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N4396

Sigma-Aldrich

Nalbuphine hydrochloride hydrate

≥98% (HPLC), powder, μ and κ opioid receptors agonist

Synonym(s):

17-(Cyclobutylmethyl)-4,5-epoxymorphinan-3,6,14-triol hydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C21H27NO4 · HCl · xH2O
CAS Number:
23277-43-2
Molecular Weight:
393.90 (anhydrous basis)
EC Number:
245-549-9
UNSPSC Code:
12352200
PubChem Substance ID:
24278052
NACRES:
NA.77

product name

Nalbuphine hydrochloride hydrate, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

H2O: soluble
ethanol: soluble

originator

Abbott

SMILES string

Cl[H].[H]O[H].[H][C@@]12Oc3c(O)ccc4C[C@H]5N(CC[C@@]1(c34)[C@@]5(O)CC[C@@H]2O)CC6CCC6

InChI

1S/C21H27NO4.ClH.H2O/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12;;/h4-5,12,15-16,19,23-25H,1-3,6-11H2;1H;1H2/t15-,16+,19-,20-,21+;;/m0../s1

InChI key

IUGXDRGXUYNFHK-XSFMULHUSA-N

Gene Information

human ... OPRD1(4985) , OPRK1(4986) , OPRM1(4988)

Related Categories

General description

Nalbuphine functions as an analgesic. It has anti catabolic properties. Nalbuphine maybe associated with sedation, nausea and vomiting.

Biochem/physiol Actions

Partial agonist for μ and κ opioid receptors.

Features and Benefits

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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P J Emmerson et al.
Journal of neurochemistry, 73(1), 289-300 (1999-07-01)
The influence of membrane microviscosity on mu-opioid agonist and antagonist binding, as well as agonist efficacy, was examined in membranes prepared from SH-SY5Y cells and from a C6 glioma cell line stably expressing the rat mu-opioid receptor (C6mu). Addition of
Nalbuphine
Schmidt WK, et al.
Drug and Alcohol Dependence, 14(3-4), 339-362 (1985)
Three cases of nalbuphine hydrochloride dependence associated with anabolic steroid use.
McBride AJ, et al.
British Journal of Sports Medicine, 30(1), 69-70 (1996)
L R Gerak et al.
The Journal of pharmacology and experimental therapeutics, 276(2), 523-531 (1996-02-01)
Three rhesus monkeys discriminated between 0.178 mg/kg of nalbuphine and saline while responding under a fixed-ratio 5 schedule of stimulus-shock termination. Nalbuphine produced dose-related increases in drug-lever responding with > or = 90% of responses occurring on the drug lever
Evaluation of nalbuphine hydrochloride
Miller RR
American Journal of Health-System Pharmacy, 37(7), 942-949 (1980)
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