Nalfurafine Hydrochloride

CAS: 152658-17-8

Ref. TR-N255600

Product Information

• Name: Nalfurafine Hydrochloride
• Synonyms: (2E)-N-[(5alpha,6beta)-17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(3-furanyl)-N-methyl-2-propenamide Hydrochloride, (-)-17-(Cyclopropylmethyl)-3,14beta-dihydroxy-4,5alpha-epoxy-6beta-[N-methyl-trans-3-(3-furyl)acrylamido]morphinan Hydrochloride, Remitch, TRK 820, (-)-17-(Cyclopropylmethyl)-3,14β-dihydroxy-4,5α-epoxy-6β-[N-methyl-trans-3-(3-furyl)acrylamido]morphinan hydrochloride, 2-Propenamide, N-[(5α,6β)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(3-furanyl)-N-methyl-, hydrochloride (1:1), (2E)-, 2-Propenamide, N-[(5α,6β)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(3-furanyl)-N-methyl-, monohydrochloride, (2E)-, 2-Propenamide, N-[(5α,6β)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(3-furanyl)-N-methyl-, monohydrochloride, (E)-, Nalfurafine hydrochloride, Trk-820, [4R-(4alpha,4abeta,7beta,7abeta,12bS)]-N-[3-(Cyclopropylmethyl)-4a,9-dihydroxy-4,12-methano-2,3,4,4a,5,6,7,7a-octahydro-1H-benzofuro[3,2-e]isoquinolin-7-yl]-3-(3-furyl)-N-methyl-2(E)-propenamide hydrochloride

Description

Applications Nalfurafine hydrochloride was launched on March of 2009 in Japan as the first in class non-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. 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: 513.03
• Formula: C₂₈H₃₃ClN₂O₅
• Color/Form: Neat
• InChI: InChI=1S/C13H23ClN4O/c1-3-4-5-6-7-10(9(2)19)18-13-11(15)12(14)16-8-17-13/h8-10,19H,3-7,15H2,1-2H3,(H,16,17,18)
• InChI key: InChIKey=SBFQZPXJGBALKB-UHFFFAOYSA-N
• SMILES: CCCCCCC(Nc1ncnc(Cl)c1N)C(C)O