Nalfurafine

Modify Date: 2024-01-09 15:51:27

Nalfurafine Structure
Nalfurafine structure
Common Name Nalfurafine
CAS Number 152657-84-6 Molecular Weight 476.56400
Density 1.41g/cm3 Boiling Point 700.7ºC at 760mmHg
Molecular Formula C28H32N2O5 Melting Point N/A
MSDS N/A Flash Point 377.6ºC

 Use of Nalfurafine


Nalfurafine (TRK-820) is a potent selective and orally active G protein-biased kappa opioid receptor (KOR)-agonist with high translational potential[1]. Nalfurafine (TRK-820) enhances the therapeutic potential of MOR-targeting analgesics, has the potential for uremic pruritis treatment[2].

 Names

Name (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
Synonym More Synonyms

 Nalfurafine Biological Activity

Description Nalfurafine (TRK-820) is a potent selective and orally active G protein-biased kappa opioid receptor (KOR)-agonist with high translational potential[1]. Nalfurafine (TRK-820) enhances the therapeutic potential of MOR-targeting analgesics, has the potential for uremic pruritis treatment[2].
Related Catalog
Target

IC50: kappa opioid receptor (KOR)[1]

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 preinjection 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.

 Chemical & Physical Properties

Density 1.41g/cm3
Boiling Point 700.7ºC at 760mmHg
Molecular Formula C28H32N2O5
Molecular Weight 476.56400
Flash Point 377.6ºC
Exact Mass 476.23100
PSA 86.38000
LogP 3.02760
Vapour Pressure 1.3E-20mmHg at 25°C
Index of Refraction 1.696

 Synonyms

Nalfurafine
(E)-N-(17-(cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxymorphinan-6beta-yl)-3-(furan-3-yl)-N-methylprop-2-enamide
TRK 820
(2E)-N-[(5R,6R)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-3-(furan-3-yl)-N-methylprop-2-enamide
TRK-820 free base
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