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Structure−Activity Relationships of Pregabalin and Analogues That Target the α2-δ Protein

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Pfizer Global Research and Development, Michigan Laboratories, Ann Arbor Campus, Ann Arbor, MI, 48105, Sandwich Laboratories, Sandwich, Kent CT13 9NJ UK, Nagoya Laboratories, 5-2 Takatoy-Cho, Chita-gun Aichi, 470-2393 Japan
Cite this: J. Med. Chem. 2005, 48, 7, 2294–2307
Publication Date (Web):February 17, 2005
Copyright © 2005 American Chemical Society

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    Pregabalin exhibits robust activity in preclinical assays indicative of potential antiepileptic, anxiolytic, and antihyperalgesic clinical efficacy. It binds with high affinity to the α2-δ subunit of voltage-gated calcium channels and is a substrate of the system L neutral amino acid transporter. A series of pregabalin analogues were prepared and evaluated for their α2-δ binding affinity as demonstrated by their ability to inhibit binding of [3H]gabapentin to pig brain membranes and for their potency to inhibit the uptake of [3H]leucine into CHO cells, a measure of their ability to compete with the endogenous substrate at the system L transporter. Compounds were also assessed in vivo for their ability to promote anxiolytic, analgesic, and anticonvulsant actions. These studies suggest that distinct structure activity relationships exist for α2-δ binding and system L transport inhibition. However, both interactions appear to play an important role in the in vivo profile of these compounds.

     Michigan Laboratories.

     Current address:  Kalexsyn, Inc., Kalamazoo, MI 49008.

     Current address:  Bristol-Myers Squibb Co., Princeton, NJ 08543.

     Sandwich Laboratories.


     Nagoya Laboratories.


     To whom correspondence should be addressed. Pfizer Global Research and Development, 2800 Plymouth Rd., Ann Arbor, MI 48105. Phone 734-622-1377, e-mail [email protected].

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    2. Manfred Manßen, Danfeng Deng, Cameron H. M. Zheng, Rebecca C. DiPucchio, Dafa Chen, Laurel L. Schafer. Ureate Titanium Catalysts for Hydroaminoalkylation: Using Ligand Design to Increase Reactivity and Utility. ACS Catalysis 2021, 11 (8) , 4550-4560.
    3. Li-Li Liao, Guang-Mei Cao, Yuan-Xu Jiang, Xing-Hao Jin, Xin-Long Hu, Jason J. Chruma, Guo-Quan Sun, Yong-Yuan Gui, Da-Gang Yu. α-Amino Acids and Peptides as Bifunctional Reagents: Carbocarboxylation of Activated Alkenes via Recycling CO2. Journal of the American Chemical Society 2021, 143 (7) , 2812-2821.
    4. Hongwei Zhang, Yulu Zhou, Peiyuan Tian, Cuiyu Jiang. Copper-Catalyzed Amide Radical-Directed Cyanation of Unactivated Csp3–H Bonds. Organic Letters 2019, 21 (6) , 1921-1925.
    5. Qiwei Lang, Guoxian Gu, Yaoti Cheng, Qin Yin, Xumu Zhang. Highly Enantioselective Synthesis of Chiral γ-Lactams by Rh-Catalyzed Asymmetric Hydrogenation. ACS Catalysis 2018, 8 (6) , 4824-4828.
    6. Hiroshi Fukasawa, Hideaki Muratake, Ai Ito, Hideyuki Suzuki, Yohei Amano, Marina Nagae, Kiyoshi Sugiyama, and Koichi Shudo . Silicon-Containing GABA Derivatives, Silagaba Compounds, as Orally Effective Agents for Treating Neuropathic Pain without Central-Nervous-System-Related Side Effects. ACS Chemical Neuroscience 2014, 5 (7) , 525-532.
    7. Katsuhiko Moriyama, Kazuma Ishida, and Hideo Togo . Hofmann-Type Rearrangement of Imides by in Situ Generation of Imide-Hypervalent Iodines(III) from Iodoarenes. Organic Letters 2012, 14 (3) , 946-949.
    8. Melissa Birch, Stephen Challenger, Jean-Philippe Crochard, David Fradet, Hayley Jackman, Amy Luan, Evelyn Madigan, Neil McDowall, Kevin Meldrum, Charles M. Gordon, Magnus Widegren, and Stephen Yeo . The Development of a Practical Multikilogram Synthesis of the Chiral β-Amino Acid Imagabalin Hydrochloride (PD-0332334) via Asymmetric Hydrogenation. Organic Process Research & Development 2011, 15 (5) , 1172-1177.
    9. Anil B. Chavan, Golak C. Maikap and Mukund K. Gurjar. An Efficient Process of Racemization of 3-(Carbamoylmethyl)-5-methylhexanoic acid: A Pregabalin Intermediate. Organic Process Research & Development 2009, 13 (4) , 812-814.
    10. Jun Deng, Xiang-Ping Hu, Jia-Di Huang, Sai-Bo Yu, Dao-Yong Wang, Zheng-Chao Duan and Zhuo Zheng . Enantioselective Synthesis of β-Aryl-γ-amino Acid Derivatives via Cu-Catalyzed Asymmetric 1,4-Reductions of γ-Phthalimido-Substituted α,β-Unsaturated Carboxylic Acid Esters. The Journal of Organic Chemistry 2008, 73 (15) , 6022-6024.
    11. Taedong Ok,, Aram Jeon,, Joohee Lee,, Jung Hak Lim,, Chang Seop Hong, and, Hee-Seung Lee. Enantiomerically Pure Synthesis of β-Substituted γ-Butyrolactones:  A Key Intermediate to Concise Synthesis of Pregabalin. The Journal of Organic Chemistry 2007, 72 (19) , 7390-7393.
    12. David Monge,, Eloísa Martín-Zamora,, Juan Vázquez,, Manuel Alcarazo,, Eleuterio Álvarez,, Rosario Fernández, and, José M. Lassaletta. Enantioselective Conjugate Addition of N,N-Dialkylhydrazones to α-Hydroxy Enones. Organic Letters 2007, 9 (15) , 2867-2870.
    13. Mark J. Field,, Zheng Li, and, Jacob B. Schwarz. Ca2+ Channel α2-δ Ligands for the Treatment of Neuropathic Pain. Journal of Medicinal Chemistry 2007, 50 (11) , 2569-2575.
    14. Sasikaan Nimmaanrat, Benjalak Charuenporn, Mark P. Jensen, Alan F. Geater, Jutarat Tanasansuttiporn, Thavat Chanchayanon. The anxiolytic effects of preoperative administration of pregabalin in comparison to diazepam and placebo. Scientific Reports 2023, 13 (1)
    15. Yichen Sun, Zhibin Hu, Jing Peng, Qixue Qin, Ning Jiao. Alternative method to Baeyer–Villiger oxidation of cyclobutenones using I 2 /DMSO catalytic systems. Green Chemistry 2023, 25 (18) , 7079-7083.
    16. Sushovan Paladhi, Jin Hyun Park, Barnali Jana, Han Yong Bae, Choong Eui Song. Advances in Catalytic Asymmetric Construction of Quaternary Stereogenic Centers by Conjugate Addition to β,β‐Disubstituted Nitroalkenes. Advanced Synthesis & Catalysis 2023, 365 (17) , 2789-2817.
    17. Mandeep S. Dhak, Dhanarajan Arunprasath, Stephen P. Argent, James D. Cuthbertson. A Domino Radical Amidation/Semipinacol Approach to All‐Carbon Quaternary Centers Bearing an Aminomethyl Group. Chemistry – A European Journal 2023, 29 (47)
    18. Daisuke Kozai, Nobutaka Numoto, Kouki Nishikawa, Akiko Kamegawa, Shohei Kawasaki, Yoko Hiroaki, Katsumasa Irie, Atsunori Oshima, Hiroyuki Hanzawa, Kousei Shimada, Yutaka Kitano, Yoshinori Fujiyoshi. Recognition Mechanism of a Novel Gabapentinoid Drug, Mirogabalin, for Recombinant Human α2δ1, a Voltage-Gated Calcium Channel Subunit. Journal of Molecular Biology 2023, 435 (10) , 168049.
    19. Sumel Ashique, Ashish Garg, Vishal Singh, Gopal Rai, Neeraj Mishra, Murari Lal Soni, Shubneesh Kumar, Vijay Sagar Madamsetty. Role of Block Copolymers in Colon Cancer. 2023, 181-209.
    20. Xinhua Wang, Yi Chen, Ping Liang, Jian-Qiang Chen, Jie Wu. Synthesis of γ-amino acids via photocatalyzed intermolecular carboimination of alkenes. Organic Chemistry Frontiers 2022, 9 (16) , 4328-4333.
    21. Johannes van Niel, Petra Bloms-Funke, Ombretta Caspani, Jose Maria Cendros, Luis Garcia-Larrea, Andrea Truini, Irene Tracey, Sonya C. Chapman, Nicolás Marco-Ariño, Iñaki F. Troconiz, Keith Phillips, Nanna Brix Finnerup, André Mouraux, Rolf-Detlef Treede. Pharmacological Probes to Validate Biomarkers for Analgesic Drug Development. International Journal of Molecular Sciences 2022, 23 (15) , 8295.
    22. Saurabh Kumar Singh, Muthiah Suresh, Raj Bahadur Singh, Rakeshwar Bandichhor, Partha Ghosh. A solvent free tandem lactamization-decarboxylation route to (S)-Pregabalin lactam. Tetrahedron Letters 2022, 101 , 153903.
    23. Limon K Nahar, Kevin Murphy, Sue Paterson. Toxicological Relevance of Pregabalin in Heroin Users: A Two-Year Postmortem Population Study. Journal of Analytical Toxicology 2022, 46 (5) , 471-478.
    24. Andreas Kunzendorf, Mohammad Saifuddin, Gerrit J. Poelarends. Enantiocomplementary Michael Additions of Acetaldehyde to Aliphatic Nitroalkenes Catalyzed by Proline‐Based Carboligases. ChemBioChem 2022, 23 (6)
    25. Claire Townsend. Ion Channels. 2022, 118-150.
    26. Hyung Gon Lee, Yeo Ok Kim, Jeong Il Choi, Xue Hao Han, Yang Un Shin, Myung Ha Yoon. Pharmacological interactions between intrathecal pregabalin plus tianeptine or clopidogrel in a rat model of neuropathic pain. The Korean Journal of Pain 2022, 35 (1) , 59-65.
    27. Mark S Wallace. Effect of Pregabalin on the Median Effective Plasma Concentration of Intravenous Alfentanil in Capsaicin-Induced Pain. Pain Medicine 2021, 22 (12) , 3072-3079.
    28. Samuel D. Arthur, H. Keith Chenault. Synthesis of Pyrrolidones and Caprolactams by Intramolecular Cyclization of Linear Precursors. 2021, 71-189.
    29. Liancheng Gu, Shutong Yang, Fangling Wu, Fuxing Xu, Shaoning Yu, Mingfei Zhou, Yanqiu Chu, Chuan‐Fan Ding. Enantio‐separation of pregabalin by ternary complexation using trapped ion mobility spectrometry. Rapid Communications in Mass Spectrometry 2021, 35 (8)
    30. Katherine R. Sadleir, Jelena Popovoic, Wei Zhu, Cory T. Reidel, Ha Do, Richard B. Silverman, Robert Vassar. Pregabalin Treatment does not Affect Amyloid Pathology in 5XFAD Mice. Current Alzheimer Research 2021, 18 (4) , 283-297.
    31. Bo Han, Xiang-Hong He, Yan-Qing Liu, Gu He, Cheng Peng, Jun-Long Li. Asymmetric organocatalysis: an enabling technology for medicinal chemistry. Chemical Society Reviews 2021, 50 (3) , 1522-1586.
    32. Claire Townsend. Ion Channels. 2021
    33. Yitian Tang, Chaoren Shen, Qiyi Yao, Xinxin Tian, Bo Wang, Kaiwu Dong. Efficient Synthesis of γ‐Lactones by Cobalt‐Catalyzed Carbonylative Ring Expansion of Oxetanes under Syngas Atmosphere. ChemCatChem 2020, 12 (23) , 5898-5902.
    34. Mette Ishøy Rosenbaum, Louise S. Clemmensen, David S. Bredt, Bernhard Bettler, Kristian Strømgaard. Targeting receptor complexes: a new dimension in drug discovery. Nature Reviews Drug Discovery 2020, 19 (12) , 884-901.
    35. Marieli Oliveira Rodrigues, Felipe Ramiro Sobral, Caroline Da Ros Montes D'Oca, Dennis Russowsky, Marcelo G. Montes D'Oca. Morita‐Baylis‐Hillman Reaction Accessing GABA Intermediates: Synthesis of New Lipophilic Hydroxylated γ ‐Nitroesters. ChemistrySelect 2020, 5 (38) , 11921-11926.
    36. Caroline Da Ros Montes D’Oca, Eduardo Bustos Mass, Renata Fontes Ongaratto, Arthur Motta de Andrade, Marcelo G. Montes D’Oca, Dennis Russowsky. Synthesis of (+/−)-Pregabalin and its novel lipophilic β-alkyl-substituted analogues from fatty chains. New Journal of Chemistry 2020, 44 (31) , 13230-13239.
    37. Hiroyasu Murasawa, Hiroyuki Kobayashi, Shun-ichi Yasuda, Kensuke Saeki, Yuki Domon, Naohisa Arakawa, Kazufumi Kubota, Yutaka Kitano. Anxiolytic-like effects of mirogabalin, a novel ligand for α2δ ligand of voltage-gated calcium channels, in rats repeatedly injected with acidic saline intramuscularly, as an experimental model of fibromyalgia. Pharmacological Reports 2020, 72 (3) , 571-579.
    38. Xingrui Luo, Santhosh Kumar Pailla, Fei Gao, Xing Zheng, Ruowen Wang. Functionalization of amino acids with aryl fluorosulfate for prodrug construction by SuFEx chemistry. Tetrahedron 2020, 76 (9) , 130926.
    39. Lucero Díaz‐Peralta, Rodrigo Said Razo‐Hernández, Nina Pastor, Ángel Santiago, Juan Alberto Guevara‐Salazar, Mario Fernández‐Zertuche. 1,4‐Disubstituted‐1,2,3‐triazole GABA Analogues: Synthesis, In Vitro Evaluation, Quantum QSAR and Molecular Docking against Pseudomonas fluorescens GABA‐AT. ChemistrySelect 2020, 5 (3) , 1071-1079.
    40. Hiroyasu Murasawa, Hiroyuki Kobayashi, Kensuke Saeki, Yutaka Kitano. Anxiolytic effects of the novel α2δ ligand mirogabalin in a rat model of chronic constriction injury, an experimental model of neuropathic pain. Psychopharmacology 2020, 237 (1) , 189-197.
    41. Michał Abram, Marcin Jakubiec, Krzysztof Kamiński. Chirality as an Important Factor for the Development of New Antiepileptic Drugs. ChemMedChem 2019, 14 (20) , 1744-1761.
    42. Limon Khatun Nahar, Kevin G Murphy, Sue Paterson. Misuse and Mortality Related to Gabapentin and Pregabalin are Being Under-Estimated: A Two-Year Post-Mortem Population Study. Journal of Analytical Toxicology 2019, 43 (7) , 564-570.
    43. Matthew B. Nodwell, Hua Yang, Helen Merkens, Noeen Malik, Milena Čolović, Björn Wagner, Rainer E. Martin, François Bénard, Paul Schaffer, Robert Britton. 18 F-Branched-Chain Amino Acids: Structure–Activity Relationships and PET Imaging Potential. Journal of Nuclear Medicine 2019, 60 (7) , 1003-1009.
    44. Kiran A. Faryar, Ashley N. Webb, Bikash Bhandari, Timothy G. Price, George M. Bosse. Trending gabapentin exposures in Kentucky after legislation requiring use of the state prescription drug monitoring program for all opioid prescriptions. Clinical Toxicology 2019, 57 (6) , 398-403.
    45. Salomón Assad, Rocío Sabala, Jacqueline Jiménez, Estibaliz Sansinenea, Aurelio Ortiz. Diastereoselective conjugate addition of organocuprates to N-[4-(Dibenzylaminobutenoyl)]oxazolidinone. Synthesis of chiral β-substituted γ-aminoacids. Tetrahedron Letters 2019, 60 (25) , 1646-1648.
    46. Rocío Sabala, Salomon Assad, Ángel Mendoza, Jacqueline Jiménez, Estibaliz Sansinenea, Aurelio Ortiz. Asymmetric synthesis of α,β-substituted γ-amino acids via conjugate addition. Tetrahedron Letters 2019, 60 (26) , 1741-1744.
    47. Debjit Basu, Srinivas Achanta, N. Uday Kumar, Rajeev Bhudhdev Rehani, Rakeshwar Bandichhor. Application of Organometallic Catalysts in API Synthesis. 2019, 115-160.
    48. Stephen D. Meriney, Erika E. Fanselow. Amino Acid Neurotransmitters. 2019, 399-419.
    49. Erin T. Pelkey, Sarah J. Pelkey, Jessica G. Greger. Reactions of 3-pyrrolin-2-ones. 2019, 433-565.
    50. Alexander N. Reznikov, Leonid E. Kapranov, Valentina V. Ivankina, Anastasiya E. Sibiryakova, Victor B. Rybakov, Yuri N. Klimochkin. Nitroalkenes in the Ni(II) Catalyzed Asymmetric Michael Addition. Convenient Route to the Key Intermediate of Brivaracetam. Helvetica Chimica Acta 2018, 101 (12)
    51. Josué Rodríguez-Lozada, Erika Tovar-Gudiño, Juan Guevara-Salazar, Rodrigo Razo-Hernández, Ángel Santiago, Nina Pastor, Mario Fernández-Zertuche. QSAR and Molecular Docking Studies of the Inhibitory Activity of Novel Heterocyclic GABA Analogues over GABA-AT. Molecules 2018, 23 (11) , 2984.
    52. Yong Xia, Lin Wang, Armido Studer. Site‐Selective Remote Radical C−H Functionalization of Unactivated C−H Bonds in Amides Using Sulfone Reagents. Angewandte Chemie 2018, 130 (39) , 13122-13126.
    53. Yong Xia, Lin Wang, Armido Studer. Site‐Selective Remote Radical C−H Functionalization of Unactivated C−H Bonds in Amides Using Sulfone Reagents. Angewandte Chemie International Edition 2018, 57 (39) , 12940-12944.
    54. Kousei Shimada, Yasuo Ohata, Jun Kobayashi, Yoshiyuki Onishi, Asuka Kawamura, Yuki Domon, Naohisa Arakawa, Tatsuya Inoue, Yutaka Kitano, Fumihiko Matsuda, Yuki Abe, Tsuneo Deguchi. Alkylsulfanyl analogs as potent α 2 δ ligands. Bioorganic & Medicinal Chemistry Letters 2018, 28 (11) , 2000-2002.
    55. Erika Tovar-Gudiño, Juan Guevara-Salazar, José Bahena-Herrera, José Trujillo-Ferrara, Zuleyma Martínez-Campos, Rodrigo Razo-Hernández, Ángel Santiago, Nina Pastor, Mario Fernández-Zertuche. Novel-Substituted Heterocyclic GABA Analogues. Enzymatic Activity against the GABA-AT Enzyme from Pseudomonas fluorescens and In Silico Molecular Modeling. Molecules 2018, 23 (5) , 1128.
    56. Sascha R. A. Alles, Peter A. Smith, . Etiology and Pharmacology of Neuropathic Pain. Pharmacological Reviews 2018, 70 (2) , 315-347.
    57. Denisa Vargová, Rastislav Baran, Radovan Šebesta. Investigations towards the stereoselective organocatalyzed Michael addition of dimethyl malonate to a racemic nitroalkene: possible route to the 4-methylpregabalin core structure. Beilstein Journal of Organic Chemistry 2018, 14 , 553-559.
    58. Ramandeep Kaur, Satyendra Kumar Pandey. Efficient synthesis of (−)-(R)- and (+)-(S)-rolipram. Tetrahedron Letters 2017, 58 (46) , 4333-4335.
    59. Eder Gambeta, Caroline Machado Kopruszinski, Renata Cristiane dos Reis, Janaina Menezes Zanoveli, Juliana Geremias Chichorro. Facial pain and anxiety-like behavior are reduced by pregabalin in a model of facial carcinoma in rats. Neuropharmacology 2017, 125 , 263-271.
    60. Mine Altınkaya Chavush, Seyhan Yağar, Ayşim Ertürk, Ayşegül Özgök. Preliminary investigation of preoperative pregabalin and total intravenous anesthesia doses: a randomized controlled trial. Journal of Clinical Anesthesia 2017, 41 , 137-140.
    61. Young-Hwan Jung, Yeo Ok Kim, Jung Hyun Han, Yong-Chul Kim, Myung Ha Yoon. Isobolographic Analysis of Drug Combinations With Intrathecal BRL52537 (κ-Opioid Agonist), Pregabalin (Calcium Channel Modulator), AF 353 (P2X3 Receptor Antagonist), and A804598 (P2X7 Receptor Antagonist) in Neuropathic Rats. Anesthesia & Analgesia 2017, 125 (2) , 670-677.
    62. Daniel Katz, Yaakov Beilin. Review of the Alternatives to Epidural Blood Patch for Treatment of Postdural Puncture Headache in the Parturient. Anesthesia & Analgesia 2017, 124 (4) , 1219-1228.
    63. T. Borisova, N. Pozdnyakova, E. Shaitanova, I. Gerus, M. Dudarenko, G. Haufe, V. Kukhar. Effects of new fluorinated analogues of GABA, pregabalin bioisosters, on the ambient level and exocytotic release of [3H]GABA from rat brain nerve terminals. Bioorganic & Medicinal Chemistry 2017, 25 (2) , 759-764.
    64. Mario Ordóñez, Carlos Cativiela, Iván Romero-Estudillo. An update on the stereoselective synthesis of γ-amino acids. Tetrahedron: Asymmetry 2016, 27 (20-21) , 999-1055.
    65. James Offord, Lori L. Isom. Drugging the undruggable: gabapentin, pregabalin and the calcium channel α 2 δ subunit. Critical Reviews in Biochemistry and Molecular Biology 2016, 51 (4) , 246-256.
    66. Ruben Vardanyan, Victor Hruby. Antiepileptic Drugs. 2016, 155-177.
    67. Duanyang Kong, Meina Li, Rui Wang, Guofu Zi, Guohua Hou. Highly efficient asymmetric hydrogenation of cyano-substituted acrylate esters for synthesis of chiral γ-lactams and amino acids. Organic & Biomolecular Chemistry 2016, 14 (4) , 1216-1220.
    68. Gerald W. Zamponi, Joerg Striessnig, Alexandra Koschak, Annette C. Dolphin, . The Physiology, Pathology, and Pharmacology of Voltage-Gated Calcium Channels and Their Future Therapeutic Potential. Pharmacological Reviews 2015, 67 (4) , 821-870.
    69. T. Borisova, N. Pozdnyakova, E. Shaitanova, I. Gerus, M. Dudarenko, R. Mironets, G. Haufe, V. Kukhar. Synthesis of new fluorinated analogs of GABA, Pregabalin bioisosteres, and their effects on [3H]GABA uptake by rat brain nerve terminals. Bioorganic & Medicinal Chemistry 2015, 23 (15) , 4316-4323.
    70. Zohre Sadeghzade, S. Ali Beyramabadi, Ali Morsali. A DFT investigation of structure, spectroscopic properties and tautomerism of the anticonvulsant drug Lyrica. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2015, 138 , 637-642.
    71. Mohamed Ommid, Arsi Taj, Javid Iqbal, Shafa Abeeda H A, Saba Ahad, Sami Ullah Mujoo, Mohsin Wazir, Naseer Ahmead Da. PREEMPTIVE PREGABLIN: EFFICACY ON POSTOPERATIVE PAIN RELIEF AND OPIOID SPARING IN LOWER ABDOMINAL SURGERIES. Journal of Evolution of Medical and Dental Sciences 2015, 04 (09) , 1449-1456.
    72. Lishuang Liang, Xingang Li, Guozhuan Zhang, Yingjiao Sun, Hui Yu, Jian Jiao. Pregabalin in the Treatment of Herpetic Neuralgia: Results of a Multicenter Chinese Study. Pain Medicine 2015, 16 (1) , 160-167.
    73. Mohammad S. Bekawi, Lamia M. El Wakeel, Waleed M.A. Al Taher, Walid M.A. Mageed. Clinical Study Evaluating Pregabalin Efficacy and Tolerability for Pain Management in Patients Undergoing Laparoscopic Cholecystectomy. The Clinical Journal of Pain 2014, 30 (11) , 944-952.
    74. Xiao-Jun Li, Ren-Chao Zheng, Hong-Ye Ma, Jian-Feng Huang, Yu-Guo Zheng. Key residues responsible for enhancement of catalytic efficiency of Thermomyces lanuginosus lipase Lip revealed by complementary protein engineering strategy. Journal of Biotechnology 2014, 188 , 29-35.
    75. James E. Frampton. Pregabalin: A Review of its Use in Adults with Generalized Anxiety Disorder. CNS Drugs 2014, 28 (9) , 835-854.
    76. Jordi Aguilera, Albertina Moglioni, Àlex Mor, Jimena Ospina, Ona Illa, Rosa M. Ortuño. Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional γ-lactams and amino acids. Tetrahedron 2014, 70 (37) , 6546-6553.
    77. Antonio Leyva‐Pérez, Pilar García‐García, Avelino Corma. Multisite Organic–Inorganic Hybrid Catalysts for the Direct Sustainable Synthesis of GABAergic Drugs. Angewandte Chemie 2014, 126 (33) , 8831-8834.
    78. Antonio Leyva‐Pérez, Pilar García‐García, Avelino Corma. Multisite Organic–Inorganic Hybrid Catalysts for the Direct Sustainable Synthesis of GABAergic Drugs. Angewandte Chemie International Edition 2014, 53 (33) , 8687-8690.
    79. Susan Lotarski, Heather Hain, Jason Peterson, Stacey Galvin, Bryan Strenkowski, Sean Donevan, James Offord. Anticonvulsant activity of pregabalin in the maximal electroshock-induced seizure assay in α2δ1 (R217A) and α2δ2 (R279A) mouse mutants. Epilepsy Research 2014, 108 (5) , 833-842.
    80. Sariya Yodwaree, Darunee Soorukram, Chutima Kuhakarn, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr. Formal synthesis of (+)-3-epi-eupomatilone-6 and the 3,5-bis-epimer. Organic & Biomolecular Chemistry 2014, 12 (35) , 6885.
    81. Erika Tovar-Gudiño, Rosmarbel Morales-Nava, Mario Fernández-Zertuche. Diasteroselective conjugate addition of diethylaluminum cyanide to a conjugated N -enoyl system: an alternative synthesis of ( S )-pregabalin. Canadian Journal of Chemistry 2014, 92 (1) , 45-48.
    82. David Dickens, Steven D. Webb, Svetlana Antonyuk, Athina Giannoudis, Andrew Owen, Steffen Rädisch, S. Samar Hasnain, Munir Pirmohamed. Transport of gabapentin by LAT1 (SLC7A5). Biochemical Pharmacology 2013, 85 (11) , 1672-1683.
    83. H. Potschka. Wirkungsmechanismen von Antiepileptika. Zeitschrift für Epileptologie 2013, 26 (2) , 85-89.
    84. Ayman A. Ghoneim, Mohammed M. Hegazy. The analgesic effect of preoperative pregabalin in radical cystectomy for cancer bladder patients. The Chinese-German Journal of Clinical Oncology 2013, 12 (3) , 113-117.
    85. Heidrun Potschka. Pharmacological treatment strategies: Mechanisms of antiepileptic drugs. Epileptology 2013, 1 (1) , 31-37.
    86. Kane O. Pryor, Kingsley P. Storer. Drugs for Neuropsychiatric Disorders. 2013, 180-207.
    87. Elisabetta Brenna, Francesco G. Gatti, Alessia Manfredi, Daniela Monti, Fabio Parmeggiani. Old Yellow Enzyme-mediated reduction of β-cyano-α,β-unsaturated esters for the synthesis of chiral building blocks: stereochemical analysis of the reaction. Catalysis Science & Technology 2013, 3 (4) , 1136.
    88. Josie Resende Torres da Silva, Marcelo Lourenço da Silva, Wiliam Alves Prado. Electroacupuncture at 2/100 Hz Activates Antinociceptive Spinal Mechanisms Different from Those Activated by Electroacupuncture at 2 and 100 Hz in Responder Rats. Evidence-Based Complementary and Alternative Medicine 2013, 2013 , 1-14.
    89. A. Taneja, J. Nyberg, M. Danhof, O. Della Pasqua. Optimised protocol design for the screening of analgesic compounds in neuropathic pain. Journal of Pharmacokinetics and Pharmacodynamics 2012, 39 (6) , 661-671.
    90. Riccardo Guglielmo, Giovanni Martinotti, Massimo Clerici, Luigi Janiri. Pregabalin for Alcohol Dependence: A Critical Review of the Literature. Advances in Therapy 2012, 29 (11) , 947-957.
    91. Juan-Antonio Micó, Rita Prieto. Elucidating the Mechanism of Action of Pregabalin. CNS Drugs 2012, 26 (8) , 637-648.
    92. Michael S. Saporito, Christopher A. Lipinski, Andrew G. Reaume. Phenotypic In Vivo Screening to Identify New, Unpredicted Indications for Existing Drugs and Drug Candidates. 2012, 253-290.
    93. Vivek D. Bobade, Pravin C. Mhaske, Kamlesh S. Vadgaonkar, Shivaji H. Shelke. A ring-closing metathesis approach for the synthesis of (±)-pregabalin. Monatshefte für Chemie - Chemical Monthly 2012, 143 (5) , 847-851.
    94. Jiang Wang, Xun Ji, Jianmei Shi, Haifeng Sun, Hualiang Jiang, Hong Liu. Diastereoselective Michael reaction of chiral nickel(II) glycinate with nitroalkenes for asymmetric synthesis of β-substituted α,γ-diaminobutyric acid derivatives in water. Amino Acids 2012, 42 (5) , 1685-1694.
    95. Qiang Zhang, Jian-Feng Li, Guang-Hui Tian, Rong-Xia Zhang, Jin Sun, Jin Suo, Xin Feng, Du Fang, Xiang-Rui Jiang, Jing-Shan Shen. A practical and enantioselective synthesis of tapentadol. Tetrahedron: Asymmetry 2012, 23 (8) , 577-582.
    96. Raj Mitra, Stephanie Jones. Adjuvant Analgesics in Cancer Pain: A Review. American Journal of Hospice and Palliative Medicine® 2012, 29 (1) , 70-79.
    97. Kyle L. Kimmel, Jimmie D. Weaver, Jonathan A. Ellman. Enantio- and diastereoselective addition of cyclohexylMeldrum's acid to β- and α,β-disubstituted nitroalkenesvia N-sulfinyl urea catalysis. Chem. Sci. 2012, 3 (1) , 121-125.
    98. Katsuhiko Moriyama, Kazuma Ishida, Hideo Togo. Effect of catalytic alkali metal bromide on Hofmann-type rearrangement of imides. Chemical Communications 2012, 48 (68) , 8574.
    99. U. Huseyinoglu, N. Huseyinoglu, E. Hamurtekin, H. Aygun, B. Sulu. Effect of pregabalin on post-dural-puncture headache following spinal anesthesia and lumbar puncture. Journal of Clinical Neuroscience 2011, 18 (10) , 1365-1368.
    100. Zheng Li, Charles P. Taylor, Mark Weber, Julie Piechan, Faith Prior, Feng Bian, Mei Cui, Diane Hoffman, Sean Donevan. Pregabalin is a potent and selective ligand for α2δ-1 and α2δ-2 calcium channel subunits. European Journal of Pharmacology 2011, 667 (1-3) , 80-90.
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