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58786-99-5

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Basic Information
CAS No.: 58786-99-5
Name: Butorphanol tartrate
Molecular Structure:
Molecular Structure of 58786-99-5 (Butorphanol tartrate)
Formula: C21H29NO2.C4H6O6
Molecular Weight: 477.61
Synonyms: Butorphanol tartrate (JAN/USP);Morphinan-3,14-diol,17-(cyclobutylmethyl)-,(2S,3S)-2,3-dihydroxybutanedioate (1:1) (salt);Stadol;Moradol;Stadol (TN);
EINECS: 261-443-5
Melting Point: 217-219°
Boiling Point: 722.3 °C at 760 mmHg
Flash Point: 390.7 °C
Hazard Symbols: HarmfulXn
Risk Codes: 22-63
Safety: 22-26-36/37/39
Transport Information: UN 1544
PSA: 158.76000
LogP: 1.18090
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Chemistry

Chemistry informtion about Butorphanol Tartrate (CAS NO.58786-99-5) is:
IUPAC Name: Pentyl nitrite
Synonyms: 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);Morphinan-3,14-Diol,17-(Cyclobutylmethyl)-,(S-(R*,R*))-2,3-Dihydroxybutanedi;Oate(1:1)(Salt);Stadol;Torate;Torbutrol;Butorphanol Tartrate
MF: C25H35NO8
MW: 477.55
EINECS: 261-443-5 
Flash Point: 265.9 °C
Boiling Point: 507.3 °C at 760 mmHg
Vapour Pressure: 4.11E-11 mmHg at 25°C 
Enthalpy of Vaporization: 81.85 kJ/mol
Storage temp.: 2-8°C
Following is the molecular structure of Butorphanol Tartrate (CAS NO.58786-99-5) is:

Uses

 Butorphanol Tartrate (CAS NO.58786-99-5) is  a strong narcotic analgesic (pain reliever) used to control pain. It has also been used to treat migraine headaches.

Production

It is available in the U.S. as a generic drug; it is available in various nations under one of any number of trade names, including Moradol and Beforal (Brand name Stadol no longer available in the US); veterinary trade names include Butorphic, Dolorex, Morphasol, Torbugesic, and Torbutrol.

Toxicity Data With Reference

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)
behavioral: somnolence (general depressed activity) behavioral: convulsions or effect on seizure threshold lungs, thorax, or respiration: dyspnea
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
mouse LD50 intraperitoneal 192mg/kg (192mg/kg)
behavioral: somnolence (general depressed activity) behavioral: convulsions or effect on seizure threshold lungs, thorax, or respiration: dyspnea
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
mouse LD50 intravenous 36mg/kg (36mg/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 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: somnolence (general depressed activity) behavioral: convulsions or effect on seizure threshold behavioral: ataxia
Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 19, 1979.
rat LD50 intramuscular 255mg/kg (255mg/kg)
behavioral: somnolence (general depressed activity) behavioral: convulsions or effect on seizure threshold lungs, thorax, or respiration: dyspnea
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
rat LD50 intraperitoneal 127mg/kg (127mg/kg)
behavioral: somnolence (general depressed activity) behavioral: convulsions or effect on seizure threshold 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) behavioral: convulsions or effect on seizure threshold lungs, thorax, or respiration: dyspnea Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.
rat LD50 subcutaneous 425mg/kg (425mg/kg)
behavioral: somnolence (general depressed activity) behavioral: convulsions or effect on seizure threshold lungs, thorax, or respiration: dyspnea
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 145, 1982.

Safety Profile

Poison by ingestion, subcutaneous, intramuscular, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. An analgesic. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:
HarmfulXn 
Risk Statements:
R22:Harmful if swallowed. 
R63:Possible risk of harm to the unborn child.
Safety Statements:
S22:Do not breathe dust. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 1544
WGK Germany: 3
RTECS: QC7795000
HazardClass: 6.1(a)
PackingGroup: II

Specification

To protect yourself, you can put on eyeshields, faceshields, full-face particle respirator type N100 (US), gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges.
It exhibits partial agonist and antagonist activity at the μ opioid receptor and agonist activity at the κ opioid receptor. Stimulation of these receptors on central nervous system neurons causes an intracellular inhibition of adenylate cyclase, closing of influx membrane calcium channels, and opening of membrane potassium channels. This leads to hyperpolarization of the cell membrane potential and suppression of action potential transmission of ascending pain pathways. Because of its κ-agonist activity, at analgesic doses butorphanol increases pulmonary arterial pressure and cardiac work. Additionally, κ-agonism can cause dysphoria at therapeutic or supertherapeutic doses; this gives butorphanol a lower potential for abuse than other opioid drugs.