참고문헌 (74)

1. Terrett, Nicholas K., Bell, Andrew S., Brown, David, Ellis, Peter. Sildenafil (VIAGRA^TM), a potent and selective inhibitor of type 5 cGMP phosphodiesterase with utility for the treatment of male erectile dysfunction. Bioorganic & medicinal chemistry letters, vol.6, no.15, 1819-1824.

   상세보기

2. Rotella, David P.. Phosphodiesterase 5 inhibitors: current status and potential applications. Nature reviews. Drug discovery, vol.1, no.9, 674-682.

   상세보기

3. Pissarnitski, Dmitri. Phosphodiesterase 5 (PDE 5) inhibitors for the treatment of male erectile disorder: Attaining selectivity versus PDE6. Medicinal research reviews, vol.26, no.3, 369-395.

   상세보기

4. Chem. Abst. Bunnage M. E. 53761 136 2002 

5. O’Neil, M. J. (ed.) The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biological , Cambridge, UK, Royal Society, 2013, p. 1581. 

6. US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of June 12, 2014. http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm 

7. Nahata, Milap C., Morosco, Richard S., Brady, Michael T.. Extemporaneous sildenafil citrate oral suspensions for the treatment of pulmonary hypertension in children. American journal of health-system pharmacy : AJHP, vol.63, no.3, 254-257.

   상세보기

8. Nichols, Donald J, Muirhead, Gary J, Harness, Jane A. Pharmacokinetics of sildenafil after single oral doses in healthy male subjects: absolute bioavailability, food effects and dose proportionality. British journal of clinical pharmacology, vol.53, no.suppl1, 5S-12S.

   상세보기

9. Milligan, Peter A, Marshall, Scott F, Karlsson, Mats O. A population pharmacokinetic analysis of sildenafil citrate in patients with erectile dysfunction. British journal of clinical pharmacology, vol.53, no.suppl1, 45S-52S.

   상세보기

10. Gingell, Clive, Sultana, Stefan R., Wulff, Maria B., Gepi-Attee, Sam. Duration of Action of Sildenafil Citrate in Men with Erectile Dysfunction. The journal of sexual medicine, vol.1, no.2, 179-184.

    상세보기

11. Wawer, Iwona, Pisklak, Maciej, Chilmonczyk, Zdzisław. ¹H, ¹³C, ¹⁵N NMR analysis of sildenafil base and citrate (Viagra) in solution, solid state and pharmaceutical dosage forms. Journal of pharmaceutical and biomedical analysis, vol.38, no.5, 865-870.

    상세보기

12. Raghava Reddy, Ambati. V., Srinivas, Garaga, Takshinamoorthy, Chandiran, Gupta Peruri, Badarinadh, Naidu, Andra. A Facile, Improved Synthesis of Sildenafil and Its Analogues. Scientia pharmaceutica, vol.84, no.3, 447-455.

    상세보기

13. Shenyang Yaoke Daxue Xuebao Ping G. 173 19 2002 

14. Huaxue Yanjiu Yu Yingyong Xu B. 605 14 5 2002 

    상세보기

15. Piazza, G. A.; Pamukcu, R. Preparation of phenyl purinone derivatives for the treatment of precancerous lesions, U.S, 6200980, 2001 . 

16. Dale, D. J., Dunn, P. J., Golightly, C., Hughes, M. L., Levett, P. C., Pearce, A. K., Searle, P. M., Ward, G., Wood, A. S.. The Chemical Development of the Commercial Route to Sildenafil: A Case History. Organic process research & development, vol.4, no.1, 17-22.

    상세보기

17. Dunn, P. J.; Levett, P. C. Preparation of pyrazolo[4,3- d ]pyrimidin-7-ones, European Patent Applications, 994115, 2000 . 

18. Mexican Patent Applications Pang B. H. 

19. Muller, N.; Matzke, M. Method for preparing 1-alkyl-pyrazol-5-carboxylic acid esters III. U.S. Patent, 6,444,828, 2002 . 

20. Muller, N.; Matzke, M. Method of preparing 1-alkyl-pyrazol-5-carboxylic acid esters I, U.S. Patent, 6,297,386, 2001 . 

21. Heuer, L.; Muller, N.; Steffan, G. European Patent, EP 0 819 678, in German, same authors U.S. Patent 5,969,152, and U.S. Patent 6,025,499, in English, 1999 . 

22. Indian Patent Applications Murlidhar A. R. 

23. Khan, Khalid M., Maharvi, Ghulam M., Khan, Mahmud T. H., Perveen, Shahnaz, Choudhary, Muhammad I., Rahman, Atta-ur-. A facile and improved synthesis of sildenafil (Viagra�) analogs through solid support microwave irradiation possessing tyrosinase inhibitory potential, their conformational analysis and molecular dynamics simulation studies. Molecular diversity, vol.9, no.1, 15-26.

    상세보기

24. Baxendale, Ian R, Ley, Steven V. Polymer-supported reagents for multi-step organic synthesis: application to the synthesis of sildenafil. Bioorganic & medicinal chemistry letters, vol.10, no.17, 1983-1986.

    상세보기

25. Flores Toque, Haroldo A., Priviero, Fernanda B. M., Teixeira, Cleber E., Perissutti, Elisa, Fiorino, Ferdinando, Severino, Beatrice, Frecentese, Francesco, Lorenzetti, Raquel, Baracat, Juliana S., Santagada, Vincenzo, Caliendo, Giuseppe, Antunes, Edson, De Nucci, Gilberto. Synthesis and Pharmacological Evaluations of Sildenafil Analogues for Treatment of Erectile Dysfunction. Journal of medicinal chemistry, vol.51, no.9, 2807-2815.

    상세보기

26. Tian, G.; Zhu, Y.; Liu, Z.; Wang, Z.; Shen, J.; Bombek, S.; Stropnik, T. Synthesis and pharmacological evaluations of sildenafil analogues for treatment of erectile dysfunction, WO 2008/074512, 2008 . 

27. Dunn, P. J.; Wood, A. S. Process for the preparation of sildenafil, EP 0 812 845A1, 1997 . 

28. Liu, H.; He, X.; Choi, H-S.; Yang, K.; Woodmansee, D.; Wang, Z.; Ellis, D. A.; Wu, B.; He, Y.; Nguyen, T. N. Compounds and compositions as inhibitors of cannabinoid receptor 1 activity, WO2006047516A2, 2006 . 

29. Antilla, J. C., Baskin, J. M., Barder, T. E., Buchwald, S. L.. Copper−Diamine-Catalyzed N-Arylation of Pyrroles, Pyrazoles, Indazoles, Imidazoles, and Triazoles. Journal of organic chemistry, vol.69, no.17, 5578-5587.

    상세보기

30. Wang, Cuihua, Ashton, Trent D., Gustafson, Alden, Bland, Nicholas D., Ochiana, Stefan O., Campbell, Robert K., Pollastri, Michael P.. Synthesis and evaluation of human phosphodiesterases (PDE) 5 inhibitor analogs as trypanosomal PDE inhibitors. Part 1. Sildenafil analogs. Bioorganic & medicinal chemistry letters, vol.22, no.7, 2579-2581.

    상세보기

31. DeWald, Horace A., Beeson, Nicholas W., Hershenson, Fred M., Wise, Lawrence D., Downs, David A., Heffner, Thomas G., Coughenour, Linda L., Pugsley, Thomas A.. Synthesis and potential antipsychotic activity of 1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidines. Journal of medicinal chemistry, vol.31, no.2, 454-461.

    상세보기

32. Yuan, Jun, Gulianello, Michael, De Lombaert, Stéphane, Brodbeck, Robbin, Kieltyka, Andrzej, Hodgetts, Kevin J.. 3-Aryl pyrazolo[4,3-d]pyrimidine derivatives : nonpeptide CRF-1 antagonists. Bioorganic & medicinal chemistry letters, vol.12, no.16, 2133-2136.

    상세보기

33. Fletcher, S. R.; Menet, C. J. M.; Dykes, G. J.; Merayo, M. N.; Schmitt, B. A. Novel compounds useful for the treatment of degenerative & inflammatory diseases, WO2008071650A2, 2008 . 

34. Faming Zhuanli Shenqing Qi Y. 

35. Murphy, Raymond A., Kung, Hank F., Kung, Mei Ping, Billings, Jeffrey. Synthesis and characterization of iodobenzamide analogs: potential D-2 dopamine receptor imaging agents. Journal of medicinal chemistry, vol.33, no.1, 171-178.

    상세보기

36. Okumura, Kentaro, Inoue, Ichizo. Studies on Novobiocin and Related Compounds. II : Syntheses of Alkenylhydroxybenzoic Acid Derivatives. 藥學雜誌 = Journal of the Pharmaceutical Society of Japan, vol.81, no.3, 453-457.

    상세보기

37. Stanetty, Peter, Koller, Herbert, P�rstinger, Gerhard. 2,3-Dihydro-7-benzofurancarbons�uren. Monatshefte für Chemie = Chemical monthly, vol.121, no.11, 883-891.

    상세보기

38. Perkin, William Henry, Trikojus, Victor Martin. CCCLXXXIX.—Synthesis of some derivatives of methylenedioxybenzene. Journal of the Chemical Society (Resumed), vol.1926, 2925-2932.

    상세보기

39. FUSON, REYNOLD C., GAERTNER, RUSSELL, CHADWICK, DAVID H.. REPLACEMENT OF NUCLEAR ALKOXYL GROUPS BY THE ACTION OF GRIGNARD REAGENTS. Journal of organic chemistry, vol.13, no.4, 489-495.

    상세보기

40. Kim, Dae-Kee, Lee, Namkyu, Lee, Ju Young, Ryu, Do Hyun, Kim, Jae-Sun, Lee, Suk-Ho, Choi, Jin-Young, Chang, Kieyoung, Kim, Young-Woo, Im, Guang-Jin, Choi, Won-Son, Kim, Tae-Kon, Ryu, Je-Ho, Kim, Nam-Ho, Lee, Kyoungrim. Synthesis and phosphodiesterase 5 inhibitory activity of novel phenyl ring modified sildenafil analogues. Bioorganic & medicinal chemistry, vol.9, no.6, 1609-1616.

    상세보기

41. Ramanjaneyulu, S.; Bhandari, M.; Indukuri, V. S. K.; Simhadri, S. Nove process for the preparation of sildenafil citrate, WO2007141805, 2007 . 

42. Kumar, I.V.S., Ramanjaneyulu, G.S., Bindu, V.H.. Synthesis of Sildenafil Citrate and Process Related Impurities. Letters in organic chemistry, vol.8, no.9, 668-673.

    상세보기

43. Chem. Abs. Yang D. 242238 135 2001 

44. Chem. Abs. Yang D. 107334 135 2001 

45. Achmatowicz, O.; Balicki, R.; Chmielowiec, U.; Zaworska, A.; Szelejewki, W.; Magielka, S.; Glowacka, A.; Wysoczynska, M.; Dzikowska, J.; Bober, L.; Landsberg, J.; Falkowski, C.; Roznerski, Z.; Marczak, B.; Kempa, A. World Patent, WO/22918, 2001 . 

46. Repub. Korea patent Ha M. C. 1127814 2012 

47. Liu, Y.; Zhang, Z. Preparation of 5- [2-ethoxy-5- (4-methyl-1-piperazinylsulfonyl) phenyl] -1-methyl-3-propyl-1,6-dihydro-7H-benzo [4, 3-d] pyrimidin-7-one, Faming Zhuanli Shenqing Gongkai Shuomingshu, CN1406939, 2003 . 

48. Przem. Chem. Balicki R. 351 85 2006 

    상세보기

49. Sawant, S.D., Lakshma Reddy, G., Dar, M.I., Srinivas, M., Gupta, G., Sahu, P.K., Mahajan, P., Nargotra, A., Singh, S., Sharma, S.C., Tikoo, M., Singh, G., Vishwakarma, R.A., Syed, S.H.. Discovery of novel pyrazolopyrimidinone analogs as potent inhibitors of phosphodiesterase type-5. Bioorganic & medicinal chemistry, vol.23, no.9, 2121-2128.

    상세보기

50. Braude, V.; Aronhime, J.; Shabat, S. Methods for the production of sildenafil base and citrate salt, WO 2005067936 A3, 2005 . 

51. J. Food Drug Anal. Lin M-C. 15 16 2008 

52. Dunn, P. J.; Dunne, C. Process for the preparation of pyrazolopyrimidinones, WO2001098284 A1, 2001 . 

53. Shavnya, Andrei, Coffey, Steven B., Smith, Aaron C., Mascitti, Vincent. Palladium-Catalyzed Sulfination of Aryl and Heteroaryl Halides: Direct Access to Sulfones and Sulfonamides. Organic letters, vol.15, no.24, 6226-6229.

    상세보기

54. PCT International Applications Cantos L. C. 

55. Braz. Pedido PI Lu Y.-F. 2000 

56. PCT Int. Appl. Kankan R. N. R. 2001 

57. Kim, D.K., Young Lee, J., Park, H.J., Minh Thai, K.. Synthesis and phosphodiesterase 5 inhibitory activity of new sildenafil analogues containing a phosphonate group in the 5^'-sulfonamide moiety of phenyl ring. Bioorganic & medicinal chemistry letters, vol.14, no.9, 2099-2103.

    상세보기

58. Piazza, G. A. Method of treating a patient having precancerous lesions with phenyl purinone derivatives, Highlands Ranch Patent N0. US 6,200,980 B1, 2001 . 

59. Mojzych, M., Karczmarzyk, Z., Wysocki, W., Ceruso, M., Supuran, C.T., Krystof, V., Urbanczyk-Lipkowska, Z., Kalicki, P.. New approaches to the synthesis of sildenafil analogues and their enzyme inhibitory activity. Bioorganic & medicinal chemistry, vol.23, no.7, 1421-1429.

    상세보기

60. Polish J. Chem. Mojzych M. 1797 77 2003 

61. Mojzych, Mariusz, Rykowski, Andrzej. Transformations of phenylhydrazones of 5‐acyl‐1,2,4‐triazines to pyrazolo[4,3‐e][1,2,4]triazines or 4‐cyanopyrazole. Journal of heterocyclic chemistry, vol.44, no.5, 1003-1007.

    상세보기

62. J. Chem. Soc. Pak. Mojzych M. 123 33 2011 

    상세보기

63. Alphonse, F.-A., Suzenet, F., Keromnes, A., Lebret, B., Guillaumet, G.. Palladium-Catalyzed 3-Thiomethyltriazine-Boronic Acid Cross Coupling: Easy Access to 3-Substituted-1,2,4-triazines. Synlett : accounts and rapid communications in synthetic organic chemistry, vol.2002, no.3, 447-450.

    상세보기

64. Mojzych, M., Dolashki, A., Voelter, W.. Synthesis of pyrazolo[4,3-e][1,2,4]triazine sulfonamides, novel Sildenafil analogs with tyrosinase inhibitory activity. Bioorganic & medicinal chemistry, vol.22, no.23, 6616-6624.

    상세보기

65. Poraj-Kobielska, Marzena, Kinne, Matthias, Ullrich, René, Scheibner, Katrin, Kayser, Gernot, Hammel, Kenneth E., Hofrichter, Martin. Preparation of human drug metabolites using fungal peroxygenases. Biochemical pharmacology, vol.82, no.7, 789-796.

    상세보기

66. Chem. Biol. Interface Savanna M. 177 1 2011 

67. Dugar, S.; Hollinger, P. F.; Mahajan, D. Substituted methylformyl reagents and method of using same to modify physicochemical and/or pharmacokinetic properties of compounds, WO 2012137225 A1, 2012 . 

68. Macro, W. D. Artificially synthesized antigen of sildenafil and derivatives thereof as well as preparation method and application of antigen, CN 102161662 A, 2011 . 

69. Butrous, G. S.; Lukas, T.; Machin, I. Treatment of pulmonary hyper-tension with sildenafil or other phosphodiesterase Vinhibitor, European Patent Applications, 1097711, 2001 . 

70. Del, S. P. Nitrate salts of antihypertensive medicines, WO 1999067231 A1, 1999 . 

71. Stepanovs, D., Jure, M., Mishnev, A.. Preparation and crystal structure of sildenafil salicylate. Mendeleev communications, vol.25, no.1, 49-50.

    상세보기

72. Qi, Y. Phenylsulfonyl-piperazine derivatives and their preparation, pharmaceutical compositions and use in the treatment of male erectile dysfunction. Faming Zhuanli Shenqing , 101870699, 2010 . 

73. Yan, S.; Duan, B. Preparation of pyrazolopyrimidine-thione derivatives for treatment of male erectile dysfunction, Faming Zhuanli Shenqing , 101343275, 2009 . 

74. Kim, J-H.; Kim, Y.; Choi, K.; Kim, D. H.; Nam, G.; Seo, J. H. Novel pyrazolopyrimidinethione derivatives. Preparation methods thereof and their use as therapeutics for erectile dysfunction, WO 2002102802 A1, 2002 .