Efaroxan (BioDeep_00000178628)

   

human metabolite blood metabolite


代谢物信息卡片


2-(2-ethyl-2,3-dihydro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole

化学式: C13H16N2O (216.12625659999998)
中文名称: 依法克生
谱图信息: 最多检出来源 Homo sapiens(blood) 66.67%

分子结构信息

SMILES: CCC1(CC2=CC=CC=C2O1)C1=NCCN1
InChI: InChI=1S/C13H16N2O/c1-2-13(12-14-7-8-15-12)9-10-5-3-4-6-11(10)16-13/h3-6H,2,7-9H2,1H3,(H,14,15)

描述信息

C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C72900 - Adrenergic Antagonist
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists

同义名列表

4 个代谢物同义名

2-(2-ethyl-2,3-dihydro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole; 2-((2-Ethyl-2,3-dihydrobenzofuran-2-yl))-2-imidazoline; Efaroxan hydrochloride; Efaroxan



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Hidenobu Tsutsui, Takahiro Sugiura, Kentaro Hayashi, Tokihito Yukimura, Mamoru Ohkita, Masanori Takaoka, Yasuo Matsumura. Protective effect of moxonidine on ischemia/reperfusion-induced acute kidney injury through α2/imidazoline I1 receptor. European journal of pharmacology. 2013 Oct; 718(1-3):173-80. doi: 10.1016/j.ejphar.2013.08.036. [PMID: 24041924]
  • T T Yang, N H Chiu, H H Chung, C T Hsu, W J Lee, J-T Cheng. Stimulatory effect of allantoin on imidazoline I₁ receptors in animal and cell line. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2012 Nov; 44(12):879-84. doi: 10.1055/s-0032-1312624. [PMID: 22588708]
  • Osama F Harraz, Hanan M El-Gowelli, Mahmoud M Mohy El-Din, Abdel-Rheem M Ghazal, Mahmoud M El-Mas. Adenosinergic modulation of the imidazoline I₁-receptor-dependent hypotensive effect of ethanol in acute renal failure. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Aug; 50(8):2622-8. doi: 10.1016/j.fct.2012.05.015. [PMID: 22613216]
  • Po-Sheng Yang, Hung-Tsung Wu, Hsien-Hui Chung, Chun-Ta Chen, Chin-Wen Chi, Ching-Hua Yeh, Juei-Tang Cheng. Rilmenidine improves hepatic steatosis through p38-dependent pathway to higher the expression of farnesoid X receptor. Naunyn-Schmiedeberg's archives of pharmacology. 2012 Jan; 385(1):51-6. doi: 10.1007/s00210-011-0691-1. [PMID: 21947253]
  • C-S Niu, H-T Wu, K-C Cheng, K-C Lin, C-T Chen, J-T Cheng. A novel mechanism for decreasing plasma lipid level from imidazoline I-1 receptor activation in high fat diet-fed mice. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2011 Jun; 43(7):458-63. doi: 10.1055/s-0031-1275325. [PMID: 21484668]
  • Jia-ling Wang, Long Wang, Zhao-tang Wu, Wen-jun Yuan, Ding-feng Su, Xin Ni, Jian-jun Yan, Wei-zhong Wang. Low dose of moxonidine within the rostral ventrolateral medulla improves the baroreflex sensitivity control of sympathetic activity in hypertensive rat. Acta pharmacologica Sinica. 2009 Dec; 30(12):1594-600. doi: 10.1038/aps.2009.165. [PMID: 19960005]
  • Mahmoud M El-Mas, Hanan M El-Gowelli, Abdel-Rheem M Ghazal, Osama F Harraz, Mahmoud M Mohy El-Din. Facilitation of central imidazoline I(1)-site/extracellular signal-regulated kinase/p38 mitogen-activated protein kinase signalling mediates the hypotensive effect of ethanol in rats with acute renal failure. British journal of pharmacology. 2009 Nov; 158(6):1629-40. doi: 10.1111/j.1476-5381.2009.00444.x. [PMID: 19845670]
  • Liaoyuan A Hu, Tian Zhou, Jinwoo Ahn, Shuli Wang, Julia Zhou, Yi Hu, Qingyun Liu. Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands. The Biochemical journal. 2009 Oct; 424(1):39-45. doi: 10.1042/bj20090998. [PMID: 19725810]
  • Jiangang Yang, Naixue Sun, Quanchen Xiong, Rui Yang. Effect of moxonidine on the uveoscleral outflow: role of alpha2-adrenoceptors or i1 imidazoline receptors. Current eye research. 2009 Apr; 34(4):287-96. doi: 10.1080/02713680902750077. [PMID: 19373577]
  • Takahiro Sugiura, Shuhei Kobuchi, Hidenobu Tsutsui, Masanori Takaoka, Toshihide Fujii, Kentaro Hayashi, Yasuo Matsumura. Preventive mechanisms of agmatine against ischemic acute kidney injury in rats. European journal of pharmacology. 2009 Jan; 603(1-3):108-13. doi: 10.1016/j.ejphar.2008.11.062. [PMID: 19105953]
  • C Bleck, A Wienbergen, I Rustenbeck. Essential role of the imidazoline moiety in the insulinotropic effect but not the KATP channel-blocking effect of imidazolines; a comparison of the effects of efaroxan and its imidazole analogue, KU14R. Diabetologia. 2005 Dec; 48(12):2567-75. doi: 10.1007/s00125-005-0031-4. [PMID: 16283242]
  • Rouwayda El-Ayoubi, Ahmed Menaouar, Jolanta Gutkowska, Suhayla Mukaddam-Daher. Urinary responses to acute moxonidine are inhibited by natriuretic peptide receptor antagonist. British journal of pharmacology. 2005 May; 145(1):50-6. doi: 10.1038/sj.bjp.0706146. [PMID: 15700025]
  • Chunhua Cao, Chang Won Kang, Sung Zoo Kim, Suhn Hee Kim. Augmentation of moxonidine-induced increase in ANP release by atrial hypertrophy. American journal of physiology. Heart and circulatory physiology. 2004 Jul; 287(1):H150-6. doi: 10.1152/ajpheart.00977.2003. [PMID: 14975931]
  • Valentina Jovanovska, Eveline Eitle, Peter J Harris. Effects of rilmenidine on proximal tubular fluid absorption in rats. Clinical and experimental pharmacology & physiology. 2004 May; 31(5-6):348-53. doi: 10.1111/j.1440-1681.2004.04008.x. [PMID: 15191410]
  • Richard J Koletsky, Rodney A Velliquette, Paul Ernsberger. The role of I(1)-imidazoline receptors and alpha(2)-adrenergic receptors in the modulation of glucose and lipid metabolism in the SHROB model of metabolic syndrome X. Annals of the New York Academy of Sciences. 2003 Dec; 1009(?):251-61. doi: 10.1196/annals.1304.031. [PMID: 15028595]
  • Francesco Gentili, Pascal Bousquet, Livio Brasili, Monique Dontenwill, Josiane Feldman, Francesca Ghelfi, Mario Giannella, Alessandro Piergentili, Wilma Quaglia, Maria Pigini. Imidazoline binding sites (IBS) profile modulation: key role of the bridge in determining I1-IBS or I2-IBS selectivity within a series of 2-phenoxymethylimidazoline analogues. Journal of medicinal chemistry. 2003 May; 46(11):2169-76. doi: 10.1021/jm021113r. [PMID: 12747788]
  • Frédérique Touzeau, Axelle Arrault, Gérald Guillaumet, Elizabeth Scalbert, Bruno Pfeiffer, Marie-Claire Rettori, Pierre Renard, Jean-Yves Mérour. Synthesis and biological evaluation of new 2-(4,5-dihydro-1H-imidazol-2-yl)-3,4-dihydro-2H-1,4-benzoxazine derivatives. Journal of medicinal chemistry. 2003 May; 46(10):1962-79. doi: 10.1021/jm021050c. [PMID: 12723959]
  • Hugues Greney, Dragan Urosevic, Stephan Schann, Laurence Dupuy, Véronique Bruban, Jean-Daniel Ehrhardt, Pascal Bousquet, Monique Dontenwill. [125I]2-(2-chloro-4-iodo-phenylamino)-5-methyl-pyrroline (LNP 911), a high-affinity radioligand selective for I1 imidazoline receptors. Molecular pharmacology. 2002 Jul; 62(1):181-91. doi: 10.1124/mol.62.1.181. [PMID: 12065769]
  • A O Abdel-Zaher, I T Ahmed, A D El-Koussi. The potential antidiabetic activity of some alpha-2 adrenoceptor antagonists. Pharmacological research. 2001 Nov; 44(5):397-409. doi: 10.1006/phrs.2001.0870. [PMID: 11712871]
  • U Wethmar, W Raasch, A Dendorfer, P Dominiak. Interactions of ligands at angiotensin II-receptors and imidazoline receptors. Japanese journal of pharmacology. 2001 Feb; 85(2):167-74. doi: 10.1254/jjp.85.167. [PMID: 11286399]
  • S Mukaddam-Daher, J Gutkowska. Atrial natriuretic peptide is involved in renal actions of moxonidine. Hypertension (Dallas, Tex. : 1979). 2000 Jun; 35(6):1215-20. doi: 10.1161/01.hyp.35.6.1215. [PMID: 10856266]
  • C Bock, N Niederhoffer, B Szabo. Analysis of the receptor involved in the central hypotensive effect of rilmenidine and moxonidine. Naunyn-Schmiedeberg's archives of pharmacology. 1999 Apr; 359(4):262-71. doi: 10.1007/pl00005351. [PMID: 10344524]
  • P Ernsberger. Arachidonic acid release from PC12 pheochromocytoma cells is regulated by I1-imidazoline receptors. Journal of the autonomic nervous system. 1998 Oct; 72(2-3):147-54. doi: 10.1016/s0165-1838(98)00099-x. [PMID: 9851563]
  • R M Cleale, J M Ingling, D J Search, J R Hadcock, M H Pausch. Effects of alpha2-adrenoceptor antagonists on metabolic processes of swine: I. Effects on nonesterified fatty acid and plasma urea nitrogen concentrations in jugularly catheterized pigs. Journal of animal science. 1998 Jul; 76(7):1838-48. doi: 10.2527/1998.7671838x. [PMID: 9690639]
  • M Mourtada, S A Smith, N G Morgan. Effector systems involved in the insulin secretory responses to efaroxan and RX871024 in rat islets of Langerhans. European journal of pharmacology. 1998 Jun; 350(2-3):251-8. doi: 10.1016/s0014-2999(98)00245-3. [PMID: 9696415]
  • G A Head, S L Burke, C K Chan. Central imidazoline receptors and centrally acting anti-hypertensive agents. Clinical and experimental hypertension (New York, N.Y. : 1993). 1997 Jul; 19(5-6):591-605. doi: 10.3109/10641969709083172. [PMID: 9247741]
  • M Mourtada, C A Brown, S A Smith, V Piercy, S L Chan, N G Morgan. Interactions between imidazoline compounds and sulphonylureas in the regulation of insulin secretion. British journal of pharmacology. 1997 Jun; 121(4):799-805. doi: 10.1038/sj.bjp.0701172. [PMID: 9208151]
  • R M Shepherd, M N Hashmi, C Kane, P E Squires, M J Dunne. Elevation of cytosolic calcium by imidazolines in mouse islets of Langerhans: implications for stimulus-response coupling of insulin release. British journal of pharmacology. 1996 Nov; 119(5):911-6. doi: 10.1111/j.1476-5381.1996.tb15759.x. [PMID: 8922740]
  • D Separovic, M Kester, P Ernsberger. Coupling of I1-imidazoline receptors to diacylglyceride accumulation in PC12 rat pheochromocytoma cells. Molecular pharmacology. 1996 Apr; 49(4):668-75. doi: . [PMID: 8609895]
  • T L Berridge, J C Doxey, A G Roach, C F Smith. Selectivity profile of the alpha 2-adrenoceptor antagonist efaroxan in relation to plasma glucose and insulin levels in the rat. European journal of pharmacology. 1992 Mar; 213(2):205-12. doi: 10.1016/0014-2999(92)90683-u. [PMID: 1355733]
  • T L Berridge, J C Doxey, A G Roach. Comparison of the effects of efaroxan and glibenclamide on plasma glucose and insulin levels in rats. European journal of pharmacology. 1992 Mar; 213(2):213-8. doi: 10.1016/0014-2999(92)90684-v. [PMID: 1355734]
  • J D Nichols, N A Hyde, K Sugden. Determination of underivatised efaroxan and idazoxan in blood plasma by capillary gas chromatography with mass-selective detection. The Analyst. 1989 Oct; 114(10):1215-8. doi: 10.1039/an9891401215. [PMID: 2575877]