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Key Documents

N165

Sigma-Aldrich

Naloxone benzoylhydrazone

solid

Synonym(s):

[(5α)-4,5-Epoxy-3,14-dihydroxy-17-(2-propenyl)morphinan-6-ylidene]hydrazide benzoic acid

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10 MG
$216.00

$216.00


Estimated to ship onMarch 29, 2025


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10 MG
$216.00

About This Item

Empirical Formula (Hill Notation):
C26H27N3O4
CAS Number:
Molecular Weight:
445.51
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

$216.00


Estimated to ship onMarch 29, 2025


Request a Bulk Order

form

solid

Quality Level

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

yellow

solubility

DMSO: soluble
H2O: soluble (with the addition of 0.1 N HCl)
ethanol: soluble

storage temp.

−20°C

SMILES string

[H][C@@]12Oc3c(O)ccc4C[C@H]5N(CC[C@@]1(c34)[C@@]5(O)CC\C2=N/NC(=O)c6ccccc6)CC=C

InChI

1S/C26H27N3O4/c1-2-13-29-14-12-25-21-17-8-9-19(30)22(21)33-23(25)18(10-11-26(25,32)20(29)15-17)27-28-24(31)16-6-4-3-5-7-16/h2-9,20,23,30,32H,1,10-15H2,(H,28,31)/b27-18+/t20-,23+,25+,26-/m1/s1

InChI key

AKXCFAYOTIEFOH-XTNAHFASSA-N

Gene Information

Biochem/physiol Actions

Agonist for κ3 opioid receptors; antagonist for ORL1 and μ opioid receptors.

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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J P Mathis et al.
Synapse (New York, N.Y.), 34(3), 181-186 (1999-10-19)
The presence of pairs of basic amino acids within the orphanin FQ/Nociceptin (OFQ/N) sequence has raised the possibility that truncated versions of the peptide might be physiologically important. OFQ/N(1-11) is pharmacologically active in mice, despite its poor affinity in binding
Pierluigi Onali et al.
British journal of pharmacology, 143(5), 638-648 (2004-09-29)
1 Naloxone benzoylhydrazone (NalBzoH) has initially been developed as an agonist of the pharmacologically defined kappa3-opioid receptor and has recently been employed as an antagonist at the opioid receptor-like (ORL1) receptor. In the present study, we investigated the ability of
D Paul et al.
The Journal of pharmacology and experimental therapeutics, 255(2), 769-774 (1990-11-01)
Naloxone benzoylhydrazone (NalBzoH) is a novel mixed agonist/antagonist. Against mu agonists, NalBzoH is a potent antagonist with a prolonged duration of action corresponding to its extremely slow rate of dissociation from mu receptors in binding assays. In the present studies
Thomas M Tzschentke
Psychopharmacology, 172(1), 58-67 (2003-11-15)
Buprenorphine is widely used as an analgesic drug and it is also increasingly considered for maintenance and detoxification of heroin addicts. It is a potent micro -receptor partial agonist with a long duration of action. An inverted U-shaped dose-effect curve
M A Gistrak et al.
The Journal of pharmacology and experimental therapeutics, 251(2), 469-476 (1989-11-01)
NalBzoH (6-desoxy-6-benzoylhydrazido-N-allyl-14-hydroxydihydronomorphin one) is a novel opiate with potent actions at both mu and kappa receptors. Analgesic studies in mice examining increasing doses of NalBzoH with a fixed dose of morphine revealed a biphasic curve. NalBzoH at doses as low

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