The biological potentials of substituted 1,2-diazines: a review on versatile pyridazine derivatives

doi:10.5246/jcps.2016.10.080

中国药学(英文版) ›› 2016, Vol. 25 ›› Issue (10): 707-725.DOI: 10.5246/jcps.2016.10.080

• 【综述】 • 下一篇

The biological potentials of substituted 1,2-diazines: a review on versatile pyridazine derivatives

Mohammad Asif^*

Department of Pharmacy, GRD (PG) Institute of Management and Technology, Dehradun, Uttarakhnad 248009, India

收稿日期:2016-08-20 修回日期:2016-08-30 出版日期:2016-10-27 发布日期:2016-09-18
通讯作者: Tel.: +91-9897088910, E-mail: aasif321@gmail.com, asf321@rediffmail.com
作者简介:Dr. Mohammad Asif, Assistant professor, Department of Pharmaceutical Chemistry, GRD (PG) Institute of Management & Technolgy, Dehradun, Uttarakhand, India. Has been awarded the degree of Doctor of Philosophy (Ph. D) in Pharmacy in Sept., 2015 by Uttarakhand Technical University, Dehradun, Uttarakhand, India on the research work entitled “synthesis and biological evaluation of some new 3(2H)-pyridazinone derivatives”. Dr. Mohammad Asif has 10 years teaching experience. He has published more than 100 research and review papers in various national and international journals of repute, and presented more than 1 research papers in various national conferences and presented 10 posters in seminars/workshops and also published one book chapter. Research Interests ?? Synthesis of various pyridazine derivatives ?? Target anticonvulsant discovery and development ?? Antitubercular drug development

The biological potentials of substituted 1,2-diazines: a review on versatile pyridazine derivatives

Mohammad Asif^*

Department of Pharmacy, GRD (PG) Institute of Management and Technology, Dehradun, Uttarakhnad 248009, India

Received:2016-08-20 Revised:2016-08-30 Online:2016-10-27 Published:2016-09-18
Contact: Tel.: +91-9897088910, E-mail: aasif321@gmail.com, asf321@rediffmail.com
About author:Dr. Mohammad Asif, Assistant professor, Department of Pharmaceutical Chemistry, GRD (PG) Institute of Management & Technolgy, Dehradun, Uttarakhand, India. Has been awarded the degree of Doctor of Philosophy (Ph. D) in Pharmacy in Sept., 2015 by Uttarakhand Technical University, Dehradun, Uttarakhand, India on the research work entitled “synthesis and biological evaluation of some new 3(2H)-pyridazinone derivatives”. Dr. Mohammad Asif has 10 years teaching experience. He has published more than 100 research and review papers in various national and international journals of repute, and presented more than 1 research papers in various national conferences and presented 10 posters in seminars/workshops and also published one book chapter. Research Interests ?? Synthesis of various pyridazine derivatives ?? Target anticonvulsant discovery and development ?? Antitubercular drug development

摘要/Abstract

摘要：

Many studies have been performed on the pyridazine (1,2-diazine) derivatives in the past decade. This heterocyclic nucleus possesses almost all types of pharmacological activities. This small and simple pyridazine nucleus is present in various compounds that are involved in the research aiming to evaluate new compounds with interesting biological activities, including anti-bacterial, anti-fungal, anti-viral, analgesic, anti-inflammatory, anti-platelets, anti-ulcer, anti-secretory, anti-depressants, anxiolytics, sedative-hypnotics, anti-convulsant, anti-tumor, anti-thrombotics, cardiotonics, vasodilatators, anti-arrhythmics, anti-diabetic, anti-tubercular agents and so on. This review focuses on the pyridazine derivatives with potential activities that have been developed. Pyridazine compounds draw attention of scientists and researchers because of their diverse biological activities as well as simple chemical and easy functionalization at various ring positions, making them attractive synthetic building blocks for designing and development of novel pyridazinone-based therapeutic agents.

关键词: Pyridazines, Heterocyclic, Pharmacological activities

Abstract:

Key words: Pyridazines, Heterocyclic, Pharmacological activities

中图分类号:

R916

Supporting:

Mohammad Asif. The biological potentials of substituted 1,2-diazines: a review on versatile pyridazine derivatives[J]. 中国药学(英文版), 2016, 25(10): 707-725.

Mohammad Asif. The biological potentials of substituted 1,2-diazines: a review on versatile pyridazine derivatives[J]. Journal of Chinese Pharmaceutical Sciences, 2016, 25(10): 707-725.

参考文献

[1] Dogruer, D.S.; Onkol, T.; Ozkan, S.; Ozgen, S.; Sahin, M.F. Turk. J. Chem. 2008, 32, 469-479.
[2] Faidallah, H.M.; Khan, K.A.; Makki, M.S.I. J. Chin. Chem. Soc. 2011, 58, 191-198.
[3] Unsal tan, O.; Ozadali, K.; Yes, O.; Ilyurt Kayir, H.; Uzbay, T.; Balkan, A. Turk. J. Chem. 2011, 35, 121-130.
[4] Bashir, R.; Yaseen, S.; Ovais, S.; Ahmad, S.; Hamid, H.; Alam, M.S.; Samim, M.; Javed, K. J. Enz. Inh. Med. Chem. 2010, 25, 266-271.
[5] Gokçe, M.; Colak, M.S.; Küpeli, E.; Sahin, M.F. Arzneimittelforschung. 2009, 59, 357-363.
[6] Gokçe, M.; Utku, S.; Küpeli, E. Eur. J. Med. Chem. 2009, 44, 3760-3764.
[7] Siddiqui, A.A.; Mishra, R.; Shaharyar, M. Eur. J. Med. Chem. 2010, 45, 2283-2290.
[8] Costas, T.; Besada, P.; Piras, A.; Acevedo, L.; Yañez, M.; Orallo, F.; Laguna, R.; Terán, C. Bioorg. Med. Chem. Lett. 2010, 20, 6624-6627.
[9] Malinka, W.; Redzicka, A.; Lozach, O. Farmaco. 2004, 59, 457-462.
[10] Rathish, I.G.; Javed, K.; Bano, S.; Ahmad, S.; Alam, M.S.; Pillai, K.K. Eur. J. Med. Chem. 2009, 44, 2673-2678.
[11] Wang, T.; Dong, Y.; Wang, L.C., Xiang, B.R.; Chen, Z.; Qu, L.B. Arzneimittelforschung. 2008, 58, 569-573.
[12] Bansal, R.; Kumar, D.; Carron, R.; De la Calle, C. Eur. J. Med. Chem. 2009, 44, 4441-4447.
[13] Husain, A.; Drabu, S.; Kumar, N.; Alam, M.M.; Ahmad, A. J. Enz. Inhibit. Med. Chem. 2011, 26, 742-748.
[14] Li, Q.; Lin, G.; Liu, L.; Yang, Z.; Zhang, L.H. Molecules. 2009, 14, 777-784.
[15] Pattison, G.; Sandford, G.; Yufit, D.S.; Howard, J.A.; Christopher, J.A.; Miller, D.D. J. Org. Chem. 2009, 74, 5533-5540.
[16] Suree, N.; Yi, S.W.; Thieu, W.; Marohn, M.; Damoiseaux, R.; Chan, A.; Jung, M.E.; Clubb, R.T. Bioorg. Med. Chem. 2009, 17, 7174-7185.
[17] Thaku, A.S.; Verma, P.; Chandy, A. Asian J. Res. Chem. 2010, 3, 265-271.
[18] Elagawany, M.; Schmitt, M.; Ghiaty, A.; El-Etrawy, A.S.; Ibrahim, M.A.; Bihel, F.; Sbardelotto, A.B.; Pessoa, C.; Nguyen, T.L.; Hamel, E.; Bourguignon, J.J. Anticancer Agents Med. Chem. 2013, 13, 1133-1140.
[19] Bankowska, E.; Balzarini, J.; Głowacka, I.E.; Wróblewski, A.E. Monatsh Chem. 2014, 145, 663-673.
[20] Lou, K.; Yao, Y.; Hoye, A.T.; James, M.J.; Cornec, A.S.; Hyde, E.; Gay, B.; Lee, V.M.Y.; Trojanowski, J.Q.; Smith, A.B.III.; Brunden, K.R.; Ballatore, C. J. Med. Chem. 2014, 57, 6116-6127. [21] Zhou, G.; Ting, P.C.; Aslanian, R.; Cao, J.; Kim, D.W.; Kuang, R.; Lee, J.F.; Schwerdt, J.; Wu, H.; Herr, R.J.; Zych, A.J.; Yang, J.; Lam, S.; Wainhaus, S.; Black, T.A.; McNicholas, P.M.; Xu, Y.; Walker, S.S. Bioorg. Med. Chem. Lett. 2011, 15, 2890-2893.
[22] Onkol, T.; Sahin, M.F.; Yildirim, E.; Erol, K.; Ito, S.S Arch. Pharm. Res. 2004, 27, 1086-1092.
[23] Giovannoni, M.P.; Vergelli, C.; Ghelardini, C.; Bartolini, G.A.; Piaz, D. J. Med. Chem. 2003, 46, 1055-1059.
[24] Rubat, C.; Coudert, P.; Albuisson, E.; Bastide, J.; Couquelet, J.; Tronche, P. J. Pharm. Sci. 1992, 81, 1084-1087.
[25] Rubat, C.; Coudert, P.; Couquelet, J.; Bastide, P.; Bastide, J. Chem. Pharm. Bull. 1988, 36, 1558-1561.
[26] Russo, F.; Guccione, S.; Romeo, G.; Barretta, G.U.; Pucci, S.; Caruso, A.; Roxas, M.A. Eur. J. Med. Chem. 1993, 28, 363-376.
[27] Sato, M.; Ishizaku, Y.; Yamaguchi, A. Arzneim Forsch. 1981, 31, 1738-1745.
[28] Takaya, M.; Sato, M.; Terashima, K.; Tanizawa, H. J. Med. Chem. 1979, 22, 53-58.
[29] Nannini, G.; Biasoli, G.; Perrone, E.; Forgione, A.; Buttnoni, A.; Ferrari, M. Eur. J. Med. Chem-Chim. Ther. 1979, 14, 53-60.
[30] Pinna, G.A.; Sardu, F.; Curzu, M.M. Il Farmaco. 1992, 47, 449-463.
[31] Deniz, S.D.; Fethi, M.S.; Esra, K.; Erdem, Y. Turk. J. Chem. 2003, 27, 727-738.
[32] Flouzat, C.; Bresson, Y.; Mattio, A. J. Med. Chem. 1993, 36, 497-503.
[33] Piaz, D.; Giovannoni, M.P.; Ciciani, G.; Barlocco, D.; Giardina, G.; Petrone, G.; Clarke, G.D. Eur. J. Med. Chem. 1996, 31, 65-70.
[34] Pieretti, S.; Dal-Piaz, V.; Matucci, R.; Giovannoni, M.P.; Galli, A. Life Sci. 1999, 65, 1381-1394.
[35] Santagati, A.; Duro, F.; Caruso, A.; Trombadore, S.; Amico-Roxas, M. Il Farmaco. 1985, 40, 921-929.
[36] Richard, R.H.; Lawrence, B.; Sekhar, S.; Teodozyj, K.; Sandra, M.; Marian, T.; George, G.; Victoria, K.; Denise, W.; Linda, K.; Kennan, M.; Michael, F.J.; Merrill.; Hugh.; Lee, P.; Glenn, A.R.; Bryan, C.; Peer, J.; Andrew, S.; Michael, C.; George, C.; Randy, L.B. J. Pharmacol. Exp. Thery. 2004, 311, 904-912.
[37] Biancalani, C.; Giovannoni, M.P.; Pieretti, S.; Cesari, N.; Graziano, A.; Vergelli, C.; Cilibrizzi, A.; Di Gianuario, A.; Colucci, M.; Mangano, G.; Garrone, B.; Polenzani, L.; Dal Piaz, V. J. Med. Chem. 2009, 52, 7397-7409.
[38] Erden, B.; Murat, S.; Burcu, U.C.; Alis Ergun, K.; Sultan, B.; Eda, A.; Mustafa, A.R.K. Turk J. Chem. 2007, 31, 677-687.
[39] Pieretti, S.; Dominici, L.; Di Giannuario, A.; Cesari.; Piaz, D. Life Sci. 2006, 79, 791-800.
[40] Cignarella, G.; Grella, G.; Loriga, M.; Curzu, M.M.; Schiatti, G. Farmaco. 1978, 33, 866-874.
[41] Sukuroglu, M.; Ergun, B.C.; Unlu, S.; Sahin, M.F.; Kupeli, E.; Yesilada, E.; Banoglu, E. Arch Pharm. Res. 2005, 28, 509-517.
[42] Ayla, B.; Fügen, Ö.; Oya, Ü.; Zafer, G.; Berna, T. FABAD J. Pharm. Sci. 2003, 28, 19-25.
[43] Deniz, S.D.; Tijen, O.; Semiha, O.; Selda, O.; Fethi, M.S. Turk. J. Chem. 2008, 32, 469-479.
[44] Lee, S.G.; Kim, J.J.; Kweon, D.H.; Kang, Y.J.; Cho, S.D.; Kim, S.K.; Yoon, Y.J. Curr. Med. Chem. 2004, 8, 1463-1480.
[45] Abou-Zeid, K.A.M.; Youssef, K.M.; Shaaban, M.A.; El-Telbany, F.A.; Al-Zanfaly, S.H. Egypt. J. Pharm. Sci. 1998, 38, 319-331.
[46] Abouzid, K.; Hakeem, M.A.; Khalil, O.; Maklad, Y. Bioorg. Med. Chem. 2008, 16, 382-389.
[47] Curran, C.V.; Ross, A. J. Med. Chem. 1974, 17, 273-281.
[48] Archan, S.; Toller, W. Curr. Opin. Anaesthesiol. 2008, 21, 78-84.
[49] Wang, T.; Dong, Y.; Wang, L.C.; Xiang, B.R.; Chen, Z.; Qu, L.B. Arzneimittelforschung. 2008, 58, 569-573.
[50] Weishaar, R.E.; Quade, M.M.; Schenden, J.A.; Evans, D.B. Cyclic Nucleotide Protein Phosphor. Res. 1985, 10, 551-564.
[51] Kumar, D.; Carron, R.; La Calle, C.D.; Jindal, D.P.; Bansal, R. Acta Pharm. 2008, 58, 393-405.
[52] Ahn, H.S.; Eardley, D.; Watkins, R.; Prioli, N. Biochem. Pharmacol. 1986, 35, 1113-1121.
[53] Kariya, T.; Wille, L.J.; Dage, R.C. Cardiovasc Pharmacol. 1984, 6, 50-55.
[54] Kithas, P.A.; Artman, M.; Thompson, W.J.; Strada, S.J. J. Am. Heart Asso. Circ. Res. 1998, 62, 782-789.
[55] Strada, S.J.; Thompson, W.J. Cyclic nucleotide phosphodiesterases, in: Advances in Cyclic Nucleotide and Protein Phosphorylation Research, Vol 16. New York: Raven Press Books, 1984, vi.
[56] Felix, R.M.; Dario, E.; Lorena, B.; Isabel, R.I.E.; Juan, C.G.; Javier, D.M.; Juan, P.U. Inter. Anesthesia Res. Soc. 2006, 103, 5.
[57] Sircar, I.; Morrison, G.C.; Burke, S.E.; Skeean, R.; Weishaar R.E. J. Med. Chem. 1987, 30, 1724-1728.
[58] Uhlmann, R.; Schwinger, R.H.; Lues, I.; Erdmann, E. Basic Res. Cardiol. 1995, 90, 365-371.
[59] Bowman, P.; Haikala, H.; Paul, R.J. J. Pharmacol. Exp. Ther. 1999, 8, 316-325.
[60] Verdouw, P.D.; Hartog, J.M.; Duncker, D.J.; Roth, W.; Saxena, P.R. Eur. J. Pharmacol. 1986, 126, 21-30.
[61] Van Der Giessen, W.J.; Van Woerkens, L.J.; Duncker, D.J.; Roelandt, J.R.; Verdouw, P.D. J. Cardiovasc. Pharmacol. 1989, 14, 653-658.
[62] Kubo, S.H. Cardiology. 1997, 88, 21-27.
[63] Pahernik, S.A.; Schmid, J.; Sauter, T.; Schildberg, F.W.; Koebe, H.G. Xenobiotica. 1995, 25, 811-823.
[64] Kitada, Y.; Morita, M.; Narimatsu, A. Jpn. J. Pharmacol. 1989, 50, 411-419.
[65] Chen, H.Z.; Cui, X.; Zhao, H.C.; Zhao, L.Y.; Lu, J.Y.; Wu, B.W. Acta Physiol. Sin. 2004, 56, 301-305.
[66] Korvald, C.; Nordhaug, D.O.; Steensrud, T.; Aghajani, E.; Myrmel, T. Scand. Cardiovasc. J. 2002, 36, 172-179.
[67] Iwamoto, H. Eur. J. Pharmacol. 1998, 341, 243-252.
[68] Schneider, P.; Güttner, J.; Eckenfels, A.; Heinzel, G.; Von Nicolai, H.; Trieb, G.; Lehmann, H. Exp. Toxicol. Pathol. 1997, 49, 217-224.
[69] Ruegg, J.C.; Pfitzer, G.; Eubler, D.; Zeugner, C. Arzneimittelforschung. 1984, 34, 1736-1738.
[70] Ishimori, T.; Gotanda, K.; Sasaki, T.; Shinbo, A.; Asano, H.; Miyazawa, K.; Miyasaka, K. Arzneimittelforschung. 1994, 44, 583-588.
[71] Araki, S.; Uematsu, T.; Nagashima, S.; Matsuzaki, T.; Gotanda, K.; Ochiai, H.; Hashimoto, H.; Nakashima, M. Gen Pharmacol. 1997, 4, 545-553.
[72] Seki, T.; Nakao, T.; Masuda, T.; Hasumi, K.; Gotanda, K.; Ishimori, T.; Honma, S.; Minami, N.; Shibata, K.; Yasuda, K. Chem. Pharm. Bull (Tokyo). 1996, 44, 2061-2069.
[73] Schudt, C.; Winder, S.; Müller, B.; Ukena, D. Biochem. Pharmacol. 1991, 42, 153-162.
[74] Demirayak. S.; Karaburun, A.C.; Beis, R. Eur. J. Med. Chem. 2004, 39, 1089-1095.
[75] Károlyházy, L.; Horváth, G.; Mátyus, P. Acta Pharm. Hung. 2001, 71, 168-170.
[76] Yalamanchili, P.; Wexler, E.; Hayes, M.; Yu, M.; Bozek, J.; Kagan, M.; Radeke, H.S.; Azure, M.; Purohit, A.; Casebier, D.S.; Robinson, S.P. J. Nucl. Cardiol. 2007, 14, 782-788.
[77] Allerton, C.M.; Andrews, M.D.; Blagg, J.; Ellis, D.; Evrard, E.; Green, M.P.; Liu, K.K.; Mcmurray, G.; Ralph, M.; Sanderson, V.; Ward, R.; Watson, L. Bioorg. Med. Chem. Lett. 2009, 19, 5791-5795.
[78] Azzolina, O.; Dal Piaz, V.; Collina, S.; Giovannoni, M.P.; Tadini, C. Chirality. 1997, 9, 681-685.
[79] Tsubaki, K.; Taniguchi, K.; Tabuchi, S.; Okitsu, O.; Hattori, K.; Seki, J.; Sakane, K.; Tanaka, H. Bioorg. Med. Chem. Lett. 2000, 10, 2787-2790.
[80] Mikashima, H.; Nakao, T.; Goto, K.; Ochi, H.; Yasuda, H.; Tsumagari, T. Thromb. Res. 1984, 35, 589-594.
[81] Zeng, G.Q.; Wang, X.S.; Sun, D.X.; Lin, A.Y.; Ji, Y.; Chu, J.X.; Rui, Y.C. Acta. Pharm. Sin. 1993, 28, 256-259.
[82] Pham, H.C.; Lasserre, B.; Pham, H.C.A.; Palhares, D.E.; Tronche, M.P.; Couquelet, J.; Rubat, C. Prostaglandins Leukot Essent Fatty Acids. 1988, 33, 143-147.
[83] Cherng, S.C.; Huang, W.H.; Shiau, C.Y.; Lee, A.R.; Chou, T.C. Eur. J. Pharmacol. 2006, 532, 32-37.
[84] Siddiqui, A.A.; Syed, R.A.; Mohammed, S.M.; Syed, A.H.; Mohammed, R.; Ravindra, K. Acta Pol. Pharm. 2008, 65, 223-228.
[85] Abubshait, A.A. Molecules. 2007, 12, 25-42.
[86] Salvi, K.; Bhambi, D.; Jat, J.L.; Ganpat, L. Arkivoc. 2006, 133-140.
[87] Xia, J.Z.; Gui, Y. J. Chin. Chem. Lett. 2001, 12, 419-420.
[88] Xia, J.Z.; Lu, H.L.A.I.; Gui,Y.I.N.; Zu, X.Z. J. Agric. Food Chem. 2002, 50, 3757-3760.
[89] Sayed, G.H.; Hamed, A.A.; Meligi, G.A.; Boraie, W.E.; Shafik, M. Molecules. 2003, 8, 322-332.
[90] Sonmez, M.; Berber, I.; Akbas, E. Eur. J. Med. Chem. 2006, 41, 101-105.
[91] Ashraf, A.F.W.; Mohamed, M.H.A.; Mahassen, S.A.; Shafey, G.D.; Aly, A.A. Verlag der Zeitschrift Fur Naturforschung, 2001, 669-676.
[92] Aly, A.A.; Wasfy, A.A.F. Chem. Pap. 2004, 58, 126-132.
[93] Bambury R.E.; Feeley, D.T.; Lawton, G.C.; Weaver, J.M.; Wemple, J. J. Med. Chem. 1984, 27, 1613-1621.
[94] Islam, M.; Siddiqui, A.A.; Rajesh, R. Acta Pol. Pharm. Drug Res. 2008, 65, 441-447.
[95] Islam, M.; Siddiqui, A.A.; Rajesh, R.; Bakht, A.; Goel, S. Acta Pol. Pharm. Drug Res. 2008, 65, 353-362.
[96] Jeremy, R.G.; Graziano, N.; Hugh, R.C.; Kenneth, M.; Robin, D.A.; Graham, A.R.J. J. Mol. Str. (Theochem). 1996, 368, 235-243.
[97] Coudert, P.; Duroux, E.; Bastide, P.; Couquelet, J.; Tronche, P. J. Pharm. Belg. 1991, 46, 375-380.
[98] Sato, M. Nippon Yakurigaku Zasshi. 1979, 75, 695-706.
[99] Fuks, B.; Talaga, P.; Huart, C.; Henichart, J.P.; Bertrand, K.; Grimee, R.; Lorent, G. Eur. J. Pharmacol. 2005, 519, 1-2, 24-30.
[100] Betti, L.; Zanelli, M.; Giannaccini, G.; Manetti, F.; Schenone, S.; Strappaghetti, G. Bioorg. Med. Chem. 2006, 14, 2828-2836.
[101] Derson, V.; Ward, R.; Watson, L. Bioorg. Med. Chem. Lett. 2009, 19, 5791-5795.
[102] Banarjee, P.S.; Sharma, P.K.; Nema, R.K. Inter. J. Chem. Tech. Res. 2009, 1, 522-525.
[103] Xu, P.; Wang, S.Y.; Chen, Y.; Liu, W.Q.; Tao, C. Acta. Pharm. Sin. 1991, 26, 656-660.
[104] Sivakumar, R.; Anbalagan, N.; Gunasekaran, V.; Leonard, J.T. Biol. Pharm. Bull. 2003, 26, 1407-1411.
[105] Oya, Ü.; Ayla, B.; Cenk, A.; Berna, T.M.; Zafer, G. FABAD J. Pharm. Sci. 2004, 29, 185-194.
[106] Moreau, S.; Rubat, C.; Vallee-Goyet, D.; Gardette, D.; Gramain, J.C.; Couquelet, J. Bioorg. Med. Chem. 1998, 6, 983-991.
[107] Hallot, A.; Brodin, R.; Merlier, J.; Brochard, J.; Chambon, J.P.; Biziere, K. J. Med. Chem. 1986, 29, 369-375.
[108] Perio, A.; Chambon, J.P.; Calassi, R.; Heaulme, M.; Biziere, K. J. Pharmacol. Exp. Ther. 1986, 39, 542-547.
[109] Griebel, G.; Perrault, G.; Sanger, D.J. Pharmacol. Biochem. Behav. 1999, 62, 689-694.
[110] Rakib, E.M.; Abouricha, S.; Hannioui, A.; Benchat, N.; Ait M’Barek, L.; Zyad, A. J. Iran. Chem. Soc. 2006, 3, 272-276.
[111] Miguel, F.B.; Monica, C.; Garcia, M.L.; Elena, P.M.; Berta, L.; Beatriz, D.E.; P.T.; Ana, R.; Nuria, A.; Francisco, L.; Dolores, M.M.; Olivier, L.; Laurent, M. J. Med. Chem. 2005, 48, 6843-6854.
[112] Meijer, L.; Frajolet, M.; Greengard, P. Trends Pharmacol. Sci. 2004, 25, 471-480.
[113] Norbert, H.; Eddy, S. Olivacine. Chem. Pharm. Bull. 2002, 50, 1479-1483.
[114] Nour-Eddine, B.; Abderazak, B.; El-Kalai, F.; Ramdani, M.; Daoui, S. Molbank. 2008.
[115] Cao, S.; Qian, X.; Song, G.; Chai, B.; Jiang, Z. J. Agric. Food Chem. 2003, 51, 152-155.
[116] Nagai, H.; Suda, H.; Iwama, T.; Daikoku, M.; Yanagihara, Y.; Koda, A. Int. Arch Allergy Immunol. 1992, 98, 57-63.
[117] Hibi, M.; Shikada, K.; Iwama, T.; Yamamoto, A.; Sakashita, M.; Tanaka, S. Jpn. J. Pharmacol. 1989, 51, 411-419.
[118] Yamamoto, A.; Iwama, T.; Taked, A.H.; Nagai, H. Jpn. J. Pharmacol. 1995, 8, 47-55.
[119] Huang, Q.; Kong, Y.; Liu, M.; Feng, J.; Liu, Y. Pseudaletia Separate J. Insect. Sci. 2008, 8, 1577-1580.
[120] Xu, H.; Zou, X.M.; Zhu, Y.Q.; Liu, B.; Tao, H.L.; Hu, X.H.; Song, H.B.; Hu, F.Z.; Wang, Y.; Yang, H.Z. Pest Manag. Sci. 2006, 62, 22-30.
[121] Zhao, Y.; Hammoudeh, D.; Yun, M.K.; Qi, J.; White, S.W.; Lee, R.E. ChemMedChem. 2012, 7, 861-870.
[122] Ballatore, C.; Crowe, A.; Piscitelli, F.; James, M.; Lou, K.; Rossidivito, G.; Yao, Y.; Trojanowski, J.Q.; Lee, M.Y.V.; Brunden, K.R.; Smith, A.B.III. Bioorg. Med. Chem. 2012, 20, 4451-4461.
[123] Chudasama, V.; Smith, M.E.B.; Schumacher, F.F.; Papaioannou, D.; Waksman, G.; Baker, J.R.; Caddick, S. Chem. Commun. (Camb). 2011, 47, 8781-8783.
[124] Sagyam, R.R.; Buchikonda, R.; Pitta, J.P.; Vurimidi, H.; Padi, P.R.; Ghanta, M.R. Beilstein. J. Org. Chem. 2009, 5, 66.
[125] Xing, X.; Chang, L.C.; Kong, Q.; Colton, C.K.; Lai, L.; Glicksman, M.A.; Lin, C.L.G.; Cuny, G.D. Bioorg. Med. Chem. Lett. 2011, 21, 5774-5777.
[126] Ibrahim, H.M.; Behbehani, H.; Elnagdi, M.H. Chem. Cent. J. 2013, 7, 123.
[127] Licata, S.C.; Platt, D.M.; Rüedi-Bettschen, D.; Atack, J.R.; Dawson, G.R.; Van Linn, M.L.; Cook, J.M.; Rowlett, J.K. Neuropharmacol. 2010, 58, 357.
[128] Mecadon, H.; Myrboh, B. ISRN Org. Chem. 2011, 406427.
[129] Zeng, F.; Alagille, D.; Tamagnan, G.D.; Ciliax, B.J.; Levey, A.I.; Goodman, M.M. ACS Med. Chem. Lett. 2010, 1, 80-84.
[130] Cilibrizzi, A.; Crocetti, L.; Giovannoni, M.P.; Graziano, A.; Vergelli, C.; Bartolucci, G.; Soldani, G.; Quinn, M.T.; Schepetkin, I.A.; Faggi, C. Chirality. 2013, 25, 400-408.
[131] Ballatore, C.; Brunden, K.R.; Piscitelli, F.; James, M.J.; Crowe, A.; Yao, Y.; Hyde, E.; Trojanowski, J.Q.; Lee, V.M.Y.; Smith, A.B. III. J. Med. Chem. 2010, 53, 3739-3747.
[132] Asif, M. Curr. Med. Chem. 2012, 19, 2984-2991.
[133] Asif, M.; Singh, A.; Lakshmayya.; Husain, A.; Siddiqui, A.A. Lett. Drug Design Dis. 2013, 10, 651-660.
[134] Liscio, P.; Carotti, A.; Asciutti, S.; Karlberg, T.; Bellocchi, D.; Llacuna, L.; Macchiarulo, A.; Aaronson, S.A.; Schüler, H.; Pellicciari, R.; Camaioni, E. J. Med. Chem. 2014, 57, 2807-2812.
[135] El-Tombary, A.A. Sci. Pharm. 2013, 81, 393-422.
[136] Aydın, A.; Akkurt, M.; Şüküroğlu, M.; Büyükgüngör, O. Acta Crystallogr E Crystallogr Commun. 2015, 71, 944-946.
[137] Darwish, E.S. Scientific World J. 2014, 165495.
[138] Asif, M.; Singh, A. Inter. J. Chem. Tech. Res. 2010, 2, 1112-1128.
[139] Asif, M.; Singh, A.; Siddiqui, A.A. Med. Chem. Res. 2012, 21, 3336-3346.
[140] Asif, M.; Singh, A. Chron Young Sci. 2013, 4, 9-16.
[141] Asif, M. Chron Young Sci. 2010, 1, 3-9.
[142] Asif, M. Med. chem. 2012, 2, 151-167.

The biological potentials of substituted 1,2-diazines: a review on versatile pyridazine derivatives

The biological potentials of substituted 1,2-diazines: a review on versatile pyridazine derivatives

RichHTML

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	李明娜, 吴兴, 张亮仁, 刘振明. 反向对接的选择性与非选择性抑制剂找靶评价: Glide个案研究[J]. 中国药学(英文版), 2020, 29(10): 679-688.
[2]	焦佩丽, 李奕言, 吴兴, 王昱曦, 毛蓓蓓, 金宏威, 张礼和, 张亮仁, 刘振明. 基于结构设计的新型mTOR抑制剂的抗宫颈癌活性研究[J]. 中国药学(英文版), 2020, 29(9): 603-616.
[3]	刘慧, 梁磊, 袁兰, 许凤荣, 牛彦, 王超, 徐萍. 氮杂芳香环并哒嗪酮类荧光探针的设计、合成和生物成像的应用[J]. 中国药学(英文版), 2019, 28(5): 298-315.
[4]	周北斗, 王欣, 翁智敏, 黄堡城, 马泽通, 于博, 阮丽琴, 胡栋宝. 氧杂蒽酮的合成和抗肿瘤、抑制酪氨酸酶和抑制血小板聚集活性研究[J]. 中国药学(英文版), 2019, 28(4): 247-256.
[5]	王新童, 邹文星, 肖浩然, 谢文军, 李鑫, 卞希玲, 孙崎, 王克威. 呋喃并[3,2-b]吡啶类化合物对α7尼古丁乙酰胆碱受体负向变构调节作用的电生理学评价[J]. 中国药学(英文版), 2019, 28(3): 160-166.
[6]	贺明, 谢宝花, 贺培, 周海兵, 黄胜堂, 董春娥. 喹啉-苯并吡喃类新型乙酰胆碱酯酶抑制剂的微波一锅法的设计合成以及生物活性研究[J]. 中国药学(英文版), 2018, 27(11): 735-752.
[7]	Olatunde S. Oladeji, Monisola I. Ikhile, Carine M. D. Fotsing, Messai Mamo, Patrick G. Ndungu, Derek T. Ndinteh. Synthesis of 4-aminoantipyrine Schiff bases and their antimicrobial activities[J]. 中国药学(英文版), 2018, 27(11): 753-766.
[8]	李灿, 李宏月, 孙静, 席丹丹, 王超, 梁磊, 许凤荣, 牛彦, 徐萍. 5-苄基-2-苯基嘧啶-4(3H)-酮类新型MEK抑制剂基于结构的设计与合成[J]. 中国药学(英文版), 2018, 27(10): 686-695.
[9]	Dini Kesuma, Siswandono, Bambang Tri Purwanto, Marcellino Rudyanto. Synthesis of N-(phenylcarbamothioyl)-benzamide derivatives and their cytotoxic activity against MCF-7 cells[J]. 中国药学(英文版), 2018, 27(10): 696-702.
[10]	马玉翠, 徐靓, 吴翠, 巢志茂. 反式-3-苯基-2-丙烯酸的晶体结构[J]. 中国药学(英文版), 2018, 27(9): 644-648.
[11]	黄宗泽, 王新童, 孟盈, 李鑫, 肖浩然, 卞希玲, 王克威, 孙崎. 3H-喹唑啉-4-酮衍生物的设计、合成及其α7尼古丁乙酰胆碱受体正向变构调节作用评价[J]. 中国药学(英文版), 2018, 27(8): 540-552.
[12]	黄慧霞, 刘会雪, 马孝杰, 管辉, 杨晓改. 氯化镧和柠檬酸镧在胃肠道以磷酸镧微粒为转化物种且主要通过M细胞进行转运吸收[J]. 中国药学(英文版), 2018, 27(8): 553-564.
[13]	李亦博, 周鑫, 刘振明, 张亮仁. 基于深度分子生成模型的类天然产物虚拟筛选库设计[J]. 中国药学(英文版), 2018, 27(7): 451-459.
[14]	孟盈, 邹文星, 黄宗泽, 王新童, 焦文宣, 谢文军, 卞希玲, 王克威, 孙崎. 无配体钯催化的Suzuki羰基化反应研究及其在α7 nAChR 正向变构调节剂改造中的应用[J]. 中国药学(英文版), 2018, 27(7): 460-468.
[15]	刘芸奇, 李茜茜, 豆晓东, 田超, 张志丽, 刘俊义, 王孝伟. 相似的吡啶酮类化合物具有显著不同的抗HIV-1 逆转录酶活性[J]. 中国药学(英文版), 2018, 27(7): 469-477.