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Merck
CN

O001

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

Key Documents

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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

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

Quality Level

100

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.

Disclaimer

Hygroscopic, photosensitive.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
061K4606

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R M Quock et al.
Brain research, 549(1), 162-164 (1991-05-17)
Nitrous oxide antinociception in the abdominal constriction test was significantly reduced in mice pretreated intracerebroventricularly (i.c.v.) with beta-chlornaltrexamine (beta-CNA). However, this antagonism was reversed when the beta-CNA was co-administered i.c.v. with the kappa-opioid ligand U-50,488H but not the mu-opioid ligand
T A Macey et al.
Neuroscience, 168(2), 543-550 (2010-04-17)
Microinjection of opioids into the ventrolateral periaqueductal gray (vlPAG) produces antinociception in part by binding to mu-opioid receptors (MOPrs). Although both high and low efficacy agonists produce antinociception, low efficacy agonists such as morphine produce limited MOPr internalization suggesting that
Michael S Virk et al.
Molecular pharmacology, 73(4), 1301-1308 (2008-01-17)
Agonist-selective actions of opioids on the desensitization of mu-opioid receptors (MORs) have been well characterized, but few if any studies have examined agonist-dependent recovery from desensitization. The outward potassium current induced by several opioids was studied using whole-cell voltage-clamp recordings
J R Nicholson et al.
Canadian journal of physiology and pharmacology, 76(3), 304-313 (1998-07-23)
We have exploited the availability of the "orphan" opioid receptor (referred to here as ORL1) in its "natural state" to investigate the effect of nociceptin (orphanin FQ), the endogenous agonist for the ORL1 receptor in the brain, vas deferens, and
I F James et al.
Molecular pharmacology, 25(3), 337-342 (1984-05-01)
We report a method for measuring and expressing the binding selectivity of ligands for mu, delta, and kappa opioid binding sites. We used radioligands that are partially selective for these sites in combination with membrane preparations enriched in each site.
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