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Levamisole and analogs

1. Methods of synthesis (review)

  • Methods of Synthesis and Technology of Production of Drugs
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Literature cited

  1. Inventor's Certificate No. 226622 (USSR); Izobreteniya, No. 29 (1968).

  2. Inventor's Certificate No. 920056 (USSR): Otkrytiya, No. 14 (1982).

  3. Inventor's Certificate No. 922109 (USSR); Otkrytiya, No. 115 (1982).

  4. G. V. Bornovalova, G. K. Korolev, V. G. Kurasova, and M. V. Kainova, Khim.-farm. Zh.,15, No. 6, 17–21 (1981).

    Google Scholar 

  5. I. G. Veksler, S. G. Antonenko, E. N. Okolot, and S. G. Chubinskaya, Éksp. Ontokl.,6, No. 3, 52–55 (1984).

    Google Scholar 

  6. Ya. L. Gol'dfarb and M. A. Pryanishnikov, Zh. Obshch. Khim.,25, 1003–1013 (1955).

    Google Scholar 

  7. G. N. Dranik and N. A. Kolesnik, Vrach. Delo, No. 5, 12–16 (1982).

    Google Scholar 

  8. V. F. Kiku, Zdravookhranenie (Kishinev), No. 6, 46–49 (1980).

    Google Scholar 

  9. I. E. Kovalev, Khim.-farm. Zh.,14, No. 4, 115–121 (1980).

    Google Scholar 

  10. K. Kuz'mina, I. G. Ostroumova, Yu. V. Markova, et al., Zh. Obshch. Khim.,32, No. 10, 3215–3219 (1962).

    Google Scholar 

  11. E. I. Levkoeva and L. N. Yakhontov, Usp. Khim.,41, 1337–1365 (1972).

    Google Scholar 

  12. I. A. Mazur, P. M. Kochergin, and V. I. Fomenko, Khim.-farm. Zh.,3, No. 8, 11–15 (1969).

    Google Scholar 

  13. Yu. V. Markova, K. K. Kuz'mina, M. E. Peresleni, et al., Zh. Org. Khim.,1, No. 8, 1475–1479 (1965).

    Google Scholar 

  14. Australian Patent 413243 (1970); Chem. Abstr.,76, 59626 (1972).

  15. Australian Patent 423234 (1972); Chem. Abstr.,77, 75209 (1972).

  16. British Patent 1076109 (1967): Chem. Abstr.,68, 78276 (1968).

  17. British Patent 1109149 (1969).

  18. European Patent 10851 (1980): Chem. Abstr.,94, 15727 (1981).

  19. European Patent 10852 (1980); Chem. Abstr.,94, 47321 (1981).

  20. European Patent 13560 (1980); Chem. Abstr.,94, 47339 (1981).

  21. European Patent 13651(1980); Chem. Abstr.,94, 47328 (1981).

  22. European Patent 47546 (1982); Chem. Abstr.,97, 23783 (1982).

  23. European Patent 76622 (1983); Chem. Abstr.,99, 212522 (1983).

  24. Netherland Patent 6515688 (1967); Chem. Abstr.,68, 59581 (1968).

  25. Netherland Patent 6610166 (1967); Chem. Abstr.,68, 49591 (1968).

  26. Polish Patent 88038 (1977).

  27. USSR Patent 487486 (1975); Otkrytiya, No. 37 (1977).

  28. USSR Patent 492090 (1975); Otkrytiya, No. 42 (1976).

  29. USSR Patent 588921 (1978); Otkrytiya, No. 55 (1978).

  30. USSR Patent 604497 (1978); Otkrytiya, No. 15 (1978).

  31. USSR Patent 847915 (1981); Otkrytiya, No. 26 (1981).

  32. USSR Patent 873886 (1981); Otkrytiya, No. 38 (1981).

  33. USSR Patent 873887 (1981); Otkrytiya, No. 38 (1981).

  34. US Patent 3274209 (1966).

  35. US Patent 3297708 (1965).

  36. US Patent 3325356 (1967); Chem. Abstr.,67, 102787 (1967).

  37. US Patent 3463784 (1969);

  38. US Patent 3478047 (1969).

  39. US Patent 3642809 (1972).

  40. US Patent 3804847 (1974): Chem. Abstr.,81, 3920 (1974).

  41. US Patent 3828061 (1974).

  42. US Patent 3845070 (1974).

  43. US Patent 3855234 (1974).

  44. US Patent 3862166 (1975).

  45. US Patent 3873560 (1975).

  46. US Patent 3890341 (1975).

  47. US Patent 3899583 (1976); Chem. Abstr.,85, 21360 (1976).

  48. US Patent 3989835 (1976); Chem. Abstr.,86, 72644 (1977).

  49. US Patent 4014892 (1977); Chem. Abstr.,87, 68359 (1977).

  50. US Patent 4014932 (1977); Chem. Abstr.,87, 11651 (1977).

  51. US Patent 4059588 (1977).

  52. US Patent 4070363 (1978).

  53. US Patent 4090025 (1978).

  54. US Patent 4107170 (1978).

  55. US Patent 4166824 (1980); Chem. Abstr.,92, 6530 (1980).

  56. US Patent 4314066 (1982); Chem. Abstr.,97, 72368 (1982).

  57. US Patent 4472419 (1984); Chem. Abstr.,101, 224842 (1984).

  58. French Patent 1488268 (1967); Chem. Abstr.,69, 59243 (1968).

  59. French Patent 1488322 (1967); Chem. Abstr.,69, 43914 (1968).

  60. French Patent 1488329 (1967); Chem. Abstr.,69, 43915 (1968).

  61. French Patent 1544972 (1968): Chem. Abstr.,71, 124417 (1969).

  62. French Patent 2183313 (1973).

  63. French Patent 2199979 (1974): Chem. Abstr.,82, 168335 (1975).

  64. French Patent 2224472 (1974); Chem. Abstr.,82, 156317 (1975).

  65. French Patent 2233329 (1975).

  66. French Patent 2237900 (1975); Chem. Abstr.,83, 114411 (1975).

  67. French Patent 2258379 (1975); Chem. Abstr.,84, 74268 (1976).

  68. French Patent 2258380 (1975); Chem. Abstr.,84, 74269 (1976).

  69. French Patent 2259092 (1975); Chem. Abstr.,84, 105571 (1976).

  70. French Patent 2259823 (1975); Chem. Abstr.,84, 90143 (1976).

  71. French Patent 2261267 (1975); Chem. Abstr.,84, 135652 (1976).

  72. French Patent 2264017 (1975); Chem. Abstr.,84, 121832 (1976).

  73. French Patent 2264018 (1975); Chem. Abstr.,84, 121831 (1976).

  74. French Patent 2271211 (1975); Chem. Abstr.,85, 46675 (1976).

  75. French Patent 2271212 (1975); Chem. Abstr.,85, 46676 (1976).

  76. French Patent 2271213 (1975); Chem. Abstr.,85, 46677 (1976).

  77. French Patent 2290446 (1976); Chem. Abstr.,86, 121333 (1976).

  78. French Patent 2359844 (1978); Chem. Abstr.,90, 168599 (1979).

  79. French Patent 2364218 (1978).

  80. French Patent 2396760 (1979).

  81. French Patent 2396761 (1979).

  82. GFR Patent 2034081 (1971); Chem. Abstr.,75, 36037 (1971).

  83. GFR Patent 2114563 (1971); Chem. Abstr.,77, 19650 (1972).

  84. GFR Patent 2147846 (1970); Chem. Abstr.,77, 48465 (1972).

  85. GFR Patent 2236970 (1973); Chem. Abstr.,78, 124588 (1973).

  86. GFR Patent 2326308 (1973); Chem. Abstr.,80, 59943 (1974).

  87. GFR Patent 2429227 (1975); Chem. Abstr.,82, 170932 (1975).

  88. GFR Patent 2536146 (1976); Chem. Abstr.,84, 180220 (1976).

  89. GFR Patent 2701853 (1977); Chem. Abstr.,87, 135310 (1977).

  90. GFR Patent 2718058 (1977); Chem. Abstr.,88, 50867 (1978).

  91. GFR Patent 2718059 (1977); Chem. Abstr.,88, 62378 (1978).

  92. GFR Patent 2718976 (1977); Chem. Abstr.,88, 50866 (1978).

  93. GFR Patent 2747122 (1978); Chem. Abstr.,89, 43424 (1978).

  94. Japanese Patent 6183.153 (1986); Chem. Abstr.,105, 152556 (1986).

  95. Japanese Patent 75,76,084 (1975); Chem. Abstr.,85, 123904 (1976).

  96. Japanese Patent 79144,337 (1979); Chem. Abstr.,92, 215045 (1980).

  97. Japanese Patent 79144,393 (1979); Chem. Abstr.,92, 181186 (1980).

  98. Japanese Patent 79157,587 (1979); Chem. Abstr.,93, 71754 (1980).

  99. I. A. Firber, Ter. Arkh. No. 1, 95–100 (1980).

    Google Scholar 

  100. W. K. Amery and D. A. Gough, Oncology,38, No. 3, 168–181 (1981); Chem. Abstr.,95, 13, (1981).

    Google Scholar 

  101. E. Arrigoni-Martelli, Med. Actual.,16, No. 10, 327–342 (1980); Chem. Abstr.,94, 24576 (1981).

    Google Scholar 

  102. T. Bailey, T. Seden, and R. Turner, J. Heterocycl. Chem.6, No. 5, 751–752 (1969).

    Google Scholar 

  103. A. Baklien, M. E. Leeding, and J. Kolm. Aust. J. Chem.,21, No. 5, 1557–1570 (1968).

    Google Scholar 

  104. R. Bayler, P. Coulkett, T. Seden, et al., Tetrahedron Lett., No. 51, 4587–4590 (1975).

    Google Scholar 

  105. K. Bhargawa, M. Lee, and I. Huang, J. Med. Chem.,20, No. 4, 563–566 (1977).

    Google Scholar 

  106. M. Brewer, R. Dorgan, B. Manger, et al., J. Med. Chem.,30, No. 10. 1848–1853 (1987).

    Google Scholar 

  107. M. Brienne and J. Jacoues, Eur. J. Med. Chem. Chim. Ther.,16, No. 4, 363–366 (1981); Chem. Abstr.,95, 187152 (1981).

    Google Scholar 

  108. J. Cazin, D. Lesieur, M. Cazin, et al., Bull. Soc. Pharm. Lille,34, No. 1, 17–29 (1978); Chem. Abstr.,89, 173198 (1978).

    Google Scholar 

  109. K. Dhaka, V. Chadha, and U. Pujari, Aust. J. Chem.,26, No. 2, 435–436 (1973).

    Google Scholar 

  110. D. Doherty, R. Shapira, and W. Burnett, J. Am. Chem. Soc.,79, 5667–5671 (1957).

    Google Scholar 

  111. M. Dyen and D. Swerm, Chem. Rev.,67, 197–246 (1967).

    Google Scholar 

  112. W. Emerson, J. Am. Chem. Soc.,67, 516–518 (1945).

    Google Scholar 

  113. J. Euzeby, Rev. Med. Vet.,137, No. 6, 417–426 (1986).

    Google Scholar 

  114. F. Feist and H. Arnstein, Chem. Ber.,28, 3167–3781 (1895).

    Google Scholar 

  115. A. Funke and G. Benoit, Bull. Soc. Chem. France,10, 1021–1023 (1953).

    Google Scholar 

  116. J. Guerrero, J. Am. Vet. Med. Ass.,176, 1163–1165 (1980).

    Google Scholar 

  117. R. Hanson, R. Giese, M. Dawis, et al., J. Med. Chem.,21, No. 5, 496–498 (1978).

    Google Scholar 

  118. W. Hsu, J. Am. Vet. Med. Ass.,176, 1166–1169 (1980).

    Google Scholar 

  119. P. Janssen, Drug. Res., 20, 374–383 (1976).

    Google Scholar 

  120. G. Jones, R. Hanson, and M. Dewis, J. Heterocyl. Chem.,20, No. 3, 523–526 (1983).

    Google Scholar 

  121. K. Koyama, Oyo Yakuri,23, No. 1, 89–100 (1982); Chem. Abstr.,97, 33091 (1982).

    Google Scholar 

  122. S. Mashiku, J. Med. Chem.,23, No. 12, 1364–1372 (1980).

    Google Scholar 

  123. M. Matier, D. Owens, W. Comer, et al., J. Med. Chem.,16, No. 8, 901–908 (1973).

    Google Scholar 

  124. S. Nielek and T. Lesiak, Berichte,115, No. 3, 1247–1251 (1982).

    Google Scholar 

  125. A. Raeymaekers, F. Allewijn, J. Vanderberk, et al., J. Med. Chem.,9, No. 4, 545–550 (1966).

    Google Scholar 

  126. S. Raghu, A. Zweig, and W. Handerson, Fundam. Res. Homogen. Catal.,3, 565–577 (1979).

    Google Scholar 

  127. G. Raiziss and L. Clemence, J. Am. Chem. Soc.,63, 3124–3126 (1941).

    Google Scholar 

  128. G. Renoux and M. Renoux, Ann. Immunol.,128C, No. 1–2, 273–274 (1977).

    Google Scholar 

  129. G. Renoux and M. Renoux, Ann. Inmunol.,128C, No. 1–2, 275–277 (1977).

    Google Scholar 

  130. G. Renoux, Drugs,20, No. 2, 89–99 (1980).

    Google Scholar 

  131. G. Renoux, Int. Encycl. Pharmacol. Ther.,115, 393–410 (1985).

    Google Scholar 

  132. J. Reynolds, Experientla,33, No. 2, 154–155 (1977).

    Google Scholar 

  133. N. Ronald and R. Bell, Southwest Vet.,29, No. 3, 217–218 (1976).

    Google Scholar 

  134. H. Schnieden, Int. J. Immunopharmacol.,3, No. 1, 9–13 (1981).

    Google Scholar 

  135. A. Schoberl and G. Hansen, Chem. Ber.,91, 1239–1241 (1958).

    Google Scholar 

  136. H. Sikorska, Reumatologia (Warzawa),17, No. 3, 339–347 (1979).

    Google Scholar 

  137. L. Spicer, M. Bullock, W. Gorber, et. al., J. Org. Chem.,33, No. 4, 1350–1353 (1968).

    Google Scholar 

  138. J. Symoens and M. Rosental, J. Reticuloendothel Soc.,21, No. 3, 175–211 (1977).

    Google Scholar 

  139. J. Symoens, M. Rosental, M. DeBrabander, et al., Springer Semin., Immunopathology,1, No. 1, 49–68 (1979).

    Google Scholar 

  140. J. Symoens, J. De Cree, W. Van Bever, et al., Pharmacol. Biochem., Prep. Drug. Subst.,2, 407–464 (1979).

    Google Scholar 

  141. D. Thienpont, G. Vanparijs, and A. Raemaekers, Nature, 209, 1084–1086 (1966).

    Google Scholar 

  142. M. Xie, G. Zhong, and X. Zhong, Yaoxue Xuebao,18, No. 2, 147–150 (1983); Chem. Abstr.,99, 70612 (1983).

    Google Scholar 

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Authors and Affiliations

  1. Institute of Organic Chemistry, Academy of Sciences of the Ukrainian SSR, Kiev

    N. N. Romanov, Yu. P. Kovtun & P. M. Kochergin

  2. S. Ordzhonikidze All-Union Scientific Research Chemical Pharmaceutical Institute, Moscow

    N. N. Romanov, Yu. P. Kovtun & P. M. Kochergin

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  1. N. N. Romanov
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  2. Yu. P. Kovtun
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  3. P. M. Kochergin
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Translated from Khimiko-farmatsevticheskii Zhurnal, Vol. 23, No. 2, pp. 206–217, February, 1989.

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Romanov, N.N., Kovtun, Y.P. & Kochergin, P.M. Levamisole and analogs. Pharm Chem J 23, 167–181 (1989). https://doi.org/10.1007/BF00764471

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