Recent progress in the chemistry of heterocycles incorporated oxazolo[4,5-b]pyridine and oxazolo[5,4-b]pyridine skeletons

References

• Grumel, V.; Merour, J. Y.; Guillaumet, G. Synthesis of Substituted Oxazolo[4,5-b]Pyridine Derivatives. Heterocycles. 2001, 55, 1329-1345. DOI: 10.3987/COM-01-9213.
   Web of Science ®Google Scholar
• Clark, R. L.; Pessolano, A. A.; Witzel, B.; Lanza, T.; Shen, T. Y.; Van Arman, C. G.; Risley, E. A. 2-(Substituted Phenyl)Oxazolo[4,5-b]Pyridines and 2-(Substituted Phenyl)-Oxazolo[5,4-b]Pyridines as Nonacidic Antiinflammatory Agents. J. Med. Chem. 1978, 21, 1158-1162. DOI: 10.1021/jm00209a014.
   PubMed Web of Science ®Google Scholar
• Shen, T. Y.; Clark, R. L.; Pessolano, A. A.; Witzel, B. E.; Lanza, T. Anti-Inflammatory Oxazole[4,5-b]pyridines. U.S. Patent 4,038,396, 1977.
   Google Scholar
• Mac, M.; Baran, W.; Uchacz, T.; Baran, B.; Suder, M.; Leśniewski, S. Fluorescence Properties of the Derivatives of Oxazolo[4,5-b]Pyridyne. J. Photochem. Photobiol. A. 2007, 192, 188-196. DOI: 10.1016/j.jphotochem.2007.05.023.
   Web of Science ®Google Scholar
• Marie-Claude, V.; Patricia, J.; Marie-Laure, B.; Laurence, S.; Gerald, G. Acylation of Oxazolo[4,5-b]Pyridin-2(3H)-Ones, 2-Phenyloxazolo[4,5-b]Pyridines and Pyrrolo[2,3-b]Pyridin-2(2H)-Ones. Tetrahedron. 1997, 53, 5159-5168. DOI: 10.1016/S0040-4020(97)00179-8.
   Web of Science ®Google Scholar
• Viaud, M. C.; Jamoneau, P.; Bizot-Espiard, J. G.; Pfeiffer, B.; Renard, P.; Caignard, D. H.; Adam, G.; Guillaumet, G. N-Substituted Aminohydroxypyridines as Potential Non-Opioid Analgesic Agents. Bioorg. Med. Chem. 1995, 3, 929-937. DOI: 10.1016/0968-0896(95)00080-Z.
   PubMed Web of Science ®Google Scholar
• Duchowicz, P. R.; Vitale, M. G.; Castro, E. A.; Fernandez, M.; Caballero, J. QSAR Analysis for Heterocyclic Antifungals. Bioorg. Med. Chem 2007, 15, 2680-2689. DOI: 10.1016/j.bmc.2007.01.039.
   PubMed Web of Science ®Google Scholar
• Zhuravlev, F. A. Unprecedentedly Mild Direct Pd-Catalyzed Arylation of Oxazolo[4,5-b]Pyridine. Tetrahedron Lett. 2006, 47, 2929-2932. DOI: 10.1016/j.tetlet.2006.02.117.
   Web of Science ®Google Scholar
• Maryanoff, B. E.; Costanzo, M. J. Inhibitors of Proteases and Amide Hydrolases That Employ an α-Ketoheterocycle as a Key Enabling Functionality. Bioorg. Med. Chem. 2008, 16, 1562-1595. DOI: 10.1016/j.bmc.2007.11.015.
   PubMed Web of Science ®Google Scholar
• Mincheva, Z.; Courtois, M.; Andreu, F.; Rideau, M.; Viaud-Massuard, M.-C. Fosmidomycin Analogues as Inhibitors of Monoterpenoid Indole Alkaloid Production in Catharanthus roseus Cells. Phytochemistry. 2005, 66, 1797-1803. DOI: 10.1016/j.phytochem.2005.06.002.
   PubMed Web of Science ®Google Scholar
• Marco, J. L.; de los Rı́os, C.; Garcı́a, A. G.; Villarroya, M.; Carreiras, M. C.; Martins, C.; Eleutério, A.; Morreale, A.; Orozco, M.; Luque, F. J. Synthesis, Biological Evaluation and Molecular Modelling of Diversely Functionalized Heterocyclic Derivatives as Inhibitors of Acetylcholinesterase/Butyrylcholinesterase and Modulators of Ca2? Channels and Nicotinic Receptors. Bioorg. Med. Chem. 2004, 12, 2199-2218. DOI: 10.1016/j.bmc.2004.02.017.
   PubMed Web of Science ®Google Scholar
• Bemis, J. E.; Vu, C. B.; Xie, R.; Nunes, J. J.; Ng, P. Y.; Disch, J. S.; Milne, J. C.; Carney, D. P.; Lynch, A. V.; Jin, L.; et al. Discovery of Oxazolo[4,5-b]Pyridines and Related Heterocyclic Analogs as Novel SIRT1 Activators. Bioorg. Med. Chem. Lett. 2009, 19, 2350-2353. DOI: 10.1016/j.bmcl.2008.11.106.
   PubMed Web of Science ®Google Scholar
• Barni, E.; Pasquino, S.; Savarino, P.; Di Modica, G.; Giraudo, G. Disperse and Cationic Dyes from 2-(o, m, p-Aminophenyl)Oxazolo[4,5-b]Pyridine. Dyes Pigments. 1985, 6, 1-12. DOI: 10.1016/0143-7208(85)80001-2.
   Web of Science ®Google Scholar
• Heuser, S.; Keenan, M.; Weichert, A. G. New Facile and Mild Synthesis of 2-Substituted Oxazolopyridines. Tetrahedron Lett. 2005, 46, 9001-9004. DOI: 10.1016/j.tetlet.2005.10.109.
   Web of Science ®Google Scholar
• Ge, F.; Wang, Z.; Wan, W.; Lu, W.; Hao, J. One-Pot Synthesis of 2-Trifluoromethyl and 2-Difluoromethyl Substituted Benzo-1,3-Diazoles. Tetrahedron Lett 2007, 48, 3251-3254. DOI: 10.1016/j.tetlet.2007.03.015.
   Web of Science ®Google Scholar
• Myllymaki, M. J.; Koskinen, A. M. P. A Rapid Method for the Preparation of 2-Substituted Oxazolo[4,5-b]Pyridines Using Microwave-Assisted Direct Condensation Reactions. Tetrahedron Lett. 2007, 48, 2295-2298. DOI: 10.1016/j.tetlet.2007.01.161.
   Web of Science ®Google Scholar
• Mohammadpoor-Baltork, I.; Khosropour, A. R.; Hojati, S. F. ZrOCl2.8H2O as an Efficient, Environmentally Friendly and Reusable Catalyst for Synthesis of Benzoxazoles, Benzothiazoles, Benzimidazoles and Oxazolo[4,5-b]Pyridines under Solvent-Free Conditions. Catal. Commun 2007, 8, 1865-1870. DOI: 10.1016/j.catcom.2007.02.020.
   Web of Science ®Google Scholar
• Shantare, D.; Gudriniece, E.; Yure, M. Synthesis and Properties of 2-Oxooxazolopyridines (Review). Chem. Heterocycl. Compd. 1999, 35, 146-160. DOI: 10.1007/BF02251700.
   Google Scholar
• (a) Elattar, K. M.; Mert, B. D. Recent Developments in the Chemistry of Bicyclic 6-6 Systems: Chemistry of Pyrido[4,3-d]Pyrimidines. RSC Adv. 2016, 6, 71827-71851. DOI: 10.1039/C6RA12364C. (b) Fadda, A. A.; El-Hadidy, S. A.; Elattar, K. M. Advances in 1,8-Naphthyridines Chemistry. Synth Commun. 2015, 45, 2765-2801. DOI: 10.1080/00397911.2015.1089577. (c) Fadda, A. A.; El-Mekabaty, A.; Elattar, K. M. Chemistry of Enaminonitriles of Pyrano[2,3-c]Pyrazole and Related Compounds. Synth Commun. 2013, 43, 2685-2719. DOI: 10.1080/00397911.2012.744842.
   Web of Science ®Google Scholar
• (a) Elattar, K. M.; Youssef, I.; Fadda, A. A. Reactivity of Indolizines in Organic Synthesis. Synth Commun 2016, 46, 719-744. DOI: 10.1080/00397911.2016.1166252. (b) Elattar, K. M.; Rabie, R.; Hammouda, M. M. Recent Developments in the Chemistry of Bicyclic 6-6 Systems: Chemistry of Pyrido[1,2-c]Pyrimidines. Synth Commun. 2016, 46, 1477-1498. DOI: 10.1080/00397911.2016.1211702.
   Web of Science ®Google Scholar
• (a) Elattar, K. M.; Mert, B. D.; Abozeid, M. A.; El-Mekabaty, A. Advances in 1,3,5-Triazepines Chemistry. RSC Adv. 2016, 6, 37286-37307. DOI: 10.1039/C6RA00590J. (b) Fadda, A. A.; Elattar, K. M. Reactivity of Dehydroacetic Acid in Organic Synthesis. Synth Commun. 2016, 46, 1-30. DOI: 10.1080/00397911.2015.1092549. (c) Elattar, K. M.; Fadda, A. A. Chemistry of Antipyrine. Synth Commun. 2016, 46, 1567-1594. DOI: 10.1080/00397911.2016.1211703. (d) Elattar, K. M.; Rabie, R.; Hammouda, M. M. Recent Progress in the Chemistry of Bicyclic 6-6 Systems: Chemistry of Pyrido[1,2-a]Pyrimidines. Monatsh. Chem. 2017, 148, 601-627. DOI: 10.1007/s00706-016-1852-1. (e) Fadda, A. A.; Elattar, K. M. Utility of Enaminonitriles in Heterocyclic Synthesis: Synthesis of Some New Azepine, Azocine, and Pyrroldione Derivatives. J. Hetercyclic. Chem. 2014, 51, 1697-1704. DOI: 10.1002/jhet.1829.
   Web of Science ®Google Scholar
• Monier, M.; El-Mekabaty, A.; Abdel-Latif, D.; Elattar, K. M. Chemistry of Bicyclic 5-6 Systems: Synthesis of Oxazolo[3,2-a]pyridines and their Salts with a Ring-junction Nitrogen Atom. Synthetic Commun. 2019, 49, 2591-2629. DOI: 10.1080/00397911.2019.1643889.
   Web of Science ®Google Scholar
• Monier, M.; Abdel-Latif, D.; El-Mekabaty, A.; Elattar, K. M. Chemistry of Bicyclic 5-6 Systems: Reactivity and Stereoselective Reactions of Oxazolopyridines with a Ring-Junction Nitrogen Atom. J. Heterocycl. Chem. 2019. DOI: 10.1002/jhet.3727.
   Web of Science ®Google Scholar
• Doise, M.; Dennin, F.; Blondeau, D.; Sliwa, H. Synthesis of Novel Heterocycles: Oxazolo[4,5-b]Pyridines and Oxazolo[4,5-d]Pyrimidines. Tetrahedron Lett. 1990, 31, 1155-1156. DOI: 10.1016/S0040-4039(00)88750-X.
   Web of Science ®Google Scholar
• Takahashi, T.; Yoneda, F. Synthesis of Nitrogen-Containing Heterocyclic Compounds. CIII. Synthesis of 3-Hydroxypyridine Derivatives. Pharm Bull. 1957, 5, 350-353. DOI: 10.1248/cpb1953.5.350.
   PubMedGoogle Scholar
• Narsaiah, B.; Sivaprasad, A.; Venkataratnam, R. V. Facile Syntheses of Novel 2-(1,1,1-Trifluoro-Acetonyl)Imidazoles, Oxazoles, Quinazolines and Perimidines. J. Fluorine Chem. 1994, 66, 47-50. DOI: 10.1016/0022-1139(93)02894-K.
   Web of Science ®Google Scholar
• Kosaka, T.; Ochiai, K.; Ohba, S.; Wakabayashi, T.; Murota, S. A Novel Series of Highly Potent 5-Lipoxygenase Inhibitors; 2-Aryldienylbenzoxazoles. Bioorg. Med. Chem. Lett. 1995, 5, 35-38. DOI: 10.1016/0960-894X(94)00449-P.
   Web of Science ®Google Scholar
• Deng, J. Z.; McMasters, D. R.; Rabbat, P. M.; Williams, P. D.; Coburn, C. A.; Yan, Y.; Kuo, L. C.; Lewis, S. D.; Lucas, B. J.; Krueger, J. A.; et al. Development of an Oxazolopyridine Series of Dual Thrombin/Factor Xa Inhibitors via Structure-Guided Lead Optimization. Bioorg. Med. Chem. Lett. 2005, 15, 4411-4416. DOI: 10.1016/j.bmcl.2005.07.022.
   PubMed Web of Science ®Google Scholar
• Ferrins, L.; Rahmani, R.; Sykes, M. L.; Jones, A. J.; Avery, V. M.; Teston, E.; Almohaywi, B.; Yin, J. X.; Smith, J.; Hyland, C.; et al. Baell, J. B. 3-(Oxazolo[4,5-b]Pyridin-2-yl)Anilides as a Novel Class of Potent Inhibitors for the Kinetoplastid Trypanosoma brucei, the Causative Agent for Human African Trypanosomiasis. Eur. J. Med. Chem. 2013, 66, 450-465. DOI: 10.1016/j.ejmech.2013.05.007.
   PubMed Web of Science ®Google Scholar
• Qiao, J. X.; Wang, T. C.; Hu, C.; Li, J.; Wexler, R. R.; Lam, P. Y. S. Transformation of Anionically Activated Trifluoromethyl Groups to Heterocycles under Mild Aqueous Conditions. Org. Lett. 2011, 13, 1804-1807. DOI: 10.1021/ol200326u.
   PubMed Web of Science ®Google Scholar
• Chen, D.; Wang, Y.; Ma, Y.; Xiong, B.; Ai, J.; Chen, Y.; Geng, M.; Shen, J. Discovery of 3H-Imidazo[4,5-b]Pyridines as Potent c-Met Kinase Inhibitors: Design, Synthesis, and Biological Evaluation. ChemMedChem. 2012, 7, 1057-1070. DOI: 10.1002/cmdc.201200120.
   PubMed Web of Science ®Google Scholar
• Ziarani, G. M.; Nahad, M. S.; Lashgari, N.; Badiei, A. Facile Microwave-Assisted Synthesis of 2-Aryloxazolo[4,5-b]Pyridines Using SBA-Pr-NH2. J. Nanostruct. Chem. 2015, 5, 39-44. DOI: 10.1007/s40097-014-0129-7.
   Web of Science ®Google Scholar
• Barraclough, P.; Beams, R. M.; Black, J. W.; Cambridge, D.; Collard, D.; Demaine, D. A.; Firmin, D.; Gerskowitch, V. P.; Glen, R. C.; Giles, H.; et al. Inotropic Activity of Heterocyclic Analogues of Isomazole. Eur. J. Med. Chem. 1990, 25, 467-477. DOI: 10.1016/0223-5234(90)90141-O.
   Web of Science ®Google Scholar
• Viaud, M.-C.; Jamoneau, P.; Savelon, L.; Guillaumet, G. Synthesis of 6-Substituted 2-Phenyloxazolo[4,5-b]Pyridines. Heterocycles. 1995, 41, 2799-2809. DOI: 10.3987/COM-95-7245.
   Web of Science ®Google Scholar
• Briseno-Ortega, H.; Juarez-Guerra, L.; Rojas-Lima, S.; Mendoza-Huizar, L. H.; Vazquez-García, R. A.; Farfan, N.; Arcos-Ramos, R.; Santillan, R.; Lopez-Ruiz, H. One Pot Synthesis, X-Ray Crystal Structure of 2-(2′-Hydroxyphenyl)Oxazolo[4,5-b]Pyridine Derivatives and Studies of Their Optical Properties. J. Molec. Struct. 2018, 1157, 119-126. DOI: 10.1016/j.molstruc.2017.12.059.
   Web of Science ®Google Scholar
• Lopez-Ruiz, H.; Briseno-Ortega, H.; Rojas-Lima, S.; Santillan, R.; Farfan, N. Phenylboronic Acid Catalyzed-Cyanide Promoted, One-Pot Synthesis of 2-(2-Hydroxyphenyl)Benzoxazole Derivatives. Tetrahedron Lett. 2011, 52, 4308-4312. DOI: 10.1016/j.tetlet.2011.06.039.
   Web of Science ®Google Scholar
• Park, H. R.; Kim, J.; Kim, T.; Jo, S.; Yeom, M.; Moon, B.; Choo, I. H.; Lee, J.; Lim, E. J.; Park, K. D.; et al. Oxazolopyridines and Thiazolopyridines as Monoamine Oxidase B Inhibitors for the Treatment of Parkinson's disease. Bioorg. Med. Chem. 2013, 21, 5480-5487. DOI: 10.1016/j.bmc.2013.05.066.
   PubMed Web of Science ®Google Scholar
• Suresh, D.; Dhakshinamoorthy, A.; Pitchumani, K. A Green Route for the Synthesis of 2-Substituted Benzoxazole Derivatives Catalyzed by Al3+-Exchanged K10 Clay. Tetrahedron Lett 2013, 54, 6415-6419. DOI: 10.1016/j.tetlet.2013.09.039.
   Web of Science ®Google Scholar
• Tsushima, M.; Kano, Y.; Umemura, E.; Iwamatsu, K.; Tamura, A.; Shibahara, S. Novel Cephalosporin Derivatives Possessing a Bicyclic Heterocycle at the 3-Position. Part II: Synthesis and Antibacterial Activity of 3-(5-Methylthiazolo[4,5-c]Pyridinium-2-yl)Thiomethyl-Cephalo-Sporin Derivatives and Related Compounds. Bioorg. Med. Chem. 1998, 6, 1641-1653. DOI: 10.1016/S0968-0896(98)00103-5.
   PubMed Web of Science ®Google Scholar
• Easmon, J.; Heinisch, G.; Hofmann, J.; Langer, T.; Grunicke, H. H.; Fink, J.; Purstinger, G. Thiazolyl and Benzothiazolyl Hydrazones Derived from α-(N)-Acetylpyridines and Diazines: synthesis, Antiproliferative Activity and CoMFA Studies. Eur. J. Med. Chem. 1997, 32, 397-408. DOI: 10.1016/S0223-5234(97)81677-7.
   Web of Science ®Google Scholar
• Ramadas, K.; Janarthanan, N. Convenient Synthesis of Chloromethyl Thioaromatics. Synth. Commun. 1999, 29, 1003-1007. DOI: 10.1080/00397919908086063.
   Web of Science ®Google Scholar
• Huang, W.; Yang, G. F. Microwave-Assisted, One-Pot Syntheses and Fungicidal Activity of Polyfluorinated 2-Benzylthiobenzothiazoles. Bioorg. Med. Chem. 2006, 14, 8280-8285. DOI: 10.1016/j.bmc.2006.09.016.
   PubMed Web of Science ®Google Scholar
• Mortimer, C. G.; Wells, G.; Crochard, J. P.; Stone, E. L.; Bradshaw, T. D.; Stevens, M. F. G.; Westwell, A. D. Antitumor Benzothiazoles. 26. 2-(3,4-Dimethoxyphenyl)-5-Fluorobenzo-Thiazole (GW 610, NSC 721648), a Simple Fluorinated 2-Arylbenzothiazole, Shows Potent and Selective Inhibitory Activity against Lung, Colon, and Breast Cancer Cell Lines. J. Med. Chem. 2006, 49, 179-185. DOI: 10.1021/jm050942k.
   PubMed Web of Science ®Google Scholar
• Furstenberg, A.; Julliard, M. D.; Deligeorgiev, T.; Gadjev, N.; Vasilev, A.; Vauthey, E. Ultrafast Excited-State Dynamics of DNA Fluorescent Intercalators: New Insight into the Fluorescence Enhancement Mechanism. J. Am. Chem. Soc. 2006, 128, 7661-7669. DOI: 10.1021/ja0609001.
   PubMed Web of Science ®Google Scholar
• Deligeorgiev, T. G.; Kaloyanova, S. S.; Lesev, N. Y.; Vaquero, J. J. An Environmentally Benign Procedure for the Synthesis of Substituted 2-Thiobenzothiazoles, 2-Thiobenzoxazoles, 2-Thiobenzimidazoles, and 1,3-Oxazolopyridine-2-Thiols. Monatsh. Chem. 2011, 142, 895-899. DOI: 10.1007/s00706-011-0551-1.
   Web of Science ®Google Scholar
• Wang, M. L.; Liu, B. L. Synthesis of 2-Mercaptobenzimidazole from the Reaction of o-Phenylene Diamine and Carbon Disulfide in the Presence of Potassium Hydroxide. J. Chin. Inst. Chem. Eng. 2007, 38, 161-167. DOI: 10.1016/j.jcice.2007.01.003.
   Google Scholar
• Venkatachalam, T. K.; Pierens, G. K.; Reutens, D. C. Synthesis and Characterization of Oxazolopyridine and Benzoxazole Derivatives. Lett. Org. Chem. 2010, 7, 519-527. DOI: 10.2174/157017810793362352.
   Web of Science ®Google Scholar
• Chu-Moyer, M. Y.; Berger, R. Preparation of the Four Regioisomeric 2-(Methylthio)-Oxazolopyridines: useful Synthons for Elaboration to 2-(Amino-Substituted)Oxazolopyridines. J. Org. Chem. 1995, 60, 5721-5725. DOI: 10.1021/jo00122a073.
   Web of Science ®Google Scholar
• Tantray, M. A.; Khan, I.; Hamid, H.; Alam, M. S.; Dhulap, A.; Ganai, A. A. Oxazolo[4,5-b]Pyridine-Based Piperazinamides as GSK-3β Inhibitors with Potential for Attenuating Inflammation and Suppression of Pro-Inflammatory Mediators. Arch. Pharm. Chem. Life. Sci. 2017, 350, 1700022-1700034. DOI: 10.1002/ardp.201700022.
   Web of Science ®Google Scholar
• Bethge, L.; Jarikote, D. V.; Seitz, O. New Cyanine Dyes as Base Surrogates in PNA: Forced Intercalation Probes (FIT-Probes) for Homogeneous SNP Detection. Bioorg. Med. Chem. 2008, 16, 114-125. DOI: 10.1016/j.bmc.2006.12.044.
   PubMed Web of Science ®Google Scholar
• Flouzat, C.; Blanchet, M.; Guillaumet, G. Synthesis and N-Substitution of an Uncommon Heterocyclic System: Oxazolo[5,4-b]Pyridin-2(1H)-One. Tetrahedron Lett. 1992, 33, 4571-4574. DOI: 10.1016/S0040-4039(00)61315-1.
   Web of Science ®Google Scholar
• Tantray, M. A.; Khan, I.; Hamid, H.; Alam, M. S.; Umar, S.; Ali, Y.; Sharma, K.; Hussain, F. Synthesis of Novel Oxazolo[4,5-b]Pyridine-2-One Based 1,2,3-Triazoles as Glycogen Synthase Kinase-3β Inhibitors with anti-Inflammatory Potential. Chem. Biol. Drug Des. 2016, 87, 918-926. DOI: 10.1111/cbdd.12724.
   PubMed Web of Science ®Google Scholar
• Kalcheva, V.; Peshakova, L. Synthese Von 3‐(2‐Oxopropyl)‐Oxazolo[4,5‐b]Pyridin‐2‐on Und Seine Reaktion Mit Hydroxylaminhydrochlorid Bzw. primären Aminen. J. Prakt. Chem. 1989, 331, 167-170. DOI: 10.1002/prac.19893310128.
   Google Scholar
• Yure, M. V.; Shantare, D. V.; Gurdinietse, E. Y. 7-Trifluoromethyl-5-Phenyl-2-Oxo-(1H)-Oxazolo[5,4-b]Pyridine and Some of Its Properties. Chem. Heterocycl. Compd. 1996, 32, 473-476. DOI: 10.1007/BF01165915.
   Google Scholar
• Boger, D. L.; Miyauchi, H.; Hedrick, M. P. α-Keto Heterocycle Inhibitors of Fatty Acid Amide Hydrolase: Carbonyl Group Modification and α-Substitution. Bioorg. Med. Chem. Lett. 2001, 11, 1517-1520. DOI: 10.1016/S0960-894X(01)00211-6.
   PubMed Web of Science ®Google Scholar
• Kalogirou, A. S.; Michaelidou, S. S.; Koyioni, M.; Koutentis, P. A. Ring Transformations of 2-Hydroxy-(4-Chloro-5H-1,2,3-Dithiazol-5-Ylideneamino)Arenes. Tetrahedron. 2015, 71, 7181-7190. DOI: 10.1016/j.tet.2014.12.046.
   Web of Science ®Google Scholar
• Qi, X.-Y.; Cao, Y.; Li, Y.-L.; Mo, M.-G.; Zhou, L.; Ye, D.-Y. Discovery of the Selective Sphingomyelin Synthase 2 Inhibitors with the Novel Structure of Oxazolopyridine. Bioorg. Med. Chem. Lett. 2017, 27, 3511-3515. DOI: 10.1016/j.bmcl.2017.05.074.
   PubMed Web of Science ®Google Scholar
• Davidkov, K.; Simov, D.; Kalcheva, V. Reaction of 3H-Oxazolo[4,5-b]Pyridine-2-Thione with Amines. Chem. Heterocycl. Compd. 1987, 23, 905-906. (Trans. from Khimiya Geterotsikli-cheskikh Soedinenii, 1987, (8), 1129-1130). DOI: 10.1007/BF00473472.
   Google Scholar
• Walczyński, K.; Zuiderveld, O. P.; Timmerman, H. Non-Imidazole Histamine H3 Ligands. Part III. New 4-n-Propylpiperazines as Non-Imidazole Histamine H3-Antagonists. Eur. J. Med. Chem. 2005, 40, 15-23. DOI: 10.1016/j.ejmech.2004.09.010.
   PubMed Web of Science ®Google Scholar
• Lever, O. W.; Werblood, H. M.; Russell, R. K. Oxazolo[4,5-b]Pyridines. Regioselective Metalation of the 2-Diethylaminooxazolo[4,5-b]Pyridine System and Formation of 7-Substituted Derivatives. Tetrahedron Lett. 1993, 34, 203-206. DOI: 10.1016/S0040-4039(00)60547-6.
   Web of Science ®Google Scholar
• El’chaninov, M. M.; Aleksandrov, A. A.; Illenzeer, E. V. Synthesis and Properties of 2-(2-Furyl)[1,3]Oxazolo[4,5-b]Pyridine. Russ. J. Org. Chem. 2014, 50, 1826-1828. DOI: 10.1134/S1070428014120197.
   Web of Science ®Google Scholar
• Aleksandrov, A. A.; El’chaninov, M. M. Synthesis and Reactivity of 2-(2-Thienyl)-Oxazolo[4,5-b]Pyridine. Russ. J. Gen. Chem. 2015, 85, 858-860. DOI: 10.1134/S1070363215040155.
   Web of Science ®Google Scholar
• Donati, D.; Fusi, S.; Ponticelli, F. Photocycloaddition on 2-Methyloxazolo[5,4-b]-Pyridine: A Route to the Oxazolo[5,4-b]Azocine System. Tetrahedron Lett. 1996, 37, 5783-5786. DOI: 10.1016/0040-4039(96)01225-7.
   Web of Science ®Google Scholar
• Donati, D.; Fusi, S.; Ponticelli, F. Photocycloadditions on 2-Methyloxazolo[5,4-b]Pyridine. Eur. J. Org. Chem. 2002, 2002, 4211-4216. DOI: 10.1002/1099-0690(200212)2002:24<4211::AID-EJOC4211>3.0.CO;2-U.
   Web of Science ®Google Scholar
• Xing, H. R.; Jie, Y. Y.; Wei, S.; Ming, L.; Li, Y. Quantum Chemical Study on Excited States and Charge Transfer of Oxazolo[4,5-b]Pyridine Derivatives. Sci. China Chem. 2012, 55, 2186-2196. DOI: 10.1007/s11426-012-4746-z.
   Web of Science ®Google Scholar
• Savarino, P.; Viscardi, G.; Carpignano, R.; Barni, E.; Ferrero, G. Disperse and Cationic Dyes from aminophenyl-X-Azolo-Pyridines. Dyes Pigments. 1989, 11, 163-172. DOI: 10.1016/0143-7208(89)80001-4.
   Web of Science ®Google Scholar
• Otrubova, K.; Ezzili, C.; Boger, D. L. The Discovery and Development of Inhibitors of Fatty Acid Amide Hydrolase (FAAH). Bioorg. Med. Chem. Lett. 2011, 21, 4674-4685. DOI: 10.1016/j.bmcl.2011.06.096.
   PubMed Web of Science ®Google Scholar
• Janssen, F. J.; van der Stelt, M. Inhibitors of Diacylglycerol Lipases in Neurodegenerative and Metabolic Disorders. Bioorg. Med. Chem. Lett. 2016, 26, 3831-3837. DOI: 10.1016/j.bmcl.2016.06.076.
   PubMed Web of Science ®Google Scholar
• Myllymäki, M. J.; Käsnänen, H.; Kataja, A. O.; Lahtela-Kakkonen, M.; Saario, S. M.; Poso, A.; Koskinen, A. M. Chiral 3-(4,5-Dihydrooxazol-2-yl)Phenyl Alkylcarbamates as Novel FAAH Inhibitors: insight into FAAH Enantioselectivity by Molecular Docking and Interaction Fields. Eur. J. Med. Chem. 2009, 44, 4179-4191. DOI: 10.1016/j.ejmech.2009.05.012.
   PubMed Web of Science ®Google Scholar
• Demmer, C. S.; Bunch, L. Benzoxazoles and Oxazolopyridines in Medicinal Chemistry Studies. Eur. J. Med. Chem. 2015, 97, 778-785. DOI: 10.1016/j.ejmech.2014.11.064.
   PubMed Web of Science ®Google Scholar
• Flouzat, C.; Bresson, Y.; Mattio, A.; Bonnet, J.; Guillaumet, G. Novel Nonopioid Non-anti-Inflammatory Analgesics: 3-(Aminoalkyl)- and 3-[(4-Aryl-1-Piperazinyl)Alkyl]Oxazolo[4,5-b]Pyridin-2(3H)-Ones. J. Med. Chem. 1993, 36, 497-503. DOI: 10.1021/jm00056a010.
   PubMed Web of Science ®Google Scholar
• Viaud, M.-C.; Jamoneau, P.; Flouzat, C.; Bizot-Espiard, J.-G.; Pfeiffer, B.; Renard, P.; Caignard, D.-H.; Adam, G.; Guillaumet, G. N-Substituted Oxazolo[5,4-b]Pyridin-2(1H)-Ones: A New Class of Non-Opiate Antinociceptive Agents. J. Med. Chem. 1995, 38, 1278-1286. DOI: 10.1021/jm00008a006.
   PubMed Web of Science ®Google Scholar
• Pinar, A.; Yurdakul, P.; Yildiz, I.; Temiz-Arpaci, O.; Acan, N. L.; Aki-Sener, E.; Yalcin, I. Yalcin, I. Some Fused Heterocyclic Compounds as Eukaryotic Topoisomerase II Inhibitors. Biochem. Biophys. Res. Commun. 2004, 317, 670-674. DOI: 10.1016/j.bbrc.2004.03.093.
   PubMed Web of Science ®Google Scholar