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Butorphanol tartrate

CAS No.
58786-99-5
Chemical Name:
Butorphanol tartrate
Synonyms
torate;stadol;D00837;Moradol;torbutrol;NIH 10275;Torbugesic;Stadol (tn);oate(1:1)(salt);BUTORPHANOL TARTRATE
CBNumber:
CB0181202
Molecular Formula:
C25H35NO8
Molecular Weight:
477.55
MDL Number:
MFCD00214257
MOL File:
58786-99-5.mol
MSDS File:
SDS
Last updated:2022-12-21 16:56:50

Butorphanol tartrate Properties

Melting point 217-219°
alpha D22 -64.0° (c = 0.4 in methanol)
storage temp. 2-8°C
CAS DataBase Reference 58786-99-5(CAS DataBase Reference)
FDA UNII 2L7I72RUHN

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H361
Precautionary statements  P201-P301+P312+P330-P308+P313
Hazard Codes  Xn
Risk Statements  22-63
Safety Statements  22-26-36/37/39
RIDADR  1544
WGK Germany  3
RTECS  QC7795000
HazardClass  6.1(a)
PackingGroup  II
HS Code  2933492250
Toxicity LD50 in mice, rats (mg/kg): 40-57, 17-20 i.v.; 395-527, 570-756 orally (Heel)

Butorphanol tartrate Chemical Properties,Uses,Production

Description

Butorphanol (tartrate) (Item No. 23812) is an analytical reference material categorized as an opioid. Butorphanol is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.

Uses

Analgesic; antitussive.

Definition

ChEBI: The (S,S)-tartaric acid salt of butorphanol. It is used for relief or moderate to severe pain.

brand name

Stadol (Bristol-Myers Squibb).

Biochem/physiol Actions

κ/μ opioid receptor agonist.

Mechanism of action

Butorphanol is a strong agonist at κ opioid receptors, and through this interaction, it is five times more potent than morphine as an analgesic. The κagonists have a lower ceiling analgesic effect than full μ agonists; thus, they are not as effective in treating severe pain. Butorphanol is an antagonist at μ opioid receptors with approximately one-sixth the potency of naloxone. If given to a person addicted to a μ agonist, butorphanol will induce an immediate onset of abstinence syndrome.

Side effects

Butorphanol has a different spectrum of side effects than μ opioid analgesics. Respiratory depression occurs. There is a lower ceiling on this effect, however, and it is not generally lethal, as is the case with high doses of μ agonists. Major side effects after normal analgesic doses are sedation, nausea, and sweating, as well as dysphoric (hallucinogenic) effects at higher doses. Butorphanol causes an increase in pulmonary arterial pressure and pulmonary vascular resistance. There is an overall increased workload on the heart, and it should not be used in patients with congestive heart failure or to treat pain from acute myocardial infarction. Butorphanol has low abuse potential and is not a scheduled drug.

Veterinary Drugs and Treatments

Approved indication for dogs is “. . . for the relief of chronic nonproductive cough associated with tracheobronchitis, tracheitis, tonsillitis, laryngitis and pharyngitis originating from inflammatory conditions of the upper respiratory tract” (Package Insert; Torbutrol?—Fort Dodge). It is also used in practice in both dogs and cats as a preanesthetic medication, analgesic, and as an antiemetic prior to cisplatin treatment (although not very effective in cats for this indication). Compared with other opiate analgesics, butorphanol is not very useful in small animals (particularly dogs) for treating pain and has to be dosed frequently.
The approved indication for horses is “. . . for the relief of pain associated with colic in adult horses and yearlings” (Package Insert; Torbugesic?—Fort Dodge). It has also been used clinically as an analgesic in cattle.

Butorphanol tartrate Preparation Products And Raw materials

Raw materials

Preparation Products

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 BUTORPHANOL TARTRATE SALT l-n-cyclobutylmethyl-3,14-dihydroxymorphinan tartrate salt Butorphanol tartrate (jan/usp) D00837 Stadol (tn) Butorphanol Tartrate (CIV), USP Butorphanol Tartrate CIV (350 mg) butorphanol D-tartrate 1-N-CYCLOBUTYLMETHYL-3,14-DIHYDROXYMORPHINAN TARTRATE SALT butorphanol tartrate---dea schedule iv 17-(cyclobutylmethyl)morphinan-3,14-diyl [S-(R*,R*)]-2,3-dihydroxysuccinate Morphinan-3,14-diol, 17-(cyclobutylmethyl)-, (2S,3S)-2,3-dihydroxybutanedioate (1:1) (salt) BUTORPHANOLTARTRATE,USP l-Butorphanol tartrate Levo-BC 2627 tartrate Moradol NIH 10275 Torbugesic Butorphanol tartrateQ: What is Butorphanol tartrate Q: What is the CAS Number of Butorphanol tartrate Q: What is the storage condition of Butorphanol tartrate Butorphanol Tartrate CIV (1082504) Butorphanol Tartrare 58786-99-5 C25H35NO8 C21H29NO2C4H6O6 47755