Sitaxentan (BioDeep_00000615054)

   


代谢物信息卡片


N-(4-chloro-3-methyl-1,2-oxazol-5-yl)-2-[2-(6-methyl-2H-1,3-benzodioxol-5-yl)acetyl]thiophene-3-sulfonamide

化学式: C18H15ClN2O6S2 (454.006004)
中文名称: 西他生坦
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC2=C(C=C1CC(=O)C3=C(C=CS3)S(=O)(=O)NC4=C(C(=NO4)C)Cl)OCO2
InChI: InChI=1S/C18H15ClN2O6S2/c1-9-5-13-14(26-8-25-13)7-11(9)6-12(22)17-15(3-4-28-17)29(23,24)21-18-16(19)10(2)20-27-18/h3-5,7,21H,6,8H2,1-2H3

描述信息

C - Cardiovascular system > C02 - Antihypertensives > C02K - Other antihypertensives > C02KX - Antihypertensives for pulmonary arterial hypertension
C28313 - Endothelin Receptor Antagonist > C28334 - Endothelin Receptor Type A Antagonist
D065128 - Endothelin Receptor Antagonists

同义名列表

4 个代谢物同义名

sitaxsentan; Sitaxentan; N-(4-chloro-3-methyl-1,2-oxazol-5-yl)-2-[2-(6-methyl-2H-1,3-benzodioxol-5-yl)acetyl]thiophene-3-sulfonamide; Sitaxsentan;TBC-11251



数据库引用编号

8 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)

0 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

  • Katrina M Mirabito Colafella, Karla B Neves, Augusto C Montezano, Ingrid M Garrelds, Richard van Veghel, René de Vries, Estrellita Uijl, Hans J Baelde, Anton H van den Meiracker, Rhian M Touyz, A H Jan Danser, Jorie Versmissen. Selective ETA vs. dual ETA/B receptor blockade for the prevention of sunitinib-induced hypertension and albuminuria in WKY rats. Cardiovascular research. 2020 08; 116(10):1779-1790. doi: 10.1093/cvr/cvz260. [PMID: 31593221]
  • Daan van de Velde, Soma Bahmany, Emilie Hitzerd, Bart van Domburg, Jorie Versmissen, A H Jan Danser, Birgit C P Koch. Simultaneous quantification of ambrisentan, macitentan and sitaxentan in human plasma using UPLC-MS/MS. Biomedical chromatography : BMC. 2020 Mar; 34(3):e4787. doi: 10.1002/bmc.4787. [PMID: 31875652]
  • Nadir Planes, Michelle A Digman, Patrick P M L Vanderheyden, Enrico Gratton, Catherina Caballero-George. Number and brightness analysis to study spatio-temporal distribution of the angiotensin II AT1 and the endothelin-1 ETA receptors: Influence of ligand binding. Biochimica et biophysica acta. General subjects. 2019 05; 1863(5):917-924. doi: 10.1016/j.bbagen.2019.03.004. [PMID: 30851407]
  • Suvi Törmänen, Ilkka Pörsti, Päivi Lakkisto, Ilkka Tikkanen, Onni Niemelä, Timo Paavonen, Jukka Mustonen, Arttu Eräranta. Endothelin A receptor blocker and calcimimetic in the adenine rat model of chronic renal insufficiency. BMC nephrology. 2017 Oct; 18(1):323. doi: 10.1186/s12882-017-0742-z. [PMID: 29078759]
  • Brianna Dufek, Daniel T Meehan, Duane Delimont, Linda Cheung, Michael Anne Gratton, Grady Phillips, Wenping Song, Shiguang Liu, Dominic Cosgrove. Endothelin A receptor activation on mesangial cells initiates Alport glomerular disease. Kidney international. 2016 08; 90(2):300-310. doi: 10.1016/j.kint.2016.02.018. [PMID: 27165837]
  • Shohei Takai, Shingo Oda, Koichi Tsuneyama, Tatsuki Fukami, Miki Nakajima, Tsuyoshi Yokoi. Establishment of a mouse model for amiodarone-induced liver injury and analyses of its hepatotoxic mechanism. Journal of applied toxicology : JAT. 2016 Jan; 36(1):35-47. doi: 10.1002/jat.3141. [PMID: 25900201]
  • Neeraj Dhaun, Jale Yuzugulen, Robert A Kimmitt, Elizabeth G Wood, Pajaree Chariyavilaskul, Iain M MacIntyre, Jane Goddard, David J Webb, Roger Corder. Plasma pro-endothelin-1 peptide concentrations rise in chronic kidney disease and following selective endothelin A receptor antagonism. Journal of the American Heart Association. 2015 Mar; 4(3):e001624. doi: 10.1161/jaha.114.001624. [PMID: 25801761]
  • J Gerry Kenna, Simone H Stahl, Julie A Eakins, Alison J Foster, Linda C Andersson, Jonas Bergare, Martin Billger, Marie Elebring, Charles S Elmore, Richard A Thompson. Multiple compound-related adverse properties contribute to liver injury caused by endothelin receptor antagonists. The Journal of pharmacology and experimental therapeutics. 2015 Feb; 352(2):281-90. doi: 10.1124/jpet.114.220491. [PMID: 25467130]
  • Neeraj Dhaun, Rebecca Moorhouse, Iain M MacIntyre, Vanessa Melville, Wilna Oosthuyzen, Robert A Kimmitt, Kayleigh E Brown, Ewan D Kennedy, Jane Goddard, David J Webb. Diurnal variation in blood pressure and arterial stiffness in chronic kidney disease: the role of endothelin-1. Hypertension (Dallas, Tex. : 1979). 2014 Aug; 64(2):296-304. doi: 10.1161/hypertensionaha.114.03533. [PMID: 24890823]
  • Neeraj Dhaun, Jean-Luc Vachiery, Raymond L Benza, Robert Naeije, Lie-Ju Hwang, Xuexuan Liu, Simon Teal, David J Webb. Endothelin antagonism and uric acid levels in pulmonary arterial hypertension: clinical associations. The Journal of heart and lung transplantation : the official publication of the International Society for Heart Transplantation. 2014 May; 33(5):521-7. doi: 10.1016/j.healun.2014.01.853. [PMID: 24656288]
  • Donald E Kohan, David M Pollock. Endothelin antagonists for diabetic and non-diabetic chronic kidney disease. British journal of clinical pharmacology. 2013 Oct; 76(4):573-9. doi: 10.1111/bcp.12064. [PMID: 23228194]
  • Neeraj Dhaun, Vanessa Melville, Scott Blackwell, Dinesh K Talwar, Neil R Johnston, Jane Goddard, David J Webb. Endothelin-A receptor antagonism modifies cardiovascular risk factors in CKD. Journal of the American Society of Nephrology : JASN. 2013 Jan; 24(1):31-6. doi: 10.1681/asn.2012040355. [PMID: 23243212]
  • Janet J Maguire, Rhoda E Kuc, Anthony P Davenport. Defining the affinity and receptor sub-type selectivity of four classes of endothelin antagonists in clinically relevant human cardiovascular tissues. Life sciences. 2012 Oct; 91(13-14):681-6. doi: 10.1016/j.lfs.2012.05.008. [PMID: 22634326]
  • Jonathan D Towler, Neeraj Dhaun, Margaret MacDougall, Vanessa Melville, Jane Goddard, David J Webb. What is the best method of proteinuria measurement in clinical trials of endothelin receptor antagonists?. Life sciences. 2012 Oct; 91(13-14):733-8. doi: 10.1016/j.lfs.2012.02.019. [PMID: 22406074]
  • Keith Owen, David M Cross, Mazin Derzi, Elizabeth Horsley, Fiona L Stavros. An overview of the preclinical toxicity and potential carcinogenicity of sitaxentan (Thelin®), a potent endothelin receptor antagonist developed for pulmonary arterial hypertension. Regulatory toxicology and pharmacology : RTP. 2012 Oct; 64(1):95-103. doi: 10.1016/j.yrtph.2012.05.017. [PMID: 22683289]
  • David M Cross, Elizabeth Horsley, Mazin Derzi, Keith Owen, Fiona L Stavros. An evaluation of reproductive and developmental toxicity of sitaxentan (thelin) in rats. Birth defects research. Part B, Developmental and reproductive toxicology. 2012 Oct; 95(5):327-36. doi: 10.1002/bdrb.21021. [PMID: 22890981]
  • Patricia N Sidharta, Paul L M van Giersbergen, Atef Halabi, Jasper Dingemanse. Macitentan: entry-into-humans study with a new endothelin receptor antagonist. European journal of clinical pharmacology. 2011 Oct; 67(10):977-84. doi: 10.1007/s00228-011-1043-2. [PMID: 21541781]
  • Neeraj Dhaun, Neil R Johnston, Jane Goddard, David J Webb. Chronic selective endothelin A receptor antagonism reduces serum uric acid in hypertensive chronic kidney disease. Hypertension (Dallas, Tex. : 1979). 2011 Aug; 58(2):e11-2. doi: 10.1161/hypertensionaha.111.175646. [PMID: 21709210]
  • Nishith N Patel, Tibor Toth, Ceri Jones, Hua Lin, Paramita Ray, Sarah J George, Gavin Welsh, Simon C Satchell, Philippa Sleeman, Gianni D Angelini, Gavin J Murphy. Prevention of post-cardiopulmonary bypass acute kidney injury by endothelin A receptor blockade. Critical care medicine. 2011 Apr; 39(4):793-802. doi: 10.1097/ccm.0b013e318206d563. [PMID: 21220998]
  • Neeraj Dhaun, Iain M MacIntyre, Debbie Kerr, Vanessa Melville, Neil R Johnston, Scott Haughie, Jane Goddard, David J Webb. Selective endothelin-A receptor antagonism reduces proteinuria, blood pressure, and arterial stiffness in chronic proteinuric kidney disease. Hypertension (Dallas, Tex. : 1979). 2011 Apr; 57(4):772-9. doi: 10.1161/hypertensionaha.110.167486. [PMID: 21357275]
  • Mark Stafford-Smith. Pharmacologic renoprotection: are the stars finally moving into alignment?. Critical care medicine. 2011 Apr; 39(4):906-7. doi: 10.1097/ccm.0b013e318120b7437. [PMID: 21613849]
  • Matthias Barton. Endothelin antagonism and reversal of proteinuric renal disease in humans. Contributions to nephrology. 2011; 172(?):210-222. doi: 10.1159/000328702. [PMID: 21894001]
  • R Naeije, S Huez, M Lamotte, K Retailleau, S Neupane, D Abramowicz, V Faoro. Pulmonary artery pressure limits exercise capacity at high altitude. The European respiratory journal. 2010 Nov; 36(5):1049-55. doi: 10.1183/09031936.00024410. [PMID: 20378601]
  • Iain M MacIntyre, Neeraj Dhaun, Pajaree Lilitkarntakul, Vanessa Melville, Jane Goddard, David J Webb. Greater functional ETB receptor antagonism with bosentan than sitaxsentan in healthy men. Hypertension (Dallas, Tex. : 1979). 2010 Jun; 55(6):1406-11. doi: 10.1161/hypertensionaha.109.148569. [PMID: 20404221]
  • John M Toole, John S Ikonomidis, Wilson Y Szeto, James L Zellner, John Mulcahy, Rachael L Deardorff, Francis G Spinale. Selective endothelin-1 receptor type A inhibition in subjects undergoing cardiac surgery with preexisting left ventricular dysfunction: Influence on early postoperative hemodynamics. The Journal of thoracic and cardiovascular surgery. 2010 Mar; 139(3):646-54. doi: 10.1016/j.jtcvs.2009.11.046. [PMID: 20074751]
  • Neeraj Dhaun, Iain M MacIntyre, Christopher O C Bellamy, David C Kluth. Endothelin receptor antagonism and renin inhibition as treatment options for scleroderma kidney. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2009 Oct; 54(4):726-31. doi: 10.1053/j.ajkd.2009.02.015. [PMID: 19376621]
  • Rachael L Ford, Ira M Mains, Ebony J Hilton, Scott T Reeves, Robert E Stroud, Fred A Crawford, John S Ikonomidis, Francis G Spinale. Endothelin-A receptor inhibition after cardiopulmonary bypass: cytokines and receptor activation. The Annals of thoracic surgery. 2008 Nov; 86(5):1576-83. doi: 10.1016/j.athoracsur.2008.06.076. [PMID: 19049753]
  • Giorgio Tamborrini, Meike Distler, Oliver Distler. [Systemic sclerosis]. Medizinische Monatsschrift fur Pharmazeuten. 2008 May; 31(5):162-70; quiz 171. doi: . [PMID: 18552072]
  • Neeraj Dhaun, Vanessa Melville, William Kramer, Fiona Stavros, Terrance Coyne, Suzanne Swan, Jane Goddard, David J Webb. The pharmacokinetic profile of sitaxsentan, a selective endothelin receptor antagonist, in varying degrees of renal impairment. British journal of clinical pharmacology. 2007 Dec; 64(6):733-7. doi: 10.1111/j.1365-2125.2007.02979.x. [PMID: 17635499]
  • Neal J Benedict. Sitaxsentan in the management of pulmonary arterial hypertension. American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists. 2007 Feb; 64(4):363-8. doi: 10.2146/ajhp060357. [PMID: 17299175]
  • Israel Rubinstein. Prolonged anti-hypertensive effects of oral sitaxsentan, a selective ET(A) endothelin receptor antagonist, in spontaneoulsy hypertensive hamsters. Cardiovascular drugs and therapy. 2006 Oct; 20(5):387-90. doi: 10.1007/s10557-006-0293-1. [PMID: 17043751]
  • Nazzareno Galié, Alessandra Manes, Angelo Branzi. The endothelin system in pulmonary arterial hypertension. Cardiovascular research. 2004 Feb; 61(2):227-37. doi: 10.1016/j.cardiores.2003.11.026. [PMID: 14736539]
  • R G Tilton, C L Munsch, S J Sherwood, S J Chen, Y F Chen, C Wu, N Block, R A Dixon, T A Brock. Attenuation of pulmonary vascular hypertension and cardiac hypertrophy with sitaxsentan sodium, an orally active ET(A) receptor antagonist. Pulmonary pharmacology & therapeutics. 2000; 13(2):87-97. doi: 10.1006/pupt.2000.0237. [PMID: 10799286]
  • C Wu, E R Decker, N Blok, H Bui, Q Chen, B Raju, A R Bourgoyne, V Knowles, R J Biediger, R V Market, S Lin, B Dupré, T P Kogan, G W Holland, T A Brock, R A Dixon. Endothelin antagonists: substituted mesitylcarboxamides with high potency and selectivity for ET(A) receptors. Journal of medicinal chemistry. 1999 Nov; 42(22):4485-99. doi: 10.1021/jm9900063. [PMID: 10579813]
  • C Wu, M F Chan, F Stavros, B Raju, I Okun, S Mong, K M Keller, T Brock, T P Kogan, R A Dixon. Discovery of TBC11251, a potent, long acting, orally active endothelin receptor-A selective antagonist. Journal of medicinal chemistry. 1997 May; 40(11):1690-7. doi: 10.1021/jm9700068. [PMID: 9171878]