CAS 916072-89-4

(5α)-17-(Cyclopropylmethyl)-6,7-didehydro-4,5-epoxy-3,6,14-trihydroxy-N-[1-methyl-1-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl]morphinan-7-carboxamide

Description:

The chemical substance with the name "(5α)-17-(Cyclopropylmethyl)-6,7-didehydro-4,5-epoxy-3,6,14-trihydroxy-N-[1-methyl-1-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl]morphinan-7-carboxamide" and CAS number "916072-89-4" is a synthetic compound that belongs to the class of morphinans, which are derivatives of morphine. This compound features a complex structure characterized by multiple functional groups, including hydroxyl (-OH) groups and an epoxy group, which contribute to its potential biological activity. The presence of a cyclopropylmethyl group and a phenyl-oxadiazole moiety suggests that it may exhibit unique pharmacological properties, possibly influencing its interaction with opioid receptors or other biological targets. The specific stereochemistry indicated by the "(5α)" designation is crucial for its biological activity, as stereoisomers can have significantly different effects in biological systems. Overall, this compound is of interest in medicinal chemistry, particularly for its potential therapeutic applications, although detailed studies would be necessary to fully elucidate its properties and effects.

Formula: C₃₂H₃₄N₄O₆

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

InChI key: InChIKey=AXQACEQYCPKDMV-RZAWKFBISA-N

SMILES: O[C@]12[C@@]34C=5C(O[C@]3(C(O)=C(C(NC(C)(C)C6=NC(=NO6)C7=CC=CC=C7)=O)C1)[H])=C(O)C=CC5C[C@]2(N(CC8CC8)CC4)[H]

Synonyms:

• Naldemedine
• (5α)-17-(Cyclopropylmethyl)-6,7-didehydro-4,5-epoxy-3,6,14-trihydroxy-N-[1-methyl-1-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl]morphinan-7-carboxamide
• Nalmedine
• Symproic
• Morphinan-7-carboxamide, 17-(cyclopropylmethyl)-6,7-didehydro-4,5-epoxy-3,6,14-trihydroxy-N-[1-methyl-1-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl]-, (5α)-

Naldemedine

CAS: 916072-89-4

Naldemedine (S 297995), developed by Shionogi, is a drug for opioid side effects like constipation. It's well tolerated with minor GI issues.

Formula: C₃₂H₃₄N₄O₆

Color and Shape: Solid

Molecular weight: 570.64

Ref: TM-T33583

Naldemedine-d3

Controlled Product

CAS: 916072-89-4

Formula: C₃₂D₃H₃₁N₄O₆

Color and Shape: Neat

Molecular weight: 573.654

Ref: TR-N232552

Naldemedine

Controlled Product

CAS: 916072-89-4

Applications Naldemedine is a peripherally selective mu opioid receptor antagonist used in the treatment in pain.
References Brenner, D. et al.: Am. J. Gastroenterol Suppl., 2, 38 (2014);

Formula: C₃₂H₃₄N₄O₆

Color and Shape: Neat

Molecular weight: 570.64

Ref: TR-N232550