3-(diethylcarbamoyl)-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl (2H3)acetate hydrochloride

• ChemBase ID: 161322
• Molecular Formular: C22H33ClN2O5
• Molecular Mass: 440.96082
• Monoisotopic Mass: 440.20779985
• SMILES: c1(c(cc2c(c1)C1N(CC2)CC(C(C1)OC(=O)C)C(=O)N(CC)CC)OC)OC.Cl
• Canonical SMILES: CCN(C(=O)C1CN2CCc3c(C2CC1OC(=O)C)cc(c(c3)OC)OC)CC.Cl
• InChI: InChI=1S/C22H32N2O5.ClH/c1-6-23(7-2)22(26)17-13-24-9-8-15-10-20(27-4)21(28-5)11-16(15)18(24)12-19(17)29-14(3)25;/h10-11,17-19H,6-9,12-13H2,1-5H3;1H
• InChIKey: KZLNXGBVFTWMPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(diethylcarbamoyl)-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl (^2H₃)acetate hydrochloride
• IUPAC Traditional name: 3-(diethylcarbamoyl)-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl (^2H₃)acetate hydrochloride
• Synonyms: 2-(Acetyloxy-d3)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-3-carboxamide Hydrochloride; Benzoquinamide-d3 Hydrochloride; Benzquinamide-d3 Hydrochloride

Database IDs

• PubChem SID: 162255457
• PubChem CID: 71313726

CALCULATED PROPERTIES

• Acid pKa: 19.607786
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.5742615
• LogD (pH = 7.4): 1.064082
• Log P: 1.4195195
• Molar Refractivity: 110.471 cm^3
• Polarizability: 43.126442 Å^3
• Polar Surface Area: 68.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B209902

Labelled Benzquinamide (B209900). Antipsychotic; antiemetic.

REFERENCES

• Pinson, Koe., et al.: J. Med. Chem., 7, 635 (1964)
• Goldenthal, E.I., et al.: Toxicol. Appl. Pharmacol., 18, 185 (1964)