Synthesis and properties of 3-cyanopyridine-2(1H)-chalcogenones. Review

Chemistry of Heterocyclic Compounds

Volumn 35, Issue 5, 1999, Pages 509-540

  Litvinov, V P ^a   Krivokolysko, S G ^b   Dyachenko, V D ^b  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0038557309     PISSN: 00093122     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF02324634     Document Type: Review

References (340)

1. V. P. Litvinov, L. A. Rodinovskaya, Yu. A Sharanin, A. M. Shestopalov, and A. Senning, Sulfur Reports, 13, 1 (1992).
2. V. P. Litvinov, Phosphorus, Sulfur, and Silicon, 74, 139 (1993).
3. Ya. Freimanis, Chemistry of Enamino Ketones, Enaminoimines, and Enaminothiones [in Russian], Zinatne, Riga (1974).
4. US Patent No. 4593028. Ref. Zh. Khim., 3O103P (1987).
5. US Patent No. 4563528. Ref. Zh. Khim., 15O88P (1986).
6. US Patent No. 4559352. Ref. Zh. Khim., 16O74P (1986).
7. US Patent No. 4539321. Ref. Zh. Khim., 9O100P (1986).
8. US Patent No. 4515797. Ref. Zh. Khim., 24O125P (1985).
9. US Patent No. 4764512. Ref. Zh. Khim., 12O95P (1989).
10. Japanese Patent Application No. 61343080. Ref. Zh. Khim., 23O99P (1987).
11. US Patent No. 4607037. Ref. Zh. Khim., 8O118P (1987).
12. GDR Patent No. 252372. Ref. Zh. Khim., 15O69P (1988).
13. US Patent No. 4764512. Ref. Zh. Khim., 13O45P (1989).
14. US Patent No. 4822794. Ref. Zh. Khim., 12O78P (1990).
15. V. Hagen, A. Rumler, G. Reck, A. Hagen, D. Labes, and S. Heer, Pharmazie, 44, 809 (1989).
16. N. Haider, G. Heinisch, and S. Offenberger, Pharmazie, 44, 598 (1989).
17. Japanese Patent Application No. 6094964 (1986), Ref. Zh. Khim., 7O75P (1986).
18. US Patent No. 4791202. Ref. Zh. Khim., 21O75P (1989).
19. Japanese Patent Application No. 6097960. Ref. Zh. Khim., 13O93P (1986).
20. M. Yamanaka, Sh. Suda, and K. Tadano, J. Labell. Compounds and Radiopharm., 31, 125 (1992);
21. Ref. Zh. Khim., 15O83P (1992).
22. Japanese Patent Application No. 6097959. Ref. Zh. Khim., 11O109P (1986).
23. US Patent No. 4503061. Ref. Zh. Khim., 20O97P (1985).
24. US Patent No. 4751227. Ref. Zh. Khim., 14O70P (1989).
25. E. S. Ratemi, N. Namdev, and M. S. Gibson, J. Heterocyclic Chem., 30, 1513 (1993).
26. Japanese Patent No. 6377879. Chem. Abs., 109, 128986 (1988).
27. I. Sircar, B. Deuil, S. A. Bristol, R. E. Weishaar, and D. B. Evans, J. Med. Chem., 30, 1023 (1987).
28. US Patent No. 8800468. Chem. Abs., 109, 129026 (1988).
29. US Patent No. 4853395. Ref. Zh. Khim., 5O41P (1991).
30. US Patent No. 4849522. Ref. Zh. Khim., 1O32P (1991).
31. US Patent No. 4524129. Ref. Zh. Khim., 5O72P (1986).
32. US Patent No. 4732982. Ref. Zh. Khim., 5O47P (1989).
33. US Patent No. 4769380. Ref. Zh. Khim., 12O58P (1989).
34. US Patent No. 4731371. Ref. Zh. Khim., 1O67P (1989).
35. US Patent No. 4568751. Ref. Zh. Khim., 17O71P (1986).
36. L. Mosti, G. Menozzi, P. Schenone, P. Dorgio, R. M. Gaion, F. Benetollo, and G. Bombieri, Eur. J. Med. Chem., 24, 517 (1989).
37. US Patent No. 4992452. Ref. Zh. Khim., 7O48P (1992).
38. US Patent No. 4920229. Ref. Zh. Khim., 18O63P (1991).
39. US Patent No. 4595762. Ref. Zh. Khim., 5O104P (1987).
40. US Patent No. 4539327. Ref. Zh. Khim., 8O105P (1986).
41. US Patent No. 4469699. Ref. Zh. Khim., 10O86P (1985).
42. H. Fukatsu, Y. Kato, S. Murase, and S. Nakagava, Heterocycles, 29, 1517 (1989).
43. Japanese Patent Application No. 61140583. Ref. Zh. Khim., 1O54P (1987).
44. US Patent No. 4657919. Ref. Zh. Khim., 1O54P (1988).
45. US Patent No. 4555517. Ref. Zh. Khim., 13O89P (1986).
46. E. G. Paronikyan, S. N. Sirakanyan, G. Kh. Grigoryan, and A. S. Noravyan, Arm. Khim. Zh., 42, 505 (1989).
47. Japanese Patent Application No. 6120866. Ref. Zh. Khim., 24O84P (1987).
48. Japanese Patent Application No. 60146873. Ref. Zh. Khim., 12O97P (1986).
49. D. Z. Mijin, D. G. Antonovic, and M. M. Misio-Vucovic, Indian J. Chem., B33, 309 (1994);
50. Chem. Abs., 120, 244590 (1994).
51. V. Hanfeld, S. Leistner, G. Wagner, D. Lohmann, H. Poppe, and S. Heer, Pharmazie, 44, 12 (1989).
52. GDR Patent No. 271112. Ref. Zh. Khim., 15O33P (1990).
53. US Patent No. 4824952. Ref. Zh. Khim., 5O69P (1990).
54. Japanese Patent Application No. 61229865. Ref. Zh. Khim., 1O94P (1988).
55. Japanese Patent Application No. 6219570. Ref. Zh. Khim., 3O115P (1988).
56. Japanese Patent Application No. 61291569. Ref. Zh. Khim., 3O18P (1988).
57. Japanese Patent Application No. 61291570. Ref. Zh. Khim., 3O17P (1988).
58. Japanese Patent Application No. 61291568. Ref. Zh. Khim., 8O70P (1988).
59. Japanese Patent Application No. 6204270. Ref. Zh. Khim., 8O98P (1988).
60. Japanese Patent Application No. 6357585. Ref. Zh. Khim., 10O58P (1989).
61. Japanese Patent Application No. 1279884. Ref. Zh. Khim., 5O49P (1991).
62. V. Yu. Mortikov, V. P. Litvinov, A. M. Shestopalov, Yu. A. Sharanin, E. É. Apenova, G. A. Galegov, I. I. Abdullaev, T. B. Asadullaev, and F. I. Abdullaev, Khim.-Farm. Zh., 25, No. 5, 41 (1991).
63. N. F. Tsoi and M. E. Konshin, Dep. VINITI, January 11, 1985, No. 305-85; Ref. Zh. Khim., 12Zh215 Dep. (1985).
64. G. Wagner, S. Leistner, H. Vieweg, U. Krasselt, and J. Prantz, Pharmazie, 48, 342 (1993).
65. G. Wagner and U. Krasselt, Pharmazie, 47, 943 (1992).
66. N. Boehm, U. Krasselt, S. Leistner, and G. Wagner, Pharmazie, 47, 897 (1992).
67. H. Vieweg, S. Leistner, N. Boehm, J. Prantz, and G. Wagner, Pharmazie, 48, 26 (1993).
68. G. Wagner, N. Boehm, and S. Leistner, Pharmazie, 48, 20 (1993).
69. G. Wagner and N. Boehm, Pharmazie, 48, 95 (1993).
70. G. Wagner, S. Leistner, H. Vieweg, U. Krasselt, and J. Prantz, Pharmazie, 48, 514 (1993).
71. H. Vieweg, U. Krasselt, N. Boehm, J. Prantz, and G. Wagner, Pharmazie, 45, 731 (1990).
72. G. Wagner, H. Vieweg, S. Leistner, N. Boehm, U. Krasselt, V. Hanfeld, J. Prantz, and R. Gruppe, Pharmazie, 45, 102 (1990).
73. G. E. H. Elgemeie, S. R. El-Ezbawy, H. A. Ali, and A. K. Mansour, Org. Prep. and Proced. Int., 26, 465 (1994);
74. Ref. Zh. Khim., 4Zh164 (1995).
75. G. E. H. Elgemeie, H. A. Ali, and M. M. Eid, J. Chem. Res. Synop., 7, 256 (1993).
76. G. E. H. Elgemeie and M. M. M. Ramiz, Phosphorus, Sulfur, and Silicon, 46, 98 (1989).
77. G. E. H. Elgemeie, A. M. E. Attia, A. M. Elzanate, and A. K. Mansour, Bull. Chem. Soc. Jpn., 67, 1627 (1994).
78. G. E. H. Elgemeie, I. S. Alnaimi, and H. F. Alarb, Heterocycles, 34, 1721 (1992).
79. G. E. H. Elgemeie, A. M. El-Zanate, and A. K. Mansour, Bull. Chem. Soc. Jpn., 66, 555 (1993).
80. S. I. Grizik, N. P. Solov'eva, V. G. Granik, S. D. Yuzhakov, O. V. Dolgun, S. F. Dugin, O. S. Medvedev, and M. D. Mashkovskii, Khim.-Farm. Zh., 29, No. 9, 29 (1995).
81. German Patent Application No. 3406329. Ref. Zh. Khim., 13O94P (1986).
82. N. G. Frolova, V. K. Zav'yalova, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 11, 2719 (1996).
83. W. S. Saari, J. M. Hoffman, J. S. Wai, T. E. Fisher, C. S. Rooney, A. M. Smith, C. M. Thomas, M. E. Goldman, J. A. O'Brien, J. H. Nunberg, J. C. Quintero, W. A. Schleit, E. A. Emini, A. M. Stern, and P. S. Anderson, J. Med. Chem., 34, 2922 (1992).
84. J. M. Hoffman, J. S. Wai, C. M. Thomas, R. B. Levin, J. A. O'Brien, and M. E. Goldman, J. Med. Chem., 35, 3784 (1992).
85. J. M. Hoffman, A. M. Smith, C. S. Rooney, T. E. Fisher, E. Thorsten, J. S. Wai, C. M. Thomas, D. L. Bamberger, L. Dona, J. L. Baznes, and T. M. Williams, J. Med. Chem., 36, 953 (1993).
86. I. N. Houpis, A. Molina, J. Linch, R. A. Reamer, R. P. Volante, and P. J. Reider, J. Org. Chem., 58, 3176 (1993).
87. E. De Clerco and J. Balzarini, Farmaco, 50, 735 (1995).
88. V. Dolle, E. Fan, Ch. Nguyen, A. M. Aubertin, A. Kich, M. L. Andreola, G. Jamieson, L. Tazzagolitvak, and E. Bisagni, J. Med. Chem., 38, 4679 (1995).
89. European Patent Appl. 481802. Chem. Abs., 117, 131074 (1992).
90. Brit. UK Patent Application No. 2273928. Chem. Abs., 121, 255655 (1994).
91. N. G. Frolova, V. K. Zav'yalova, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 4, 727 (1995).
92. S. G. Pilosyan, V. V. Dabaeva, and A. S. Noravyan, Arm. Khim. Zh., 44, 481 (1991).
93. G. E. H. Elgemeie and B. A. W. Hussain, Tetrahedron, 50, 199 (1994).
94. L. A. Rodinovskaya, A. M. Shestopalov, E. V. Belukhina, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 6, 851 (1995).
95. V. D. Dyachenko, Thesis for Candidate of Chemical Sciences [in Russian], Moscow (1990).
96. Yu. A. Sharanin, V. D. Dyachenko, V. P. Litvinov, and A. V. Turov, Zh. Obshch. Khim., 61, 942 (1991).
97. V. P. Litvinov, Yu. A. Sharanin, A. M. Shestopalov, and V. D. Dyachenko, Synlett., No. 1, 87 (1992).
98. P. Coudert, J. Couquelet, P. Tronche, and F. Leal, J. Heterocycl. Chem., 30, 1093 (1993).
99. K. M. Ghoneim, M. M. Badran, M. A. Shaaban, and S. El-Meligie, Egypt. J. Pharm. Sci., 29, 553 (1988).
100. M. A. Moustafa, H. M. Eisa, A. A. El-Emam, and M. M. El-Kerdawy, J. Drug Res., 16, 227 (1985);
101. Chem. Abs., 106, 196337 (1987).
102. S. S. El-Morsy, A. A. Fadda, and M. S. El-Hossini, J. Indian Chem. Soc., 65, 699 (1988).
103. A. A. Krauze, R. O. Vitolinya, M. R. Romanov, and G. Ya. Dubur, Khim.-Farm. Zh., 22, No. 8, 955 (1988).
104. A. A. Krauze, E. E. Liepin'sh, Yu. E. Pelcher, Z. A. Kalme, I. V. Dipan, and G. Ya. Dubur, Khim. Geterotsikl. Soedin., No. 1, 95 (1985).
105. M. A. I. Wang, F. Han, and G. Jiang, Chin. J. Appl. Chem., 8, 38 (1991);
106. Ref. Zh. Khim., 20Zh262 (1991).
107. I. M. A. Awad, A. E. Abdel-Rahman, and E. A. Bakhite, Phosphorus, Sulfur, and Silicon, 57, 293 (1991).
108. I. M. A. Awad, A. E. Abdel-Rahman, and E. A. Bakhite, Coll. Czech. Chem. Commun., 56, 1749 (1991).
109. G. Wagner, H. Vieweg, and S. Leistner, Pharmazie, 48, 63 (1993).
110. G. Wagner, H. Vieweg, and S. Leistner, Pharmazie, 48, 576 (1993).
111. V. V. Shelyakin, V. D. Dyachenko, and Yu. A. Sharanin, Khim. Geterotsikl. Soedin., No. 2, 269 (1995).
112. H. A. A. Abdel, I. M. A. Awad, and M. F. El-Zohry, J. Chem. Technol. Biotechnol., 54, 369 (1992).
113. S. N. Melenchuk, A. M. Shestopalov, Yu. A. Sharanin, V. Yu. Mortikov, V. K. Promonenkov, and V. P. Litvinov, All-Union Conference "Chemistry and technology of pyridine-containing pesticides." Abstracts [in Russian], Chernogolovka (1988), p. 101.
114. GDR Patent No. 275688. Ref. Zh. Khim., 22O60P (1990).
115. Yu. A. Sharanin, A. M. Shestopalov, V. P. Litvinov, G. V. Klokol, V. Yu. Mortikov, and A. S. Demerkov, Zh. Org. Khim., 24, 854 (1988).
116. Yu. A. Sharanin, V. D. Dyachenko, and A. V. Turov, Zh. Obshch. Khim., 60, 2750 (1990).
117. V. K. Promonenkov, S. V. Otochevannaya, V. K. Zav'yalova, V. P. Litvinov, and Yu. A. Sharanin, All-Union Conference "Chemistry and Technology of Pyridine-Containing Pesticides." Abstracts [in Russian], Chernogolovka (1988), p. 102.
118. GDR Patent No. 269849. Ref. Zh. Khim., 7O70P (1990).
119. US Patent No. 4904657. Ref. Zh. Khim., 14O49P (1991).
120. L. A. Rodinovskaya, Thesis for Doctor of Chemical Sciences [in Russian], Moscow (1994).
121. US Patent No. 4935425. Ref. Zh. Khim., 23O47P (1991).
122. US Patent No. 4940715. Ref. Zh. Khim., 21O64P (1991).
123. Japanese Patent Application No. 1149783. Ref. Zh. Khim., 19O51P (1990).
124. Japanese Patent Application No. 1149784. Ref. Zh. Khim., 19O52P (1990).
125. A. V. Kadushkin, I. F. Faermark, G. Ya. Shvarts, and V. G. Granik, Khim.-Farm. Zh., 26, No. 11-12, 62 (1992).
126. L. V. Ershov, A. V. Kadushkin, V. F. Granik, O. V. Dolgun, A. V. Denisov, S. D. Yuzhakov, and M. D. Mashkovskii, Khim.-Farm. Zh., 26, No. 9-10, 51 (1992).
127. A. A. Krauze, V. N. Garalane, and G. Ya. Dubur, Khim.-Farm. Zh., 26, No. 5, 40 (1992).
128. A. A. Krauze, A. G. Odynets, A. A. Verreva, S. K. Germane, A. N. Kozhukhov, and G. Ya. Dubur, Khim.-Farm. Zh., 25, No. 7, 40 (1991).
129. A. A. Krauze and G. Ya. Dubur, All-Union Conference "Chemistry and reactivity of organic compounds of sulfur," Abstracts [in Russian], Tbilisi (1989), p. 149.
130. I. E. Kirule, A. A. Krauze, A. Kh. Velena, D. Yu. Antipova, G. Ya. Arnitsane, I. A. Vutsina, and G. Ya. Dubur, Khim.-Farm. Zh., 26, No. 11-12, 59 (1992).
131. S. K. Germane, A. A. Krauze, Yu. E. Pelcher, Z. A. Kalme, and A. A. Kimenis, Sixteenth Conference "Chemistry and technology of organic compounds of sulfur and sulfureous oil," Abstracts [in Russian], Riga (1984), p. 362.
132. S. G. Krivokolysko, Thesis for Candidate of Chemical Sciences [in Russian], Moscow (1997).
133. F. A. Attaby, L. I. Ibrahim, S. M. Eldin, and A. K. K. El-Louh, Phosphorus, Sulfur, and Silicon, 73, 127 (1992).
134. S. A. S. Ghozlan, Sulfur Lett., 13, 27 (1991).
135. A. A. Krauze, E. E. Liepin'sh, Yu. E. Pelcher, Z. A. Kalme, and G. Ya. Dubur, Khim. Geterotsikl. Soedin., No. 1, 75 (1987).
136. A. A. Krauze, V. N. Garalene, and G. Ya. Dubur, Khim.-Farm. Zh., 27, No. 1, 39 (1993).
137. M. P. Goncharenko, V. K. Promonenkov, Yu. A. Sharanin, A. M. Shestopalov, and V. P. Litvinov, All-Union Conference "Chemistry and technology of pyridine-containing pesticides," Abstracts [in Russian], Chernogolovka (1988), p. 124.
138. A. A. Krauze, Conference "Carbonyl compounds in the synthesis of heterocycles" Abstracts [in Russian], Saratov (1989), Part 2, p. 47.
139. Yu. A. Sharanin and M. P. Goncharenko, Zh. Org. Khim., 24, 460 (1988).
140. M. P. Goncharenko, Yu. A. Sharanin, A. M. Shestopalov, and V. P. Litvinov, Zh. Org. Khim., 26, 1578 (1990).
141. Yu. A. Sharanin, M. P. Goncharenko, A. M. Shestopalov, and V. P. Litvinov, Zh. Org. Khim., 27, 1996 (1991).
142. Yu. A. Sharanin, V. K. Promonenkov, A. M. Shestopalov, V. N. Nesterov, S. N. Melenchuk, V. E. Shklover, and Yu. T. Struchkov, Zh. Org. Khim., 25, 622 (1989).
143. G. E. Elgemeie, M. Sherif, E. M. A. Abd, and M. N. Elnagdi, Z. Naturforsch., 41, 781 (1986).
144. Yu. A. Sharanin, A. M. Shestopalov, and V. P. Litvinov, Zh. Org. Khim., 22, 1962 (1986).
145. A. M. El-Torgoman, S. M. El-Kousy, and K. Z. El-Shahat, Z. Naturforsch., 42, 107 (1987).
146. F. F. Abdel Latif and A.-K. M. N. Gohar, Bull. Soc. Chim. Belg., 95, 211 (1986).
147. V. D. Dyachenko, V. N. Nesterov, Yu. T. Struchkov, Yu. A. Sharanin, and V. E. Shklover, Zh. Obshch. Khim., 59, 881 (1989).
148. V. D. Dyachenko, A. V. Turov, and Yu. A. Sharanin, Ukr. Khim. Zh., 56, 65 (1990).
149. A. A. Geies, A. M. K. El-Dean, and M. I. Abdel Monem, Z. Naturforsch., 47, 1438 (1992).
150. G. F. M. Abdel, M. M. S. Sallam, M. Sherif, and M. H. Elnagdi, Lieb. Ann. Chem., No. 9, 1639 (1986).
151. Yu. A. Sharanin and V. D. Dyachenko, Zh. Obshch. Khim., 57, 1662 (1987).
152. Yu. A. Sharanin and V. D. Dyachenko, Ukr. Khim. Zh., 56, 287 (1990).
153. S. V. Matrosova, V. K. Zav'yalova, V. P. Litvinov, and Yu. A. Sharanin, Izv. Akad. Nauk. Ser. Khim., No. 7, 1643 (1991).
154. V. K. Promonenkov, A. M. Shestopalov, Yu. A. Sharanin, V. P. Litvinov, L. A. Rodinovskaya, B. M. Zolotarev, V. D. Sokovykh, B. V. Rozynov, and Ya. Ya. Krymskii, Zh. Org. Khim., 21, 1963 (1986).
155. V. D. Dyachenko, S. G. Krivokolysko, V. N. Nesterov, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 12, 1655 (1997).
156. V. D. Dyachenko and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 7, 995 (1997).
157. V. P. Litvinov, Usp. Khim., 68, 45 (1999).
158. Yu. A. Sharanin, A. M. Shestopalov, V. Yu. Mortikov, S. N. Melenchuk, V. K. Promonenkov, B. M. Zolotarev, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 1, 153 (1986).
159. G. E. H. Elgemeie, M. M. M. Sallam, Sh. M. Sherif, and M. H. Elnagdi, Heterocycles, 23, 3107 (1985).
160. M. Z. A. Badr, S. A. Mahgoub, F. F. Abdel-Latif, and A. A. A. A. El-Hafez, Phosphorus, Sulfur, and Silicon, 55, 175 (1991).
161. V. D. Dyachenko, S. G. Krivokolysko, Yu. A. Sharanin, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 7, 909 (1997).
162. V. D. Dyachenko, S. G. Krivokolysko, Yu. A. Sharanin, and V. P. Litvinov, Zh. Org. Khim., 33, 1084 (1997).
163. V. D. Dyachenko, Thesis for Doctor of Chemical Sciences [in Russian], Moscow (1998).
164. A. M. Shestopalov, V. Yu. Mortikov, Yu. A. Sharanin, A. V. Turov, and V. P. Litvinov, Zh. Org. Khim., 25, 1980 (1989).
165. A. M. Shestopalov, Yu. A. Sharanin, V. P. Litvinov, and V. K. Promonenkov, Zh. Obshch. Khim., 59, 2935 (1989).
166. A. M. Shestopalov, L. A. Rodinovskaya, V. P. Litvinov, and Yu. A. Sharanin, Dokl. Akad. Nauk SSSR, 314, 870 (1990).
167. A. M. Shestopalov, M. P. Goncharenko, V. P. Litvinov, and Yu. A. Sharanin, Dokl. Akad. Nauk SSSR, 314, 1427 (1990).
168. A. M. Shestopalov, Yu. A. Sharanin, L. A. Rodinovskaya, and V. P. Litvinov, Zh. Org. Khim., 26, 1578 (1990).
169. A. M. Shestopalov, Yu. A. Sharanin, L. A. Rodinovskaya, and V. P. Litvinov, Zh. Org. Khim., 26, 1588 (1990).
170. V. N. Nesterov, A. M. Shestopalov, V. E. Shklover, Yu. A. Sharanin, I. A. Aitov, Yu. T. Struchkov, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 3, 690 (1991).
171. A. M. Shestopalov, V. P. Litvinov, L. A. Rodinovskaya, and Yu. A. Sharanin, Izv. Akad. Nauk. Ser. Khim., No. 1, 146 (1991).
172. A. M. Shestopalov, V. P. Litvinov, L. A. Rodinovskaya, and Yu. A. Sharanin, Synthesis, No. 5, 690 (1991).
173. A. M. Shestopalov, O. P. Bogomolova, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 7, 1630 (1991).
174. V. P. Litvinov, Yu. A. Sharanin, M. P. Goncharenko, V. D. Dyachenko, and A. M. Shestopalov, Izv. Akad. Nauk. Ser. Khim., No. 8, 1888 (1991).
175. A. M. Shestopalov, A. S. Demerkov, Yu. A. Sharanin, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 8, 1082 (1991).
176. A. M. Shestopalov, Yu. A. Sharanin, and V. P. Litvinov, Zh. Org. Khim., 27, 1349 (1991).
177. S. G. Krivokolysko, V. D. Dyachenko, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 1, 166 (1999).
178. A. M. Shestopalov, O. P. Bogomolova, L. A. Rodinovskaya, V. P. Litvinov, B. B. Bujnicki, M. Mikolajczyk, V. N. Nesterov, and Yu. T. Struchkov, Heteroatom Chem., 4, 593 (1993).
179. L. A. Rodinovskaya, A. M. Shestopalov, and V. P. Litvinov, Dokl. Akad. Nauk SSSR, 339, 214 (1994).
180. V. D. Dyachenko, A. E. Mitroshin, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 9, 1235 (1996).
181. V. D. Dyachenko, S. G. Krivokolysko, V. N. Nesterov, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 9, 1234 (1996).
182. V. D. Dyachenko, S. G. Krivokolysko, V. N. Nesterov, Yu. T. Struchkov, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 10, 2535 (1996).
183. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 5, 666 (1997).
184. S. G. Krivokolysko, V. D. Dyachenko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 5, 672 (1997).
185. V. D. Dyachenko, V. N. Nesterov, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 6, 785 (1997).
186. V. N. Nesterov, S. G. Krivokolysko, V. D. Dyachenko, V. V. Dotsenko, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 5, 1029 (1997).
187. V. P. Litvinov and V. D. Dyachenko, Dokl. Akad. Nauk SSSR, 352, 636 (1997).
188. V. D. Dyachenko, S. G. Krivokolysko, Yu. A. Sharanin, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 7, 909 (1997).
189. V. D. Dyachenko, A. A. Nikishin, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 7, 996 (1997).
190. V. D. Dyachenko and V. P. Litvinov, Dokl. Akad Nauk SSSR, 355, 62 (1997).
191. S. G. Krivokolysko, V. D. Dyachenko, and V. P. Litvinov, Zh. Org. Khim., 33, 1088 (1997).
192. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 10, 1849 (1997).
193. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 10, 1852 (1997).
194. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 11, 2016 (1997).
195. V. D. Dyachenko and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 10, 1384 (1997).
196. V. D. Dyachenko, S. G. Krivokolysko, V. N. Nesterov, and V. P. Litvinov, Zh. Org. Khim., 33, 1580 (1997).
197. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 11, 1533 (1997).
198. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 1, 81 (1998).
199. V. D. Dyachenko and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 2, 208 (1998).
200. V. D. Dyachenko and V. P. Litvinov, Zh. Org. Khim., 34, 589 (1998).
201. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Zh. Org. Khim., 34, 750 (1998).
202. S. G. Krivokolysko, V. D. Dyachenko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 2, 230 (1999).
203. A. Krauze and G. Duburs, Khim. Geterotsikl. Soedin., No. 10, 1421 (1997).
204. Yu. A. Sharanin, M. P. Goncharenko, and V. P. Litvinov, Usp. Khim., 67, 442 (1998).
205. V. P. Litvinov, Izv. Akad. Nauk. Ser. Khim., No. 1, 45 (1999).
206. É. S. Krichevskii, L. M. Alekseeva, E. F. Kuleshova, and V. G. Granik, Khim.-Farm. Zh., No. 29, No. 2, 50 (1995).
207. GDR Patent No. 274620. Ref. Zh. Khim., 22O51P (1990).
208. GDR Patent No. 250122. Ref. Zh. Khim., 13O57P (1988).
209. GDR Patent No. 277457. Ref. Zh. Khim., 6O49P (1991).
210. GDR Patent No. 286582. Ref. Zh. Khim., 6O39P (1992).
211. I. I. Naumova, V. K. Promonenkov, and A. S. Petrovskii, All-Union Conference "Chemistry and technology of pyridine-containing pesticides" Abstract [in Russian], Chernogolovka (1988), p. 129.
212. S. N. Bulaga, Yu. N. Portnov, V. G. Zabrodnaya, and L. D. Smirnov, Eleventh All-Union Conference on the chemistry, biochemistry, and pharmacology of indole derivatives. Abstract [in Russian], Tbilisi (1991), p. 14.
213. Yu. N. Portnov, S. N. Bulaga, and V. G. Zabrodnyaya, Khim. Geterotsikl. Soedin., No. 7, 899 (1992).
214. GDR Patent No. 254195. Ref. Zh. Khim., 17O63P (1988).
215. V. Hagen, E. Klauschenz, A. Rumler, A. Hagen, S. Heer, R. Mitzner, H. Niedrich, and D. Lohmann, Pharmazie, 45, 189 (1990).
216. US Patent No. 455117. Ref. Zh. Khim., 12O92P (1986).
217. German Patent Application No. 3443968. Ref. Zh. Khim., 17O74P (1986).
218. A. Rumler, V. Hagen, and A. Hagen, Pharmazie, 45, 657 (1990).
219. L. D. Markley, Y. C. Tong, J. K. Dulworth, D. L. Steward, C. T. Goralski, H. Johnston, S. G. Wood, A. P. Vinogradoff, and T. M. Bargar, J. Med. Chem., 29, 427 (1986).
220. US Patent No. 4558134. Ref. Zh. Khim., 15O84P (1986).
221. German Patent Application No. 3614846. Ref. Zh. Khim., 11O436P (1988).
222. US Patent No. 4841035. Ref. Zh. Khim., 15O438P (1987).
223. US Patent No. 4659724. Ref. Zh. Khim., 2O379P (1988).
224. German Patent Application No. 3829586. Ref. Zh. Khim., 13O415P (1992).
225. German Patent Application No. 3837464. Ref. Zh. Khim., 1O417P (1992).
226. German Patent Application No. 3823318. Ref. Zh. Khim., 5O416P (1991).
227. German Patent No. 3434447. Ref. Zh. Khim., 1O373P (1987).
228. German Patent No. 3539571. Ref. Zh. Khim., 1O457P (1988).
229. German Patent No. 3708213. Ref. Zh. Khim., 16O388P (1989).
230. E. K. Panisheva, N. I. Mikerova, L. V. Ershov, A. N. Fomina, I. S. Nikolaeva, T. V. Pushkina, A. A. Cherkasova, and V. G. Granik, Khim.-Farm. Zh., 25, No. 1, 19 (1991).
231. N. I. Fadeeva, E. K. Panisheva, A. N. Fomina, I. T. Fedyakina, I. S. Nikolaeva, N. I. Mikerova, G. Ya. Tikhomirova, A. A. Cherkasova, and V. G. Granik, Khim.-Farm. Zh., 25, No. 6, 36 (1991).
232. C. T. Alabaster, A. S. Bell, S. F. Campbell, P. Ellis, C. G. Henderson, D. A. Roberts, K. S. Ruddock, G. M. R. Samuels, and M. H. Stefaniak, J. Med Chem., 31, 2048 (1988).
233. US Patent No. 4878941. Ref. Zh. Khim., 3O441P (1991).
234. US Patent No. 4909829. Ref. Zh. Khim., 8O415P (1991).
235. US Patent No. 4894084. Ref. Zh. Khim., 19O440P (1991).
236. German Patent Application No. 3540917. Ref. Zh. Khim., 3O99P (1988).
237. M.-J. Shiae, L.-M. Shyu, and C.-F. Chen, Heterocycles, 31, 523 (1990).
238. GDR Patent No. 287259. Ref. Zh. Khim., 19O56P (1991).
239. GDR Patent No. 275047. Ref. Zh. Khim., 21O45P (1990).
240. D. H. Lorne, R. G. Gediz, E. M. Hawes, and D. G. Wibberley, Eur. J. Med. Chem., 20, 381 (1985).
241. Japanese Patent Application No. 390059. Ref. Zh. Khim., 20O42P (1993).
242. A. E. Abdel-Rahman, E. A. Bakhite, M. I. Abdel-Moneam, and T. A. Mohamed, Phosphorus, Sulfur, and Silicon, 73, 219 (1992).
243. V. D. Dyachenko, L. A. Rodinovskaya, A. M. Shestopalov, V. K. Promonenkov, Yu. A. Sharanin, and V. P. Litvinov, All-Union Conference "Chemistry and technology of pyridine-containing pesticides," Abstracts [in Russian], Chernogolovka (1988), p. 106.
244. G. E. Khoroshilov, V. K. Promonenkov, and Yu. A. Sharanin, All-Union Conference "Chemistry and technology of pyridine-containing pesticides," Abstracts [in Russian], Chernogolovka (1988), p. 128.
245. V. P. Litvinov, V. K. Promonenkov, G. E. Khoroshilov, Yu. A. Sharanin, and A. M. Shestopalov, All-Union Conference "Chemistry and technology of pyridine-containing pesticides," Abstracts [in Russian], Chernogolovka (1988), p. 115.
246. GDR Patent No. 273836. Ref. Zh. Khim., 9O107P (1990).
247. V. A. Artyomov, L. A. Rodinovskaya, A. M. Shestopalov, and V. P. Litvinov, Mendeleev Commun., No. 4, 149 (1993).
248. N. G. Frolova, Thesis for Candidate of Chemical Sciences [in Russian], Moscow (1997).
249. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 4, 560 (1997).
250. V. N. Nesterov, L. A. Rodinovskaya, A. M. Shestopalov, and Yu. T. Struchkov, Khim. Geterotsikl. Soedin., No. 5, 643 (1997).
251. V. L. Ivanov, V. A. Artyomov, A. M. Shestopalov, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 6, 837 (1997).
252. V. A. Artyomov, V. L. Ivanov, A. V. Koshkarov, A. M. Shestopalov, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 1, 104 (1998).
253. V. L. Ivanov, V. A. Artyomov, A. M. Shestopalov, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 2, 263 (1998).
254. V. A. Artyomov, V. L. Ivanov, A. M. Shestopalov, and V. P. Litvinov, Proceedings of Twelfth Symposium on Heterocyclic Compounds and Sixth Blue Danube Symposium on Heterocyclic Chemistry, Brno (1996), p. 5.
255. V. L. Ivanov, V. A. Artyomov, A. M. Shestopalov, and V. P. Litvinov, Proceedings of Twelfth Symposium on Heterocyclic Compounds and Sixth Blue Danube Symposium on Heterocyclic Chemistry, Brno (1996), p. 55.
256. German Patent No. 42060451. Ref. Zh. Khim., 20O29P (1994).
257. G. E. H. Elgemeie, A. M. E. Attia, and N. M. Fathy, Lieb. Ann. Chem., No. 9, 955 (1994).
258. G. E. H. Elgemeie, A. M. E. Attia, H. A. Ali, and A. K. M. Mansour, J. Chem. Res. Synop., 78 (1994).
259. Polish Patent No. 133725. Chem. Abs., 112, 7478 (1990).
260. G. Wagner and J. Prantz, Pharmazie, 45, 213 (1990).
261. K. M. Hassan, A. M. K. El-Dean, M. S. K. Youssef, F. M. Atta, and M. S. Abbady, Phosphorus, Sulfur, and Silicon, 47, 181 (1990).
262. J. Prantz, U. Krasselt, and S. Leistner, Pharmazie, 46, 409 (1991).
263. M. H. Elnagdi and A. W. W. Ayman, Arch. Pharm., 324, 853 (1991).
264. B. Singh, Synthesis, 279 (1992).
265. N. A. Ismail, S. M. Eldin, F. A. Attaby, and M. B. Abo-Abdou, Egypt. J. Pharm. Sci., 33, 905 (1992).
266. A.D. Dunn and R. Norrie, J. Prakt. Chem., 334, 483 (1992).
267. S. Leistner, U. Krasselt, S. Dumke, and G. Wagner, Pharmazie, 47, 682 (1992).
268. A. M. El-Agrody, M. R. Selim, F. M. Aly, and F. A. Abu-Shanab, Pakistan J. Sci. Ind. Res., 36, 175 (1993).
269. G. Wagner, H. Viewed, and S. Leistner, Pharmazie, 48, 464 (1993).
270. K. Sasaki, R. A. S. Shamsur, S. Kashino, and T. Hirota, J. Chem. Soc. Chem. Commun., No. 15, 1767 (1994).
271. J. Krauze, R. Verkhe, and G. Duburs, Khim. Geterotsikl. Soedin., No. 1, 139 (1994).
272. E. A. Kaigorodova, L. D. Konyushkin, S. N. Mikhailichenko, V. K. Vasilin, and V. G. Kul'nevich, Khim. Geterotsikl. Soedin., No. 10, 1432 (1996).
273. A. Krauze and G. Duburs, Khim. Geterotsikl. Soedin., No. 8, 1134 (1996).
274. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 8, 1094 (1996).
275. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 8, 1099 (1996).
276. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 9, 1232 (1996).
277. S. Leistner and S. Dunke, Arch. Pharm., 326, 959 (1993).
278. V. A. Artemov (Artyomov), L. A. Rodinovskaya, A. M. Shestopalov, and V. P. Litvinov, Tetrahedron, 52, 1011 (1996).
279. V. A. Artemov, V. L. Ivanov, L. A. Rodinovskaya, A. M. Shestopalov, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 4, 553 (1996).
280. V. A. Artemov, Thesis for Candidate of Chemical Sciences [in Russian], Moscow (1995).
281. Japanese Patent Application No. 60197683. Ref. Zh. Khim., 22O74P (1986).
282. M. Yamanaka, K. Miyake, S. Suda, H. Ohhara, and T. Ogawa, Chem. Pharm. Bull., 39, 1556 (1991).
283. ČSSR Patent No. 219406. Ref. Zh. Khim., 6O86P (1986).
284. GDR Patent No. 237657. Ref. Zh. Khim., 3O94P (1987).
285. GDR Patent No. 279876. Ref. Zh. Khim., 15O42P (1991).
286. V. G. Kul'nevich, E. A. Kaigorodova, I. S. Arustamova, L. V. Korobchenko, G.V. Vladyko, and E. I. Boreko, Khim.-Farm. Zh., 23, No. 2, 132 (1990).
287. Inventor's Certificate No. 1657495 USSR. Ref. Zh. Khim., 3O419P (1992).
288. Japanese Patent Application No. 1290677. Ref. Zh. Khim., 21O63P (1991).
289. US Patent No. 4559347. Ref. Zh. Khim., 16O96P (1986).
290. US Patent No. 4567186. Ref. Zh. Khim., 15O137P (1986).
291. US Patent No. 4517190. Ref. Zh. Khim., 1O127P (1986).
292. US Patent No. 4650806. Ref. Zh. Khim., 1O53P (1988).
293. N. G. Frolova, V. K. Zav'yalova, and V. P. Litvinov, Nineteenth Conference on the chemistry and technology of the organic compounds of sulfur. Abstracts [in Russian], Kazan' (1995), p. 215.
294. N. G. Frolova, V. K. Zav'yalova, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 2, 231 (1996).
295. A. M. A. Hassan, M. A. Khalifa, G. E. H. Elgemeie, R. A. Mekheimer, and L. R. M. Abdel, Sulfur Lett., 16, 147 (1993).
296. A. M. A. Hassan, M. A. Khalifa, G. E. H. Elgemeie, R. A. Mekheimer, and L. R. M. Abdel, Phosphorus, Sulfur, and Silicon, 81, 173 (1993).
297. S. A. O. Mamedov, Thesis for Doctor of Chemical Sciences [in Russian], Baku (1991).
298. E. K. Mikitenko and N. N. Romanov, Khim. Geterotsikl. Soedin., No. 9, 1280 (1992).
299. European Patent Application No. 580554. Chem. Abs., 120, 247369 (1994).
300. German Patent Application No. 3637091. Ref. Zh. Khim., 5N200P (1989).
301. German Patent Application No. 4122866. Ref. Zh. Khim., 9N141P (1994).
302. Polish Patent No. 147477. Ref. Zh. Khim., 13N225P (1990).
303. H. Mustroph, Z. Chem., 29, 422 (1989).
304. N. R. Ayyangar and K. V. Spinivasan, Colourage, 37, 78 (1990).
305. D. W. Rangnekar and P. Y. Kamar, Indian J. Fibre and Text. Res., 16, 223 (1991).
306. D. W. Rangnekar and P. Y. Kamar, Indian J. Fibre and Text. Res., 17, 92 (1992).
307. German Patent No. 3844355. Ref. Zh. Khim., 10N108P (1991).
308. V. V. Michaylova and J. T. Anghelova, Dokl. Bolg. AN, 44, 65 (1991).
309. T. Kubota, R. Itaya, K. Todaka, M. Suginachi, K. Sunagawa, and A. Takeshita, Arzneim., 41, 1211 (1991).
310. H. Tanio, Japan. Circ. J., 55, 1068 (1991);
311. Chem. Abs., 116, 120655 (1994).
312. B. Singh and G. Y. Lesher, J. Heterocycl. Chem., 27, 2085 (1990).
313. P. Dorigo, R. M. Gaion, P. Belluco, P. A. Borea, L. Guerra, L. Mosti, M. Floreani, and F. Capenedo, Ger. Pharmacol., 23, 535 (1992).
314. M. Yamanaka, S. Suda, N. Yoneda, and H. Ohhara, Chem. Pharm. Bull., 40, 666 (1992).
315. P. V. Gomer, G. G. M. Del, F. Sanchez, and V. Stefani, Arch. Pharm., 325, 483 (1992).
316. US Patent No. 5141931. Chem. Abs., 118, 38773 (1993).
317. Japanese Patent No. 03261765. Chem. Abs., 116, 151584 (1992).
318. L. Mosty, G. Menozzi, and P. Schenone, Farmaco, 47, 427 (1992).
319. P. Dorigo, R. M. Gaion, P. Belluco, D. Fraccarollo, and I. Margano, J. Med. Chem., 36, 2475 (1993).
320. B. Singh, E. R. Bacon, S. Robinson, R. K. Fritz, and G. V. Lesher, J. Med. Chem., 37, 248 (1994).
321. L. F. F. Abdel, Pharmazie, 45, 283 (1990).
322. PCT Int. Appl. 9422875. Chem. Abs., 122, 21408 (1995).
323. G. D. Tirzitis, I. E. Kirule, and G. Ya. Duburs, Fat. Sci. Technol., 10, 411 (1988).
324. I. E. Kirule, A. A. Krauze, A. Kh. Velena, D. Yu. Antipova, G. Ya. Arnitsane, I. A. Vutsina, and G. Ya. Dubur, Khim.-Farm. Zh., Vol. 26, No. 11-12, 859 (1992).
325. Can. Pat. Appl. 2027169. Chem. Abs., 115, 135931 (1991).
326. Eur. Pat. Appl. EP 481802. Chem. Abs., 117, 131074 (1992).
327. Swiss Patent No. 682323. Ref. Zh. Khim., 20O30P (1994).
328. US Patent No. 5185251. Chem. Abs., 119, 7307 (1993).
329. US Patent No. 5202243. Chem. Abs., 119, 70543 (1993).
330. UK Patent No. 2273928. Chem. Abs., 121, 255655 (1994).
331. US Patent No. 5364776. Chem. Abs., 122, 79224 (1995).
332. R. Benoit, J. Duflos, G. Dupas, J. Bourguignon, and G. Queguiner, J. Heterocycl. Chem., 26, 1595 (1989).
333. E. C. Taylor, K. F. McDaniel, and J. C. Warner, Tetrahedron Lett., 28, 1977 (1987).
334. Inventor's Certificate No. 1298211 USSR. Byull. Izobr., No. 11 (1987).
335. GDR Patent No. 250122. Ref. Zh. Khim., 13O57P (1988).
336. GDR Patent No. 255348. Ref. Zh. Khim., 19O94P (1988).
337. GDR Patent No. 271111. Ref. Zh. Khim., 13O35P (1990).
338. PCT Int. Appl. WO 9313104. Chem. Abs., 119, 271139 (1993).
339. Eur. Pat. Appl. EP 624583. Chem. Abs., 122, 81132 (1995).
340. S. N. Kvak, E. A. Kaigorodova, and V. N. Zaplishnyi, Sixth meeting on the chemical reagents. Abstracts [in Russian], Baku (1993), p. 125.