9447. Tinidazole

Nomenclature

CAS number: 19387-91-8
1-[2-(Ethylsulfonyl)ethyl]-2-methyl-5-nitro-1H-imidazole; ethyl[2-(2-methyl-5-nitro-1-imidazolyl)ethyl]sulfone; CP-12574; Fasigin (Pfizer); Fasigyn (Pfizer); Simplotan (Pfizer); Tindamax (Presutti); Tricolam (Pfizer); Trimonase (Mipharm).
C8H13N3O4S; mol wt 247.27.
C 38.86%, H 5.30%, N 16.99%, O 25.88%, S 12.97%.

Description and references

Prepn: K. Butler, US 3376311 (1968 to Pfizer); M. W. Miller et al., J. Med. Chem. 13, 849 (1970). Series of articles on prepn, antiprotozoal activity and pharmacokinetics: Antimicrob. Agents Chemother. 1969, 257-270. Review of antiprotozoal activity: P. R. Sawyer et al., Drugs 11, 423-440 (1976); of antibacterial activity, pharmacology and therapeutic efficacy vs anaerobes: A. A. Carmine et al., ibid. 24, 85-117 (1982). Symposium on clinical experience in anaerobic infection: J. Antimicrob. Chemother. 10, Suppl. A, 1-184 (1982). Clinical trial in Helicobacter pylori positive gastritis: G. Oderda et al., Gut 33, 1328 (1992).

Chemical structure

Properties

Colorless crystals from benzene, mp 127-128°. LD50 in mice (mg/kg): >3600 orally; >2000 i.p. (Miller).

Therapeutic Category

Antiprotozoal (Trichomonas, Giardia); antiamebic; antibacterial.

Keywords

Antiamebic; Antiprotozoal (Giardia); Antiprotozoal (Trichomonas)