Macitentan (BioDeep_00000763410)
代谢物信息卡片
Macitentan
化学式: C19H20Br2N6O4S (585.96334)
中文名称: 马西替坦
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: BrC1=CN=C(OCCOC2=C(C3=CC=C(Br)C=C3)C(NS(NCCC)(=O)=O)=NC=N2)N=C1
InChI: InChI=1S/C19H20Br2N6O4S/c1-2-7-26-32(28,29)27-17-16(13-3-5-14(20)6-4-13)18(25-12-24-17)30-8-9-31-19-22-10-15(21)11-23-19/h3-6,10-12,26H,2,7-9H2,1H3,(H,24,25,27)
描述信息
C - Cardiovascular system > C02 - Antihypertensives > C02K - Other antihypertensives > C02KX - Antihypertensives for pulmonary arterial hypertension
D065128 - Endothelin Receptor Antagonists > D065130 - Endothelin A Receptor Antagonists
D065128 - Endothelin Receptor Antagonists > D065131 - Endothelin B Receptor Antagonists
C28313 - Endothelin Receptor Antagonist
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
Macitentan (ACT-064992) is an orally active, non-peptide dual ETA and ETB (endothelin receptor) antagonist. Macitentan has the potential for idiopathic pulmonary fibrosis (IPF) and pulmonary arterial hypertension (PAH)[1].
同义名列表
2 个代谢物同义名
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:76607
- KEGGdrug: D10135
- PubChem: 16004692
- DrugBank: DB08932
- ChEMBL: CHEMBL2103873
- CAS: 441798-33-0
- medchemexpress: HY-14184
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
- Philipp Baumann, Francesco Greco, Susanne Wiegert, Sven Wellmann, Giovanni Pellegrini, Vincenzo Cannizzaro. Macitentan attenuates cardiovascular remodelling in infant rats with chronic lung disease.
Journal of translational medicine.
2022 02; 20(1):77. doi:
10.1186/s12967-022-03281-2. [PMID: 35123510] - Dénes Csonka, Vladislav Fishman, Jaya Natarajan, Hans Stieltjes, Danielle Armas, Victor Dishy, Juan Jose Perez Ruixo. Bioequivalence and food effect of a fixed-dose combination of macitentan and tadalafil: Adaptive design in the COVID-19 pandemic.
Pharmacology research & perspectives.
2021 10; 9(5):e00846. doi:
10.1002/prp2.846. [PMID: 34624174] - Cleo C L van Aanhold, Manon Bos, Katrina M Mirabito Colafella, Marie-Louise P van der Hoorn, Ron Wolterbeek, Jan A Bruijn, Kitty W M Bloemenkamp, Anton H van den Meiracker, A H Jan Danser, Hans J Baelde. Thrombomodulin is upregulated in the kidneys of women with pre-eclampsia.
Scientific reports.
2021 03; 11(1):5692. doi:
10.1038/s41598-021-85040-9. [PMID: 33707524] - Simon Grill, Shirin Bruderer, Patricia N Sidharta, Mariya Antonova, Susanne Globig, James Carlson, Armin Schultz, Dénes Csonka. Bioequivalence of macitentan and tadalafil given as fixed-dose combination or single-component tablets in healthy subjects.
British journal of clinical pharmacology.
2020 12; 86(12):2424-2434. doi:
10.1111/bcp.14347. [PMID: 32374030] - 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] - Patricia N Sidharta, Radka Štěpánová, Susanne Globig, Ivan Ulč, Dénes Csonka. Relative bioavailability of a pediatric dispersible tablet and adult film-coated tablet of macitentan in healthy volunteers.
Pharmacology research & perspectives.
2020 04; 8(2):e00580. doi:
10.1002/prp2.580. [PMID: 32302056] - 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] - Dénes Csonka, Shirin Bruderer, Armin Schultz, Marianne Soergel, Radka Stepanova, Giancarlo Sabattini, Juan Jose Perez-Ruixo. Effect of Macitentan on the Pharmacokinetics of the Breast Cancer Resistance Protein Substrates, Rosuvastatin and Riociguat, in Healthy Male Subjects.
Clinical drug investigation.
2019 Dec; 39(12):1223-1232. doi:
10.1007/s40261-019-00857-7. [PMID: 31552642] - Agnaldo Caires, Marcia Bastos Convento, Bianca Castino, Ala Moana Leme, Edson de Andrade Pessoa, Alef Aragão, Nestor Schor, Fernanda Teixeira Borges. Antioxidant effect of endothelin-1 receptor antagonist protects the rat kidney against chronic injury induced by hypertension and hyperglycemia.
Jornal brasileiro de nefrologia : 'orgao oficial de Sociedades Brasileira e Latino-Americana de Nefrologia.
2019 Oct; 41(4):451-461. doi:
10.1590/2175-8239-jbn-2018-0162. [PMID: 31508666] - Mevlut Albayrak, Alptug Atıla, Elif Yılmazel Ucar, Omer Araz, Yucel Kadıoglu. A novel, rapid and sensitive UPLC-MS/MS method for the determination of macitentan in patients with pulmonary arterial hypertension.
Biomedical chromatography : BMC.
2019 May; 33(5):e4502. doi:
10.1002/bmc.4502. [PMID: 30725476] - Humberto Morales-Loredo, David Jones, Adelaeda Barrera, Perenkita J Mendiola, Joshua Garcia, Carolyn Pace, Minerva Murphy, Nancy L Kanagy, Laura V Gonzalez Bosc. A dual blocker of endothelin A/B receptors mitigates hypertension but not renal dysfunction in a rat model of chronic kidney disease and sleep apnea.
American journal of physiology. Renal physiology.
2019 05; 316(5):F1041-F1052. doi:
10.1152/ajprenal.00018.2019. [PMID: 30810064] - Zhong-Yu Liu, Man-Ting Au, Tian-Wei He, Bu Yang, Bin Liu, Liang-Ming Zhang, Chun-Xiao Luo, Li-Min Rong, Chun-Yi Wen. Less Vertebral Bone Mass after Treatment with Macitentan in Mice: A Pilot Study.
BioMed research international.
2019; 2019(?):2075968. doi:
10.1155/2019/2075968. [PMID: 30911541] - A Caires, G S Fernandes, A M Leme, B Castino, E A Pessoa, S M Fernandes, C D Fonseca, M F Vattimo, N Schor, F T Borges. Endothelin-1 receptor antagonists protect the kidney against the nephrotoxicity induced by cyclosporine-A in normotensive and hypertensive rats.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas.
2017 Dec; 51(2):e6373. doi:
10.1590/1414-431x20176373. [PMID: 29267497] - Milena Issac, Jasper Dingemanse, Patricia N Sidharta. Pharmacokinetics of Macitentan in Patients With Pulmonary Arterial Hypertension and Comparison With Healthy Subjects.
Journal of clinical pharmacology.
2017 08; 57(8):997-1004. doi:
10.1002/jcph.888. [PMID: 28378883] - James A Angus, Paul F Soeding, Richard J A Hughes, Christine E Wright. Functional estimation of endothelin-1 receptor antagonism by bosentan, macitentan and ambrisentan in human pulmonary and radial arteries in vitro.
European journal of pharmacology.
2017 Jun; 804(?):111-116. doi:
10.1016/j.ejphar.2017.03.014. [PMID: 28300593] - Matthew Gibson Burbank, Ahmad Sharanek, Audrey Burban, Hervé Mialanne, Hélène Aerts, Christiane Guguen-Guillouzo, Richard John Weaver, André Guillouzo. From the Cover: MechanisticInsights in Cytotoxic and Cholestatic Potential of the Endothelial Receptor Antagonists Using HepaRG Cells.
Toxicological sciences : an official journal of the Society of Toxicology.
2017 06; 157(2):451-464. doi:
10.1093/toxsci/kfx062. [PMID: 28369585] - Magali Vercauteren, Frederic Trensz, Anne Pasquali, Christophe Cattaneo, Daniel S Strasser, Patrick Hess, Marc Iglarz, Martine Clozel. Endothelin ETA Receptor Blockade, by Activating ETB Receptors, Increases Vascular Permeability and Induces Exaggerated Fluid Retention.
The Journal of pharmacology and experimental therapeutics.
2017 05; 361(2):322-333. doi:
10.1124/jpet.116.234930. [PMID: 28223322] - Ekkehard Grünig, Johanna Ohnesorge, Nicola Benjamin, Jürgen Burhenne, Yeliz Enderle, Benjamin Egenlauf, Christine Fischer, Satenik Harutyunova, Andrea Huppertz, Hans Klose, Walter E Haefeli. Plasma Drug Concentrations in Patients with Pulmonary Arterial Hypertension on Combination Treatment.
Respiration; international review of thoracic diseases.
2017; 94(1):26-37. doi:
10.1159/000470916. [PMID: 28494463] - Noémie Hurst, Matthias Pellek, Jasper Dingemanse, Patricia N Sidharta. Lack of Pharmacokinetic Interactions Between Macitentan and a Combined Oral Contraceptive in Healthy Female Subjects.
Journal of clinical pharmacology.
2016 06; 56(6):669-74. doi:
10.1002/jcph.639. [PMID: 26381054] - Alexander Treiber, Tommaso Miraval, Martin H Bolli, Jacques-Alexis Funel, Jerome Segrestaa, Swen Seeland. The metabolism of the dual endothelin receptor antagonist macitentan in rat and dog.
Xenobiotica; the fate of foreign compounds in biological systems.
2016; 46(3):253-67. doi:
10.3109/00498254.2015.1070302. [PMID: 26337830] - Lixiu Yu, Ying Zhou, Xiaomeng He, Huqun Li, Hui Chen, Weiyong Li. Simultaneous determination of macitentan and its active metabolite in human plasma by liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2015 Oct; 1002(?):358-63. doi:
10.1016/j.jchromb.2015.07.053. [PMID: 26363370] - Nathan A Tullos, Nicholas J Stewart, Ryan Davidovich, Alejandro R Chade. Chronic blockade of endothelin A and B receptors using macitentan in experimental renovascular disease.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2015 Apr; 30(4):584-93. doi:
10.1093/ndt/gfu361. [PMID: 25438341] - Stephanie Lankhorst, Mariëtte H W Kappers, Joep H M van Esch, Frank M M Smedts, Stefan Sleijfer, Ron H J Mathijssen, Hans J Baelde, A H Jan Danser, Anton H van den Meiracker. Treatment of hypertension and renal injury induced by the angiogenesis inhibitor sunitinib: preclinical study.
Hypertension (Dallas, Tex. : 1979).
2014 Dec; 64(6):1282-9. doi:
10.1161/hypertensionaha.114.04187. [PMID: 25185126] - Patricia N Sidharta, Paul L M van Giersbergen, Michael Wolzt, Jasper Dingemanse. Investigation of mutual pharmacokinetic interactions between macitentan, a novel endothelin receptor antagonist, and sildenafil in healthy subjects.
British journal of clinical pharmacology.
2014 Nov; 78(5):1035-42. doi:
10.1111/bcp.12447. [PMID: 24962473] - Li Young Ahn, Sung Eun Kim, SoJeong Yi, Jasper Dingemanse, Kyoung Soo Lim, In-Jin Jang, Kyung-Sang Yu. Pharmacokinetic-pharmacodynamic relationships of macitentan, a new endothelin receptor antagonist, after multiple dosing in healthy Korean subjects.
American journal of cardiovascular drugs : drugs, devices, and other interventions.
2014 Oct; 14(5):377-85. doi:
10.1007/s40256-014-0081-4. [PMID: 24906252] - Patricia N Sidharta, Hartmut Dietrich, Jasper Dingemanse. Investigation of the effect of macitentan on the pharmacokinetics and pharmacodynamics of warfarin in healthy male subjects.
Clinical drug investigation.
2014 Aug; 34(8):545-52. doi:
10.1007/s40261-014-0207-0. [PMID: 24861134] - Alexander Treiber, Päivi Äänismaa, Ruben de Kanter, Stephane Delahaye, Marianne Treher, Patrick Hess, Patricia Sidharta. Macitentan does not interfere with hepatic bile salt transport.
The Journal of pharmacology and experimental therapeutics.
2014 Jul; 350(1):130-43. doi:
10.1124/jpet.114.214106. [PMID: 24769543] - Patricia N Sidharta, Nicolas Lindegger, Ivan Ulč, Jasper Dingemanse. Pharmacokinetics of the novel dual endothelin receptor antagonist macitentan in subjects with hepatic or renal impairment.
Journal of clinical pharmacology.
2014 Mar; 54(3):291-300. doi:
10.1002/jcph.193. [PMID: 24122797] - Patricia N Sidharta, Paul L M van Giersbergen, Jasper Dingemanse. Safety, tolerability, pharmacokinetics, and pharmacodynamics of macitentan, an endothelin receptor antagonist, in an ascending multiple-dose study in healthy subjects.
Journal of clinical pharmacology.
2013 Nov; 53(11):1131-8. doi:
10.1002/jcph.152. [PMID: 23900878] - Jacob Atsmon, Jasper Dingemanse, Dimitri Shaikevich, Inna Volokhov, Patricia N Sidharta. Investigation of the effects of ketoconazole on the pharmacokinetics of macitentan, a novel dual endothelin receptor antagonist, in healthy subjects.
Clinical pharmacokinetics.
2013 Aug; 52(8):685-92. doi:
10.1007/s40262-013-0063-8. [PMID: 23568224] - Johanna Weiss, Dirk Theile, Maximilian Alexander Rüppell, Tobias Speck, Adriana Spalwisz, Walter Emil Haefeli. Interaction profile of macitentan, a new non-selective endothelin-1 receptor antagonist, in vitro.
European journal of pharmacology.
2013 Feb; 701(1-3):168-75. doi:
10.1016/j.ejphar.2013.01.010. [PMID: 23353592] - Shirin Bruderer, Joanne Marjason, Patricia N Sidharta, Jasper Dingemanse. Pharmacokinetics of macitentan in caucasian and Japanese subjects: the influence of ethnicity and sex.
Pharmacology.
2013; 91(5-6):331-8. doi:
10.1159/000351704. [PMID: 23817130] - S Sen, S Chen, B Feng, M Iglarz, S Chakrabarti. Renal, retinal and cardiac changes in type 2 diabetes are attenuated by macitentan, a dual endothelin receptor antagonist.
Life sciences.
2012 Oct; 91(13-14):658-68. doi:
10.1016/j.lfs.2012.03.032. [PMID: 22525377] - Shirin Bruderer, Päivi Aänismaa, Marie-Claude Homery, Stephanie Häusler, Kyle Landskroner, Patricia N Sidharta, Alexander Treiber, Jasper Dingemanse. Effect of cyclosporine and rifampin on the pharmacokinetics of macitentan, a tissue-targeting dual endothelin receptor antagonist.
The AAPS journal.
2012 Mar; 14(1):68-78. doi:
10.1208/s12248-011-9316-3. [PMID: 22189899] - 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] - Shahzad G Raja. Macitentan, a tissue-targeting endothelin receptor antagonist for the potential oral treatment of pulmonary arterial hypertension and idiopathic pulmonary fibrosis.
Current opinion in investigational drugs (London, England : 2000).
2010 Sep; 11(9):1066-73. doi:
NULL. [PMID: 20730702] - Marc Iglarz, Christoph Binkert, Keith Morrison, Walter Fischli, John Gatfield, Alexander Treiber, Thomas Weller, Martin H Bolli, Christoph Boss, Stephan Buchmann, Bruno Capeleto, Patrick Hess, Changbin Qiu, Martine Clozel. Pharmacology of macitentan, an orally active tissue-targeting dual endothelin receptor antagonist.
The Journal of pharmacology and experimental therapeutics.
2008 Dec; 327(3):736-45. doi:
10.1124/jpet.108.142976. [PMID: 18780830] - . .
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. [PMID: 22458347]