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Picture of (2S,2'S)-N,N'-[(2R,8S,13S,19R)-8,13-Dibenzyl-3,6,9,12,15,18-hexao xo-4,7,10,11,14,17-hexaazaicosane-2,19-diyl]bis[2-amino-3-(4-hydr oxyphenyl)propanamide] (non-preferred name)

(2S,2'S)-N,N'-[(2R,8S,13S,19R)-8,13-Dibenzyl-3,6,9,12,15,18-hexao xo-4,7,10,11,14,17-hexaazaicosane-2,19-diyl]bis[2-amino-3-(4-hydr oxyphenyl)propanamide] (non-preferred name)

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Origin: China

Cas No: 83916-01-2

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 80 mt/month

Lead time: 7 days for OEM, 3 days for ready goods


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    CAS No.: 83916-01-2 Formula: C46H56N10O10 Molecular Weight: 908.99800


    Biphalin is a dimeric enkephalin endogenous peptide (Tyr-D-Ala-Gly-Phe-NH)2 composed of two tetrapeptides derived from enkephalins, connected 'tail-to-tail' by a hydrazide bridge. The presence of two distinct pharmacophore confers of Biphalin highly affinity for both μ and δ opioid receptors (with a with an EC50 of about 1-5 nM for both μ and δ receptors), therefore it has analgesic activity. Biphalin presents a considerable antinociceptive profile. In fact, when administered intracerebroventricularly in mice, biphalin displays a potency almost 7-fold greater than that of the ultra-potent alkaloid agonist, etorphine and 7000-fold greater than morphine, and biphalin and morphine were found to be equipotent after intraperitoneal administration. The extraordinary in vivo potency showed by this compound is coupled with low side-effects, in particular to produce no dependency in chronic use. For these reasons, several efforts have been carried out in order to obtain more informations about structure-activity relationship (SAR). Results clarely indicates that at least for μ receptor binding the presence of two pharmacophores is not necessary; Tyr1 is indipensable for analgesic activity, while replacing Phe at the position 4 and 4' with non-aromatic, but lipophylic amino acids does not greatly change the binding properties and in general 4,4' positions are found to be important to design biphalin analogues with increased potency and modified μ/δ selectivity. The hydrazide linker is not fundamental for activity or binding, and it can be conveniently substituted by different conformationally constrained cycloaliphatic diamine linkers.

    Basic Info

    Chemical Name (2S,2'S)-N,N'-[(2R,8S,13S,19R)-8,13-Dibenzyl-3,6,9,12,15,18-hexao xo-4,7,10,11,14,17-hexaazaicosane-2,19-diyl]bis[2-amino-3-(4-hydr oxyphenyl)propanamide] (non-preferred name)

    CAS No. 83916-01-2
    Molecular Formula C46H56N10O10
    Molecular Weight 908.99800
    PSA 353.22000
    LogP 6.50480


    Density 1.32g/cm3
    Boiling Point 1395.6ºC at 760 mmHg
    Flash Point 797.8ºC
    Refractive Index 1.618

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