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G133

Sigma-Aldrich

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

form

solid

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)

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

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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Bent W Schoultz et al.
European journal of nuclear medicine and molecular imaging, 37(6), 1174-1180 (2010-02-17)
The recent development in radiosynthesis of the (11)C-carbamate function increases the potential of [(11)C]GR103545, which for the last decade has been regarded as promising for imaging the kappa-opioid receptor (kappa-OR) with PET. In the present study, [(11)C]GR103545 was evaluated in
P J Birch et al.
British journal of pharmacology, 103(3), 1819-1823 (1991-07-01)
1. The effect of a novel, highly potent and selective kappa-opioid receptor agonist, GR89696, has been evaluated in two animal models of cerebral ischaemia: transient bilateral carotid artery occlusion in the Mongolian gerbil and permanent, unilateral middle cerebral artery occlusion
J F Herrero et al.
British journal of pharmacology, 110(1), 303-309 (1993-09-01)
1. The evidence for kappa-receptor heterogeneity is equivocal. We have now investigated this question by comparing the effects of five putatively selective kappa-agonists. The parameters examined were: the relative potencies in depressing hindlimb flexor muscle reflexes to noxious pinch stimuli
H Rogers et al.
British journal of pharmacology, 106(4), 783-789 (1992-08-01)
1. The pharmacological profile of GR94839, a kappa-opioid agonist with limited access to the central nervous system, has been investigated. Its antinociceptive activity has been compared with that of GR103545, a centrally-penetrating kappa-agonist and ICI204448, the previously described peripherally-selective kappa-agonist.
Woong Mo Kim et al.
Anesthesia and analgesia, 113(4), 934-940 (2011-07-27)
Although bone cancer-related pain is one of the most disruptive symptoms in patients with advanced cancer, patients are often refractory to pharmacological treatments; thus, more effective treatments for bone cancer pain are needed. We evaluated the analgesic efficacy of and
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