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Substance Name: Xorphanol mesylate [USAN]
RN: 77287-90-2
UNII: A88BIS7IBB
InChIKey: VRWTWCLVCNQJGM-ZBWZZBALSA-N

Classification Codes

  • Analgesic
  • Drug / Therapeutic Agent

Molecular Formula

  • C23-H31-N-O.C-H4-O3-S

Molecular Weight

  • 433.6095
 
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Names and Synonyms

Name of Substance

  • Xorphanol mesylate [USAN]

Synonyms

  • (8-beta)-17-(Cyclobutylmethyl)-6-methylenemorphinan-3-ol methanesulfonate
  • 17-(Cyclobutylmethyl)-8beta-methyl-6-methylenemorphinan-3-ol methanesulfonate (salt)
  • 17-Cyclobutylmethyl-3-hydroxy-6-methylene-8-beta-methylmorphinan
  • TR 5379M
  • TR-5379M
  • TR5379M
  • UNII-A88BIS7IBB
  • Xorphanol mesylate

Systematic Names

  • Morphinan-3-ol, 17-(cyclobutylmethyl)-6-methylene-, (8-beta)-, methanesulfonate
  • Morphinan-3-ol, 17-(cyclobutylmethyl)-8-methyl-6-methylene-, (8beta)-, methanesulfonate (salt)

Registry Numbers

CAS Registry Number

  • 77287-90-2

FDA UNII

  • A88BIS7IBB

System Generated Number

  • 0077287902

Molecular Formulas

Molecular Formula

  • C23-H31-N-O.C-H4-O3-S

Molecular Formula Fragments

  • C-H4-O3-S
  • C23-H31-N-O
  • COMPONENT

Structure Descriptors

InChI

1S/C23H31NO.CH4O3S/c1-15-10-16(2)22-21-11-18-6-7-19(25)12-20(18)23(22,13-15)8-9-24(21)14-17-4-3-5-17;1-5(2,3)4/h6-7,12,16-17,21-22,25H,1,3-5,8-11,13-14H2,2H3;1H3,(H,2,3,4)/t16-,21+,22-,23+;/m0./s1

InChIKey

VRWTWCLVCNQJGM-ZBWZZBALSA-N

Smiles

C[C@H]1CC(=C)C[C@]23CCN(CC4CCC4)[C@H](Cc5ccc(O)cc25)[C@H]13.CS(=O)(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 35mg/kg (35mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Fundamental and Applied Toxicology. Vol. 3, Pg. 478, 1983.
mouse LD50 oral 365mg/kg (365mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Fundamental and Applied Toxicology. Vol. 3, Pg. 478, 1983.
rat LD50 intravenous 22300ug/kg (22.3mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Fundamental and Applied Toxicology. Vol. 3, Pg. 478, 1983.
rat LD50 oral 750mg/kg (750mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Fundamental and Applied Toxicology. Vol. 3, Pg. 478, 1983.