72786-10-8
Chemical Structure
β-Funaltrexamine hydrochloride
Synonym(s): β-FNA hydrochloride
- CAS No.: 72786-10-8
- Formula:C25H31ClN2O6
- Molecular Weight:490.98
IUPAC Name: methyl (E)-4-(((4R,4aS,7R,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-4-oxobut-2-enoate hydrochloride
InChIKey: BIPHUOBUKMPSQR-NQGXHZAGSA-N
SMILES: O[C@]1([C@@]2([H])CC3=CC=C4O)[C@@]5(CCN2CC6CC6)C3=C4O[C@@]5([H])[C@H](NC(/C=C/C(OC)=O)=O)CC1.Cl
Biological Activity: β-Funaltrexamine (β-FNA) hydrochloride is a blood-brain barrier-permeable, selective and irreversible μ-opioid receptor antagonist with immunomodulatory, anti-inflammatory and neuroprotective activities. β-Funaltrexamine hydrochloride inhibits p38 MAPK and TLR4 signaling by blocking μ-opioid receptors, and reduces the transcriptional activities of NF-κB, AP-1, CREB and Stat. Furthermore, β-Funaltrexamine hydrochloride inhibits iNOS activation and pro-inflammatory microglial polarization, converting microglia to an anti-inflammatory phenotype, thereby downregulating neuroinflammation and ameliorating neuronal degeneration. β-Funaltrexamine hydrochloride is widely applicable to research related to stroke, cerebral ischemia/reperfusion injury and neurodegenerative diseases[1][2][3][4].
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β-Funaltrexamine hydrochloride | 99.07% | β-Funaltrexamine (β-FNA) hydrochloride is a blood-brain barrier-permeable, selective and irreversible μ-opioid receptor antagonist with immunomodulatory, anti-inflammatory and neuroprotective activities. β-Funaltrexamine hydrochloride inhibits p38 MAPK and TLR4 signaling by blocking μ-opioid receptors, and reduces the transcriptional activities of NF-κB, AP-1, CREB and Stat. Furthermore, β-Funaltrexamine hydrochloride inhibits iNOS activation and pro-inflammatory microglial polarization, converting microglia to an anti-inflammatory phenotype, thereby downregulating neuroinflammation and ameliorating neuronal degeneration. β-Funaltrexamine hydrochloride is widely applicable to research related to stroke, cerebral ischemia/reperfusion injury and neurodegenerative diseases. | ||||||||||||||||||||
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- [1]. Wu CC, et al. β-Funaltrexamine Displayed Anti-inflammatory and Neuroprotective Effects in Cells and Rat Model of Stroke. Int J Mol Sci. 2020;21(11):3866. Published 2020 May 29. [Content Brief]
- [2]. Davis RL, et al. The opioid antagonist, β-funaltrexamine, inhibits NF-κB signaling and chemokine expression in human astrocytes and in mice. Eur J Pharmacol. 2015;762:193-201. [Content Brief]
- [3]. Davis RL, et al. The opioid antagonist, β-funaltrexamine, inhibits lipopolysaccharide-induced neuroinflammation and reduces sickness behavior in mice. Physiol Behav. 2017;173:52-60. [Content Brief]
- [4]. Craig W Stevens, et al. The selective mu opioid antagonist β-funaltrexamine (β-FNA) reduces toll-like receptor-4 signaling.The FASEB Journal. 2010, April. 24 (S1):p.583.4.
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