Carpipramine

Title: Carpipramine
CAS Registry Number: 5942-95-0
CAS Name: 1¢-[3-(10,11-Dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]-[1,4¢-bipiperidine]-4¢-carboxamide
Additional Names: 5-[3-(4-piperidino-4-carbamoylpiperidino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine; carbadipimidine
Manufacturers' Codes: Bay b 4343 b
Molecular Formula: C28H38N4O
Molecular Weight: 446.63
Percent Composition: C 75.30%, H 8.58%, N 12.54%, O 3.58%
Literature References: Prepn: M. Nakanishi, T. Munakata, JP 66 6752; GB 1017986; Nakanishi et al., US 3329683 (1966, 1966, 1967 all to Yoshitomi); Nakanishi et al., J. Med. Chem. 13, 644 (1970). Pharmacology: Nakanishi et al., Arzneim.-Forsch. 18, 1435 (1968). Metabolism: Nakanishi et al., J. Pharm. Soc. Jpn. 90, 204 (1970).
Derivative Type: Dihydrochloride monohydrate
CAS Registry Number: 7075-03-8
Trademarks: Defekton (Yoshitomi); Prazinil (Specia)
Molecular Formula: C28H38N4O.2HCl.H2O
Molecular Weight: 537.56
Percent Composition: C 62.56%, H 7.88%, N 10.42%, O 5.95%, Cl 13.19%
Properties: Crystals from 90% methanol, mp 260°. Sparingly sol in water. LD50 in mice, rats (mg/kg): 28.2, 37.0 i.v.; 136.0, 76.0 i.p.; 2180, 1025 orally (Nakanishi, 1968).
Melting point: mp 260°
Toxicity data: LD50 in mice, rats (mg/kg): 28.2, 37.0 i.v.; 136.0, 76.0 i.p.; 2180, 1025 orally (Nakanishi, 1968)
Therap-Cat: Antipsychotic.
Keywords: Antipsychotic; Other Tricyclics.
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Carpipramine
Carpipramine.png
Systematic (IUPAC) name
1-[3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)propyl]-4-piperidin-1-ylpiperidine-4-carboxamide
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Prescription only
Routes Oral
Identifiers
CAS number 5942-95-0
ATC code None
PubChem CID 2580
ChemSpider 2482
UNII 8AFK6F91EQ YesY
Chemical data
Formula C28H38N4O 
Mol. mass 446.62 g/mol

Carpipramine (Prazinil, Defekton) is an atypical antipsychotic used for the treatment of schizophrenia and anxiety in France and Japan.[1][2][3][4] In addition to its neuroleptic and anxiolytic effects, carpipramine also has hypnotic properties.[3] It is structurally related to both tricyclics like imipramine and butyrophenones like haloperidol.[3]