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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:
12352202
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.

Storage Class Code

13 - Non 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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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
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).
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
T P Piepponen et al.
Pharmacology, biochemistry, and behavior, 63(2), 245-252 (1999-06-17)
The role of mu1-opioid receptors in the acceleration of cerebral dopaminergic transmission induced by morphine and the putative mu1-opioid agonist, etonitazene, was studied in rats by measuring the tissue levels of dopamine (DA) and its metabolites 3,4-dihydroxyphenylacetic acid (DOPAC) and
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