Naldemedine

Naldemedine

Systematic (IUPAC) name
17-(cyclopropylmethyl)-6,7-didehydro-4,5α-epoxy-3,6,14-trihydroxy-N-[2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-yl]morphinan-7-carboxamide
Clinical data
Legal status	Investigational New Drug
Routes of administration	Oral
Identifiers
CAS Number	916072-89-4 Template:CAS (tosylate)
ATC code	None
PubChem	CID: 135626906
ChemSpider	28530803
Chemical data
Formula	C32H34N4O6
Molecular mass	570.63556 g/mol
SMILES CC(C)(c1nc(no1)c2ccccc2)NC(=O)C3=C([C@H]4[C@@]56CCN([C@@H]([C@@]5(C3)O)Cc7c6c(c(cc7)O)O4)CC8CC8)O
InChI InChI=1S/C32H34N4O6/c1-30(2,29-33-27(35-42-29)18-6-4-3-5-7-18)34-28(39)20-15-32(40)22-14-19-10-11-21(37)25-23(19)31(32,26(41-25)24(20)38)12-13-36(22)16-17-8-9-17/h3-7,10-11,17,22,26,37-38,40H,8-9,12-16H2,1-2H3,(H,34,39)/t22-,26+,31+,32-/m1/s1 Key:AXQACEQYCPKDMV-RZAWKFBISA-N

Naldemedine (INN, USAN; S-297,995) is a peripherally-selective μ-opioid receptor antagonist under development by Shionogi for the treatment of opioid-induced adverse effects including constipation, nausea, and vomiting. Clinical studies have thus far found it to possess statistically significant effectiveness for these indications and to be generally well-tolerated with predominantly mild to moderate gastrointestinal side effects. No effects indicative of central opioid withdrawal or impact on the analgesic or mydriatic effects of co-administered opioids have been observed. As of July 2014, naldemedine is in phase III clinical trials in the United States and Japan.

See also

• Alvimopan
• Bevenopran
• Naloxegol