ICI-199 441

ICI-199,441
Identifiers
	IUPAC name 2-(3,4-dichlorophenyl)-N-methyl-N-[(1S)-1-phenyl-2-pyrrolidin-1-ylethyl]acetamide;
CAS Number	116508-24-8 ;
PubChem CID	3082718;
IUPHAR/BPS	11691;
ChemSpider	2340095 ;
UNII	Q5R50X7L6M;
ChEMBL	ChEMBL38576 ;
CompTox Dashboard ( EPA)	DTXSID60921646 ;
Chemical and physical data
Formula	C21H24Cl2N2O
Molar mass	391.34 g·mol−1
3D model ( JSmol)	Interactive image;
	SMILES CN([C@H](CN1CCCC1)c2ccccc2)C(=O)Cc3ccc(c(c3)Cl)Cl;
	InChI InChI=1S/C21H24Cl2N2O/c1-24(21(26)14-16-9-10-18(22)19(23)13-16)20(15-25-11-5-6-12-25)17-7-3-2-4-8-17/h2-4,7-10,13,20H,5-6,11-12,14-15H2,1H3/t20-/m1/s1 ; Key:AEJOEPSMZCEYJN-HXUWFJFHSA-N ;
	(what is this?) (verify)

ICI-199,441 is a drug which acts as a potent and selective κ-opioid agonist, and has analgesic effects.^[1]^[2] It is a biased agonist of the KOR, and is one of relatively few KOR ligands that is G protein-biased rather than β-arrestin-biased.^[3]

References

^ Costello GF, Main BG, Barlow JJ, Carroll JA, Shaw JS (July 1988). "A novel series of potent and selective agonists at the opioid kappa-receptor". European Journal of Pharmacology. 151 (3): 475–478. doi: 10.1016/0014-2999(88)90546-8. PMID 2850924.
^ Narita M, Kaneko C, Miyoshi K, Nagumo Y, Kuzumaki N, Nakajima M, et al. (April 2006). "Chronic pain induces anxiety with concomitant changes in opioidergic function in the amygdala". Neuropsychopharmacology. 31 (4): 739–750. doi: 10.1038/sj.npp.1300858. PMID 16123756.
^ DiMattio KM, Ehlert FJ, Liu-Chen LY (August 2015). "Intrinsic relative activities of κ opioid agonists in activating Gα proteins and internalizing receptor: Differences between human and mouse receptors". European Journal of Pharmacology. 761: 235–244. doi: 10.1016/j.ejphar.2015.05.054. PMC 4532598. PMID 26057692.

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Identifiers

IUPAC name 2-(3,4-dichlorophenyl)-N-methyl-N-[(1S)-1-phenyl-2-pyrrolidin-1-ylethyl]acetamide
CAS Number	116508-24-8^Y
PubChem CID	3082718
IUPHAR/BPS	11691
ChemSpider	2340095^N
UNII	Q5R50X7L6M
ChEMBL	ChEMBL38576^N
CompTox Dashboard ( EPA)	DTXSID60921646
Chemical and physical data
Formula	C₂₁H₂₄Cl₂N₂O
Molar mass	391.34 g·mol⁻¹
3D model ( JSmol)	Interactive image
SMILES CN([C@H](CN1CCCC1)c2ccccc2)C(=O)Cc3ccc(c(c3)Cl)Cl
InChI InChI=1S/C21H24Cl2N2O/c1-24(21(26)14-16-9-10-18(22)19(23)13-16)20(15-25-11-5-6-12-25)17-7-3-2-4-8-17/h2-4,7-10,13,20H,5-6,11-12,14-15H2,1H3/t20-/m1/s1^N Key:AEJOEPSMZCEYJN-HXUWFJFHSA-N^N
^NY (what is this?) (verify)