, Jr., et al., ibid. 78, 749 (1989). Crystal structure and conformational analysis: P. A. Sutton, V. Cody, J. Am. Chem. Soc. 110, 6219 (1988). Clinical pharmacology in children: P. C. Adamson et al., Cancer Res. 50, 4464 (1990). Clinical evaluation in lung cancer: M. G. Kris et al., Cancer Treat. Rep. 71, 763 (1987); in advanced squamous head and neck cancer: W.-C. Uen et al., Cancer 69, 1008 (1992).
Properties: Yellow powder from ethanol/water, mp 252-254°. log P (octanol/water): 1.74.
Melting point: mp 252-254°
Log P: log P (octanol/water): 1.74
Derivative Type: Isethionate
CAS Registry Number: 79483-69-5
Molecular Formula: C17H19N5O2.C2H6O4S
Molecular Weight: 451.50
Percent Composition: C 50.54%, H 5.58%, N 15.51%, O 21.26%, S 7.10%
Properties: LD50 orally in rats: 1168 mg/kg (Sigel).
Toxicity data: LD50 orally in rats: 1168 mg/kg (Sigel)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antimetabolites; Folic Acid Analogs/Antagonists. |