2-Oxazolidinone, 5-[3,5-bis(trifluoromethyl)phenyl]-3-[[4-fluoro-2-methoxy-5-(1-methylethyl)-4-(trifluoromethyl)[1,1-biphenyl]-2-yl]methyl]-4-methyl-, (4S,5R)- (BioDeep_00000842571)
代谢物信息卡片
化学式: C30H25F10NO3 (637.1674659999999)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1C(OC(=O)N1CC2=C(C=CC(=C2)C(F)(F)F)C3=CC(=C(C=C3OC)F)C(C)C)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F
InChI: InChI=1S/C30H25F10NO3/c1-14(2)22-11-23(25(43-4)12-24(22)31)21-6-5-18(28(32,33)34)9-17(21)13-41-15(3)26(44-27(41)42)16-7-19(29(35,36)37)10-20(8-16)30(38,39)40/h5-12,14-15,26H,13H2,1-4H3
描述信息
D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents
D000890 - Anti-Infective Agents > D023303 - Oxazolidinones
D009676 - Noxae > D000963 - Antimetabolites
同义名列表
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
- Mathieu R Brodeur, David Rhainds, Daniel Charpentier, Marie Boulé, Téodora Mihalache-Avram, Mélanie Mecteau, Geneviève Brand, Valérie Pedneault-Gagnon, Annik Fortier, Eric J Niesor, Eric Rhéaume, Cyrille Maugeais, Jean-Claude Tardif. Dalcetrapib and anacetrapib increase apolipoprotein E-containing HDL in rabbits and humans.
Journal of lipid research.
2023 01; 64(1):100316. doi:
10.1016/j.jlr.2022.100316
. [PMID: 36410424] - E Sammons, J C Hopewell, F Chen, W Stevens, K Wallendszus, E Valdes-Marquez, R Dayanandan, C Knott, K Murphy, E Wincott, A Baxter, R Goodenough, M Lay, M Hill, S Macdonnell, G Fabbri, D Lucci, M Fajardo-Moser, S Brenner, D Hao, H Zhang, J Liu, B Wuhan, S Mosegaard, W Herrington, C Wanner, C Angermann, G Ertl, A Maggioni, P Barter, B Mihaylova, Y Mitchel, R Blaustein, S Goto, J Tobert, P DeLucca, Y Chen, Z Chen, A Gray, R Haynes, J Armitage, C Baigent, S Wiviott, C Cannon, E Braunwald, R Collins, L Bowman, M Landray. Long-term safety and efficacy of anacetrapib in patients with atherosclerotic vascular disease.
European heart journal.
2022 04; 43(14):1416-1424. doi:
10.1093/eurheartj/ehab863
. [PMID: 34910136] - Amand F Schmidt, Nicholas B Hunt, Maria Gordillo-Marañón, Pimphen Charoen, Fotios Drenos, Mika Kivimaki, Deborah A Lawlor, Claudia Giambartolomei, Olia Papacosta, Nishi Chaturvedi, Joshua C Bis, Christopher J O'Donnell, Goya Wannamethee, Andrew Wong, Jackie F Price, Alun D Hughes, Tom R Gaunt, Nora Franceschini, Dennis O Mook-Kanamori, Magdalena Zwierzyna, Reecha Sofat, Aroon D Hingorani, Chris Finan. Cholesteryl ester transfer protein (CETP) as a drug target for cardiovascular disease.
Nature communications.
2021 09; 12(1):5640. doi:
10.1038/s41467-021-25703-3
. [PMID: 34561430] - Petr Vachal, Joseph L Duffy, Louis-Charles Campeau, Rupesh P Amin, Kaushik Mitra, Beth Ann Murphy, Pengcheng P Shao, Peter J Sinclair, Feng Ye, Revathi Katipally, Zhijian Lu, Debra Ondeyka, Yi-Heng Chen, Kake Zhao, Wanying Sun, Sriram Tyagarajan, Jianming Bao, Sheng-Ping Wang, Josee Cote, Concetta Lipardi, Daniel Metzger, Dennis Leung, Georgy Hartmann, Gordon K Wollenberg, Jian Liu, Lushi Tan, Yingju Xu, Qinghao Chen, Guiquan Liu, Robert O Blaustein, Douglas G Johns. Invention of MK-8262, a Cholesteryl Ester Transfer Protein (CETP) Inhibitor Backup to Anacetrapib with Best-in-Class Properties.
Journal of medicinal chemistry.
2021 09; 64(18):13215-13258. doi:
10.1021/acs.jmedchem.1c00959
. [PMID: 34375108] - Hanjing Chen, Weili Chen, Hui Li, Hongrong Xu, Fei Yuan, Lei Sheng, Chao Liu, Pingping Lin, Mengjie Yang, Xuening Li, Yang Liu, Brittany Marie Walker, Ferdous Gheyas, Marian Iwamoto, S Aubrey Stoch, Rajesh Krishna. Pharmacokinetics, Safety and Tolerability of Anacetrapib, a Novel Cholesteryl Ester Transfer Protein (CETP) Inhibitor, After Single and Multiple Doses in Healthy Chinese Subjects.
Advances in therapy.
2021 07; 38(7):3973-3985. doi:
10.1007/s12325-021-01794-8
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Circulation.
2021 03; 143(9):921-934. doi:
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. [PMID: 33228395] - Mark P Metzinger, Suzanne Saldanha, Jaskeerat Gulati, Kershaw V Patel, Ayea El-Ghazali, Sneha Deodhar, Parag H Joshi, Colby Ayers, Anand Rohatgi. Effect of Anacetrapib on Cholesterol Efflux Capacity: A Substudy of the DEFINE Trial.
Journal of the American Heart Association.
2020 12; 9(24):e018136. doi:
10.1161/jaha.120.018136
. [PMID: 33263263] - Douglas G Johns, Sheng-Ping Wang, Raymond Rosa, James Hubert, Suoyu Xu, Ying Chen, Thomas Bateman, Robert O Blaustein. Impact of drug distribution into adipose on tissue function: The cholesteryl ester transfer protein (CETP) inhibitor anacetrapib as a test case.
Pharmacology research & perspectives.
2019 12; 7(6):e00543. doi:
10.1002/prp2.543
. [PMID: 31832204] - Ben J Wu, Yue Li, Kwok-Leung Ong, Yidan Sun, Douglas Johns, Philip J Barter, Kerry-Anne Rye. The Cholesteryl Ester Transfer Protein Inhibitor, des-Fluoro-Anacetrapib, Prevents Vein Bypass-induced Neointimal Hyperplasia in New Zealand White Rabbits.
Scientific reports.
2019 11; 9(1):16183. doi:
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. [PMID: 31700015] - Sneha M Dixit, Mohd Ahsan, Sanjib Senapati. Steering the Lipid Transfer To Unravel the Mechanism of Cholesteryl Ester Transfer Protein Inhibition.
Biochemistry.
2019 09; 58(36):3789-3801. doi:
10.1021/acs.biochem.9b00301
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Drug metabolism and disposition: the biological fate of chemicals.
2019 03; 47(3):227-233. doi:
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. [PMID: 30567880] - Rajesh Krishna, Ferdous Gheyas, Christy Corr, Josee Cote, Yang Liu, John Wagner, David E Gutstein. Pharmacokinetics and Pharmacodynamics of Anacetrapib in Black and White Healthy Subjects.
Journal of clinical pharmacology.
2018 12; 58(12):1578-1585. doi:
10.1002/jcph.1287
. [PMID: 30029292] - Lin Zhu, Thao Luu, Christopher H Emfinger, Bryan A Parks, Jeanne Shi, Elijah Trefts, Fenghua Zeng, Zsuzsanna Kuklenyik, Raymond C Harris, David H Wasserman, Sergio Fazio, John M Stafford. CETP Inhibition Improves HDL Function but Leads to Fatty Liver and Insulin Resistance in CETP-Expressing Transgenic Mice on a High-Fat Diet.
Diabetes.
2018 12; 67(12):2494-2506. doi:
10.2337/db18-0474
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Atherosclerosis.
2018 11; 278(?):143-146. doi:
10.1016/j.atherosclerosis.2018.09.033
. [PMID: 30278356] - Zhiwei Yang, Yang Cao, Dongxiao Hao, Xiaohui Yuan, Lei Zhang, Shengli Zhang. Binding profiles of cholesterol ester transfer protein with current inhibitors: a look at mechanism and drawback.
Journal of biomolecular structure & dynamics.
2018 Aug; 36(10):2567-2580. doi:
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The Journal of pharmacology and experimental therapeutics.
2018 05; 365(2):368-378. doi:
10.1124/jpet.117.246652
. [PMID: 29463608] - Sheila A Doggrell. Cardiovascular outcomes trial with anacetrapib in subjects with high cardiovascular risk - are major benefits REVEALed?.
Expert opinion on pharmacotherapy.
2018 Apr; 19(6):611-615. doi:
10.1080/14656566.2018.1448061
. [PMID: 29498299] - Rajesh Krishna, Ferdous Gheyas, Yang Liu, Josee Cote, Omar Laterza, Jon L Ruckle, John A Wagner, Andrew E Denker. Pharmacokinetics and Pharmacodynamics of Anacetrapib Following Single Doses in Healthy, Young Japanese and White Male Subjects.
Journal of clinical pharmacology.
2018 02; 58(2):254-262. doi:
10.1002/jcph.1004
. [PMID: 28884824] - Alan R Tall, Daniel J Rader. Trials and Tribulations of CETP Inhibitors.
Circulation research.
2018 01; 122(1):106-112. doi:
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. [PMID: 29018035] - Luis Masana. Results of the REVEAL study. Why Should we not welcome a new lipid lowering agent?.
Clinica e investigacion en arteriosclerosis : publicacion oficial de la Sociedad Espanola de Arteriosclerosis.
2017 Nov; 29(6):278-279. doi:
10.1016/j.arteri.2017.10.002
. [PMID: 29173491] - R Krishna, F Gheyas, Y Liu, D R Hagen, B Walker, A Chawla, J Cote, R O Blaustein, D E Gutstein. Chronic Administration of Anacetrapib Is Associated With Accumulation in Adipose and Slow Elimination.
Clinical pharmacology and therapeutics.
2017 Nov; 102(5):832-840. doi:
10.1002/cpt.700
. [PMID: 28380664] - Tiffany Thomas, Haihong Zhou, Wahida Karmally, Rajasekhar Ramakrishnan, Stephen Holleran, Yang Liu, Patricia Jumes, John A Wagner, Brian Hubbard, Stephen F Previs, Thomas Roddy, Amy O Johnson-Levonas, David E Gutstein, Santica M Marcovina, Daniel J Rader, Henry N Ginsberg, John S Millar, Gissette Reyes-Soffer. CETP (Cholesteryl Ester Transfer Protein) Inhibition With Anacetrapib Decreases Production of Lipoprotein(a) in Mildly Hypercholesterolemic Subjects.
Arteriosclerosis, thrombosis, and vascular biology.
2017 09; 37(9):1770-1775. doi:
10.1161/atvbaha.117.309549
. [PMID: 28729361] - Christie M Ballantyne, Sukrut Shah, Aditi Sapre, Tanya B Ashraf, Sandra C Tobias, Tayfun Sahin, Ping Ye, Yugang Dong, Wayne Huey-Heng Sheu, Duk-Hyun Kang, Paulo Roberto Ferreira Rossi, Yulia Moiseeva, Ignacio Rodriguez Briones, Amy O Johnson-Levonas, Yale B Mitchel. A Multiregional, Randomized Evaluation of the Lipid-Modifying Efficacy and Tolerability of Anacetrapib Added to Ongoing Statin Therapy in Patients With Hypercholesterolemia or Low High-Density Lipoprotein Cholesterol.
The American journal of cardiology.
2017 Aug; 120(4):569-576. doi:
10.1016/j.amjcard.2017.03.255
. [PMID: 28624096] - Mathieu R Brodeur, David Rhainds, Daniel Charpentier, Teodora Mihalache-Avram, Mélanie Mecteau, Geneviève Brand, Evelyne Chaput, Anne Perez, Eric J Niesor, Eric Rhéaume, Cyrille Maugeais, Jean-Claude Tardif. Dalcetrapib and anacetrapib differently impact HDL structure and function in rabbits and monkeys.
Journal of lipid research.
2017 07; 58(7):1282-1291. doi:
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Circulation. Cardiovascular quality and outcomes.
2017 Jun; 10(6):. doi:
10.1161/circoutcomes.116.003121
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Journal of lipid research.
2017 06; 58(6):1031-1032. doi:
10.1194/jlr.c077131
. [PMID: 28432183] - John S Millar, Michael E Lassman, Tiffany Thomas, Rajasekhar Ramakrishnan, Patricia Jumes, Richard L Dunbar, Emil M deGoma, Amanda L Baer, Wahida Karmally, Daniel S Donovan, Hashmi Rafeek, John A Wagner, Stephen Holleran, Joseph Obunike, Yang Liu, Soumia Aoujil, Taylor Standiford, David E Gutstein, Henry N Ginsberg, Daniel J Rader, Gissette Reyes-Soffer. Effects of CETP inhibition with anacetrapib on metabolism of VLDL-TG and plasma apolipoproteins C-II, C-III, and E.
Journal of lipid research.
2017 06; 58(6):1214-1220. doi:
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. [PMID: 28314859] - Tamio Teramoto, Hiroyuki Daida, Katsunori Ikewaki, Hidenori Arai, Yuko Maeda, Mariko Nakagomi, Masayoshi Shirakawa, Yuichiro Watanabe, Taro Kakikawa, Hirotaka Numaguchi, Amy O Johnson-Levonas, Robert O Blaustein. Lipid-modifying efficacy and tolerability of anacetrapib added to ongoing statin therapy in Japanese patients with dyslipidemia.
Atherosclerosis.
2017 06; 261(?):69-77. doi:
10.1016/j.atherosclerosis.2017.03.009
. [PMID: 28478132] - L Bowman, F Chen, E Sammons, J C Hopewell, K Wallendszus, W Stevens, E Valdes- Marquez, S Wiviott, C P Cannon, E Braunwald, R Collins, M J Landray. Randomized Evaluation of the Effects of Anacetrapib through Lipid-modification (REVEAL)-A large-scale, randomized, placebo-controlled trial of the clinical effects of anacetrapib among people with established vascular disease: Trial design, recruitment, and baseline characteristics.
American heart journal.
2017 05; 187(?):182-190. doi:
10.1016/j.ahj.2017.02.021
. [PMID: 28454801] - Claudio Borghi, Arrigo F G Cicero. Pharmacokinetic drug evaluation of anacetrapib for the treatment of dyslipidemia.
Expert opinion on drug metabolism & toxicology.
2017 Feb; 13(2):205-209. doi:
10.1080/17425255.2017.1262347
. [PMID: 27852117] - Sang-Bum Kim, Ki Taek Kim, Jeongmin Joo, Kyung-Ah Seo, Hayoung Hwang, Soong-Hyun Kim, Minsoo Song, Sungwoo Lee, Alexander Jahn, Hyun-Jong Cho, Dae-Duk Kim, In-Soo Yoon. Assessment of pharmacokinetics, bioavailability and protein binding of anacetrapib in rats by a simple high-performance liquid chromatography-tandem mass spectrometry method.
Biomedical chromatography : BMC.
2017 Feb; 31(2):. doi:
10.1002/bmc.3791
. [PMID: 27432781] - Christie M Ballantyne, Sukrut Shah, Uma Kher, John A Hunter, Geraldine G Gill, Michael D Cressman, Tanya B Ashraf, Amy O Johnson-Levonas, Yale B Mitchel. Lipid-Modifying Efficacy and Tolerability of Anacetrapib Added to Ongoing Statin Therapy in Patients with Hypercholesterolemia or Low High-Density Lipoprotein Cholesterol.
The American journal of cardiology.
2017 Feb; 119(3):388-396. doi:
10.1016/j.amjcard.2016.10.032
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PloS one.
2017; 12(8):e0180772. doi:
10.1371/journal.pone.0180772
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The journal of physical chemistry. B.
2016 08; 120(33):8254-63. doi:
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Expert review of cardiovascular therapy.
2016 Aug; 14(8):953-62. doi:
10.1080/14779072.2016.1189327
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Atherosclerosis.
2016 06; 249(?):215-23. doi:
10.1016/j.atherosclerosis.2016.03.017
. [PMID: 27131642] - Eder C R Quintão. The controversy over the use of cholesteryl ester transfer protein inhibitors: is there some light at the end of the tunnel?.
European journal of clinical investigation.
2016 Jun; 46(6):581-9. doi:
10.1111/eci.12626
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Arteriosclerosis, thrombosis, and vascular biology.
2016 05; 36(5):994-1002. doi:
10.1161/atvbaha.115.306680
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Journal of lipid research.
2016 Mar; 57(3):398-409. doi:
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. [PMID: 26658238] - C M Chavez-Eng, R W Lutz, H Li, D Goykhman, K P Bateman, E Woolf. Quantitation of anacetrapib, stable-isotope labeled-anacetrapib (microdose), and four metabolites in human plasma using liquid chromatography tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2016 Feb; 1011(?):204-14. doi:
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Expert opinion on pharmacotherapy.
2016; 17(2):275-81. doi:
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International journal of cardiology.
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. [PMID: 26204569] - Sam J L van der Tuin, Susan Kühnast, Jimmy F P Berbée, Lars Verschuren, Elsbet J Pieterman, Louis M Havekes, José W A van der Hoorn, Patrick C N Rensen, J Wouter Jukema, Hans M G Princen, Ko Willems van Dijk, Yanan Wang. Anacetrapib reduces (V)LDL cholesterol by inhibition of CETP activity and reduction of plasma PCSK9.
Journal of lipid research.
2015 Nov; 56(11):2085-93. doi:
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. [PMID: 26342106] - G Kees Hovingh, Kausik K Ray, S Matthijs Boekholdt. Is Cholesteryl Ester Transfer Protein Inhibition an Effective Strategy to Reduce Cardiovascular Risk? CETP as a Target to Lower CVD Risk: Suspension of Disbelief?.
Circulation.
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Circulation.
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Lancet (London, England).
2015 May; 385(9983):2153-61. doi:
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. [PMID: 25743173] - Francisco J Rios, Karla B Neves, Aurelie Nguyen Dinh Cat, Sarah Even, Roberto Palacios, Augusto C Montezano, Rhian M Touyz. Cholesteryl ester-transfer protein inhibitors stimulate aldosterone biosynthesis in adipocytes through Nox-dependent processes.
The Journal of pharmacology and experimental therapeutics.
2015 Apr; 353(1):27-34. doi:
10.1124/jpet.114.221002
. [PMID: 25617244] - Ben J Wu, Sudichhya Shrestha, Kwok L Ong, Douglas Johns, Liming Hou, Philip J Barter, Kerry-Anne Rye. Cholesteryl ester transfer protein inhibition enhances endothelial repair and improves endothelial function in the rabbit.
Arteriosclerosis, thrombosis, and vascular biology.
2015 Mar; 35(3):628-36. doi:
10.1161/atvbaha.114.304747
. [PMID: 25633313] - Ronald M Krauss, Cathy Anne Pinto, Yang Liu, Amy O Johnson-Levonas, Hayes M Dansky. Changes in LDL particle concentrations after treatment with the cholesteryl ester transfer protein inhibitor anacetrapib alone or in combination with atorvastatin.
Journal of clinical lipidology.
2015 Jan; 9(1):93-102. doi:
10.1016/j.jacl.2014.09.013
. [PMID: 25670366] - Eliot A Brinton, Uma Kher, Sukrut Shah, Christopher P Cannon, Michael Davidson, Antonio M Gotto, Tanya B Ashraf, Christine McCrary Sisk, Hayes Dansky, Yale Mitchel, Philip Barter. Effects of anacetrapib on plasma lipids in specific patient subgroups in the DEFINE (Determining the Efficacy and Tolerability of CETP INhibition with AnacEtrapib) trial.
Journal of clinical lipidology.
2015 Jan; 9(1):65-71. doi:
10.1016/j.jacl.2014.10.005
. [PMID: 25670362] - Eric J Niesor, Evelyne Chaput, Jean-Luc Mary, Andreas Staempfli, Andreas Topp, Andrea Stauffer, Haiyan Wang, Alexandre Durrwell. Effect of compounds affecting ABCA1 expression and CETP activity on the HDL pathway involved in intestinal absorption of lutein and zeaxanthin.
Lipids.
2014 Dec; 49(12):1233-43. doi:
10.1007/s11745-014-3958-8
. [PMID: 25300953] - Antonio M Gotto, Uma Kher, Manash Shankar Chatterjee, Yang Liu, Xiujiang Susie Li, Sanskruti Vaidya, Christopher P Cannon, Eliot A Brinton, Jennifer E Moon, Sukrut Shah, Hayes M Dansky, Yale Mitchel, Philip Barter. Lipids, safety parameters, and drug concentrations after an additional 2 years of treatment with anacetrapib in the DEFINE study.
Journal of cardiovascular pharmacology and therapeutics.
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