6S-Nalfurafine-d3

CAS: 152658-36-1

Ref. TR-N255617

Product Information

• Name: 6S-Nalfurafine-d3
• Synonyms: (E)-N-[(4R,4aS,7S,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]-3-(furan-3-yl)-N-(trideuteriomethyl)prop-2-enamide

Description

Applications 6S-Nalfurafine-d3 is the labeled analogue of 6S-Nalfurafine (N255615), a stereoisomer of Nalfurafine (N255600), a on-narcotic opioid drug for intractable itch caused by hemodialysis. It showed significant opioid κ-agonist activity and induced neither aversion nor preference in rats on the CPP (Conditioned Place Preference) test. Nalfurafine is a new therapeutic agent for the treatment of uremic pruritus in hemodialysis patients.
References Fujii, H., et al.: Bioorg. Med. Chem., 12, 4133 (2004); Mori, T., et al.: Life Sci., 75, 2433 (2004); Fujii, H., et al.: Curr. Med. Chem., 13, 1109 (2006); Nagase, H., et al.: Bioorg. Med. Chem. Lett., 20, 6302 (2010)

• Brand: TRC

Chemical properties

• Molecular weight: 479.583
• Formula: C₂₈D₃H₂₉N₂O₅
• Color/Form: Neat
• InChI: InChI=1S/C28H32N2O5/c1-29(23(32)7-4-18-9-13-34-16-18)20-8-10-28(33)22-14-19-5-6-21(31)25-24(19)27(28,26(20)35-25)11-12-30(22)15-17-2-3-17/h4-7,9,13,16-17,20,22,26,31,33H,2-3,8,10-12,14-15H2,1H3/b7-4+/t20-,22+,26-,27-,28+/m0/s1/i1D3
• InChI key: InChIKey=XGZZHZMWIXFATA-ZYVOPSMBSA-N
• SMILES: [2H]C([2H])([2H])N(C(=O)/C=C/c1ccoc1)[C@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3CC2CC2)[C@H]1O5