Benzquinamide

Title: Benzquinamide
CAS Registry Number: 63-12-7
CAS Name: 2-(Acetyloxy)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-3-carboxamide
Additional Names: N,N-diethyl-1,3,4,6,7,11b-hexahydro-2-hydroxy-9,10-dimethoxy-2H-benzo[a]quinolizine-3-carboxamide acetate; 2-acetoxy-3-(N,N-diethylcarboxamido)-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzopyridocoline; 2-hydroxy-3-diethylcarbamyl-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzoquinolizine acetate; BZQ
Manufacturers' Codes: NSC-64375; P-2647
Trademarks: Emete-Con (Roerig); Promecon (Searle); Quantril (Roerig)
Molecular Formula: C22H32N2O5
Molecular Weight: 404.50
Percent Composition: C 65.32%, H 7.97%, N 6.93%, O 19.78%
Literature References: Prepn: Trettner, US 3053845 (1962 to Pfizer). Pharmacology: Scriabine et al., J. Am. Med. Assoc. 184, 276 (1963); Kadzielawa, Gumulka, Arch. Int. Pharmacodyn. Ther. 163, 139 (1966). Metabolic studies: Koe, Pinson, J. Med. Chem. 7, 635 (1964); Wiseman et al., Biochem. Pharmacol. 13, 1421 (1964). Toxicity: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971).
Properties: Crystals from diisopropyl ether, mp 130-131.5°. LD50 orally in rats: 990 mg/kg; i.p. in mice: 376 mg/kg (Goldenthal).
Melting point: mp 130-131.5°
Toxicity data: LD50 orally in rats: 990 mg/kg; i.p. in mice: 376 mg/kg (Goldenthal)
Therap-Cat: Antipsychotic, antiemetic.
Keywords: Antiemetic; Antipsychotic; Other Tricyclics.
Benzthiazide Benztropine Mesylate Benzydamine Benzyl Acetate Benzyl Alcohol

Benzquinamide.svg
Systematic (IUPAC) name
3-(Diethylcarbamoyl)-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl acetate
Clinical data
Trade names Promecon, Quantril, Emete-Con
Licence data US FDA:link
Legal status  ?
Routes Suppository, injection
Identifiers
CAS number 63-12-7 YesY
ATC code None
DrugBank DB00767
UNII 0475EA27Q3 YesY
KEGG D00243 N
ChEMBL CHEMBL1201250 N
Chemical data
Formula C22H32N2O5 
Mol. mass 404.5 g/mol
 N (what is this?)  (verify)

Benzquinamide is a discontinued antiemetic drug used in post-operative care. It was first synthesised by Pfizer in the 1960s.[1][2]