GR-89696

GR-89696 is a drug which acts as a highly selective κ-opioid agonist.[1] It shows selective effects in different animal models and it is thought it may be a subtype-selective agonist for the κ₂ subtype.[2][3][4] Recent studies have suggested that GR-89696 and related κ₂-selective agonists may be useful for preventing the itching which is a common side effect of conventional opioid analgesic drugs, without the additional side effects of non-selective kappa agonists.[5]

GR-89696

Identifiers
IUPAC name methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate
CAS Number	126766-32-3^Y
PubChem CID	3505
IUPHAR/BPS	1649
ChemSpider	3385
ChEMBL	ChEMBL277863^N
CompTox Dashboard (EPA)	DTXSID50875164
Chemical and physical data
Formula	C19H25Cl2N3O3
Molar mass	414.33 g·mol^−1
3D model (JSmol)	Interactive image
SMILES Clc1ccc(cc1Cl)CC(=O)N2CCN(C(=O)OC)CC2CN3CCCC3
InChI 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 Key:HJUAKZYKCANOOZ-UHFFFAOYSA-N
^NY (what is this?)  (verify)

References

1. Naylor A, Judd DB, Lloyd JE, Scopes DI, Hayes AG, Birch PJ (July 1993). "A potent new class of kappa-receptor agonist: 4-substituted 1-(arylacetyl)-2-[(dialkylamino)methyl]piperazines". Journal of Medicinal Chemistry. 36 (15): 2075–83. doi:10.1021/jm00067a004. PMID 8393489.
2. Herrero JF, Headley PM (September 1993). "Functional evidence for multiple receptor activation by kappa-ligands in the inhibition of spinal nociceptive reflexes in the rat". British Journal of Pharmacology. 110 (1): 303–9. doi:10.1111/j.1476-5381.1993.tb13809.x. PMC 2176008. PMID 8220893.
3. Ho J, Mannes AJ, Dubner R, Caudle RM (April 1997). "Putative kappa-2 opioid agonists are antihyperalgesic in a rat model of inflammation". The Journal of Pharmacology and Experimental Therapeutics. 281 (1): 136–41. PMID 9103490.
4. Butelman ER, Ko MC, Traynor JR, Vivian JA, Kreek MJ, Woods JH (September 2001). "GR89,696: a potent kappa-opioid agonist with subtype selectivity in rhesus monkeys". The Journal of Pharmacology and Experimental Therapeutics. 298 (3): 1049–59. PMID 11504802.
5. Ko MC, Husbands SM (January 2009). "Effects of atypical kappa-opioid receptor agonists on intrathecal morphine-induced itch and analgesia in primates". The Journal of Pharmacology and Experimental Therapeutics. 328 (1): 193–200. doi:10.1124/jpet.108.143925. PMC 2719014. PMID 18842704.