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SML2095

Sigma-Aldrich

Nalfurafine hydrochloride

≥98% (HPLC)

Synonym(s):

(2E)-N-[(5α,6β)-17-(cyclopropylmethyl)- 3,14-dihydroxy- 4,5-epoxymorphinan- 6-yl]- 3-(3-furyl)-N-methylacrylamide hydrochloride, AC-820 HCl, TRK-820 HCl

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About This Item

Empirical Formula (Hill Notation):
C28H32N2O5 · HCl
CAS Number:
152658-17-8
Molecular Weight:
513.03
MDL number:
MFCD06407892
UNSPSC Code:
12352202

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C28H32N2O5.ClH/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;1H/b7-4+;/t20-,22-,26+,27+,28-;/m1./s1

InChI key

DJSFYNINGIMKAG-FQJQBBMWSA-N

Biochem/physiol Actions

Nalfurafine (TRK-820) is a selective κ-opioid (KOR) agonist with antipruritic activity.
Potent and selective kappa opioid receptor agonist

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000109081
0000109082
0000099665

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H Nagase et al.
Chemical & pharmaceutical bulletin, 46(2), 366-369 (1998-03-21)
A new type of kappa-agonist, 17-cyclopropylmethyl-3, 14 beta-dihydroxy-4,5 alpha-epoxy-6 beta-[N-methyl-trans-3-(3-furyl) acrylamido]morphinan hydrochloride (1, TRK-820), was discovered by a new working hypothesis. The "message-address concept" for opioid antagonists and the "accessory site" for general antagonists were applied to design TRK-820. A
Nalfurafine hydrochloride, a selective κ opioid receptor agonist, has no reinforcing effect on intravenous self-administration in rhesus monkeys.
Xiulu Ruan et al.
Journal of pharmacological sciences, 132(1), 113-114 (2016-07-28)
Selena S Schattauer et al.
Cellular signalling, 32, 59-65 (2017-01-16)
Nalfurafine is a moderately selective kappa opioid receptor (KOR) analgesic with low incidence of dysphoric side effects in clinical development for the treatment of uremic pruritis. The basis for its reduced dysphoric effect compared to other KOR agonists is not

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