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Substance Name: Bupivacaine, D(+)-
RN: 27262-45-9
UNII: 16O5OYF58E
InChIKey: LEBVLXFERQHONN-MRXNPFEDSA-N

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C18-H28-N2-O

Molecular Weight

  • 288.4322
 
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Names and Synonyms

Results Name

  • Bupivacaine, D(+)-

Name of Substance

  • Bupivacaine, (R)-

Synonyms

  • D(+)-Bupivacaine
  • UNII-16O5OYF58E

Systematic Name

  • 2',6'-Pipecoloxylidide, 1-butyl-, D-(+)-

Registry Numbers

CAS Registry Number

  • 27262-45-9

FDA UNII

  • 16O5OYF58E

System Generated Number

  • 0027262459

Structure Descriptors

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

Smiles

CCCCN1CCCC[C@@H]1C(=O)Nc2c(C)cccc2C

Toxicity

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.