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Merck
CN

N100

Nalorphine hydrochloride

solid

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
UNSPSC Code:
12352200
PubChem Substance ID:
24897450
EC Number:
200-321-8
MDL number:
MFCD00055164

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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

form

solid

drug control

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

color

white

solubility

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

Biochem/physiol Actions

Mixed action opiate that is a partial agonist at μ and κ opioid receptors, and a low-affinity agonist at sigma receptors.

Disclaimer

Photosensitive;

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

涉药品监管产品
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G Bot et al.
Journal of neurochemistry, 70(1), 358-365 (1998-01-09)
To investigate the role of Asp114 in the cloned rat mu-opioid receptor for ligand binding, the charged amino acid was mutated to an asparagine to generate the mutant mu receptor D114N. The wild-type mu receptor and the D114N mutant were
A E Remmers et al.
The Journal of pharmacology and experimental therapeutics, 288(2), 827-833 (1999-01-26)
A C6 glioma cell line stably transfected with the human kappa opioid receptor (kappaOR) was used to characterize receptor binding and G protein activation via the kappaOR by a comprehensive series of opioid ligands. The ligand-binding affinity for [3H]5alpha,7alpha, 8beta(-)-N-methyl-N-(7-Cl-pyrrolidinyl)-1-oxaspiro(4
J M Musacchio
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 3(3), 191-200 (1990-06-01)
A critical review of the literature shows that the dysphoric and psychotomimetic side effects of sigma opiates reside in the levorotatory and not in the dextrorotatory or (+)-isomer, as currently believed. Nalorphine, levallorphan, (-)-pentazocine, (-)-3-hydroxy-N-propargylmorphinan, and MR 2034, all levorotatory
P J Emmerson et al.
The Journal of pharmacology and experimental therapeutics, 278(3), 1121-1127 (1996-09-01)
In C6 glioma cells stably expressing a homogeneous population of the cloned rat mu opioid receptor, the binding affinities of opioid agonists and subsequent activation of G protein were examined. Opioid receptor number in membranes of these cells was high
E R Butelman et al.
European journal of pharmacology, 383(3), 305-309 (1999-12-14)
These studies investigated whether serum prolactin levels could be a quantitative marker of the apparent efficacy of kappa-opioid receptor ligands in primates. The effects of s.c. bremazocine and U50,488 (trans-(+/-)-3, 4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)-cyclohexyl]-benzeneacetamid e; agonists), nalorphine (partial agonist) and nalmefene (antagonist) on
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