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Substance Name: Lobeline hydrochloride [JAN]
RN: 134-63-4
UNII: 96J834CB88
InChIKey: MKMYPTLXLWOUSO-NFQNBQCWSA-N

Note

  • An alkaloid that has actions similar to NICOTINE on nicotinic cholinergic receptors but is less potent. It has been proposed for a variety of therapeutic uses including in respiratory disorders, peripheral vascular disorders, insomnia, and smoking cessation.

Molecular Formula

  • C22-H27-N-O2.Cl-H

Molecular Weight

  • 373.9212
 

Classification Code

  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Lobeline hydrochloride [JAN]

Synonyms

  • (-)-alpha-Lobeline hydrochloride
  • (-)-Lobeline hydrochloride
  • Acetophenone, 2-(6-(beta-hydroxyphenethyl)-1-methyl-2-piperidyl)-, hydrochloride, (-)-
  • EINECS 205-150-2
  • Lobelin hydrochloride
  • Lobeline HCl
  • Lobelini hydrochloridum
  • Lobelinum hydrochloricum
  • Lobron
  • UNII-96J834CB88
  • Zoolobelin

Systematic Names

  • Ethanone, 2-((2R,6S)-6-((2S)-2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, hydrochloride
  • Ethanone, 2-(6-(2-hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenyl-, hydrochloride, (2R-(2alpha,6alpha(S*))-
  • Lobeline hydrochloride

Registry Numbers

CAS Registry Number

  • 134-63-4

FDA UNII

  • 96J834CB88

System Generated Number

  • 0000134634

Molecular Formulas

Molecular Formula

  • C22-H27-N-O2.Cl-H

Molecular Formula Fragments

  • C22-H27-N-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C22H27NO2.ClH/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18;/h2-7,9-12,19-21,24H,8,13-16H2,1H3;1H/t19-,20+,21-;/m0./s1

InChIKey

MKMYPTLXLWOUSO-NFQNBQCWSA-N

Smiles

Cl.CN1[C@H](C[C@H](O)c2ccccc2)CCC[C@@H]1CC(=O)c3ccccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo parenteral 150mg/kg (150mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 163, Pg. 279, 1931.
mouse LD50 intraperitoneal 39900ug/kg (39.9mg/kg)   Drugs in Japan Vol. 6, Pg. 913, 1982.
mouse LD50 intravenous 7800ug/kg (7.8mg/kg)   Drugs in Japan Vol. 6, Pg. 913, 1982.
mouse LD50 subcutaneous 87500ug/kg (87.5mg/kg)   Drugs in Japan Vol. 6, Pg. 913, 1982.