Amitriptyline
Title: Amitriptyline
CAS Registry Number: 50-48-6
CAS Name: 3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine
Additional Names: 10,11-dihydro-N,N-dimethyl-5H-dibenzo[a,d]cycloheptene-D5,g-propylamine; 5-(g-dimethylaminopropylidene)-5H-dibenzo[a,d]-10,11-dihydrocycloheptene; 10,11-dihydro-5-(g-dimethylaminopropylidene)-5H-dibenzo[a,d]cycloheptene; 5-(3-dimethylaminopropylidene)dibenzo[a,d][1,4]cycloheptadiene
Molecular Formula: C20H23N
Molecular Weight: 277.40
Percent Composition: C 86.59%, H 8.36%, N 5.05%
Literature References: Prepn: Hoffsommer et al., J. Org. Chem. 27, 4134 (1962); 28, 1751 (1963); J. Med. Chem. 8, 555 (1965); Engelhardt et al., BE 584061 (1960 to Merck & Co.); GB 858187; GB 858188 (both 1961 to Hoffmann-La Roche); Tristram, Tull, US 3205264 (1965 to Merck & Co.). Toxicity data: A. Tobe et al., Arzneim.-Forsch. 31, 1278 (1981). Comprehensive description: K. W. Blessel et al., Anal. Profiles Drug Subs. 3, 127-148 (1974).
 
Derivative Type: Hydrochloride
CAS Registry Number: 549-18-8
Manufacturers' Codes: Ro-4-1575
Trademarks: Adepril (Teofarma); Amineurin (Hexal); Domical (Berk); Elavil (AstraZeneca); Endep (Roche); Euplit (Desitin); Laroxyl (Roche); Lentizol (Lundbeck); Miketorin (Schering); Redomex (Lundbeck); Saroten (Bayer); Sarotex (Lundbeck); Triptizol (SIT); Tryptanol (Merck & Co.); Tryptizol (Merck & Co.)
Molecular Formula: C20H23N.HCl
Molecular Weight: 313.86
Percent Composition: C 76.54%, H 7.71%, N 4.46%, Cl 11.30%
Properties: Minute crystals, mp 196-197°. Freely sol in water, chloroform, alc. uv max (methanol): 240 nm (e 13800). pKa 9.4. LD50 in mice, rats (mg/kg): 350, 380 orally; 65, 75 i.p. (Tobe).
Melting point: mp 196-197°
pKa: pKa 9.4
Absorption maximum: uv max (methanol): 240 nm (e 13800)
Toxicity data: LD50 in mice, rats (mg/kg): 350, 380 orally; 65, 75 i.p. (Tobe)
 
Therap-Cat: Antidepressant.
Keywords: Antidepressant; Tricyclics.

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