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UR-PI376

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names：
1-cyano-2-[4-(1H-imidazol-5-yl)butyl]-3-(2-phenylsulfanylethyl)guanidine
CAS號(hào)：
1192559-94-6
MDL Number：
MF(分子式)： C17H22N6S MW(分子量)： 342.465
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文別名	1-cyano-2-[4-(1H-imidazol-5-yl)butyl]-3-(2-phenylsulfanylethyl)guanidine
英文別名	UR-PI376, UR-PI-376, UR-PI 376, URPI376, URPI-376, URPI 376
CAS號(hào)	1192559-94-6
Inchi	InChI=1S/C17H22N6S/c18-13-22-17(20-9-5-4-6-15-12-19-14-23-15)21-10-11-24-16-7-2-1-3-8-16/h1-3,7-8,12,14H,4-6,9-11H2,(H,19,23)(H2,20,21,22)
InchiKey	DHHDEHNHEBYRPQ-UHFFFAOYSA-N
分子式 Formula	C17H22N6S
分子量 Molecular Weight	342.465
溶解度Solubility
性狀	Solid powder
儲(chǔ)藏條件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

產(chǎn)品說明	UR-PI376(CAS:1192559-94-6):僅限應(yīng)用于工業(yè)或者科學(xué)研究過程中非醫(yī)療目的，不應(yīng)用于人類或動(dòng)物的臨床診斷以及治過程療，該產(chǎn)品非藥用，非食用。
Introduction	UR-PI376 is a histamine H4 receptor agonist ( hH4R agonist) (pEC50 = 7.47, alpha = 0.93) showing negligible hH1R and hH2R activities and significant selectivity over the hH3R (pKB = 6.00, alpha = -0.28), as determined in steady-state GTPase assays using membrane preparations of hH(x)R-expressing Sf9 cells. Modeling of the binding mode of UR-PI376 suggests that the cyanoguanidine moiety forms charge-assisted hydrogen bonds not only with the conserved Asp-94 but also with the hH4R-specific Arg-341 residue.
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[1]Geyer R, Nordemann U, Strasser A, Wittmann HJ, Buschauer A. Conformational Restriction and Enantioseparation Increase Potency and Selectivity of Cyanoguanidine-Type Histamine H(4) Receptor Agonists. J Med Chem. 2016 Apr 5. [Epub ahead of print] PubMed PMID: 27007611.

[2]Wifling D, Bernhardt G, Dove S, Buschauer A. The extracellular loop 2 (ECL2) of the human histamine H4 receptor substantially contributes to ligand binding and constitutive activity. PLoS One. 2015 Jan 28;10(1):e0117185. doi: 10.1371/journal.pone.0117185. eCollection 2015. Erratum in: PLoS One. 2015;10(3):e0122162. PubMed PMID: 25629160; PubMed Central PMCID: PMC4309601.

[3] Werner K, Neumann D, Buschauer A, Seifert R. No evidence for histamine H4 receptor in human monocytes. J Pharmacol Exp Ther. 2014 Dec;351(3):519-26. doi: 10.1124/jpet.114.218107. Epub 2014 Oct 1. PubMed PMID: 25273276.

[4] Gschwandtner M, Koether B, Werfel T, Stark H, Gutzmer R. Profiling of histamine H4 receptor agonists in native human monocytes. Br J Pharmacol. 2013 Sep;170(1):136-43. doi: 10.1111/bph.12237. PubMed PMID: 23638754; PubMed Central PMCID: PMC3764855.

[5] Reher TM, Neumann D, Buschauer A, Seifert R. Incomplete activation of human eosinophils via the histamine H4-receptor: evidence for ligand-specific receptor conformations. Biochem Pharmacol. 2012 Jul 15;84(2):192-203. doi: 10.1016/j.bcp.2012.04.004. Epub 2012 Apr 11. PubMed PMID: 22516788.

6: Geyer R, Buschauer A. Synthesis and histamine H(3) and H(4) receptor activity of conformationally restricted cyanoguanidines related to UR-PI376. Arch Pharm (Weinheim). 2011 Dec;344(12):775-85. doi: 10.1002/ardp.201100144. Epub 2011 Oct 11. PubMed PMID: 21987304.7: Igel P, Geyer R, Strasser A, Dove S, Seifert R, Buschauer A. Synthesis and structure-activity relationships of cyanoguanidine-type and structurally related histamine H4 receptor agonists. J Med Chem. 2009 Oct 22;52(20):6297-313. doi: 10.1021/jm900526h. PubMed PMID: 19791743.

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