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Recent advances in the discovery and evaluation of fatty acid amide hydrolase inhibitors

Pages 961-993 | Published online: 26 Aug 2010

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Yoshikazu Uto. (2015) 1,2-Benzisoxazole compounds: a patent review (2009 – 2014). Expert Opinion on Therapeutic Patents 25:6, pages 643-662.
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Rati Kailash Prasad Tripathi. (2020) A perspective review on fatty acid amide hydrolase (FAAH) inhibitors as potential therapeutic agents. European Journal of Medicinal Chemistry 188, pages 111953.
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J. Matthew Meinig, Skylar J. Ferrara, Tapasree Banerji, Tania Banerji, Hannah S. Sanford-Crane, Dennis Bourdette & Thomas S. Scanlan. (2018) Structure–Activity Relationships of Central Nervous System Penetration by Fatty Acid Amide Hydrolase (FAAH)-Targeted Thyromimetic Prodrugs. ACS Medicinal Chemistry Letters 10:1, pages 111-116.
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László E. Kiss, Alexandre Beliaev, Humberto S. Ferreira, Carla P. Rosa, Maria João Bonifácio, Ana I. Loureiro, Nuno M. Pires, P. Nuno Palma & Patrício Soares-da-Silva. (2018) Discovery of a Potent, Long-Acting, and CNS-Active Inhibitor (BIA 10-2474) of Fatty Acid Amide Hydrolase. ChemMedChem 13:20, pages 2177-2188.
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Florian M. Dato, Miriam Sheikh, Rocky Z. Uhl, Alexandra W. Schüller, Michaela Steinkrüger, Peter Koch, Jörg-Martin Neudörfl, Michael Gütschow, Bernd Goldfuss & Markus Pietsch. (2018) ω-Phthalimidoalkyl Aryl Ureas as Potent and Selective Inhibitors of Cholesterol Esterase. ChemMedChem 13:17, pages 1833-1847.
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Dale L. Boger. (2017) The Difference a Single Atom Can Make: Synthesis and Design at the Chemistry–Biology Interface. The Journal of Organic Chemistry 82:23, pages 11961-11980.
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Stefan Zahov, David Garzinsky, Walburga Hanekamp & Matthias Lehr. (2017) 1-Heteroarylpropan-2-ones as inhibitors of fatty acid amide hydrolase: Studies on structure-activity relationships and metabolic stability. Bioorganic & Medicinal Chemistry 25:3, pages 825-837.
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Alexandre Beliaev, Humberto S. Ferreira, David A. Learmonth, Maria João Bonifácio, Leonel Torrão, Nuno M. Pires, Patrício Soares-da-Silva & László E. Kiss. (2016) Synthesis and structure–activity relationships of ionizable 1,3,4-oxadiazol-2(3H)-ones as peripherally selective FAAH inhibitors with improved aqueous solubility. Pure and Applied Chemistry 88:4, pages 341-347.
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A. Micoli, A. De Simone, D. Russo, G. Ottonello, G. Colombano, G. F. RudaT. Bandiera, A. Cavalli & G. Bottegoni. (2016) Aryl and heteroaryl N -[4-[4-(2,3-substituted-phenyl)piperazine-1-yl]alkyl]carbamates with improved physico-chemical properties as dual modulators of dopamine D3 receptor and fatty acid amide hydrolase . MedChemComm 7:3, pages 537-541.
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Tobias Terwege, Walburga Hanekamp, David Garzinsky, Simone König, Oliver Koch & Matthias Lehr. (2016) ω-Imidazolyl- and ω-Tetrazolylalkylcarbamates as Inhibitors of Fatty Acid Amide Hydrolase: Biological Activity and in vitro Metabolic Stability. ChemMedChem 11:4, pages 429-443.
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Katerina Otrubova, Benjamin F. Cravatt & Dale L. Boger. (2014) Design, Synthesis, and Characterization of α-Ketoheterocycles That Additionally Target the Cytosolic Port Cys269 of Fatty Acid Amide Hydrolase. Journal of Medicinal Chemistry 57:3, pages 1079-1089.
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Tobias Terwege, Helmut Dahlhaus, Walburga Hanekamp & Matthias Lehr. (2014) ?-Heteroarylalkylcarbamates as inhibitors of fatty acid amide hydrolase (FAAH). Med. Chem. Commun. 5:7, pages 932-936.
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Alessio De Simone, Gian Filippo Ruda, Clara Albani, Glauco Tarozzo, Tiziano Bandiera, Daniele Piomelli, Andrea Cavalli & Giovanni Bottegoni. (2014) Applying a multitarget rational drug design strategy: the first set of modulators with potent and balanced activity toward dopamine D3 receptor and fatty acid amide hydrolase. Chem. Commun. 50:38, pages 4904-4907.
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Alessio Lodola, Silvia Rivara & Marco Mor. 2014. Biomolecular Modelling and Simulations. Biomolecular Modelling and Simulations 219 234 .
Chiara Lambruschini, Marina Veronesi, Elisa Romeo, Gianpiero Garau, Tiziano Bandiera, Daniele Piomelli, Rita Scarpelli & Claudio Dalvit. (2013) Development of Fragment-Based n -FABS NMR Screening Applied to the Membrane Enzyme FAAH . ChemBioChem 14:13, pages 1611-1619.
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Katerina Otrubova, Monica Brown, Michael S. McCormick, Gye W. Han, Scott T. O’Neal, Benjamin F. Cravatt, Raymond C. Stevens, Aron H. Lichtman & Dale L. Boger. (2013) Rational Design of Fatty Acid Amide Hydrolase Inhibitors That Act by Covalently Bonding to Two Active Site Residues. Journal of the American Chemical Society 135:16, pages 6289-6299.
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Katerina Otrubova & Dale L. Boger. (2012) α-Ketoheterocycle-Based Inhibitors of Fatty Acid Amide Hydrolase (FAAH). ACS Chemical Neuroscience 3:5, pages 340-348.
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Stephen D. Roughley, Helen Browne, Alba T. Macias, Karen Benwell, Teresa Brooks, Jalanie D’Alessandro, Zoe Daniels, Sarah Dugdale, Geraint Francis, Ben Gibbons, Terance Hart, Timothy Haymes, Guy Kennett, Sean Lightowler, Natalia Matassova, Howard Mansell, Angela Merrett, Anil Misra, Anthony Padfield, Rachel Parsons, Robert Pratt, Alan Robertson, Heather Simmonite, Kiri Tan, Steven B. Walls & Melanie Wong. (2012) Fatty acid amide hydrolase inhibitors. 3: Tetra-substituted azetidine ureas with in vivo activity. Bioorganic & Medicinal Chemistry Letters 22:2, pages 901-906.
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Marion Rusch, Stefan Zahov, Ingrid R. Vetter, Matthias Lehr & Christian Hedberg. (2012) Design, synthesis and evaluation of polar head group containing 2-keto-oxazole inhibitors of FAAH. Bioorganic & Medicinal Chemistry 20:2, pages 1100-1112.
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M. Soledade C. Pedras, Zoran Minic & Sajjad Hossain. (2012) Discovery of inhibitors and substrates of brassinin hydrolase: Probing selectivity with dithiocarbamate bioisosteres. Bioorganic & Medicinal Chemistry 20:1, pages 225-233.
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Anna L. Bowman & Alexandros Makriyannis. (2011) Approximating Protein Flexibility through Dynamic Pharmacophore Models: Application to Fatty Acid Amide Hydrolase (FAAH). Journal of Chemical Information and Modeling 51:12, pages 3247-3253.
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Marion Feledziak, Giulio G. Muccioli, Didier M. Lambert & Jacqueline Marchand-Brynaert. (2011) SAR and LC/MS Studies of β-Lactamic Inhibitors of Human Fatty Acid Amide Hydrolase ( h FAAH): Evidence of a Nonhydrolytic Process . Journal of Medicinal Chemistry 54:19, pages 6812-6823.
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Federica Vacondio, Claudia Silva, Alessio Lodola, Caterina Carmi, Silvia Rivara, Andrea Duranti, Andrea Tontini, Silvano Sanchini, Jason R. Clapper, Daniele Piomelli, Giorgio Tarzia & Marco Mor. (2011) Biphenyl-3-yl alkylcarbamates as fatty acid amide hydrolase (FAAH) inhibitors: Steric effects of N-alkyl chain on rat plasma and liver stability. European Journal of Medicinal Chemistry 46:9, pages 4466-4473.
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Katerina Otrubova, Cyrine Ezzili & Dale L. Boger. (2011) The discovery and development of inhibitors of fatty acid amide hydrolase (FAAH). Bioorganic & Medicinal Chemistry Letters 21:16, pages 4674-4685.
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Mauro Mileni, Joie Garfunkle, Cyrine Ezzili, Benjamin F. Cravatt, Raymond C. Stevens & Dale L. Boger. (2011) Fluoride-Mediated Capture of a Noncovalent Bound State of a Reversible Covalent Enzyme Inhibitor: X-ray Crystallographic Analysis of an Exceptionally Potent α-Ketoheterocycle Inhibitor of Fatty Acid Amide Hydrolase. Journal of the American Chemical Society 133:11, pages 4092-4100.
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Stefan Zahov, Andreas Drews, Mark Hess, Alwine Schulze Elfringhoff & Matthias Lehr. (2011) 1‐(3‐Biaryloxy‐2‐oxopropyl)indole‐5‐carboxylic Acids and Related Compounds as Dual Inhibitors of Human Cytosolic Phospholipase A 2 α and Fatty Acid Amide Hydrolase . ChemMedChem 6:3, pages 544-549.
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L?szl? E. Kiss, Humberto S. Ferreira, Alexandre Beliaev, Leonel Torr?o, Maria Jo?o Bonif?cio & David A. Learmonth. (2011) Design, synthesis, and structure?activity relationships of 1,3,4-oxadiazol-2(3H)-ones as novel FAAH inhibitors. MedChemComm 2:9, pages 889.
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