Title: Tiazofurin
CAS Registry Number: 60084-10-8
CAS Name: 2b-D-Ribofuranosyl-4-thiazolecarboxamide
Synonyms: riboxamide; TCAR
Manufacturers' Codes: CI-909; NSC-286193
Trademarks: Tiazole (ICN)
Molecular Formula: C9H12N2O5S
Molecular Weight: 260.27
Percent Composition: C 41.53%, H 4.65%, N 10.76%, O 30.74%, S 12.32%
Literature References: Nucleoside analog that inhibits inosine monophosphate dehydrogenase (IMPDH). Prepn: M. Fuertes
et al., J. Org. Chem. 41, 4074 (1976); and antiviral activity: P. C. Srivastava
et al., J. Med. Chem. 20, 256 (1977). Structure-activity study: G. Gebeyehu
et al., ibid. 28, 99 (1985). HPLC determn in plasma: R. W. Klecker, Jr., J. M. Collins,
J. Chromatogr. 307, 361 (1984). Clinical pharmacokinetics: D. Raghavan
et al., Cancer Chemother. Pharmacol. 16, 160 (1986). Clinical evaluation in leukemia: G. Tricot
et al, Int. J. Cell Cloning 8, 161 (1990). Series of articles on pharmacology and clinical experience:
Anticancer Res. 16, 3307-3354 (1996).
Properties: Crystals from ethanol-ethyl acetate, mp 145-146°. [a]D25 -9° (c = 0.5 in ethanol). uv max in ethanol: 215, 237 nm (e 9450, 7625).
Melting point: mp 145-146°
Optical Rotation: [a]D25 -9° (c = 0.5 in ethanol)
Absorption maximum: uv max in ethanol: 215, 237 nm (e 9450, 7625)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antimetabolites; Purine Analogs; IMPDH Inhibitor.