CAS 63-12-7|Benzchinamide|Emeticon|benzquinamide|3-(diethylcarbamoyl)-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl acetate|Benzquinamide|Promecon|Quantril|BZQ|Emete-con|Promec...

General Information

Structure

Molecular Formula

C₂₂H₃₂N₂O₅

Molecular Mass

404.49988

Exact Mass

404.23112213

Charge

InChI

InChI=1S/C22H32N2O5/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

InChIKey

JSZILQVIPPROJI-UHFFFAOYSA-N

Canonic Smiles

CCN(C(=O)C1CN2CCc3c(C2CC1OC(=O)C)cc(c(c3)OC)OC)CC

Isomeric Smiles

O(C1C(CN2C(C1)c1c(CC2)cc(OC)c(OC)c1)C(=O)N(CC)CC)C(=O)C

Calculated Properties

JChem

LogD (pH = 7.4)

0.80

LogD (pH = 5.5)

-0.95

Log P

1.42

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

7.90

Polar Surface Area

68.31

Polarizability

45.14

Molar Refractivity

110.47

LOG S

-2.37

Data Source

Academic Data

Data Source

Names and Identifiers

Brand Name

PromeconQuantrilEmeticonBZQEmete-conBenzchinamide

Synonyms

BenzquinamidePromeconQuantrinEmete-ConbenzochinamideEmete-ConBZQbenzquinamide2-(acetyloxy)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-3-carboxamideBenzchinamidbenzquinamide2-(acetoxy)-N,N-diethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizine-3-carboxamide

IUPAC Traditional name

benzquinamide

IUPAC name

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

International Nonproprietary Name (INN)

benzquinamidebenzquinamidumbenzquinamida

Names and Identifiers

Registration numbers

CAS Number

63-12-7

PubChem SID

4650615516096411014717652

PubChem CID

2342

Unique Ingredient Identifier

KEGG ID

CHEMBL

Wikipedia Title

CHEBI ID

CHEBI:3046CHEBI:27662CHEBI:22738

MetaboLights Database

MTBLS4967MTBLS2145MTBLS1918MTBLS1071MTBLS1642MTBLS2267MTBLS2349MTBLS3750

Reactom Database

R-HSA-2309779R-HSA-2309773

CompTox Database

Beilstein Number

ACToR Database

KEGG DRUG Database

SureChEMBL Database

DrugBank ID

Drug Central Database

331

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

1.7

Solubility

153 mg/L

Pharmacology Properties

Admin Routes

Suppository, Injection

US Licence

Quantril

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB00767

Drug Groups

approved

Description

Benzquinamide is an antiemetic compound with antihistaminic, mild anticholinergic, and sedative properties. The mechanism of action is not known, but presumably benzquinamide works via antagonism of muscarinic acetycholine receptors and histamine H1 receptors.

Indication

Used to prevent and treat nausea and vomiting associated with anesthesia and surgery, administered intramuscularly or intravenously.

Pharmacology

Benzquinamide is an antiemetic compound with antihistaminic, mild anticholinergic, and sedative properties.

Affected Organisms

Humans and other mammals

Absorption

Incomplete, with 33–39% bioavailability via the capsule and suppository routes, relative to the intramuscular route.

Half Life

1-1.6 hours (for all formulations)

Wikipedia

Benzquinamide