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Merck
CN

N3135

Nalorphine hydrochloride

Synonym(s):

N-Allylnormorphine HCl, Nalline HCl

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About This Item

Empirical Formula (Hill Notation):
C19H21NO3 · HCl
CAS Number:
57-29-4
Molecular Weight:
347.84
EC Number:
200-321-8
UNSPSC Code:
41116107
MDL number:
MFCD00055164

Key Documents

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InChI key

NAHATSPWSULUAA-HWXFZQNOSA-N

InChI

1S/C19H21NO3.ClH/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20;/h2-6,12-13,15,18,21-22H,1,7-10H2;1H/t12?,13-,15+,18+,19+;/m1./s1

SMILES string

Cl[H].O[C@H]1C=CC2[C@H]3Cc4ccc(O)c5O[C@@H]1[C@]2(CCN3CC=C)c45

drug control

USDEA Schedule III; regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

H2O: slightly soluble, dilute aqueous acid: soluble, ethanol: soluble

Biochem/physiol Actions

Antagonist at μ receptors, partial agonist at κ receptors, and agonist at sigma receptors, but does not have high affinity for the sigma receptor

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
099H3358
088F0121
034H3369
124F0744
103H3384

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M R Bouw et al.
Pharmaceutical research, 15(11), 1673-1679 (1998-12-02)
To investigate the performance of two alternative retrodialysis recovery methods and to describe the influence of different recoveries on the reliability in estimating unbound extracellular concentrations of morphine. Unbound concentrations of morphine in striatum and in blood were determined by
C Y Cheng et al.
Bioorganic & medicinal chemistry, 4(1), 73-80 (1996-01-01)
N-Cubylmethylnormorphine (1) and N-cubylmethylnoroxymorphone (2) have been synthesized and found to be more potent ligands at the mu and kappa opioid receptors than morphine and oxymorphone respectively. In the guinea-pig ileum preparation, compounds 1 and 2 were characterized as opioid
D Morgan et al.
Psychopharmacology, 140(1), 20-28 (1998-12-23)
The purpose of the present study was to determine the relative intrinsic efficacy of various opioids using the irreversible mu opioid antagonist beta-funaltrexamine (betaFNA). To this end, pigeons were trained to discriminate 3.0 (n=6) or 1.8 (n=1) mg/kg morphine from
C D King et al.
Archives of biochemistry and biophysics, 332(1), 92-100 (1996-08-01)
Rat and human UDP-glucuronosyltransferase (UGT) 1.1 share > 70% identity in their deduced primary amino acid sequences. We have previously shown that rat UGT1.1, stably expressed in human embryonic kidney 293 cells, catalyzes the glucuronidation of bilirubin and the mixed
David A White et al.
The Journal of pharmacology and experimental therapeutics, 314(1), 374-382 (2005-04-22)
The discriminative stimulus effects of acute morphine followed by naltrexone have been described previously in nonhuman primates. The purposes of this study were to 1) extend the pharmacological characterization of the discrimination by testing mu-opioid agonists other than morphine and
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