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Merck
CN

G133

GR 89696 fumarate salt

solid

Synonym(s):

4-[(3,4-Dichlorophenyl)acetyl]-3-(1-pyrrolidinylmethyl)-1-piperazinecarboxylic acid methyl ester fumarate salt

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About This Item

Empirical Formula (Hill Notation):
C19H25Cl2N3O3 · C4H4O4
CAS Number:
126766-32-3
Molecular Weight:
530.40
MDL number:
MFCD00274044
UNSPSC Code:
12352200
PubChem Substance ID:
24278038
NACRES:
NA.77

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form

solid

Quality Level

100

color

off-white

solubility

ethanol: 4.0 mg/mL
DMSO: >50 mg/mL
H2O: 8.5 mg/mL

SMILES string

OC(=O)\C=C\C(O)=O.COC(=O)N1CCN(C(CN2CCCC2)C1)C(=O)Cc3ccc(Cl)c(Cl)c3

InChI

1S/C19H25Cl2N3O3.C4H4O4/c1-27-19(26)23-8-9-24(15(13-23)12-22-6-2-3-7-22)18(25)11-14-4-5-16(20)17(21)10-14;5-3(6)1-2-4(7)8/h4-5,10,15H,2-3,6-9,11-13H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

InChI key

ABTNETSDXZBJTE-WLHGVMLRSA-N

Gene Information

human ... OPRK1(4986)

Related Categories

Application

GR 89696 fumarate salt has been used as a κ κ2 opioid receptor (KOR) agonist to study its anti-scratching and antipruritic effects on monkeys.

Biochem/physiol Actions

GR 89696 fumarate is a selective κ2 opioid receptor agonist.

Legal Information

Sold for research purposes under agreement from Glaxo­Smith­Kline

Storage Class Code

11 - 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

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Certificates of Analysis (COA)

Lot/Batch Number
117H4745V

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A Iu Lishmanov et al.
Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova, 92(12), 1419-1428 (2007-05-26)
It was found that pretreatment of rats with selective agonist of kappa1-opioid receptors (OR) (-)--U--50.488 decreased the incidence of ischemic (10 min) and reperfusion (10 min) ventricular arrhythmias. The selective kappa2-OR agonist GR-89696 had no effect on the incidence of
Yu B Lishmanov et al.
Bulletin of experimental biology and medicine, 145(6), 696-699 (2008-12-27)
Chronic treatment with opioid receptor ligands: nonselective peptide opioid receptor agonist dalargin (intraperitoneally in a dose of 1 mg/kg), selective nonpeptide kappa-receptor agonist GR 89696 (subcutaneously in a dose of 0.03 mg/kg), nonselectrive nonpeptide antagonist quadazocine (subcutaneously in a dose
Peter S Talbot et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 46(3), 484-494 (2005-03-08)
Brain kappa-opioid receptors (ORs) may be involved in several pathologic conditions, such as addiction, psychosis, and seizures. (+/-)-4-Methoxycarbonyl-2-[(1-pyrrolidinylmethyl]-1-[(3,4-dichlorophenyl)acetyl]-piperidine (GR89696) is a potent and selective kappa-OR agonist. The (-)-isomer, GR103545, is the active enantiomer of GR89696. The aim of this study
Baojun Gu et al.
The Journal of urology, 171(1), 472-477 (2003-12-11)
The nonselective kappa opioid receptor agonist ethylketocyclazocine suppresses external urethral sphincter (EUS) reflexes in cats. We examined the role of spinal kappa-opioid receptor subtypes in the control of EUS function in rats using selective kappa-1 (U-50,488) or kappa-2 (GR-89,696) opiate
J Ho et al.
The Journal of pharmacology and experimental therapeutics, 281(1), 136-141 (1997-04-01)
It has been demonstrated that kappa-2 opioid receptor agonists can inhibit the current that flows through the N-methyl-o-aspartate (NMDA) subclass of excitatory amino acid receptor. NMDA receptor antagonists have been shown to be effective antihyperalgesic agents when administered intrathecally into
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