Bupivacaine hydrochlorideProduct ingredient for Bupivacaine

Name
Bupivacaine hydrochloride
Drug Entry
Bupivacaine

Bupivacaine is a widely used local anesthetic agent.

Accession Number
DBSALT001512
Structure
Thumb
Synonyms
Bupivacaine HCl / Bupivacaine hydrochloride / Bupivacaine hydrochloride hydrate / Bupivacaine hydrochloride monohydrate
External IDs
WIN 11,318 / WIN-11318
UNII
7TQO7W3VT8
CAS Number
73360-54-0
Weight
Average: 342.91
Monoisotopic: 342.2074059
Chemical Formula
C18H31ClN2O2
InChI Key
HUCIWBPMHXGLFM-UHFFFAOYSA-N
InChI
InChI=1S/C18H28N2O.ClH.H2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H;1H2
IUPAC Name
1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrate hydrochloride
SMILES
O.Cl.CCCCN1CCCCC1C(=O)NC1=C(C)C=CC=C1C
KEGG Drug
D01450
ChemSpider
4445574
ChEBI
60789
Wikipedia
Bupivacaine
Predicted Properties
PropertyValueSource
Water Solubility0.0977 mg/mLALOGPS
logP3.31ALOGPS
logP4.52ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)13.62ChemAxon
pKa (Strongest Basic)8ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.34 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity90.19 m3·mol-1ChemAxon
Polarizability34.48 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon