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N176

Sigma-Aldrich

Naloxonazine dihydrochloride hydrate

powder, ≥95% (HPLC)

Synonym(s):

bis[(5α)-4,5-Epoxy-3,14-dihydroxy-17-(2-propenyl)morphinan-6-ylidene]hydrazone hydrate dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C38H42N4O6 · 2HCl · xH2O
CAS Number:
880759-65-9
Molecular Weight:
723.69 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24278602
NACRES:
NA.77

assay

≥95% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

storage condition

desiccated

color

off-white to light tan

solubility

H2O: >2 mg/mL

storage temp.

−20°C

SMILES string

O.Cl.Cl.CC(=C)CN1CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@]2(O)CC\C4=N/N=C6\CC[C@@]7(O)[C@H]8Cc9ccc(O)c%10O[C@@H]6[C@]7(CCN8CC=C)c9%10)c35

InChI

1S/C39H44N4O6.2ClH.H2O/c1-4-15-42-16-13-36-30-22-5-7-26(44)32(30)48-34(36)24(9-11-38(36,46)28(42)18-22)40-41-25-10-12-39(47)29-19-23-6-8-27(45)33-31(23)37(39,35(25)49-33)14-17-43(29)20-21(2)3;;;/h4-8,28-29,34-35,44-47H,1-2,9-20H2,3H3;2*1H;1H2/b40-24+,41-25+;;;/t28-,29-,34+,35+,36+,37+,38-,39-;;;/m1.../s1

InChI key

FZEFFWGHDWIOOD-VCOBIVQDSA-N

Gene Information

human ... OPRM1(4988)

Biochem/physiol Actions

Potent opioid antagonist that is selective for μ1 opioid receptors.

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R A Cruciani et al.
The Journal of pharmacology and experimental therapeutics, 242(1), 15-20 (1987-07-01)
The authors have characterized the opioid receptors of rat brain membranes using self- and cross-displacement studies with both tritiated and unlabeled [D-Ala2, D-Leu5]-enkephalin and [D-Ala2, MePhe4, Gly-ol5]-enkephalin. Mathematical modeling demonstrated the presence of three classes of binding sites, corresponding to
C G Pick et al.
Life sciences, 48(21), 2005-2011 (1991-01-01)
beta-Funaltrexamine (beta-FNA) irreversibly blocks morphine analgesia, lethality and its inhibition of gastrointestinal transit, confirming that these actions involve mu receptors. In dose-response studies, beta-FNA antagonized all the actions with similar potencies (ID50 values of 12.1, 11.3 and 12.3 mg/kg, respectively).
Esmaeal Tamaddonfard et al.
Veterinary research forum : an international quarterly journal, 8(1), 29-34 (2017-05-06)
The parafascicular nucleus (PFN) of thalamus, as a supraspinal structure, has an important role in processing of nociceptive information. In addition, μ-opioid receptor contributes to supraspinal modulation of nociception. In the present study, the effects of microinjection of naloxone (a
Amir Erfanparast et al.
Physiology & behavior, 170, 68-77 (2016-12-22)
In the present study, we investigated the effects of microinjection of vitamin B
S Sakurada et al.
Brain research, 881(1), 1-8 (2000-10-18)
To determine the role of spinal mu-opioid receptor subtypes in antinociception induced by intrathecal (i.t.) injection of endomorphin-1 and -2, we assessed the effects of beta-funaltrexamine (a selective mu-opioid receptor antagonist) naloxonazine (a selective antagonist at the mu(1)-opioid receptor) and
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