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O001

Sigma-Aldrich

β-Chlornaltrexamine dihydrochloride

solid

Synonym(s):

β-CNA

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About This Item

Empirical Formula (Hill Notation):
C24H32Cl2N2O3 · 2HCl
CAS Number:
67025-98-3
Molecular Weight:
540.35
UNSPSC Code:
12352116
PubChem Substance ID:
24897920
NACRES:
NA.77

form

solid

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white

solubility

H2O: soluble (use aqueous solutions immediately.)
ethanol: soluble (is stable for ca. 1 month in the freezer.)
polar organic solvents: soluble

storage temp.

−20°C

SMILES string

Cl.Cl.Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)[C@@H](CC[C@@]35O)N(CCCl)CCCl)CC6CC6

InChI

1S/C24H32Cl2N2O3.2ClH/c25-8-11-27(12-9-26)17-5-6-24(30)19-13-16-3-4-18(29)21-20(16)23(24,22(17)31-21)7-10-28(19)14-15-1-2-15;;/h3-4,15,17,19,22,29-30H,1-2,5-14H2;2*1H/t17-,19-,22+,23+,24-;;/m1../s1

InChI key

JJZDLJGFHABVOM-QNWHWJQFSA-N

Biochem/physiol Actions

Irreversible μ, δ and κ opioid receptor antagonist.

Features and Benefits

This compound is featured on the Opioid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Hygroscopic, photosensitive.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y Pak et al.
Molecular pharmacology, 50(5), 1214-1222 (1996-11-01)
The effects of acute exposure of the opioid peptide [D-Ala2,N-MePhe4, Gly-ol5]enkephalin (DAMGO) on the mu-opioid receptor were examined in Chinese hamster ovary (CHO) K-1 and baby hamster kidney stable transfectants. In the CHO cell line, acute 1-hr treatment with DAMGO
Michael S Virk et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 29(22), 7341-7348 (2009-06-06)
Buprenorphine is a weak partial agonist at mu-opioid receptors that is used for treatment of pain and addiction. Intracellular and whole-cell recordings were made from locus ceruleus neurons in rat brain slices to characterize the actions of buprenorphine. Acute application
Dimitris E Emmanouil et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 18(3), 194-199 (2007-08-09)
Previous studies have shown that nitrous oxide (N(2)O)-induced antinociception is sensitive to antagonism by blockade of opioid receptors and also by inhibition of nitric oxide (NO) production. The present study was conducted to determine whether these occur within the same
M K James et al.
The Journal of pharmacology and experimental therapeutics, 259(2), 712-718 (1991-11-01)
GI 87084B (3-[4-methoxycarbonyl-4-[(1-oxopropyl) phenylamino]1-piperidine]propanoic acid, methyl ester, hydrochloride) was found to be a potent opioid agonist in the guinea pig ileum (EC50 = 2.4 +/- 0.6 nM), the rat vas deferens (EC50 = 387 +/- 44 nM) and the mouse
D B Joseph et al.
The Journal of pharmacology and experimental therapeutics, 272(3), 970-976 (1995-03-01)
The R1.1 mouse thymoma cell line expresses a single class of kappa opioid receptors that is negatively coupled to adenylyl cyclase through a Bordetella pertussis toxin-sensitive inhibitory guanine nucleotide-binding protein. The aim of the present study was to determine whether
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