2366. Clocapramine

Nomenclature

CAS number: 47739-98-0
1′-[3-(3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl][1,4′-bipiperidine]-4′-carboxamide; 3-chloro-5-[3-(4-piperidino-4-carbamoylpiperidino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine; 3-chlorocarpipramine; clocarpramine; CCP.
C28H37ClN4O; mol wt 481.07.
C 69.91%, H 7.75%, Cl 7.37%, N 11.65%, O 3.33%.

Description and references

Prepn: M. Nakanishi, C. Tashiro, DE 1905765; eidem, US 3668210 (1969, 1972, both to Yoshitomi); M. Nakanishi et al., J. Med. Chem. 13, 644 (1970). Pharmacology and toxicity: M. Nakanishi et al., Arzneim.-Forsch. 21, 391 (1971). Effect on metabolism of serotonin and catecholamines: M. Nakanishi, M. Setoguchi, ibid. 23, 806 (1973). Metabolism: M. Nakanishi et al., J. Pharm. Soc. Jpn. 91, 1042 (1971). HPLC determn in plasma: K. Hikida et al., Anal. Sci. 6, 367 (1990). Review: Jpn. Med. Gaz. 10(7), 5 (1973).

Chemical structure

Derivative

Dihydrochloride monohydrate.

Nomenclature

CAS number: 60789-62-0
Y-4153; Clofekton (Yoshitomi).
C28H37ClN4O.2HCl.H2O; mol wt 572.01.
C 58.79%, H 7.22%, Cl 18.59%, N 9.79%, O 5.59%.

Properties

White, bitter tasting, crystalline powder, mp 267°. Soly in water: <3.5 g/100 ml. Freely sol in glacial acetic acid. Practically insol in ether, acetone. LD50 in mice, rats (mg/kg): 160, 125 i.p.; 2550, 6800 orally (Nakanishi).

Therapeutic Category

Antipsychotic.

Keywords

Antipsychotic; Other Tricyclics