EXP 3174 (BioDeep_00000404843)
Main id: BioDeep_00000010771
natural product
代谢物信息卡片
Losartan carboxylic acid [EXP3174]
化学式: C22H21ClN6O2 (436.1414)
中文名称: 氯沙坦
谱图信息:
最多检出来源 Homo sapiens(natural_products) 75%
分子结构信息
SMILES: CCCCC1=NC(=C(N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NNN=N4)C(=O)O)Cl
InChI: InChI=1S/C22H21ClN6O2/c1-2-3-8-18-24-20(23)19(22(30)31)29(18)13-14-9-11-15(12-10-14)16-6-4-5-7-17(16)21-25-27-28-26-21/h4-7,9-12H,2-3,8,13H2,1H3,(H,30,31)(H,25,26,27,28)
描述信息
A biphenylyltetrazole that is losartan with the hydroxymethyl group at position 5 on the imidazole ring replaced with a carboxylic acid.
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
Losartan Carboxylic Acid (E-3174), an active carboxylic acid metabolite of Losartan, is an angiotensin II receptor type 1 (AT1) antagonist. The Ki values are 0.97, 0.57, 0.67 nM for rat AT1B/AT1A and human AT1, respectively. Losartan Carboxylic Acid blocks the angiotensin II-induced responses in vascular smoothmuscle cells (VSMC). Losartan Carboxylic Acid elevates plasma renin activities and reduces mean arterial pressure[1][2][3][4].
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:74125
- KEGG: C15554
- PubChem: 108185
- ChEMBL: CHEMBL907
- CAS: 124750-92-1
- MoNA: CCMSLIB00003061261
- MetaboLights: MTBLC74125
- PubChem: 17396546
- NIKKAJI: J356.046E
- medchemexpress: HY-12765
- KNApSAcK: 74125
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
- Rui Li, Chuanzhou Liang, Sif B Svendsen, Vaidotas Kisielius, Kai Bester. Sartan blood pressure regulators in classical and biofilm wastewater treatment - Concentrations and metabolism.
Water research.
2023 Feb; 229(?):119352. doi:
10.1016/j.watres.2022.119352. [PMID: 36450176] - Eleni Karatza, Vangelis Karalis. Modelling gastric emptying: A pharmacokinetic model simultaneously describing distribution of losartan and its active metabolite EXP-3174.
Basic & clinical pharmacology & toxicology.
2020 Mar; 126(3):193-202. doi:
10.1111/bcpt.13321. [PMID: 31514255] - Xiuli Li, Jingchao Sun, Zitao Guo, Dafang Zhong, Xiaoyan Chen. Carboxylesterase 2 and Intestine Transporters Contribute to the Low Bioavailability of Allisartan, a Prodrug of Exp3174 for Hypertension Treatment in Humans.
Drug metabolism and disposition: the biological fate of chemicals.
2019 08; 47(8):843-853. doi:
10.1124/dmd.118.085092. [PMID: 31076412] - A Gromotowicz-Poplawska, J Nazarko-Sadowska, E Chabielska. Losartan metabolite EXP3174 reduces the weight of formed thrombus in 2K1C hypertensive rats.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2019 Jun; 70(3):. doi:
10.26402/jpp.2019.3.11. [PMID: 31566190] - Qingling Zhao, Jinlan Wei, Hongying Zhang. Effects of quercetin on the pharmacokinetics of losartan and its metabolite EXP3174 in rats.
Xenobiotica; the fate of foreign compounds in biological systems.
2019 May; 49(5):563-568. doi:
10.1080/00498254.2018.1478168. [PMID: 29768080] - Baiping Dong, Suowei Yuan, Jinsheng Hu, Yanzhen Yan. Effects of Ginkgo leaf tablets on the pharmacokinetics of losartan and its metabolite EXP3174 in rats and its mechanism.
Pharmaceutical biology.
2018 Dec; 56(1):333-336. doi:
10.1080/13880209.2018.1481107. [PMID: 29953302] - Ying Zhang, Lan Miao, Li Lin, Chang-Ying Ren, Jian-Xun Liu, Yi-Min Cui. Repeated administration of Sailuotong, a fixed combination of Panax ginseng, Ginkgo biloba, and Crocus sativus extracts for vascular dementia, alters CYP450 activities in rats.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2018 Jan; 38(?):125-134. doi:
10.1016/j.phymed.2017.02.007. [PMID: 29425645] - Yongsheng Hu, Xuexue Zhou, Hui Shi, Wenyu Shi, Shengjie Ye, Hai Zhang. The effect of tripterygium glucoside tablet on pharmacokinetics of losartan and its metabolite EXP3174 in rats.
Biomedical chromatography : BMC.
2017 Oct; 31(10):. doi:
10.1002/bmc.3973. [PMID: 28299812] - Hoa Q Nguyen, Jian Lin, Emi Kimoto, Ernesto Callegari, Susanna Tse, R Scott Obach. Prediction of Losartan-Active Carboxylic Acid Metabolite Exposure Following Losartan Administration Using Static and Physiologically Based Pharmacokinetic Models.
Journal of pharmaceutical sciences.
2017 09; 106(9):2758-2770. doi:
10.1016/j.xphs.2017.03.032. [PMID: 28412400] - Hong Li, Lu Liu, Lei Xie, Dongmei Gan, Xiaoqing Jiang. Effects of berberine on the pharmacokinetics of losartan and its metabolite EXP3174 in rats and its mechanism.
Pharmaceutical biology.
2016 Dec; 54(12):2886-2894. doi:
10.1080/13880209.2016.1190762. [PMID: 27327872] - Robert Hennig, Andreas Ohlmann, Janina Staffel, Klaus Pollinger, Alexandra Haunberger, Miriam Breunig, Frank Schweda, Ernst R Tamm, Achim Goepferich. Multivalent nanoparticles bind the retinal and choroidal vasculature.
Journal of controlled release : official journal of the Controlled Release Society.
2015 Dec; 220(Pt A):265-274. doi:
10.1016/j.jconrel.2015.10.033. [PMID: 26494258] - Basma Ismail, Tayebeh Hadizad, Rawad Antoun, Mireille Lortie, Robert A deKemp, Rob S B Beanlands, Jean N DaSilva. Evaluation of [(11)C]methyl-losartan and [(11)C]methyl-EXP3174 for PET imaging of renal AT1receptor in rats.
Nuclear medicine and biology.
2015 Nov; 42(11):850-7. doi:
10.1016/j.nucmedbio.2015.06.012. [PMID: 26300209] - Mustafa Tugrul Goktaş, Fazleen Hatta, Ozgur Karaca, Said Kalkisim, Levent Kilic, Ali Akdogan, Melih O Babaoglu, Atilla Bozkurt, Anders Helldén, Leif Bertilsson, Umit Yasar. Lower CYP2C9 activity in Turkish patients with Behçet's disease compared to healthy subjects: a down-regulation due to inflammation?.
European journal of clinical pharmacology.
2015 Oct; 71(10):1223-8. doi:
10.1007/s00228-015-1899-7. [PMID: 26233334] - Sung Ha Ryu, Yong Soon Kim, Hyun-Jun Jang, Kyu-Bong Kim. Negligible Pharmacokinetic Interaction of Red Ginseng and Losartan, an Antihypertensive Agent, in Sprague-Dawley Rats.
Journal of toxicology and environmental health. Part A.
2015; 78(20):1299-309. doi:
10.1080/15287394.2015.1085355. [PMID: 26514876] - C Lv, C Wei, X Wang, H Yao, R Li, B Wang, R Guo. The influence of food on the pharmacokinetics of amlodipine and losartan after single-dose of its compound tablets in healthy chinese subjects.
Drug research.
2014 May; 64(5):229-35. doi:
10.1055/s-0033-1357143. [PMID: 24132705] - Yongfang Yuan, Hai Zhang, Weina Ma, Sen Sun, Benwei Wang, Liang Zhao, Guoqing Zhang, Yifeng Chai. Influence of compound danshen tablet on the pharmacokinetics of losartan and its metabolite EXP3174 by liquid chromatography coupled with mass spectrometry.
Biomedical chromatography : BMC.
2013 Sep; 27(9):1219-24. doi:
10.1002/bmc.2930. [PMID: 23722257] - M Spanakis, I S Vizirianakis, G Batzias, I Niopas. Pharmacokinetic interaction between losartan and Rhodiola rosea in rabbits.
Pharmacology.
2013; 91(1-2):112-6. doi:
10.1159/000345929. [PMID: 23327826] - S M Arslanbekova, D A Sychev, R E Kazakov, V V Smirnov, E V Kuznetsova, E Z Golukhova. [Relationship between warfarin dosing and activity of CYP2C9 assessed by the content of losartan and its metabolite E-3174 in the urine of patients with mechanical prosthetic heart valves].
Kardiologiia.
2013; 53(12):21-4. doi:
NULL. [PMID: 24800477] - Jung-Woo Bae, Chang-Ik Choi, Hye-In Lee, Yun-Jeong Lee, Choon-Gon Jang, Seok-Yong Lee. Effects of CYP2C9*1/*3 and *1/*13 on the pharmacokinetics of losartan and its active metabolite E-3174.
International journal of clinical pharmacology and therapeutics.
2012 Sep; 50(9):683-9. doi:
10.5414/cp201467. [PMID: 22735459] - Kyung-Suk Oh, Su-Jin Park, Dhananjay D Shinde, Jae-Gook Shin, Dong-Hyun Kim. High-sensitivity liquid chromatography-tandem mass spectrometry for the simultaneous determination of five drugs and their cytochrome P450-specific probe metabolites in human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2012 May; 895-896(?):56-64. doi:
10.1016/j.jchromb.2012.03.014. [PMID: 22483397] - L Yang, T Guo, D-Y Xia, L-S Zhao. Pharmacokinetics of losartan and its active carboxylic acid metabolite E-3174 in five ethnic populations of China.
Journal of clinical pharmacy and therapeutics.
2012 Apr; 37(2):226-31. doi:
10.1111/j.1365-2710.2011.01279.x. [PMID: 21777404] - An-Chang Liu, Li-Xia Zhao, Jie Xing, Tian Liu, Fu-Ying Du, Hong-Xiang Lou. Pre-treatment with curcumin enhances plasma concentrations of losartan and its metabolite EXP3174 in rats.
Biological & pharmaceutical bulletin.
2012; 35(2):145-50. doi:
10.1248/bpb.35.145. [PMID: 22293343] - Pedro Dorado, Esther Machín, Fernando de Andrés, María-Eugenia Naranjo, Eva M Peñas-Lledó, Adrián Llerena. Development of a HPLC method for the determination of losartan urinary metabolic ratio to be used for the determination of CYP2C9 hydroxylation phenotypes.
Drug metabolism and drug interactions.
2012; 27(4):217-33. doi:
10.1515/dmdi-2012-0018. [PMID: 23093260] - Si-hyung Yang, Young-ah Cho, Jun-shik Choi. Effects of ticlopidine on pharmacokinetics of losartan and its main metabolite EXP-3174 in rats.
Acta pharmacologica Sinica.
2011 Jul; 32(7):967-72. doi:
10.1038/aps.2011.32. [PMID: 21666702] - Si-Hyung Yang, Jun-Shik Choi, Dong-Hyun Choi. Effects of HMG-CoA reductase inhibitors on the pharmacokinetics of losartan and its main metabolite EXP-3174 in rats: possible role of CYP3A4 and P-gp inhibition by HMG-CoA reductase inhibitors.
Pharmacology.
2011; 88(1-2):1-9. doi:
10.1159/000328773. [PMID: 21709429] - Yi-Dong Yan, Han-Kyung Kim, Ki-Heon Seo, Won Seok Lee, Gwan-Sun Lee, Jong-Soo Woo, Chul-Soon Yong, Han-Gon Choi. The physicochemical properties, in vitro metabolism and pharmacokinetics of a novel ester prodrug of EXP3174.
Molecular pharmaceutics.
2010 Dec; 7(6):2132-40. doi:
10.1021/mp100166c. [PMID: 20849146] - Dong-Hyun Choi, Cheng Li, Jun-Shik Choi. Effects of myricetin, an antioxidant, on the pharmacokinetics of losartan and its active metabolite, EXP-3174, in rats: possible role of cytochrome P450 3A4, cytochrome P450 2C9 and P-glycoprotein inhibition by myricetin.
The Journal of pharmacy and pharmacology.
2010 Jul; 62(7):908-14. doi:
10.1211/jpp.62.07.0012. [PMID: 20636879] - Masayuki Tsujimoto, Keishi Higuchi, Daisuke Shima, Hitoshi Yokota, Taku Furukubo, Satoshi Izumi, Tomoyuki Yamakawa, Masaki Otagiri, Sumio Hirata, Kohji Takara, Kohshi Nishiguchi. Inhibitory effects of uraemic toxins 3-indoxyl sulfate and p-cresol on losartan metabolism in vitro.
The Journal of pharmacy and pharmacology.
2010 Jan; 62(1):133-8. doi:
10.1211/jpp.62.01.0015. [PMID: 20723009] - Ana Fortuño, Julen Bidegain, Pablo A Robador, José Hermida, Jacinto López-Sagaseta, Oscar Beloqui, Javier Díez, Guillermo Zalba. Losartan metabolite EXP3179 blocks NADPH oxidase-mediated superoxide production by inhibiting protein kinase C: potential clinical implications in hypertension.
Hypertension (Dallas, Tex. : 1979).
2009 Oct; 54(4):744-50. doi:
10.1161/hypertensionaha.109.129353. [PMID: 19687351] - Kai Kappert, Oleg Tsuprykov, Jan Kaufmann, Jan Fritzsche, Ingo Ott, Matthias Goebel, Ilse Nirmala Bähr, Paul-Laszlo Hässle, Ronald Gust, Eckart Fleck, Thomas Unger, Philipp Stawowy, Ulrich Kintscher. Chronic treatment with losartan results in sufficient serum levels of the metabolite EXP3179 for PPARgamma activation.
Hypertension (Dallas, Tex. : 1979).
2009 Oct; 54(4):738-43. doi:
10.1161/hypertensionaha.109.132886. [PMID: 19687349] - Hiten J Shah, Mohan L Kundlik, Nitesh K Patel, Gunta Subbaiah, Dasharath M Patel, Bhanubhai N Suhagia, Chhagan N Patel. Rapid determination of losartan and losartan acid in human plasma by multiplexed LC-MS/MS.
Journal of separation science.
2009 Oct; 32(20):3388-94. doi:
10.1002/jssc.200900287. [PMID: 19750501] - Z Li, G Wang, L-S Wang, W Zhang, Z-R Tan, L Fan, B-L Chen, Q Li, J Liu, J-H Tu, D-L Hu, Z-Q Liu, H-H Zhou. Effects of the CYP2C9*13 allele on the pharmacokinetics of losartan in healthy male subjects.
Xenobiotica; the fate of foreign compounds in biological systems.
2009 Oct; 39(10):788-93. doi:
10.1080/00498250903134435. [PMID: 19604036] - Guo Wang, Chang-Qiong Xiao, Zhi Li, Dong Guo, Yao Chen, Lan Fan, Rong-Hua Qian, Xiu-Juan Peng, Dong-Li Hu, Hong-Hao Zhou. Effect of soy extract administration on losartan pharmacokinetics in healthy female volunteers.
The Annals of pharmacotherapy.
2009 Jun; 43(6):1045-9. doi:
10.1345/aph.1l690. [PMID: 19458107] - Arzu Gunes, Erhan Bilir, Hakan Zengil, Melih O Babaoglu, Atila Bozkurt, Umit Yasar. Inhibitory effect of valproic acid on cytochrome P450 2C9 activity in epilepsy patients.
Basic & clinical pharmacology & toxicology.
2007 Jun; 100(6):383-6. doi:
10.1111/j.1742-7843.2007.00061.x. [PMID: 17516991] - Filomila Kolocouri, Yannis Dotsikas, Constantinos Apostolou, Constantinos Kousoulos, Yannis L Loukas. Simultaneous determination of losartan, EXP-3174 and hydrochlorothiazide in plasma via fully automated 96-well-format-based solid-phase extraction and liquid chromatography-negative electrospray tandem mass spectrometry.
Analytical and bioanalytical chemistry.
2007 Jan; 387(2):593-601. doi:
10.1007/s00216-006-0990-4. [PMID: 17119933] - Fumiaki Yamashita, Hisakazu Ohtani, Noriko Koyabu, Fumihiko Ushigome, Hiroki Satoh, Hideyasu Murakami, Takeshi Uchiumi, Takanori Nakamura, Michihiko Kuwano, Masayuki Tsujimoto, Yasufumi Sawada. Inhibitory effects of angiotensin II receptor antagonists and leukotriene receptor antagonists on the transport of human organic anion transporter 4.
The Journal of pharmacy and pharmacology.
2006 Nov; 58(11):1499-505. doi:
10.1211/jpp.58.11.0011. [PMID: 17132213] - Tiziano Tuccinardi, Vincenzo Calderone, Simona Rapposelli, Adriano Martinelli. Proposal of a new binding orientation for non-peptide AT1 antagonists: homology modeling, docking and three-dimensional quantitative structure-activity relationship analysis.
Journal of medicinal chemistry.
2006 Jul; 49(14):4305-16. doi:
10.1021/jm060338p. [PMID: 16821790] - Jean-Francois Marier, Rudolf Guilbaud, Siva Rama Prasad Kambhampati, Philip Mathew, James Moberly, James Lee, Daniel E Salazar. The effect of AST-120 on the single-dose pharmacokinetics of losartan and losartan acid (E-3174) in healthy subjects.
Journal of clinical pharmacology.
2006 Mar; 46(3):310-20. doi:
10.1177/0091270005284388. [PMID: 16490807] - Arzu Gunes, Ugur Coskun, Cem Boruban, Nazan Gunel, Melih O Babaoglu, Orhan Sencan, Atila Bozkurt, Anders Rane, Moustapha Hassan, Hakan Zengil, Umit Yasar. Inhibitory effect of 5-fluorouracil on cytochrome P450 2C9 activity in cancer patients.
Basic & clinical pharmacology & toxicology.
2006 Feb; 98(2):197-200. doi:
10.1111/j.1742-7843.2006.pto_304.x. [PMID: 16445595] - Wilko Spiering, Abraham A Kroon, Monique Jmj Fuss-Lejeune, Peter W de Leeuw. Genetic contribution to the acute effects of angiotensin II type 1 receptor blockade.
Journal of hypertension.
2005 Apr; 23(4):753-8. doi:
10.1097/01.hjh.0000163143.66965.06. [PMID: 15775779] - Johannes Stegbauer, Oliver Vonend, Vitus Oberhauser, Lorenz Sellin, Lars Christian Rump. Angiotensin II receptor modulation of renal vascular resistance and neurotransmission in young and adult spontaneously hypertensive rats.
Kidney & blood pressure research.
2005; 28(1):20-6. doi:
10.1159/000081020. [PMID: 15452383] - Mannix Auger-Messier, Guillaume Arguin, Benoit Chaloux, Richard Leduc, Emanuel Escher, Gaetan Guillemette. Down-regulation of inositol 1,4,5-trisphosphate receptor in cells stably expressing the constitutively active angiotensin II N111G-AT(1) receptor.
Molecular endocrinology (Baltimore, Md.).
2004 Dec; 18(12):2967-80. doi:
10.1210/me.2003-0488. [PMID: 15331757] - Stephen C Benson, Harrihar A Pershadsingh, Christopher I Ho, Amar Chittiboyina, Prashant Desai, Michal Pravenec, Nianning Qi, Jiaming Wang, Mitchell A Avery, Theodore W Kurtz. Identification of telmisartan as a unique angiotensin II receptor antagonist with selective PPARgamma-modulating activity.
Hypertension (Dallas, Tex. : 1979).
2004 May; 43(5):993-1002. doi:
10.1161/01.hyp.0000123072.34629.57. [PMID: 15007034] - Herbert J Kramer, Vladislav Horacek, Angela Bäcker, Ivana Vaneckova, Jiri Heller. Relative roles of nitric oxide, prostanoids and angiotensin II in the regulation of canine glomerular hemodynamics. A micropuncture study.
Kidney & blood pressure research.
2004; 27(1):10-7. doi:
10.1159/000074551. [PMID: 14583658] - Kazuishi Sekino, Takahiro Kubota, Yuko Okada, Yasuhiko Yamada, Koujirou Yamamoto, Ryuya Horiuchi, Kenjirou Kimura, Tatsuji Iga. Effect of the single CYP2C9*3 allele on pharmacokinetics and pharmacodynamics of losartan in healthy Japanese subjects.
European journal of clinical pharmacology.
2003 Nov; 59(8-9):589-92. doi:
10.1007/s00228-003-0664-5. [PMID: 14504849] - Michelle Polinko, Kerry Riffel, Hengchang Song, Man-Wai Lo. Simultaneous determination of losartan and EXP3174 in human plasma and urine utilizing liquid chromatography/tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2003 Sep; 33(1):73-84. doi:
10.1016/s0731-7085(03)00348-0. [PMID: 12946533] - Ahmed Hakim, Françoise Stanke-Labesque, Pascale Hoffmann, Carmine Sessa, Françoise Caron, Jean-Luc Cracowski, Germain Bessard. Functional comparison of the antagonistic properties of some Angiotensin II type 1 receptor blockers on the contraction elicited by Angiotensin II and thromboxane A2 on human saphenous veins.
Journal of cardiovascular pharmacology.
2003 Jul; 42(1):42-7. doi:
10.1097/00005344-200307000-00007. [PMID: 12827025] - Craig R Lee, John A Pieper, Alan L Hinderliter, Joyce A Blaisdell, Joyce A Goldstein. Losartan and E3174 pharmacokinetics in cytochrome P450 2C9*1/*1, *1/*2, and *1/*3 individuals.
Pharmacotherapy.
2003 Jun; 23(6):720-5. doi:
10.1592/phco.23.6.720.32187. [PMID: 12820813] - Han-Jing Xie, Umit Yasar, Mia Sandberg, Anders Rane. Paeoniae Radix, a traditional Chinese medicine, and CYP2C9 activity.
Journal of clinical pharmacy and therapeutics.
2002 Jun; 27(3):229-30. doi:
10.1046/j.1365-2710.2002.00407.x. [PMID: 12081638] - Christine Krämer, Julia Sunkomat, Jana Witte, Maren Luchtefeld, Michael Walden, Boris Schmidt, Dimitrios Tsikas, Rainer H Böger, Wolf-Georg Forssmann, Helmut Drexler, Bernhard Schieffer. Angiotensin II receptor-independent antiinflammatory and antiaggregatory properties of losartan: role of the active metabolite EXP3179.
Circulation research.
2002 Apr; 90(7):770-6. doi:
10.1161/01.res.0000014434.48463.35. [PMID: 11964369] - Umit Yasar, Cecilia Forslund-Bergengren, Gunnel Tybring, Pedro Dorado, Adrián Llerena, Folke Sjöqvist, Erik Eliasson, Marja-Liisa Dahl. Pharmacokinetics of losartan and its metabolite E-3174 in relation to the CYP2C9 genotype.
Clinical pharmacology and therapeutics.
2002 Jan; 71(1):89-98. doi:
10.1067/mcp.2002.121216. [PMID: 11823761] - R Zaidenstein, S Soback, M Gips, B Avni, V Dishi, Y Weissgarten, A Golik, E Scapa. Effect of grapefruit juice on the pharmacokinetics of losartan and its active metabolite E3174 in healthy volunteers.
Therapeutic drug monitoring.
2001 Aug; 23(4):369-73. doi:
10.1097/00007691-200108000-00008. [PMID: 11477318] - M Schwemmer, O Sommer, E Bassenge. Angiotensin receptor blocker losartan suppresses platelet activity by interfering with thromboxane signaling.
Cardiovascular drugs and therapy.
2001 Jul; 15(4):301-7. doi:
10.1023/a:1012750430056. [PMID: 11800413] - M van der Giet, A Schmid, J Jankowski, H Schlüter, W Zidek, M Tepel. CoenzymeA glutathione disulfide is a potent modulator of angiotensin II-induced vasoconstriction.
American journal of hypertension.
2001 Feb; 14(2):164-8. doi:
10.1016/s0895-7061(00)01237-1. [PMID: 11243308] - J Suzuki, H Ohta, K Hanada, N Kawai, T Ikeda, M Nakao, F Ikemoto, M Nishikibe. Acute effects of E-3174, a human active metabolite of losartan, on the cardiovascular system in tachycardia-induced canine heart failure.
Hypertension research : official journal of the Japanese Society of Hypertension.
2001 Jan; 24(1):65-74. doi:
10.1291/hypres.24.65. [PMID: 11213032] - M E Fabiani, D T Dinh, L Nassis, D J Casley, C I Johnston. In vivo inhibition of angiotensin receptors in the rat kidney by candesartan cilexetil: a comparison with losartan.
American journal of hypertension.
2000 Sep; 13(9):1005-13. doi:
10.1016/s0895-7061(00)00286-7. [PMID: 10981551] - P K Yeung, A Jamieson, G J Smith, D Fice, P T Pollak. Determination of plasma concentrations of losartan in patients by HPLC using solid phase extraction and UV detection.
International journal of pharmaceutics.
2000 Aug; 204(1-2):17-22. doi:
10.1016/s0378-5173(00)00453-1. [PMID: 11011981] - J I Guerra, M Montón, J A Rodríguez-Feo, J Farré, A M Jiménez, A Núñez, J Gómez, L Rico, P Marcos, C Castilla, L Sánchez De Miguel, S Casado, A López-Farré. [Effect of losartan on human platelet activation by thromboxane A2].
Revista espanola de cardiologia.
2000 Apr; 53(4):525-30. doi:
10.1016/s0300-8932(00)75123-2. [PMID: 10758030] - A A Pedro, T W Gehr, D F Brophy, D A Sica. The pharmacokinetics and pharmacodynamics of losartan in continuous ambulatory peritoneal dialysis.
Journal of clinical pharmacology.
2000 Apr; 40(4):389-95. doi:
10.1177/00912700022009099. [PMID: 10761166] - A Soldner, L Z Benet, E Mutschler, U Christians. Active transport of the angiotensin-II antagonist losartan and its main metabolite EXP 3174 across MDCK-MDR1 and caco-2 cell monolayers.
British journal of pharmacology.
2000 Mar; 129(6):1235-43. doi:
10.1038/sj.bjp.0703150. [PMID: 10725273] - J Heller, H J Kramer, J Malý, L Cervenka, V Horácek. Effect of intrarenal infusion of angiotensin-(1-7) in the dog.
Kidney & blood pressure research.
2000; 23(2):89-94. doi:
10.1159/000025959. [PMID: 10765110] - T Iwasa, T Takano, K Hara, T Kamei. Method for the simultaneous determination of losartan and its major metabolite, EXP-3174, in human plasma by liquid chromatography-electrospray ionization tandem mass spectrometry.
Journal of chromatography. B, Biomedical sciences and applications.
1999 Nov; 734(2):325-30. doi:
10.1016/s0378-4347(99)00358-8. [PMID: 10595730] - J J Lynch, G L Stump, A A Wallace, C A Painter, J M Thomas, S E Kusma, R J Gould, W Grossman. EXP3174, the AII antagonist human metabolite of losartan, but not losartan nor the angiotensin-converting enzyme inhibitor captopril, prevents the development of lethal ischemic ventricular arrhythmias in a canine model of recent myocardial infarction.
Journal of the American College of Cardiology.
1999 Sep; 34(3):876-84. doi:
10.1016/s0735-1097(99)00253-3. [PMID: 10483973] - P Morsing, G Adler, U Brandt-Eliasson, L Karp, K Ohlson, L Renberg, P O Sjöquist, T Abrahamsson. Mechanistic differences of various AT1-receptor blockers in isolated vessels of different origin.
Hypertension (Dallas, Tex. : 1979).
1999 Jun; 33(6):1406-13. doi:
10.1161/01.hyp.33.6.1406. [PMID: 10373224] - J Su, F Barbe, R Houël, T T Guyene, B Crozatier, L Hittinger. Comparison between angiotensin receptor antagonism and converting enzyme inhibition in heart failure. Differential acute effects according to the renin-angiotensin system activation.
Basic research in cardiology.
1999 Apr; 94(2):128-35. doi:
10.1007/s003950050135. [PMID: 10326661] - L Iouzalen, O Stepien, P Marche. Effects of BAY 10-6734 (Embusartan), a new angiotensin II type I receptor antagonist, on vascular smooth muscle cell growth.
The Journal of pharmacology and experimental therapeutics.
1999 Apr; 289(1):181-7. doi:
NULL. [PMID: 10087002] - P M Vanderheyden, F L Fierens, J P De Backer, N Fraeyman, G Vauquelin. Distinction between surmountable and insurmountable selective AT1 receptor antagonists by use of CHO-K1 cells expressing human angiotensin II AT1 receptors.
British journal of pharmacology.
1999 Feb; 126(4):1057-65. doi:
10.1038/sj.bjp.0702398. [PMID: 10193788] - M L Smart, S Hiranyachattada, P J Harris. Effects of angiotensin II receptor blockade on proximal fluid uptake in the rat kidney.
British journal of pharmacology.
1999 Feb; 126(3):697-700. doi:
10.1038/sj.bjp.0702366. [PMID: 10188981] - L C Rump, V Oberhauser, E Schwertfeger. Interaction of the autonomic nervous and the renin-angiotensin system in heart and kidney.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
1999; 14 Suppl 4(?):38-9. doi:
10.1093/ndt/14.suppl_4.38. [PMID: 10463211] - C H Moon, H J Lee, Y S Jung, S H Lee, E J Baik. Pharmacokinetics of losartan and its metabolite, EXP3174, after intravenous and oral administration of losartan to rats with streptozotocin-induced diabetes mellitus.
Research communications in molecular pathology and pharmacology.
1998 Aug; 101(2):147-58. doi:
NULL. [PMID: 9821211] - Y Nozawa, H Miyake, S Yamada, R Kimura. Receptor occupancy in myocardium, adrenal cortex, and brain by TH-142177, a novel AT1 receptor antagonist in rats, in relation to its plasma concentration and hypotensive effect.
Pharmaceutical research.
1998 Jun; 15(6):911-7. doi:
10.1023/a:1011932800729. [PMID: 9647358] - A Soldner, H Spahn-Langguth, D Palm, E Mutschler. A radioreceptor assay for the analysis of AT1-receptor antagonists. Correlation with complementary LC data reveals a potential contribution of active metabolites.
Journal of pharmaceutical and biomedical analysis.
1998 May; 17(1):111-24. doi:
10.1016/s0731-7085(97)00240-9. [PMID: 9608433] - K M Williamson, J H Patterson, R H McQueen, K F Adams, J A Pieper. Effects of erythromycin or rifampin on losartan pharmacokinetics in healthy volunteers.
Clinical pharmacology and therapeutics.
1998 Mar; 63(3):316-23. doi:
10.1016/s0009-9236(98)90163-1. [PMID: 9542475] - K M Kaukonen, K T Olkkola, P J Neuvonen. Fluconazole but not itraconazole decreases the metabolism of losartan to E-3174.
European journal of clinical pharmacology.
1998 Feb; 53(6):445-9. doi:
10.1007/s002280050405. [PMID: 9551703] - A Soldner, H Spahn-Langguth, E Mutschler. HPLC assays to simultaneously determine the angiotensin-AT1 antagonist losartan as well as its main and active metabolite EXP 3174 in biological material of humans and rats.
Journal of pharmaceutical and biomedical analysis.
1998 Jan; 16(5):863-73. doi:
10.1016/s0731-7085(97)00128-3. [PMID: 9535198] - D Farthing, D Sica, I Fakhry, A Pedro, T W Gehr. Simple high-performance liquid chromatographic method for determination of losartan and E-3174 metabolite in human plasma, urine and dialysate.
Journal of chromatography. B, Biomedical sciences and applications.
1997 Dec; 704(1-2):374-8. doi:
10.1016/s0378-4347(97)00489-1. [PMID: 9518174] - S M Lankford, D Plummer, P Hellyer, D D Christ, S A Bai. Pharmacokinetic-pharmacodynamic relations of losartan and EXP3174 in a porcine animal model.
Journal of cardiovascular pharmacology.
1997 Nov; 30(5):583-90. doi:
10.1097/00005344-199711000-00008. [PMID: 9388040] - D J Kazierad, D E Martin, R A Blum, D M Tenero, B Ilson, S C Boike, R Etheredge, D K Jorkasky. Effect of fluconazole on the pharmacokinetics of eprosartan and losartan in healthy male volunteers.
Clinical pharmacology and therapeutics.
1997 Oct; 62(4):417-25. doi:
10.1016/s0009-9236(97)90120-x. [PMID: 9357393] - M A Ritter, C I Furtek, M W Lo. An improved method for the simultaneous determination of losartan and its major metabolite, EXP3174, in human plasma and urine by high-performance liquid chromatography with fluorescence detection.
Journal of pharmaceutical and biomedical analysis.
1997 Apr; 15(7):1021-9. doi:
10.1016/s0731-7085(96)01948-6. [PMID: 9160270] - X Ruan, C Wagner, C Chatziantoniou, A Kurtz, W J Arendshorst. Regulation of angiotensin II receptor AT1 subtypes in renal afferent arterioles during chronic changes in sodium diet.
The Journal of clinical investigation.
1997 Mar; 99(5):1072-81. doi:
10.1172/jci119235. [PMID: 9062366] - J Heller, V Horácek. Effect of PD 123319, an AT-2 antagonist, on renal function of the anesthetized dog: comparison with EXP 3174, an AT-1 blocker.
Kidney & blood pressure research.
1997; 20(5):297-301. doi:
10.1159/000174162. [PMID: 9419044] - J Heller, H J Kramer, V Horácek. Comparative effects of the angiotensin II receptor blocker EXP 3174 and of the angiotensin-converting enzyme inhibitor captopril on renal glomerular hemodynamics in the dog.
Kidney & blood pressure research.
1997; 20(6):391-7. doi:
10.1159/000174256. [PMID: 9453450] - M R Goldberg, M W Lo, P J Deutsch, S E Wilson, E J McWilliams, J B McCrea. Phenobarbital minimally alters plasma concentrations of losartan and its active metabolite E-3174.
Clinical pharmacology and therapeutics.
1996 Mar; 59(3):268-74. doi:
10.1016/s0009-9236(96)80004-x. [PMID: 8653989] - R M Edwards, W Trizna, E J Stack, J Weinstock. Interaction of nonpeptide angiotensin II receptor antagonists with the urate transporter in rat renal brush-border membranes.
The Journal of pharmacology and experimental therapeutics.
1996 Jan; 276(1):125-9. doi:
. [PMID: 8558420] - P C Wong, D D Christ, Y N Wong, G N Lam. Nonpeptide angiotensin II receptor antagonist: pharmacokinetics and pharmacodynamics in rats of EXP3174, an active metabolite of losartan.
Pharmacology.
1996 Jan; 52(1):25-9. doi:
10.1159/000139357. [PMID: 8966199] - M W Lo, M R Goldberg, J B McCrea, H Lu, C I Furtek, T D Bjornsson. Pharmacokinetics of losartan, an angiotensin II receptor antagonist, and its active metabolite EXP3174 in humans.
Clinical pharmacology and therapeutics.
1995 Dec; 58(6):641-9. doi:
10.1016/0009-9236(95)90020-9. [PMID: 8529329] - X Zhang, E W Dunham, B G Zimmerman. Threshold sodium excretory and renal blood flow effects of angiotensin converting enzyme inhibition.
Journal of hypertension.
1995 Dec; 13(12 Pt 1):1413-19. doi:
NULL. [PMID: 8866903] - J H Bauer, G P Reams. The angiotensin II type 1 receptor antagonists. A new class of antihypertensive drugs.
Archives of internal medicine.
1995 Jul; 155(13):1361-8. doi:
NULL. [PMID: 7794084] - D A Sica, M W Lo, W C Shaw, W F Keane, T W Gehr, C E Halstenson, K Lipschutz, C I Furtek, M A Ritter, S Shahinfar. The pharmacokinetics of losartan in renal insufficiency.
Journal of hypertension. Supplement : official journal of the International Society of Hypertension.
1995 Jul; 13(1):S49-52. doi:
10.1097/00004872-199507001-00007. [PMID: 18800456] - D D Christ. Human plasma protein binding of the angiotensin II receptor antagonist losartan potassium (DuP 753/MK 954) and its pharmacologically active metabolite EXP3174.
Journal of clinical pharmacology.
1995 May; 35(5):515-20. doi:
10.1002/j.1552-4604.1995.tb04097.x. [PMID: 7657853] - N Basso, M L Kurnjek, P Ruiz, M A Cannata. Effect of EXP 3174 on blood pressure of normoreninemic renal hypertensive rats.
Hypertension (Dallas, Tex. : 1979).
1995 Feb; 25(2):283-7. doi:
10.1161/01.hyp.25.2.283. [PMID: 7843780] - M R Goldberg, M W Lo, T E Bradstreet, M A Ritter, P Höglund. Effects of cimetidine on pharmacokinetics and pharmacodynamics of losartan, an AT1-selective non-peptide angiotensin II receptor antagonist.
European journal of clinical pharmacology.
1995; 49(1-2):115-9. doi:
10.1007/bf00192369. [PMID: 8751032] - C S Sweet, D C Bradstreet, R S Berman, N Jallard, A Saenz, D J Weidler. Pharmacodynamic activity of intravenous E-3174, an angiotensin II antagonist, in patients with essential hypertension.
American journal of hypertension.
1994 Dec; 7(12):1035-40. doi:
10.1093/ajh/7.12.1035. [PMID: 7702795] - D Chansel, T Bizet, S Vandermeersch, P Pham, B Levy, R Ardaillou. Differential regulation of angiotensin II and losartan binding sites in glomeruli and mesangial cells.
The American journal of physiology.
1994 Mar; 266(3 Pt 2):F384-93. doi:
10.1152/ajprenal.1994.266.3.f384. [PMID: 8160786] - P B Timmermans, P C Wong, A T Chiu, W F Herblin, P Benfield, D J Carini, R J Lee, R R Wexler, J A Saye, R D Smith. Angiotensin II receptors and angiotensin II receptor antagonists.
Pharmacological reviews.
1993 Jun; 45(2):205-51. doi:
NULL. [PMID: 8372104] - D Chansel, L Badre, S Czekalski, S Vandermeersch, J Cambar, R Ardaillou. Intrinsic properties of the nonpeptide angiotensin II antagonist losartan in glomeruli and mesangial cells at high concentrations.
The Journal of pharmacology and experimental therapeutics.
1993 Jun; 265(3):1534-43. doi:
NULL. [PMID: 8510026] - T Tamaki, A Nishiyama, H Yoshida, H He, T Fukui, A Yamamoto, Y Aki, S Kimura, H Iwao, A Miyatake. Effects of EXP3174, a non-peptide angiotensin II receptor antagonist, on renal hemodynamics and renal function in dogs.
European journal of pharmacology.
1993 May; 236(1):15-21. doi:
10.1016/0014-2999(93)90221-3. [PMID: 8319740] - M Ohtawa, F Takayama, K Saitoh, T Yoshinaga, M Nakashima. Pharmacokinetics and biochemical efficacy after single and multiple oral administration of losartan, an orally active nonpeptide angiotensin II receptor antagonist, in humans.
British journal of clinical pharmacology.
1993 Mar; 35(3):290-7. doi:
10.1111/j.1365-2125.1993.tb05696.x. [PMID: 8471405] - D P Brooks, P D DePalma, R R Ruffolo. Effect of captopril and the nonpeptide angiotensin II antagonists, SK&F 108566 and EXP3174, on renal function in dogs with a renal artery stenosis.
The Journal of pharmacology and experimental therapeutics.
1992 Nov; 263(2):422-7. doi:
. [PMID: 1432681]
