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Key Documents

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O001

Sigma-Aldrich

β-Chlornaltrexamine dihydrochloride

solid

Sinónimos:

β-CNA

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About This Item

Fórmula empírica (notación de Hill):
C24H32Cl2N2O3 · 2HCl
Número de CAS:
67025-98-3
Peso molecular:
540.35
UNSPSC Code:
12352116
PubChem Substance ID:
24897920
NACRES:
NA.77

form

solid

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
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
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
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