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Substance Name: Levobupivacaine hydrochloride [USAN]
RN: 27262-48-2
UNII: J998RDZ51I
InChIKey: SIEYLFHKZGLBNX-NTISSMGPSA-N

Classification Codes

  • Analgesic
  • Drug / Therapeutic Agent
  • Local Anesthetic

Molecular Formula

  • C18-H28-N2-O.Cl-H

Molecular Weight

  • 324.8931
 
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Names and Synonyms

Name of Substance

  • Levobupivacaine
  • Levobupivacaine hydrochloride [USAN]

Synonyms

  • (S)-1-Butyl-2',6'-pipecoloxylidide monohydrochloride
  • (S)-1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide monohydrochloride
  • Bupicaine hydrochloride (-)
  • Chirocaine
  • Levobupivacaine HCl
  • Levobupivacaine hydrochloride
  • UNII-J998RDZ51I

Systematic Names

  • 2',6'-Pipecoloxylidide, 1-butyl-, hydrochloride, (-)-
  • 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, monohydrochloride, (2S)-

Registry Numbers

CAS Registry Number

  • 27262-48-2

FDA UNII

  • J998RDZ51I

System Generated Number

  • 0027262482

Molecular Formulas

Molecular Formula

  • C18-H28-N2-O.Cl-H

Molecular Formula Fragments

  • C18-H28-N2-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C18H28N2O.ClH/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/t16-;/m0./s1

InChIKey

SIEYLFHKZGLBNX-NTISSMGPSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 intravenous 5100ug/kg (5.1mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rabbit LD50 oral 18mg/kg (18mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rabbit LD50 parenteral 207mg/kg (207mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.
rat LD50 subcutaneous 63mg/kg (63mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 200, Pg. 359, 1972.