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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
Pricing and availability is not currently available.

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

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Certificates of Analysis (COA)

Lot/Batch Number
061K4606

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Leon W Fyfe et al.
The Journal of pharmacology and experimental therapeutics, 335(3), 674-680 (2010-08-27)
Opioids activate the descending antinociceptive pathway from the ventrolateral periaqueductal gray (vlPAG) by both pre- and postsynaptic inhibition of tonically active GABAergic neurons (i.e., disinhibition). Previous research has shown that short-term desensitization of postsynaptic μ-opioid receptors (MOPrs) in the vlPAG
W Kozak et al.
Physiology & behavior, 58(2), 353-362 (1995-08-01)
The effects of an irreversible long term opioid antagonism on circadian rhythms in body temperature (Tb), locomotor activity (Act) and feeding under normal conditions and following lipopolysaccharide administration (LPS; 2.5 mg/kg) have been investigated in unrestrained mice housed at their
C S Konkoy et al.
Biochemical pharmacology, 45(1), 207-216 (1993-01-07)
Previously, we showed that kappa-selective ligands inhibit adenylyl cyclase in guinea pig cerebellar membranes. The present studies explore the relationship between kappa 1 binding sites (as determined with [3H]U-69,593 binding) and kappa 1-inhibition of adenylyl cyclase (using U-50,488H) in guinea
S J Ward et al.
European journal of pharmacology, 80(4), 377-384 (1982-06-04)
The profiles of action of beta-funaltrexamine (beta-FNA) and beta-chlornaltrexamine (beta-CNA) have been assessed in the mouse vas deferens preparation. beta-FNA, but not beta-CNA, demonstrated a reversible agonist action that appeared to be mediated via kappa-receptor interaction. beta-CNA produced an irreversible
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
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