Trazodone
Title: Trazodone
CAS Registry Number: 19794-93-5
CAS Name: 2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one
Molecular Formula: C19H22ClN5O
Molecular Weight: 371.86
Percent Composition: C 61.37%, H 5.96%, Cl 9.53%, N 18.83%, O 4.30%
Literature References: Prepn: Palazzo, Silvestrini, US 3381009 (1968 to Angelini Francesco). Pharmacology: Catanese, Lisciani, Boll. Chim. Farm. 109, 369 (1970); B. Silvestrini, E. Quadri, Eur. J. Pharmacol. 12, 231 (1970). Analytical data: Baiocchi et al., Arzneim.-Forsch. 23, 400 (1973). Crystal structure: J. P. Fillers, S. W. Hawkinson, Acta Crystallogr. B35, 498 (1979). Review of pharmacological properties and therapeutic use: R. N. Brogden et al., Drugs 21, 401-429 (1981); B. Silvestrini et al., in Pharmacological and Biochemical Properties of Drug Substances vol. 3, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1981) pp 94-119. Comprehensive description: D. Gorecki, R. Verbeeck, Anal. Profiles Drug Subs. 16, 693-729 (1986). Symposium on clinical efficacy: Psychopharmacology 95, Suppl., 1-56 (1988).
Properties: Crystals, mp 86-87°. Also reported as mp 96° (Baiocchi). pKa (50% ethanol): 6.14.
Melting point: mp 86-87°; mp 96° (Baiocchi)
pKa: pKa (50% ethanol): 6.14
 
Derivative Type: Hydrochloride
CAS Registry Number: 25332-39-2
Manufacturers' Codes: AF-1161
Trademarks: Bimaran (Roux-Ocefa); Desyrel (Apothecon); Molipaxin (HMR); Pragmazone (UPSA); Thombran (Thomae); Tombran (Boehringer, Ing.); Trazolan (Continental Pharma); Trittico (Angelini)
Molecular Formula: C19H22ClN5O.HCl
Molecular Weight: 408.32
Percent Composition: C 55.89%, H 5.68%, Cl 17.37%, N 17.15%, O 3.92%
Properties: White, odorless plates from ethanol, mp 223°. Soluble in chloroform; sparingly sol in water, ethanol, methanol. Practically insol in common organic solvents. uv max (water): 211, 246, 274, 312 nm (e 50100, 11730, 3840, 3840). LD50 i.v. in mice: 96 mg/kg (Silvestrini, Quadri).
Melting point: mp 223°
Absorption maximum: uv max (water): 211, 246, 274, 312 nm (e 50100, 11730, 3840, 3840)
Toxicity data: LD50 i.v. in mice: 96 mg/kg (Silvestrini, Quadri)
 
Therap-Cat: Antidepressant.
Keywords: Antidepressant; Bicyclics.

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