1192559-94-6|UR-PI376|1-cyano-2-[4-(1H-imidazol-5-yl)butyl]-3-(2-phenylsulfanylethyl)guanidine|-范德生物科技公司

UR-PI376

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names：
1-cyano-2-[4-(1H-imidazol-5-yl)butyl]-3-(2-phenylsulfanylethyl)guanidine
CAS号：
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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询价

中文别名	1-cyano-2-[4-(1H-imidazol-5-yl)butyl]-3-(2-phenylsulfanylethyl)guanidine
英文别名	UR-PI376, UR-PI-376, UR-PI 376, URPI376, URPI-376, URPI 376
CAS号	1192559-94-6
SMILES	N#CN/C(NCCSC1=CC=CC=C1)=N\CCCCC2=CN=CN2
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
闪点 FP
熔点 Melting point
沸点 Boiling point
Polarizability极化度
密度 Density
蒸汽压 Vapor Pressure
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	UR-PI376(CAS:1192559-94-6):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，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.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
安全防护
备注

[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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