Desipramine
Title: Desipramine
CAS Registry Number: 50-47-5
CAS Name: 10,11-Dihydro-N-methyl-5H-dibenz[b,f]azepine-5-propanamine
Additional Names: 10,11-dihydro-5-[3-(methylamino)propyl]-5H-dibenz[b,f]azepine; 5-(g-methylaminopropyl)iminodibenzyl; N-(3-methylaminopropyl)iminobibenzyl; desmethylimipramine; norimipramine
Molecular Formula: C18H22N2
Molecular Weight: 266.38
Percent Composition: C 81.16%, H 8.32%, N 10.52%
Literature References: Prepn: GB 908788; BE 614616 (both 1962 to Geigy); J. H. Biel, C. I. Judd, GB 980231 (1965 to Lakeside); eidem, US 3454554 (1969 to Colgate Palmolive). Chemistry, pharmacology: E. Eriksoo, O. Rohte, Arzneim.-Forsch. 20, 1561 (1970). Clinical response, plasma levels, pharmacokinetics: P. D. Hrdina, Y. D. Lapierre, Prog. Neuro-Psychopharmacol. 4, 591 (1980). Mechanism of action study: S. A. Checkley et al., Br. J. Psychiatry 138, 248 (1981). Efficacy in depression: W. Z. Potter et al., Psychopharmacol. Bull. 17, 26 (1981); J. W. Stewart et al., ibid. 136. Teratological study: L. Aeppli, Arzneim.-Forsch. 19, 1617 (1969). Carcinogenicity and mutagenicity study: H. Kubinski et al., Mutat. Res. 89, 95 (1981). Has been found to be one of the most effective cmpds described for in vitro and in vivo reversal of chloroquine, q.v., resistance in Plasmodium falciparum: A. J. Bitonti et al., Science 242, 1301 (1988).
Properties: bp0.02 172-174°. uv max: 213, 252 nm (log e 4.39, 3.93).
Boiling point: bp0.02 172-174°
Absorption maximum: uv max: 213, 252 nm (log e 4.39, 3.93)
 
Derivative Type: Hydrochloride
CAS Registry Number: 58-28-6
Manufacturers' Codes: G-35020; JB-8181; NSC-114901
Trademarks: Norpramin (Aventis); Nortimil (Chiesi); Pertofran (Novartis); Pertofrane (Novartis); Petylyl (Temmler)
Molecular Formula: C18H22N2.HCl
Molecular Weight: 302.84
Percent Composition: C 71.39%, H 7.66%, N 9.25%, Cl 11.71%
Properties: Crystals from methanol ether, mp 215-216°. Sol in water. LD50 in mice, rats (mg/kg): 500, 385 orally; 94, 48 i.p.; 420, 183 s.c. (Eriksoo, Rohte).
Melting point: mp 215-216°
Toxicity data: LD50 in mice, rats (mg/kg): 500, 385 orally; 94, 48 i.p.; 420, 183 s.c. (Eriksoo, Rohte)
 
Therap-Cat: Antidepressant.
Keywords: Antidepressant; Tricyclics.

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