Asimadoline

Asimadoline

Systematic (IUPAC) name
N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]-N-methyl-2,2-diphenylacetamide
Identifiers
CAS Number	153205-46-0 N
ATC code	none
PubChem	CID: 179340
ChemSpider	156107 Y
UNII	D0VK52NV5M Y
ChEMBL	CHEMBL1190199 N
Chemical data
Formula	C27H30N2O2
Molecular mass	414.539 g/mol
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
NY (what is this?)  (verify)

Asimadoline (EMD-61753) is a drug which acts as a peripherally selective κ-opioid receptor (KOR) agonist. Because of its poor ability to cross the blood–brain barrier, asimadoline lacks the psychotomimetic effects of centrally acting KOR agonists, and consequently has more potential for medical use, and has been researched as a possible treatment for irritable bowel syndrome, with reasonable efficacy seen in clinical trials.

Synthesis

See also

• Eluxadoline
• Fedotozine
• Nalfurafine
• Trimebutine