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B9156

Sigma-Aldrich

Butorphanol (+)-tartrate salt

≥99%

Synonym(s):

L-N-Cyclobutylmethyl-3,14-dihydroxymorphinan (+)-tartrate salt

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About This Item

Empirical Formula (Hill Notation):
C21H29NO2 · C4H6O6
CAS Number:
58786-99-5
Molecular Weight:
477.55
EC Number:
261-443-5
MDL number:
MFCD00214257
UNSPSC Code:
12352200
PubChem Substance ID:
24892126
NACRES:
NA.77

Assay

≥99%

form

powder

drug control

USDEA Schedule IV; psychotrope (France); regulated under CDSA - not available from Sigma-Aldrich Canada

originator

Bristol-Myers Squibb

storage temp.

2-8°C

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.Oc1ccc2C[C@H]3N(CC[C@@]4(CCCC[C@@]34O)c2c1)CC5CCC5

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-/m11/s1

InChI key

GMTYREVWZXJPLF-BTVKVFNOSA-N

Gene Information

human ... OPRK1(4986) , OPRM1(4988)

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Biochem/physiol Actions

κ/μ opioid receptor agonist.

Features and Benefits

This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H361

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J A Vivian et al.
The Journal of pharmacology and experimental therapeutics, 290(1), 259-265 (1999-06-25)
Butorphanol and nalbuphine have substantial affinity for mu and kappa-opioid receptor sites, yet their behavioral effects in monkeys are largely consistent with a mu receptor mechanism of action. Using ethylketocyclazocine (EKC) discrimination and diuresis assays in rhesus monkeys (Macaca mulatta)
J C Chen et al.
Life sciences, 52(4), 389-396 (1993-01-01)
The ability of morphine, fentanyl, butorphanol, nalbuphine, and dezocine to compete with radiolabeled ligands for binding at the mu1, mu2, kappa1, and delta opioid receptors and the sigma receptor was characterized. In the absence of sodium, the potency of opioid

Chromatograms

application for HPLC

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