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Substance Name: Butorphanol tartrate [USAN:USP:BAN:JAN]
RN: 58786-99-5
UNII: 2L7I72RUHN
InChIKey: GMTYREVWZXJPLF-AFHUBHILSA-N

Note

  • A synthetic morphinan analgesic with narcotic antagonist action. It is used in the management of severe pain.

Molecular Formula

  • C21-H29-N-O2.C4-H6-O6

Molecular Weight

  • 477.5505
 

Classification Codes

Classification Codes

  • Analgesic
  • Antitussive
  • Drug / Therapeutic Agent
  • Reproductive Effect

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Butorphanol tartrate [USAN:USP:BAN:JAN]

Synonyms

  • (-)-17-(Cyclobutylmethyl)morphinan-3,14-diol D-(-)-tartrate (1:1) (salt)
  • Butorphanol tartrate
  • Butorphanol tartrate preservative free
  • Butorphic Injection
  • EINECS 261-443-5
  • levo-BC-2627 tartrate
  • Stadol
  • Stadol NS
  • Stadol preservative free
  • Torate
  • Torbugesic
  • Torbutrol
  • Torbutrol (Veterinary)
  • UNII-2L7I72RUHN

Systematic Names

  • 17-(Cyclobutylmethyl)morphinan-3,14-diyl (S-(R*,R*))-2,3-dihydroxysuccinate
  • Morphinan-3,14-diol, 17-(cyclobutylmethyl)-, (-)-, (S-(R*,R*))-2,3-dihydroxybutanedioate (1:1) (salt)
  • Morphinan-3,14-diol, 17-(cyclobutylmethyl)-, (S-(R*,R*))-2,3-dihydroxybutanedioate (1:1) (salt)

Superlist Names

  • Butorphanol
  • DEA No. 9720
  • Torbutrol

Registry Numbers

CAS Registry Number

  • 58786-99-5

FDA UNII

  • 2L7I72RUHN

Other Registry Numbers

  • 54244-71-2
  • 54965-23-0
  • 61005-22-9

System Generated Number

  • 0058786995

Molecular Formulas

Molecular Formula

  • C21-H29-N-O2.C4-H6-O6

Molecular Formula Fragments

  • C21-H29-N-O2
  • C4-H6-O6
  • COMPONENT

Structure Descriptors

InChI

1S/C21H29NO2.C4H6O6/c23-17-7-6-16-12-19-21(24)9-2-1-8-20(21,18(16)13-17)10-11-22(19)14-15-4-3-5-15;5-1(3(7)8)2(6)4(9)10/h6-7,13,15,19,23-24H,1-5,8-12,14H2;1-2,5-6H,(H,7,8)(H,9,10)/t19-,20+,21-;1-,2-/m10/s1

InChIKey

GMTYREVWZXJPLF-AFHUBHILSA-N

Smiles

O[C@@H]([C@H](O)C(=O)O)C(=O)O.Oc1ccc2C[C@H]3N(CC4CCC4)CC[C@@]5(CCCC[C@@]35O)c2c1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intramuscular 17mg/kg (17mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 16, Pg. 474, 1978.
dog LD50 intravenous 10mg/kg (10mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 16, Pg. 474, 1978.
dog LD50 oral > 50mg/kg (50mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 19, 1979.
monkey LD50 oral > 50mg/kg (50mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 19, 1979.
mouse LD50 intramuscular 208mg/kg (208mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
mouse LD50 intraperitoneal 192mg/kg (192mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
mouse LD50 intravenous 36mg/kg (36mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
mouse LD50 oral 395mg/kg (395mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 16, Pg. 474, 1978.
mouse LD50 subcutaneous 299mg/kg (299mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 19, 1979.
rat LD50 intramuscular 255mg/kg (255mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
rat LD50 intraperitoneal 127mg/kg (127mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
rat LD50 intravenous 17mg/kg (17mg/kg)   Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. Vol. 16, Pg. 474, 1978.
rat LD50 oral 315mg/kg (315mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
rat LD50 subcutaneous 425mg/kg (425mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.