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Substance Name: Levobupivacaine [INN:BAN]
RN: 27262-47-1
UNII: A5H73K9U3W
InChIKey: LEBVLXFERQHONN-INIZCTEOSA-N

Classification Codes

  • Anesthetics
  • Anesthetics, Local
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Peripheral Nervous System Agents
  • Sensory System Agents

Molecular Formula

  • C18-H28-N2-O

Molecular Weight

  • 288.4322
 
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Names and Synonyms

Name of Substance

  • Levobupivacaine
  • Levobupivacaine [INN:BAN]

Synonyms

  • (S)-1-Butyl-2',6'-pipecoloxylidide
  • L(-)-Bupivacaine
  • Levobupivacaina
  • Levobupivacaine
  • UNII-A5H73K9U3W

Systematic Name

  • 2',6'-Pipecoloxylidide, 1-butyl-, L-(-)-

Registry Numbers

CAS Registry Number

  • 27262-47-1

FDA UNII

  • A5H73K9U3W

System Generated Number

  • 0027262471

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-/m0/s1

InChIKey

LEBVLXFERQHONN-INIZCTEOSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 9600ug/kg (9.6mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
mouse LD50 subcutaneous 100mg/kg (100mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
rabbit LD50 intratracheal 14mg/kg (14mg/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 9700ug/kg (9.7mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
rat LD50 intravenous 7200ug/kg (7.2mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.
rat LD50 subcutaneous 52mg/kg (52mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 273, 1972.