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N165

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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About This Item

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

solid

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.

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This Item
N129N9412O003
form

solid

form

solid

form

powder

form

solid

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

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

solubility

H2O: >10 mg/mL

solubility

DMSO: ~12 mg/mL, H2O: insoluble

solubility

H2O: 7.5 mg/mL (aqueous solutions should be promptly used), methanol: 7.6 mg/mL (do not store in ethanolic solution; methanolic solutions may be stored for several weeks at 4 °C)

color

yellow

color

white to tan

color

white

color

white

Gene Information

human ... OPRK1(4986), OPRL1(4987), OPRM1(4988)

Gene Information

-

Gene Information

-

Gene Information

-


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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
R Bigoni et al.
Canadian journal of physiology and pharmacology, 80(5), 407-412 (2002-06-12)
We have studied the effects of naloxone benzoylhydrazone (NalBzoH) at recombinant human OP4 receptors expressed in Chinese hamster ovary (CHO) cells (CHOhOP4) and native OP4 sites in isolated tissues from various species. In CHOhOP4 membranes, nociceptin (NC) and NalBzoH displaced



Global Trade Item Number

SKUGTIN
N165-10MG04061832557441
N165-50MG04061832272580

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