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Nalfurafine hydrochloride

  Cat. No.:  DC23132   Featured
Chemical Structure
152658-17-8
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More than 5000 active chemicals with high quality for research!
Field of application
Nalfurafine (TRK-820, TRK820) is potent, selective agonist of kappa-opioid receptor with Ki of 3.5 nM, 15-fold less potent for μOR and little affinity for δOR (Ki=53 and 1,200 nM, respectively).It is for research use only, and the end user must be the universities.
Chemicals PropertiesBiological activity Related products COA MSDS Datasheet
Cas No.: 152658-17-8
Chemical Name: Nalfurafine hydrochloride
Synonyms: 2-Propenamide, N-[(5a,6b)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(3-furanyl)-N-methyl-,hydrochloride (1:1), (2E)-;Nalfurafine Hydrochloride;2-Propenamide, N-[(5a,6b)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(3-furanyl)-N-methyl-,hydrochlorid;Nalfurafine;Nalfurafine-d3 Hydrochloride;TRK-820 hydrochloride;(E)-N-[(4R,4aS,7R,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-7-yl]-3-(furan-3-yl)-N-methylprop-2-enamide,hydrochloride;17-Cyclopropylmethyl-3,14beta-dihydroxy-4,5alpha-epoxy-6beta-[N-methyl-trans-3-(3-furyl)acrylamido]morphinan hydrochloride;Remitch;TRK 820;Nalfurafine (hydrochloride);Nalfurafine hydrochloride;Nalfurafine hydrochloride [USAN:JAN];BCP15625;NALFURAFINE HYDROCHLORIDE [MI];NALFURAFINE HYDROCHLORIDE [MART.];Nopicor;D06405;CHEMBL490665;2-Propenamide, N-((5alpha,6beta)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl)-3-(3-furanyl)-N-methyl-, monohydrochloride, (2E)-;152658-17-8;UNII-25CC4N0P8J;25CC4N0P8J;TRK-820;Nalfurafine hydrochloride [USAN];AC 820;Nalfurafine hydrochloride (JAN/USAN);NALFURAFINE HYDROCHLORIDE [JAN];(-)-17-(Cyclopropylmethyl-3,14 beta-dihydroxy-4,5 alpha-epoxy-6 beta-(N-methyl-trans-3-(3-furyl)acrylamido)morphinan hydrochloride;NALFURAFINE HYDROCHLORIDE [WHO-DD];2-Propenamide,N-[(5a,6b)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(3-furanyl)-N-methyl-, monohydrochloride, (2E)-;(-)-17-(CYCLOPROPYLMETHYL-3,14.BETA.-DIHYDROXY-4,5.ALPHA.-EPOXY-6.BETA.-(N-METHYL-TRANS-3-(3-FURYL)ACRYLAMID)MORPHINAN HYDROCHLORIDE;(E)-N-[17-(Cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxymorphinan-6beta-yl]-3-(furan-3-yl)-N-methylprop-2-enamide monohydrochloride;SCHEMBL19856501;AKOS030526574;(E)-N-[(4R,4aS,7R,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-methylprop-2-enamide;hydrochloride;F85198;AC-32785;DTXSID70426071;17-cyclopropylmethyl-3,14beta-dihydroxy-4,5alpha-epoxy-6beta-[N-methyl-trans-3-(3-furyl)acrylamido]morphinan hydrochloride;HY-12745A;DJSFYNINGIMKAG-FQJQBBMWSA-N;Q27253946;EX-A2892;2-PROPENAMIDE, N-((5.ALPHA.,6.BETA.)-17-(CYCLOPROPYLMETHYL)-4,5-EPOXY-3,14-DIHYDROXYMORPHINAN-6-YL)-3-(3-FURANYL)-N-METHYL-, MONOHYDROCHLORIDE, (2E)-;(E)-N-(17-(Cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxymorphinan-6beta-yl)-3-(furan-3-yl)-N-methylprop-2-enamide monohydrochloride;Nalfurafine HCl
SMILES: CN([C@@H]1CC[C@]2([C@H]3CC4=C5C(=C(C=C4)O)O[C@@H]1[C@]52CCN3CC6CC6)O)C(=O)/C=C/C7=COC=C7.Cl
Formula: C28H32N2O5.HCl
M.Wt: 513.02502
Purity: >98%
Sotrage: 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO
Description: Nalfurafine (TRK-820, TRK820) is potent, selective agonist of kappa-opioid receptor with Ki of 3.5 nM, 15-fold less potent for μOR and little affinity for δOR (Ki=53 and 1,200 nM, respectively); also potently binds to mutant κ(E297K), μ(K303E), κ(E297W) and κ(E297A) with Ki of 10-50 nM; inhibits forskolin-stimulated intracellular cAMP accumulation with IC50 of 0.15 nM, which is 100 fold smaller than that of U69593; produces potent antinociceptive effects in vivo.
In Vivo: Nalfurafine (subcutaneous injection; 0.015 mg/kg) combines with EOM-salvinorin-B produces spinal antinociception equivalent to 5 mg/kg, it also enhances the supraspinal analgesic effect of 5 mg/kg morphine[1]. Nalfurafine (subcutaneous injection; 4 μg/kg) causes a dose-dependent increase of the inhibition of the acetic acid-induced abdominal constriction,and the inhibition of the abdominal constriction reaches its peak 30 min after injection, gradually declined and returned to the pre-injection level 4 hr after[2]. Animal Model: Male and Female C57BL/6J mice[1] Dosage: 0.015 mg/kg Administration: Subcutaneous injection Result: Had the potential for enhancing the therapeutic potential of MOR-targeting analgesics, such as morphine.
References: [1]. Kaski SW, et al. Preclinical Testing of Nalfurafine as an Opioid-sparing Adjuvant that Potentiates Analgesia by the Mu Opioid Receptor-targeting Agonist Morphine.J Pharmacol Exp Ther. 2019 Nov;371(2):487-499. [2]. Endoh T, et al. Potent antinociceptive effects of TRK-820, a novel kappa-opioid receptor agonist.Life Sci. 1999;65(16):1685-94.
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