Product Name

  • Name

    (R)-(+)-BUPIVACAINE HCL

  • EINECS
  • CAS No. 27262-45-9
  • Article Data14
  • CAS DataBase
  • Density 1.032 g/cm3
  • Solubility
  • Melting Point
  • Formula C18H28 N2 O
  • Boiling Point 423.4 ºC
  • Molecular Weight 288.433
  • Flash Point 209.9ºC
  • Transport Information
  • Appearance
  • Safety Poison by subcutaneous, intratracheal and intravenous routes. When heated to decomposition it emits toxic fumes of NOx. See other bupicaine or bupivacaine entries.
  • Risk Codes
  • Molecular Structure Molecular Structure of 27262-45-9 ((R)-(+)-BUPIVACAINE HCL)
  • Hazard Symbols
  • Synonyms 2-Piperidinecarboxamide,1-butyl-N-(2,6-dimethylphenyl)-, (R)-; 2',6'-Pipecoloxylidide, 1-butyl-, (+)-(8CI); (+)-(R)-Bupivacaine; (+)-Bupivacaine; (R)-(+)-Bupivacaine;(R)-Bupivacaine; D-(+)-Bupivacaine; d-Bupivacaine
  • PSA 32.34000
  • LogP 3.90740

D(+)-Bupivacaine Chemical Properties

Product Name: D(+)-Bupivacaine (CAS NO.27262-45-9)


Molecular Formula: C18H28N2O
Molecular Weight: 288.43g/mol
Mol File: 27262-45-9.mol
Boiling point:  423.4 °C at 760 mmHg 
Flash Point: 209.9 °C
Density: 1.032 g/cm3
Surface Tension: 41.5 dyne/cm
Enthalpy of Vaporization: 67.78 kJ/mol
Vapour Pressure: 2.24E-07 mmHg at 25°C
XLogP3-AA: 3.4
H-Bond Donor: 1
H-Bond Acceptor: 2
Structure Descriptors of D(+)-Bupivacaine (CAS NO.27262-45-9):
  IUPAC Name: (2R)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
  Canonical SMILES: CCCCN1CCCCC1C(=O)NC2=C(C=CC=C2C)C
  Isomeric SMILES: CCCCN1CCCC[C@@H]1C(=O)NC2=C(C=CC=C2C)C
  InChI: InChI=1S/C18H28N2O/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)/t16-/m1/s1 
  InChIKey: LEBVLXFERQHONN-MRXNPFEDSA-N

D(+)-Bupivacaine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 7900ug/kg (7.9mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
mouse LD50 subcutaneous 30mg/kg (30mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
rabbit LD50 intratracheal 10mg/kg (10mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 78, 1976.
rabbit LD50 parenteral > 120mg/kg (120mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 78, 1976.
rabbit LDLo intravenous 5500ug/kg (5.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
rat LD50 intravenous 3800ug/kg (3.8mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
rat LD50 subcutaneous 38mg/kg (38mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.

D(+)-Bupivacaine Safety Profile

Poison by subcutaneous, intratracheal and intravenous routes. When heated to decomposition it emits toxic fumes of NOx. See other bupicaine or bupivacaine entries.

D(+)-Bupivacaine Specification

 D(+)-Bupivacaine ,its CAS NO. is 27262-45-9,the synonyms is 2',6'-Pipecoloxylidide, 1-butyl-, D-(+)- .

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