Biphenyl-Substituted Oxazolidinones as Cholesteryl Ester Transfer Protein Inhibitors: Modifications of the Oxazolidinone Ring Leading to the Discovery of Anacetrapib (Unknown)
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In:
Journal of Medicinal Chemistry
;
54
, 13
;
4880-4895
;
2011
- Article (Journal) / Electronic Resource
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Title:Biphenyl-Substituted Oxazolidinones as Cholesteryl Ester Transfer Protein Inhibitors: Modifications of the Oxazolidinone Ring Leading to the Discovery of Anacetrapib
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Additional title:J. Med. Chem.
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Contributors:Smith, Cameron J. ( author ) / Ali, Amjad ( author ) / Hammond, Milton L. ( author ) / Li, Hong ( author ) / Lu, Zhijian ( author ) / Napolitano, Joann ( author ) / Taylor, Gayle E. ( author ) / Thompson, Christopher F. ( author ) / Anderson, Matt S. ( author ) / Chen, Ying ( author )
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Published in:Journal of Medicinal Chemistry ; 54, 13 ; 4880-4895
-
Publisher:
- New search for: American Chemical Society
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Publication date:2011-07-14
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ISSN:
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Coden:
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DOI:
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Type of media:Article (Journal)
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Type of material:Electronic Resource
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Language:Unknown
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Source:
Table of contents – Volume 54, Issue 13
The tables of contents are generated automatically and are based on the data records of the individual contributions available in the index of the TIB portal. The display of the Tables of Contents may therefore be incomplete.
- 4283
-
Progress in Structure Based Drug Design for G Protein-Coupled ReceptorsCongreve, Miles / Langmead, Christopher J. / Mason, Jonathan S. / Marshall, Fiona H. et al. | 2011
- 4312
-
Biophysical Mapping of the Adenosine A2A ReceptorZhukov, Andrei / Andrews, Stephen P. / Errey, James C. / Robertson, Nathan / Tehan, Benjamin / Mason, Jonathan S. / Marshall, Fiona H. / Weir, Malcolm / Congreve, Miles et al. | 2011
- 4324
-
Identification of N-Propylnoraporphin-11-yl 5-(1,2-Dithiolan-3-yl)pentanoate as a New Anti-Parkinson's Agent Possessing a Dopamine D2 and Serotonin 5-HT1A Dual-Agonist ProfileZhang, Hai / Ye, Na / Zhou, Shanglin / Guo, Lin / Zheng, Longtai / Liu, Zhili / Gao, Bo / Zhen, Xuechu / Zhang, Ao et al. | 2011
- 4339
-
Novel Flavonoids with Antiproliferative Activities against Breast Cancer CellsYao, Nianhuan / Chen, Chao-Yu / Wu, Chun-Yi / Motonishi, Kiyomi / Kung, Hsing-Jien / Lam, Kit S. et al. | 2011
- 4350
-
Design, Synthesis, Docking, and Biological Evaluation of Novel Diazide-Containing Isoxazole- and Pyrazole-Based Histone Deacetylase ProbesNeelarapu, Raghupathi / Holzle, Denise L. / Velaparthi, Subash / Bai, He / Brunsteiner, Michael / Blond, Sylvie Y. / Petukhov, Pavel A. et al. | 2011
- 4365
-
Chemical and Biological Evaluation of Dipeptidyl Boronic Acid Proteasome Inhibitors for Use in Prodrugs and Pro-Soft Drugs Targeting Solid TumorsMilo, Lawrence J. / Lai, Jack H. / Wu, Wengen / Liu, Yuxin / Maw, Hlaing / Li, Youhua / Jin, Zhiping / Shu, Ying / Poplawski, Sarah E. / Wu, Yong et al. | 2011
- 4378
-
Fenretinide Derivatives Act as Disrupters of Interactions of Serum Retinol Binding Protein (sRBP) with Transthyretin and the sRBP ReceptorCampos-Sandoval, José Angel / Redondo, Clara / Kinsella, Gemma K. / Pal, Akos / Jones, Geraint / Eyre, Gwen S. / Hirst, Simon C. / Findlay, John B. C. et al. | 2011
- 4388
-
New, Potent, Selective, and Short-Acting Peptidic V1a Receptor AgonistsWiśniewski, Kazimierz / Galyean, Robert / Tariga, Hiroe / Alagarsamy, Sudarkodi / Croston, Glenn / Heitzmann, Joshua / Kohan, Arash / Wiśniewska, Halina / Laporte, Régent / Rivière, Pierre J-M. et al. | 2011
- 4399
-
Optimization of 1,2,3,4-Tetrahydroacridin-9(10H)-ones as Antimalarials Utilizing Structure–Activity and Structure–Property RelationshipsCross, R. Matthew / Maignan, Jordany R. / Mutka, Tina S. / Luong, Lisa / Sargent, Justin / Kyle, Dennis E. / Manetsch, Roman et al. | 2011
- 4427
-
Identification of a Potent, State-Dependent Inhibitor of Nav1.7 with Oral Efficacy in the Formalin Model of Persistent PainBregman, Howard / Berry, Loren / Buchanan, John L. / Chen, April / Du, Bingfan / Feric, Elma / Hierl, Markus / Huang, Liyue / Immke, David / Janosky, Brett et al. | 2011
- 4446
-
Discovery of 4-Anilinofuro[2,3-b]quinoline Derivatives as Selective and Orally Active Compounds against Non-Small-Cell Lung CancersChen, Yu-Wen / Chen, Yeh-Long / Tseng, Chih-Hua / Liang, Chih-Chung / Yang, Chia-Ning / Yao, Yun-Chin / Lu, Pei-Jung / Tzeng, Cherng-Chyi et al. | 2011
- 4462
-
Synthesis, Activity, and Structural Analysis of Novel α-Hydroxytropolone Inhibitors of Human Immunodeficiency Virus Reverse Transcriptase-Associated Ribonuclease HChung, Suhman / Himmel, Daniel M. / Jiang, Jian-Kang / Wojtak, Krzysztof / Bauman, Joseph D. / Rausch, Jason W. / Wilson, Jennifer A. / Beutler, John A. / Thomas, Craig J. / Arnold, Eddy et al. | 2011
- 4462
-
Synthesis, Activity, and Structural Analysis of Novel alpha -Hydroxytropolone Inhibitors of Human Immunodeficiency Virus Reverse Transcriptase-Associated Ribonuclease HChung, S. / Himmel, D.M. / Jiang, J.-K. / Wojtak, K. / Bauman, J.D. / Rausch, J.W. / Wilson, J.A. / Beutler, J.A. / Thomas, C.J. / Arnold, E. et al. | 2011
- 4474
-
Synthesis, Protein Kinase Inhibitory Potencies, and in Vitro Antiproliferative Activities of Meridianin DerivativesGiraud, Francis / Alves, Georges / Debiton, Eric / Nauton, Lionel / Théry, Vincent / Durieu, Emilie / Ferandin, Yoan / Lozach, Olivier / Meijer, Laurent / Anizon, Fabrice et al. | 2011
- 4490
-
Discovery and Biological Evaluation of a Novel Class of Dual Microsomal Prostaglandin E2 Synthase-1/5-lipoxygenase Inhibitors Based on 2-[(4,6-Diphenethoxypyrimidin-2-yl)thio]hexanoic AcidHieke, Martina / Greiner, Christine / Dittrich, Michaela / Reisen, Felix / Schneider, Gisbert / Schubert-Zsilavecz, Manfred / Werz, Oliver et al. | 2011
- 4490
-
Discovery and Biological Evaluation of a Novel Class of Dual Microsomal Prostaglandin E~2 Synthase-1/5-fipoxygenase Inhibitors Based on 2-[(4,6-Diphenethoxypyrimidin-2-yl)thio]hexanoic AcidHieke, M. / Greiner, C. / Dittrich, M. / Reisen, F. / Schneider, G. / Schubert-Zsilavecz, M. / Werz, O. et al. | 2011
- 4508
-
Design and Synthesis of Small Molecule RhoA Inhibitors: A New Promising Therapy for Cardiovascular Diseases?Deng, Jing / Feng, Enguang / Ma, Sheng / Zhang, Yan / Liu, Xiaofeng / Li, Honglin / Huang, Huang / Zhu, Jin / Zhu, Weiliang / Shen, Xu et al. | 2011
- 4523
-
Synthesis and Antimalarial Activity of 2-Guanidino-4-oxoimidazoline DerivativesLiu, Xianjun / Wang, Xihong / Li, Qigui / Kozar, Michael P. / Melendez, Victor / O’Neil, Michael T. / Lin, Ai J. et al. | 2011
- 4536
-
Use of Structure-Based Design to Discover a Potent, Selective, In Vivo Active Phosphodiesterase 10A Inhibitor Lead Series for the Treatment of SchizophreniaHelal, Christopher J. / Kang, Zhijun / Hou, Xinjun / Pandit, Jayvardhan / Chappie, Thomas A. / Humphrey, John M. / Marr, Eric S. / Fennell, Kimberly F. / Chenard, Lois K. / Fox, Carol et al. | 2011
- 4548
-
Profiling of a Prescription Drug Library for Potential Renal Drug–Drug Interactions Mediated by the Organic Cation Transporter 2Kido, Yasuto / Matsson, Pär / Giacomini, Kathleen M. et al. | 2011
- 4559
-
Design, Synthesis, Biological Evaluation, and Structure–Activity Relationships of Substituted Phenyl 4-(2-Oxoimidazolidin-1-yl)benzenesulfonates as New Tubulin Inhibitors Mimicking Combretastatin A-4Fortin, Sébastien / Wei, Lianhu / Moreau, Emmanuel / Lacroix, Jacques / Côté, Marie-France / Petitclerc, Éric / Kotra, Lakshmi P. / C.-Gaudreault, René et al. | 2011
- 4581
-
Antimalarial Pyrido[1,2-a]benzimidazolesNdakala, Albert J. / Gessner, Richard K. / Gitari, Patricia W. / October, Natasha / White, Karen L. / Hudson, Alan / Fakorede, Foluke / Shackleford, David M. / Kaiser, Marcel / Yeates, Clive et al. | 2011
- 4590
-
Total Synthesis and Pharmacological Characterization of Solomonsterol A, a Potent Marine Pregnane-X-Receptor Agonist Endowed with Anti-Inflammatory ActivitySepe, Valentina / Ummarino, Raffaella / D’Auria, Maria Valeria / Mencarelli, Andrea / D’Amore, Claudio / Renga, Barbara / Zampella, Angela / Fiorucci, Stefano et al. | 2011
- 4600
-
Structure-Based Design of a New Series of d-Glutamic Acid Based Inhibitors of Bacterial UDP-N-acetylmuramoyl-l-alanine:d-glutamate Ligase (MurD)Tomašić, Tihomir / Zidar, Nace / Šink, Roman / Kovač, Andreja / Blanot, Didier / Contreras-Martel, Carlos / Dessen, Andréa / Müller-Premru, Manica / Zega, Anamarija / Gobec, Stanislav et al. | 2011
- 4611
-
The Use of Novel C-Methylated Spermidine Derivatives To Investigate the Regulation of Polyamine MetabolismHyvönen, Mervi T. / Keinänen, Tuomo A. / Khomutov, Maxim / Simonian, Alina / Weisell, Janne / Kochetkov, Sergey N. / Vepsäläinen, Jouko / Alhonen, Leena / Khomutov, Alex R. et al. | 2011
- 4619
-
Structure-Based Design of Novel Boronic Acid-Based Inhibitors of AutotaxinAlbers, Harald M. H. G. / Hendrickx, Loes J. D. / van Tol, Rob J. P. / Hausmann, Jens / Perrakis, Anastassis / Ovaa, Huib et al. | 2011
- 4627
-
Structure-Based Design of Short Peptide Ligands Binding onto the E. coli Processivity RingWolff, Philippe / Oliéric, Vincent / Briand, Jean Paul / Chaloin, Olivier / Dejaegere, Annick / Dumas, Philippe / Ennifar, Eric / Guichard, Gilles / Wagner, Jérôme / Burnouf, Dominique Y. et al. | 2011
- 4638
-
Discovery of the Macrocycle 11-(2-Pyrrolidin-1-yl-ethoxy)-14,19-dioxa-5,7,26-triaza-tetracyclo[19.3.1.1(2,6).1(8,12)]heptacosa-1(25),2(26),3,5,8,10,12(27),16,21,23-decaene (SB1518), a Potent Janus Kinase 2/Fms-Like Tyrosine Kinase-3 (JAK2/FLT3) Inhibitor for the Treatment of Myelofibrosis and LymphomaWilliam, Anthony D. / Lee, Angeline C.-H. / Blanchard, Stéphanie / Poulsen, Anders / Teo, Ee Ling / Nagaraj, Harish / Tan, Evelyn / Chen, Dizhong / Williams, Meredith / Sun, Eric T. et al. | 2011
- 4659
-
Development of β-Amino Alcohol Derivatives That Inhibit Toll-like Receptor 4 Mediated Inflammatory Response as Potential AntisepticsChavez, Sherry A. / Martinko, Alexander J. / Lau, Corinna / Pham, Michael N. / Cheng, Kui / Bevan, Douglas E. / Mollnes, Tom E. / Yin, Hang et al. | 2011
- 4659
-
Development of beta -Amino Alcohol Derivatives That Inhibit Toll-like Receptor 4 Mediated Inflammatory Response as Potential AntisepticsChavez, S.A. / Martinko, A.J. / Lau, C. / Pham, M.N. / Cheng, K. / Bevan, D.E. / Mollnes, T.E. / Yin, H. et al. | 2011
- 4670
-
Systematic Enumeration of Heteroaromatic Ring Systems as Reagents for Use in Medicinal ChemistryWard, Richard A. / Kettle, Jason G. et al. | 2011
- 4678
-
Design, Synthesis, and SAR Studies of 4-Substituted Methoxylbenzoyl-aryl-thiazoles Analogues as Potent and Orally Bioavailable Anticancer AgentsLu, Yan / Li, Chien-Ming / Wang, Zhao / Chen, Jianjun / Mohler, Michael L. / Li, Wei / Dalton, James T. / Miller, Duane D. et al. | 2011
- 4694
-
Discovery of (2E)-3-{2-Butyl-1-[2-(diethylamino)ethyl]-1H-benzimidazol-5-yl}-N-hydroxyacrylamide (SB939), an Orally Active Histone Deacetylase Inhibitor with a Superior Preclinical ProfileWang, Haishan / Yu, Niefang / Chen, Dizhong / Lee, Ken Chi Lik / Lye, Pek Ling / Chang, Joyce Wei Wei / Deng, Weiping / Ng, Melvin Chi Yeh / Lu, Ting / Khoo, Mui Ling et al. | 2011
- 4721
-
Inhibition of 1-Deoxy-d-Xylulose-5-Phosphate Reductoisomerase by Lipophilic Phosphonates: SAR, QSAR, and Crystallographic StudiesDeng, Lisheng / Diao, Jiasheng / Chen, Pinhong / Pujari, Venugopal / Yao, Yuan / Cheng, Gang / Crick, Dean C. / Prasad, B. V. Venkataram / Song, Yongcheng et al. | 2011
- 4735
-
Phospshoinositide 3-Kinase (PI3K)/Mammalian Target of Rapamycin (mTOR) Dual Inhibitors: Discovery and Structure–Activity Relationships of a Series of Quinoline and Quinoxaline DerivativesNishimura, Nobuko / Siegmund, Aaron / Liu, Longbin / Yang, Kevin / Bryan, Marian C. / Andrews, Kristin L. / Bo, Yunxin / Booker, Shon K. / Caenepeel, Sean / Freeman, Daniel et al. | 2011
- 4752
-
Optimization of the in Vitro Cardiac Safety of Hydroxamate-Based Histone Deacetylase InhibitorsShultz, Michael D. / Cao, Xueying / Chen, Christine H. / Cho, Young Shin / Davis, Nicole R. / Eckman, Joe / Fan, Jianmei / Fekete, Alex / Firestone, Brant / Flynn, Julie et al. | 2011
- 4773
-
Discovery of a Selective Allosteric M1 Receptor Modulator with Suitable Development Properties Based on a Quinolizidinone Carboxylic Acid ScaffoldKuduk, Scott D. / Chang, Ronald K. / Di Marco, Christina N. / Pitts, Daniel R. / Greshock, Thomas J. / Ma, Lei / Wittmann, Marion / Seager, Matthew A. / Koeplinger, Kenneth A. / Thompson, Charles D. et al. | 2011
- 4781
-
Discovery and Characterization of 6-{4-[3-(R)-2-Methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, Irdabisant): A Potent, Selective Histamine H3 Receptor Inverse AgonistHudkins, Robert L. / Raddatz, Rita / Tao, Ming / Mathiasen, Joanne R. / Aimone, Lisa D. / Becknell, Nadine C. / Prouty, Catherine P. / Knutsen, Lars J. S. / Yazdanian, Mehran / Moachon, Gilbert et al. | 2011
- 4793
-
Selective Kainate Receptor (GluK1) Ligands Structurally Based upon 1H-Cyclopentapyrimidin-2,4(1H,3H)-dione: Synthesis, Molecular Modeling, and Pharmacological and Biostructural CharacterizationVenskutonytė, Raminta / Butini, Stefania / Sanna Coccone, Salvatore / Gemma, Sandra / Brindisi, Margherita / Kumar, Vinod / Guarino, Egeria / Maramai, Samuele / Valenti, Salvatore / Amir, Ahmad et al. | 2011
- 4806
-
Structure–Activity Relationships of a Series of Analogues of the RFamide-Related Peptide 26RFaLe Marec, Olivier / Neveu, Cindy / Lefranc, Benjamin / Dubessy, Christophe / Boutin, Jean A. / Do-Régo, Jean-Claude / Costentin, Jean / Tonon, Marie-Christine / Tena-Sempere, Manuel / Vaudry, Hubert et al. | 2011
- 4815
-
Primary Amino Acid Derivatives: Compounds with Anticonvulsant and Neuropathic Pain Protection ActivitiesKing, Amber M. / Salomé, Christophe / Dinsmore, Jason / Salomé-Grosjean, Elise / De Ryck, Marc / Kaminski, Rafal / Valade, Anne / Kohn, Harold et al. | 2011
- 4831
-
Binding Inhibitors of the Bacterial Sliding Clamp by DesignWijffels, Gene / Johnson, Wynona M. / Oakley, Aaron J. / Turner, Kathleen / Epa, V. Chandana / Briscoe, Susan J. / Polley, Mitchell / Liepa, Andris J. / Hofmann, Albert / Buchardt, Jens et al. | 2011
- 4839
-
Structure–Activity Relationships of Carboline and Carbazole Derivatives as a Novel Class of ATP-Competitive Kinesin Spindle Protein InhibitorsTakeuchi, Tomoki / Oishi, Shinya / Watanabe, Toshiaki / Ohno, Hiroaki / Sawada, Jun-ichi / Matsuno, Kenji / Asai, Akira / Asada, Naoya / Kitaura, Kazuo / Fujii, Nobutaka et al. | 2011
- 4847
-
Synthesis and Evaluation of 5-Substituted 2′-deoxyuridine Monophosphate Analogues As Inhibitors of Flavin-Dependent Thymidylate Synthase in Mycobacterium tuberculosisKögler, Martin / Vanderhoydonck, Bart / De Jonghe, Steven / Rozenski, Jef / Van Belle, Kristien / Herman, Jean / Louat, Thierry / Parchina, Anastasia / Sibley, Carol / Lescrinier, Eveline et al. | 2011
- 4863
-
Structure–Activity Relationships of C-17-Substituted Estratriene-3-O-sulfamates as Anticancer AgentsJourdan, Fabrice / Leese, Mathew P. / Dohle, Wolfgang / Ferrandis, Eric / Newman, Simon P. / Chander, Surinder / Purohit, Atul / Potter, Barry V. L. et al. | 2011
- 4880
-
Biphenyl-Substituted Oxazolidinones as Cholesteryl Ester Transfer Protein Inhibitors: Modifications of the Oxazolidinone Ring Leading to the Discovery of AnacetrapibSmith, Cameron J. / Ali, Amjad / Hammond, Milton L. / Li, Hong / Lu, Zhijian / Napolitano, Joann / Taylor, Gayle E. / Thompson, Christopher F. / Anderson, Matt S. / Chen, Ying et al. | 2011
- 4896
-
Bivalent Dopamine D2 Receptor Ligands: Synthesis and Binding PropertiesKühhorn, Julia / Hübner, Harald / Gmeiner, Peter et al. | 2011
- 4904
-
Cyclic Nucleotide-Gated Channel Block by Hydrolysis-Resistant Tetracaine DerivativesAndrade, Adriana L. / Melich, Kenneth / Whatley, G. Gregory / Kirk, Sarah R. / Karpen, Jeffrey W. et al. | 2011
- 4913
-
A New Class of Phenazines with Activity against a Chloroquine Resistant Plasmodium falciparum Strain and Antimicrobial ActivityHussain, Hidayat / Specht, Sabine / Sarite, Salem R. / Saeftel, Michael / Hoerauf, Achim / Schulz, Barbara / Krohn, Karsten et al. | 2011
- 4918
-
Synthesis of New Vitamin K Analogues as Steroid and Xenobiotic Receptor (SXR) Agonists: Insights into the Biological Role of the Side Chain Part of Vitamin KSuhara, Yoshitomo / Watanabe, Masato / Motoyoshi, Sayaka / Nakagawa, Kimie / Wada, Akimori / Takeda, Kazuyoshi / Takahashi, Kazuhiko / Tokiwa, Hiroaki / Okano, Toshio et al. | 2011
- 4923
-
Synthesis and Evaluation of Diarylthiazole Derivatives That Inhibit Activation of Sterol Regulatory Element-Binding ProteinsKamisuki, Shinji / Shirakawa, Takashi / Kugimiya, Akira / Abu-Elheiga, Lutfi / Park Choo, Hea-Young / Yamada, Kohei / Shimogawa, Hiroki / Wakil, Salih J. / Uesugi, Motonari et al. | 2011
- 4928
-
Novel 3,5-Bis(bromohydroxybenzylidene)piperidin-4-ones as Coactivator-Associated Arginine Methyltransferase 1 Inhibitors: Enzyme Selectivity and Cellular ActivityCheng, Donghang / Valente, Sergio / Castellano, Sabrina / Sbardella, Gianluca / Di Santo, Roberto / Costi, Roberta / Bedford, Mark T. / Mai, Antonello et al. | 2011
- 4933
-
Book Review of Modern Drug SynthesisLaFontaine, Mike et al. | 2011
- 4934
-
Book Review of Annual Review of Pharmacology and Toxicology. Volume 51Kerns, Robert J. et al. | 2011
- 4935
-
Book Review of Accounts in Drug Discovery. Case Studies in Medicinal ChemistryWolff, Manfred E. et al. | 2011
- 4936
-
Correction to 3′-Deoxy Phosphoramidate Dinucleosides as Improved Inhibitors of Hepatitis C Virus Subgenomic Replicon and NS5B Polymerase ActivityPriet, Stephane / Zlatev, Ivan / Barvik, Ivan / Geerts, Katrien / Leyssen, Pieter / Neyts, Johan / Dutartre, Helene / Canard, Bruno / Vasseur, Jean-Jacques / Morvan, François et al. | 2011