Cimetidine
Title: Cimetidine
CAS Registry Number: 51481-61-9
CAS Name: N-Cyano-N¢-methyl-N¢¢-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]guanidine
Manufacturers' Codes: SKF-92334
Trademarks: Acibilin (Exa); Acinil (GEA); Cimal (AL); Cimetag (Cehasol); Cimetum (Sintyal); Edalene (Rh>e-Poulenc); Dyspamet (Bridge); Eureceptor (Zambon); Gastromet (Bayropharm); Peptol (Horner); Stomédine (GSK); Tagamet (GSK); Tametin (ISF); Tratul (Gador); Ulcedin (AGIPS); Ulcedine (Sanofi-Pharma); Ulcerfen (Finadiet); Ulcimet (Temis Lostalo); Ulcofalk (Interfalk Italia); Ulcomedina (Pharmaland); Ulcomet (Italfarmaco); Ulhys (Lafare)
Molecular Formula: C10H16N6S
Molecular Weight: 252.34
Percent Composition: C 47.60%, H 6.39%, N 33.30%, S 12.71%
Literature References: Competitive histamine H2-receptor antagonist which inhibits gastric acid secretion and reduces pepsin output. Prepn: G. J. Durant et al., BE 804144; eidem, US 3950333 (1974, 1976 both to SK&F); P. Kairisalo, E. Honkanen, Arch. Pharm. 316, 688 (1983). Chemistry, pharmacology and toxicology: R. W. Brimblecombe et al., J. Int. Med. Res. 3, 86 (1975); eidem, Br. J. Pharmacol. 53, 435p (1975). Use in combination with other drugs for cancer treatment: R. D. Thornes et al., Lancet 2, 328 (1982); S. Borgström et al., N. Engl. J. Med. 307, 1080 (1982); 308, 591 (1983). Controlled clinical study in treatment of acute upper gastrointestinal tract bleeding: D. Barer et al., ibid. 1571; for prevention of recurrent duodenal ulcer: S. Sontag et al., ibid. 311, 689 (1984). Immunoregulatory effect: J. L. Jorizzo et al., Ann. Intern. Med. 92, 192 (1980); W. B. White, M. Ballow, N. Engl. J. Med. 312, 198 (1985). Review of effect on endocrine secretion: C. Scarpignato, G. Bertaccini, Drugs Exp. Clin. Res. 5(4-5), 129-140 (1979). Symposium on clinical efficacy, cytoprotection and antifibrinolytic effects: Scand. J. Gastroenterol. 21, Suppl. 121, 1-62 (1986).
Properties: Crystals, mp 141-143°. Soly in water at 37°: 1.14%. Soly increased by dil HCl. LD50 in mice, rats (mg/kg): 2600, 5000 orally; 150, 106 i.v.; 470, 650 i.p. (Brimblecombe).
Melting point: mp 141-143°
Toxicity data: LD50 in mice, rats (mg/kg): 2600, 5000 orally; 150, 106 i.v.; 470, 650 i.p. (Brimblecombe)
 
Derivative Type: Hydrochloride
CAS Registry Number: 70059-30-2
Trademarks: Aciloc (Orion); Biomag (Pulitzer); Brumetidina (Bruschettini); Notul (Eurofarmaco)
Molecular Formula: C10H16N6S.HCl
Molecular Weight: 288.80
Percent Composition: C 41.59%, H 5.93%, N 29.10%, S 11.10%, Cl 12.28%
 
Therap-Cat: Antiulcerative.
Keywords: Antiulcerative; Histamine H2-Receptor Antagonist.

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