9337. Thioguanine

Nomenclature

CAS number: 154-42-7
2-Amino-1,9-dihydro-6H-purine-6-thione; 2-aminopurine-6-thiol; Lanvis (GSK); Tabloid (GSK).
C5H5N5S; mol wt 167.19.
C 35.92%, H 3.01%, N 41.89%, S 19.18%.

Description and references

Purine antimetabolite. Prepn: Elion, Hitchings, J. Am. Chem. Soc. 77, 1676 (1955); Hitchings, Elion, US 2697709; US 2800473; US 2884667; Hitchings et al., US 3019224; US 3132144 (1954, 1957, 1959, 1962, and 1964, all to Burroughs Welcome). HPLC determn in DNA: D. J. Warren, L. Slordal, Anal. Biochem. 215, 278 (1993). Clinical evaluation in refractory psoriasis: C. Mason, G. G. Krueger, J. Am. Acad. Dermatol. 44, 67 (2001); in inflammatory bowel disease: A. Qasim et al., Scand. J. Gastroenterol. 42, 194 (2007).

Chemical structure

Properties

Needles from water, mp >360°.

Therapeutic Category

Antineoplastic; immunosuppressant.

Therapeutic Category (Veterinary)

Antineoplastic.

Keywords

Antineoplastic; Antimetabolites; Purine Analogs; Immunosuppressant