Clomipramine
Title: Clomipramine
CAS Registry Number: 303-49-1
CAS Name: 3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine
Additional Names: 3-chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine; 5-(g-dimethylaminopropyl)-3-chloroiminodibenzyl; chlorimipramine
Manufacturers' Codes: G-34586
Molecular Formula: C19H23ClN2
Molecular Weight: 314.85
Percent Composition: C 72.48%, H 7.36%, Cl 11.26%, N 8.90%
Literature References: Serotonin reuptake inhibitor. Prepn: P. N. Craig et al., J. Org. Chem. 26, 135 (1961); W. Schindler, H. Dietrich, CH 371799; eidem, US 3467650 (1963, 1969 both to Geigy). Crystal and molecular structure of the hydrochloride: M. L. Post, A. S. Horn, Acta Crystallogr. 33B, 2590 (1977). HPLC determn in serum: H. Weigmann et al., J. Chromatogr. B 710, 227 (1998). Veterinary trial in canine compulsive disorder: C. J. Hewson et al., J. Am. Vet. Med. Assoc. 213, 1760 (1998); in canine separation anxiety: S. Petit et al., Rev. Med. Vet. 150, 133 (1999). Review of pharmacology and clinical experience in obsessive-compulsive disorder and depression: M. D. Peters et al., Clin. Pharm. 9, 165-178 (1990).
Properties: bp0.3 160-170°.
Boiling point: bp0.3 160-170°
 
Derivative Type: Hydrochloride
CAS Registry Number: 17321-77-6
Trademarks: Anafranil (Novartis); Clomicalm (Novartis)
Molecular Formula: C19H23ClN2.HCl
Molecular Weight: 351.31
Percent Composition: C 64.96%, H 6.89%, Cl 20.18%, N 7.97%
Properties: Crystals from acetone-ether/methanol-ether, mp 189-190° (Craig); also reported as crystals from acetone, mp 191.5-192° (Schindler, Dietrich). Freely sol in water, methanol, methylene chloride. Practically insol in ethyl ether, hexane.
Melting point: mp 189-190° (Craig); mp 191.5-192° (Schindler, Dietrich)
 
Therap-Cat: Antidepressant; antiobsessional agent.
Therap-Cat-Vet: In treatment of canine separation anxiety.
Keywords: Antidepressant; Tricyclics; Antiobsessional.

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