Asimadoline

Asimadoline (EMD-61753) is an experimental drug which acts as a peripherally selective κ-opioid receptor (KOR) agonist.^[1][2] Because of its low penetration across the blood–brain barrier, asimadoline lacks the psychotomimetic effects of centrally acting KOR agonists, and consequently was thought to have potential for medical use. It has been studied as a possible treatment for irritable bowel syndrome, with reasonable efficacy seen in clinical trials,^[3][4] but it has never been approved or marketed.

Other namesEMD-61753

ATC code

• none

CAS Number

• 153205-46-0 ^N

PubChem CID

• 179340

Quick facts Clinical data, Other names ...

Asimadoline

Clinical data
Other names	EMD-61753
ATC code	none
Identifiers
IUPAC name N-[(1S)-2-[(3S)-3-Hydroxypyrrolidin-1-yl]-1-phenylethyl]-N-methyl-2,2-diphenylacetamide
CAS Number	153205-46-0 N
PubChem CID	179340
ChemSpider	156107 Y
UNII	D0VK52NV5M
ChEMBL	ChEMBL1190199 N
CompTox Dashboard (EPA)	DTXSID60165285
Chemical and physical data
Formula	C27H30N2O2
Molar mass	414.549 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN([C@H](CN1CC[C@@H](C1)O)C2=CC=CC=C2)C(=O)C(C3=CC=CC=C3)C4=CC=CC=C4
InChI InChI=1S/C27H30N2O2/c1-28(25(21-11-5-2-6-12-21)20-29-18-17-24(30)19-29)27(31)26(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,24-26,30H,17-20H2,1H3/t24-,25+/m0/s1 Y Key:JHLHNYVMZCADTC-LOSJGSFVSA-N Y
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