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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H25Cl2N3O3
Molecular Weight 414.326
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GR-103545

SMILES

COC(=O)N1CCN([C@H](CN2CCCC2)C1)C(=O)CC3=CC=C(Cl)C(Cl)=C3

InChI

InChIKey=HJUAKZYKCANOOZ-OAHLLOKOSA-N
InChI=1S/C19H25Cl2N3O3/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/h4-5,10,15H,2-3,6-9,11-13H2,1H3/t15-/m1/s1

HIDE SMILES / InChI
GR 89696 is a potent and selective kappa-OR agonist. The (-)-isomer, GR103545, is the active enantiomer of GR89696. In a first-in-human Positron Emission Tomography study, [11C]GR103545 was shown to be a promising agent, which can be used to image and quantify kappa-OR in humans with brain disorders. The ( )-isomer of GR 89696 is inactive.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P41145
Gene ID: 4986.0
Gene Symbol: OPRK1
Target Organism: Homo sapiens (Human)
0.02 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Neuroprotective actions of GR89696, a highly potent and selective kappa-opioid receptor agonist.
1991 Jul
GR89,696 is a kappa-2 opioid receptor agonist and a kappa-1 opioid receptor antagonist in the guinea pig hippocampus.
1997 Dec
Patents

Sample Use Guides

The active form of GR 89696, [11C]GR103545, was administered intravenously over 1 min by an automatic pump. The injected mass limit was 0.02 ug/kg body weight.
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Name Type Language
GR-103545
Common Name English
GR103545
Code English
(-)-R-GR-89696
Code English
1-PIPERAZINECARBOXYLIC ACID, 4-((3,4-DICHLOROPHENYL)ACETYL)-3-(1-PYRROLIDINYLMETHYL)-, METHYL ESTER, (3R)-
Systematic Name English
1-PIPERAZINECARBOXYLIC ACID, 4-(2-(3,4-DICHLOROPHENYL)ACETYL)-3-(1-PYRROLIDINYLMETHYL)-, METHYL ESTER, (3R)-
Systematic Name English
Code System Code Type Description
FDA UNII
860VEX6583
Created by admin on Sat Dec 16 10:45:00 GMT 2023 , Edited by admin on Sat Dec 16 10:45:00 GMT 2023
PRIMARY
PUBCHEM
6603856
Created by admin on Sat Dec 16 10:45:00 GMT 2023 , Edited by admin on Sat Dec 16 10:45:00 GMT 2023
PRIMARY
CAS
126766-42-5
Created by admin on Sat Dec 16 10:45:00 GMT 2023 , Edited by admin on Sat Dec 16 10:45:00 GMT 2023
PRIMARY