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Substance Name: Desbutylbupivacaine
RN: 15883-20-2
UNII: NF8RN1V7VM
InChIKey: SILRCGDPZGQJOQ-UHFFFAOYSA-N

Note

  • Major metabolite of bupivacaine.

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C14-H20-N2-O

Molecular Weight

  • 232.325
 
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Names and Synonyms

Results Name

  • Desbutylbupivacaine

Name of Substance

  • 2',6'-Pipecoloxylidide

Synonyms

  • 2',6'-Pipecolylxylidine
  • 4-22-00-00098 (Beilstein Handbook Reference)
  • BRN 0206391
  • Debutylbupivacaine
  • Demethylmepivacaine
  • Desbutylbupivacaine
  • N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
  • N-Desbutylbupivacaine
  • Piperidine-2-carboxylic acid 2,6-dimethylanilide
  • UNII-NF8RN1V7VM

Systematic Names

  • 2',6'-Pipecoloxylidide (6CI,7CI,8CI)
  • 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-

Registry Numbers

CAS Registry Number

  • 15883-20-2

FDA UNII

  • NF8RN1V7VM

System Generated Number

  • 0015883202

Structure Descriptors

InChI

1S/C14H20N2O/c1-10-6-5-7-11(2)13(10)16-14(17)12-8-3-4-9-15-12/h5-7,12,15H,3-4,8-9H2,1-2H3,(H,16,17)

InChIKey

SILRCGDPZGQJOQ-UHFFFAOYSA-N

Smiles

Cc1cccc(c1NC(=O)C2CCCCN2)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 140mg/kg (140mg/kg)   Clinical and Experimental Pharmacology and Physiology. Vol. 21, Pg. 997, 1994.
mouse LD50 intravenous 45mg/kg (45mg/kg)   European Patent Application. Vol. #0155176,