7901. Protriptyline

Nomenclature

CAS number: 438-60-8
N-Methyl-5H-dibenzo[a,d]cycloheptene-5-propanamine; 5-(3-methylaminopropyl)-5H-dibenzo[a,d]cycloheptene; 7-(3-methylaminopropyl)-1,2:5,6-dibenzocycloheptatriene; amimetilina.
C19H21N; mol wt 263.38.
C 86.64%, H 8.04%, N 5.32%.

Description and references

Prepn: Engelhardt, Christy, BE 617967 (1962 to Merck & Co.), C.A. 59, 517f (1963); Tishler et al., US 3244748 and US 3271451 (both 1966 to Merck & Co.); Engelhardt et al., J. Med. Chem. 11, 325 (1968). Metabolism in man, pig and dog: Sisenwine et al., J. Pharmacol. Exp. Ther. 175, 51 (1970). Use in treatment of sleep apnea: R. W. Clark et al., Neurology 29, 1287 (1979); L. G. Brownell et al., N. Engl. J. Med. 307, 1037 (1982).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 1225-55-4
MK-240; Concordin (Merck & Co.); Triptil (Merck & Co.); Vivactil (Merck & Co.).
C19H21N.HCl; mol wt 299.84.
C 76.11%, H 7.40%, N 4.67%, Cl 11.82%.

Properties

Crystals from isopropanol-ethyl ether, mp 169-171°. uv max: 290 nm (ε 13311). Freely sol in water. pKa 8.2.

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Tricyclics