Structural Formula Vector Image
Title: Nortriptyline
CAS Registry Number: 72-69-5
CAS Name: 3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine
Additional Names: 10,11-dihydro-N-methyl-5H-dibenzo[a,d]cycloheptene-D5,g-propylamine; 5-(a-methylaminopropylidene)dibenzo[a,d]cyclohepta[1,4]diene; 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methylpropylamine; 10,11-dihydro-5-(3-methylaminopropylidene)-5H-dibenzo[a,d][1,4]cycloheptene; desitriptilina; desmethylamitriptyline
Trademarks: Avantyl; Aventyl (Lilly); Noritren (Lundbeck); Ateben (Chem-Sintyal); Psychostyl; Sensaval
Molecular Formula: C19H21N
Molecular Weight: 263.38
Percent Composition: C 86.64%, H 8.04%, N 5.32%
Literature References: Tricyclic antidepressant. Prepn: Hoffsommer et al., J. Org. Chem. 27, 4134 (1962); NL 6408512; E. I. Engelhardt, US 3922305 (1965, 1975 both to Merck & Co.). Alternative process: N. L. Wendler, US 3442949 (1969 to Merck & Co.). GC determn in plasma: J. E. Burch, J. Chromatogr. 308, 165 (1984). Determn in plasma or serum by radioimmunoassay: J. F. Sayegh, Neurochem. Res. 11, 193 (1986). Pharmacokinetics: E. H. Rubin et al., J. Clin. Psychiatry 46, 418 (1985). Clinical trial in post-stroke depression: J. R. Lipsey et al., Lancet 1, 297 (1984). Anticholinergic effect and clinical efficacy in urinary dysfunction: I. Nissenkorn et al., Eur. Urol. 12, 109 (1986). Comprehensive description: J. L. Hale, Anal. Profiles Drug Subs. 1, 233-247 (1972).
Derivative Type: Hydrochloride
CAS Registry Number: 894-71-3
Trademarks: Acetexa (Lilly); Allegron (Dista); Nortrilen (Troponwerke); Norzepine; Pamelor (Novartis); Sensival; Vividyl (Lilly)
Molecular Formula: C19H21N.HCl
Molecular Weight: 299.84
Percent Composition: C 76.11%, H 7.40%, N 4.67%, Cl 11.82%
Properties: Crystals from ether + ethanol, mp 213-215°. Sol in ethanol, water, chloroform. Practically insol in ether, acetone, benzene. uv max (methanol): 240 nm (e 13900).
Melting point: mp 213-215°
Absorption maximum: uv max (methanol): 240 nm (e 13900)
Therap-Cat: Antidepressant.
Keywords: Antidepressant; Tricyclics.

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