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Substance Name: Nalbuphine hydrochloride [USAN]
RN: 23277-43-2
UNII: ZU4275277R
InChIKey: YZLZPSJXMWGIFH-BCXQGASESA-N

Note

  • A narcotic used as a pain medication. It appears to be an agonist at kappa opioid receptors and an antagonist or partial agonist at mu opioid receptors.

Molecular Formula

  • C21-H27-N-O4.Cl-H

Molecular Weight

  • 393.9082
 

Classification Codes

  • Analgesic
  • Analgesics
  • Analgesics, Opioid
  • Antagonist (to Narcotics)
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Human Data
  • Narcotic Antagonists
  • Narcotics
  • Peripheral Nervous System Agents
  • Sensory System Agents

Names and Synonyms

Name of Substance

  • Nalbuphine hydrochloride [USAN]

Synonyms

  • 17-(Cyclobutylmethyl)-4,5alpha-epoxymorphinan-3,6alpha,14-triol hydrochloride
  • EINECS 245-549-9
  • En 2234A
  • EN-2234A
  • Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, hydrochloride, (5-alpha,6-alpha)-
  • N-Cyclobutylmethyl-14-hydroxydihydronormorphine hydrochloride
  • Nalbufina clorhidrato
  • Nalbufina clorhidrato [Spanish]
  • Nalbuphine
  • Nalbuphine HCl
  • Nalbuphine hydrochloride
  • Nubain
  • UNII-ZU4275277R

Systematic Names

  • (5alpha,6alpha)-17-(Cyclobutylmethyl)-4,5-epoxymorphinan-3,6,14-triol hydrochloride
  • Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, hydrochloride, (5alpha,6alpha)-
  • Morphinan-3,6-alpha,14-triol, 17-(cyclobutylmethyl)-4,5-alpha-epoxy-, hydrochloride

Registry Numbers

CAS Registry Number

  • 23277-43-2

FDA UNII

  • ZU4275277R

Related Registry Number

  • 20594-83-6 (Parent)

System Generated Number

  • 0023277432

Molecular Formulas

Molecular Formula

  • C21-H27-N-O4.Cl-H

Molecular Formula Fragments

  • C21-H27-N-O4
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C21H27NO4.ClH/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12;/h4-5,12,15-16,19,23-25H,1-3,6-11H2;1H/t15-,16+,19-,20-,21+;/m0./s1

InChIKey

YZLZPSJXMWGIFH-BCXQGASESA-N

Smiles

Cl.O[C@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5O[C@@H]1[C@]2(CCN3CC6CCC6)c45

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 140mg/kg (140mg/kg)   Medicamentos de Actualidad. Vol. 16, Pg. 51, 1980.
dog LD50 oral 1100mg/kg (1100mg/kg)   Medicamentos de Actualidad. Vol. 16, Pg. 51, 1980.
dog LD50 subcutaneous 200mg/kg (200mg/kg)   Medicamentos de Actualidad. Vol. 16, Pg. 51, 1980.
women TDLo intravenous 800ug/kg (0.8mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA Chest. Vol. 90, Pg. 773, 1986.