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Prospects for the development of bronchodilators

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Russian Chemical Bulletin Aims and scope

Abstract

The review considers and evaluates the methodology for the design of antiasthmatic bronchodilators, selective stimulants of β2-adrenergic receptors in bronchi (β2-agonists), for the treatment of bronchial asthma. The influence of the structure of the compounds on the resistance to the enzyme catechol-O-methyltransferase and their selectivity for β2-adrenoreceptors are described. Examples of the influence of the structure of the drugs on the duration of their action on β2-adrenoreceptors are given. The review presents schemes for the synthesis of drugs commonly used for the treatment of bronchial asthma, such as salbutamol and formoterol, which are shortand long-acting β2-agonists, respectively. Data on the selectivity and efficacy of action of medicinal drugs on β2-adrenergic receptors are considered.

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References

  1. Intensivnaya terapiya v pul’monologii [Intensive Care in Pulmonology], Ed. S. N. Avdeev, Atmosfera, Moscow, 2014, 1, 183 (in Russian).

  2. A. N. Tsoi, V. V. Arkhipov, Bronkhial’naya astma, novye resheniya [Bronchial Asthma, New Ideas], Med. inform. agentstvo, Moscow, 2007, 312 (in Russian).

    Google Scholar 

  3. A. G. Chuchalin, Aktual’nye problemy pul’monologii [Current Issues in Pulmonology], Agar, Moscow, 2000, 736 (in Russian).

    Google Scholar 

  4. Global Initiative for Asthma. Global Strategy for Asthma Management and Prevention, Revised 2015; http://www.ginasthma.org/local/uploads/files/GINA_Report_2015_ May19.pdf.

  5. P. Palnge, V. Brusasco, L. Delgado, S. Del Jiacco, Eur. Respir. Monograph., 2005, 33(10), 10.

    Article  Google Scholar 

  6. A. Lumme, T. Haahtola, Eur. Respir. J., 2003, 22, 113.

    Article  CAS  Google Scholar 

  7. S. J. O. Yohansson, J. O. B. Houribaul, J. Bonsquet, Allelrgy, 2001, 56, 813.

    Article  Google Scholar 

  8. WHO Recommendations; http://www.who.int/respiratory/ asthma/en/.

  9. FDA Recommendations; http://www.fda.gov/drugs/drugsafety/ postmarketdrugsafetyinformationforpatientsandproviders/ ucm200776.htm.

  10. Rational Use of Medicines, WHO Drugs Information, 2006, 20(4), 261.

  11. Standarty po diagnostike i lecheniyu bol’nykh khronicheskoi obstruktivnoi bolezn’yu legkikh [Standards for the Diagnosis and Treatment of Patients with Chronic Obstructive Pulmonary Disease], Ed. A. G. Chuchalin, Atmosfera, Moscow, 2005, 95 (in Russian).

  12. P. Barnes, Thorax, 1990, 45, 482.

    Article  CAS  Google Scholar 

  13. M. Aubier, P. Barnes, Eur. Respir. J., 1995, 8(3), 457.

    Article  Google Scholar 

  14. P. Barnes, Theoretical Aspects of Anticholinergic Treatment, in Anticholinergic Therapy in Obstructive Airways Disease, Ed. N. J. Gross, Franklin Scientific Publ., London, 1993, 89.

  15. B. I. Shmushkovich, Dr. Sc. (Med.) Thesis, Research Institute of Pulmonology, Moscow, 1995, 310 pp. (in Russian).

    Google Scholar 

  16. W. J. Jenne, J. Asthma, 1995, 32, 89.

    Article  CAS  Google Scholar 

  17. W. Busse, J. Cozzen, B. Q. Lanier, J. Allerg. Clin. Immunol., 2001, 108, 184.

    Article  CAS  Google Scholar 

  18. J. Lund, Eur. Respir. J., 1992, 5, 170.

    Google Scholar 

  19. S. N. Orlov, I. A. Baranova, A. G. Chuchalin, Pul´monologiya [Pulmonology], 1995, 2, 173 (in Russian).

    Google Scholar 

  20. P. Barnes, Am. Rev. Respir. Dis., 1986, 134, 1289.

    CAS  Google Scholar 

  21. D. T. Collin, D. Hasley, D. Jask, L. H. C. Lunts, J. Med. Chem., 1970, 13, 674.

    Article  CAS  Google Scholar 

  22. V. A. Cullum, J. B. Farmer, Brit. J. Pharmacol., 1969, 35, 141.

    Article  CAS  Google Scholar 

  23. R. Howe, A. F. Grouther, J. C. Stephenson, J. Med. Chem., 1968, 11, 423.

    Google Scholar 

  24. M. D. Mashkovskii, Lekarstvennye sredstva [Drugs], Novaya Volna, Moscow, 2010, pp. 235; 370 (in Russian).

    Google Scholar 

  25. P. Barnes, Eur. Respir. J., 1992, 5, 1126.

    CAS  Google Scholar 

  26. A. van Noord, J. J. Smeets, I. A. Raaiimakers, Eur. Respir. J., 1996, 9, 1684.

    Article  Google Scholar 

  27. S. Kesten, K. Chapman, J. Broder, Am. Rev. Respir. Dis., 1991, 144, 622.

    Article  CAS  Google Scholar 

  28. C. Lofdahl, Lung, 1990, Sup. 168, 18.

    Article  Google Scholar 

  29. C. Lofdahl, K. F. Chung, Eur. Respir. J., 1991, 28, 190.

    Google Scholar 

  30. E. V. Shilova, L. V. Korolćhenko, L. N. Sernov, S. Ya. Skachilova, A. G. Chuchalin, Pul´monologiya [Pulmonology], 2005, 3, 67 (in Russian).

    Google Scholar 

  31. R. A. Barlow, R. N. Brogden, Drugs, 1998, 55, 303.

    Article  Google Scholar 

  32. A. E. Tattersfield, C. J. Löfdahl, D. S. Pastma, Lancet, 2001, 357, 257.

    Article  CAS  Google Scholar 

  33. M. Palmqust, B. Balder, O. Lowhagrn, B. Melander, N. Svedmyr, L. Vahlander, J. Allerg. Clin. Immunol., 1992, 4, 844.

    Article  Google Scholar 

  34. J. R. Beach, C. L. Bromly, A. J. Avery, Pulm. Pharmacol., 1996, 9, 245.

    Article  CAS  Google Scholar 

  35. M. Johnson, Lung, 1990, Sup. 168, 115.

    Article  CAS  Google Scholar 

  36. P. Faurschou, Eur. Respir. J., 1992, 5 (Sup. 15), 207.

    Google Scholar 

  37. A. D. Brown, M. E. Bunnage, P. A. Glossop, K. James, R. Jones, C. A. Lane, Bioorg. Med. Chem. Lett., 2007, 17, 4012.

    Article  CAS  Google Scholar 

  38. M. G. Matera, M. Gassola, Drugs, 2007, 67, 503.

    Article  CAS  Google Scholar 

  39. K. Johansson, Tez. dokl. XXIV Natsional’nogo kongressa po boleznyam organov dykhaniya [Abstrs of Papers, XXIV AllRussian Congress on Respiratory Diseases] (Moscow, October 13—17, 2014), Moscow, 2014, 53.

    Google Scholar 

  40. M. Aubier, X. Duval, S. Perry, T. Majumdur, G. Kaiser, Eur. Respir. J., 2005, 26, 287.

    Google Scholar 

  41. C. Battram, S. Charlton, B. Cuenoud, M. R. Dowling, R. A. Fairhurst, D. Farr, J. Pharmacol. Exp. Ther., 2006, 317, 762.

    Article  CAS  Google Scholar 

  42. K. M. Beeh, E. Dezum, F. Kanniess, R. Cameron, M. Higgins, Eur. Respir. J., 2007, 29, 871.

    Article  CAS  Google Scholar 

  43. A. G. Chuchalin, A. N. Tsoi, K. Richter, N. Krug, R. Dahi, R. B. Lanrsema, Respir. Med., 2007, 101, 2005.

    Article  Google Scholar 

  44. Gosudarstvennyi reestr lekarstvennykh sredstv [State Register of Drugs]; http://grls.rosminzdrav.ru/grls.aspx (in Russian).

  45. S. Haensserman, A. Acerbi, P. Brand, G. Poli, T. Meyer, Eur. Respir. J., 2006, 28, 211.

    Google Scholar 

  46. J. Kottakis, A. Nandenil, H. Raptis, A. Savn, S. E. Linberg, A. A. Woodcock, Eur. Respir. J., 2006, 28, 665.

    Google Scholar 

  47. G. Rosson, B. Manfredi, R. Razzetti, M. Civelli, F. Berti, Pul. Pharmacol. Ther., 2007, 20, 250.

    Article  Google Scholar 

  48. Formulyarnaya sistema. Rukovodstvo po ispol’zovaniyu lekarstvennykh sredstv [Formulary System. Guidelines for the Use of Medical Drugs], Ekho, Moscow, 2014, XV, 220 (in Russian).

  49. A. A. Goryachkina, Tez. dokl. XXII Natsional’nogo kongressa po boleznyam organov dykhaniya [Abstrs of Papers, XXII AllRussian Congress on Respiratory Diseases] (Moscow, October 22—26, 2012), Moscow, 2013, 67 (in Russian).

    Google Scholar 

  50. N. P. Knyazheskaya, Atmosfera, Pul’monologiya, Allergologiya [Atmosphere, Pulmonology, Allergology], 2013, 3(50), 14 (in Russian).

    Google Scholar 

  51. M. Bensch, R. J. Lapidus, B. E. Levihe, Ann. Allerg. Asthma Immunol., 2006, 86, 19.

    Article  Google Scholar 

  52. A. S. Sokolov, S. Ya. Skachilova, N. I. Pokudin, V. M. Pavlov, L. V. Kislyak, Bronkhialńaya astma [Bronchial Asthma], Ed. A. G. Chuchalin, Agar, Moscow, 1997, v. 2, 269 pp. (in Russian).

  53. GB Pat. 1247370; Chem. Abstr., 1971, 75, 129544.

    Google Scholar 

  54. US Pat. 3642896; Chem. Abstr., 1972, 77, 5151.

    Google Scholar 

  55. US Pat. 3644353; Chem. Abstr., 1972, 76, 153320y.

    Google Scholar 

  56. US Pat. 3705233; Chem. Abstr., 1973, 78, 71665.

    Google Scholar 

  57. GB Pat. 1200886; Chem. Abstr., 1970, 74, 7981.

    Google Scholar 

  58. CS Pat. 176846; Chem. Abstr., 1979, 90, 203674.

    Google Scholar 

  59. JP Pat. 78-46096; RZh Khimiya [Russ. Chem. Abstrs], 1978, 1058P (in Russian).

    Google Scholar 

  60. ZA Pat. 6705591; Chem. Abstr., 1969, 71, 91066f.

    Google Scholar 

  61. K. W. Rosenmund, W. Schurr, Liebigs Ann., 1928, 460, 56.

    Article  CAS  Google Scholar 

  62. Pat. RF 408472; Byul. Izobret. [Inventor Bull.], 1973, 47 (in Russian).

    Google Scholar 

  63. JP Pat. 74-72227; Chem. Abstr., 1974, 81, 169282b.

    Google Scholar 

  64. JP Pat. 74-709939; Chem. Abstr., 1974, 81, 151794k.

    Google Scholar 

  65. JP Pat. 75-130732; Chem. Abstr., 1976, 85, 142808.

    Google Scholar 

  66. Pat. USSR 538660; Byul. Izobret. [Inventor Bull.], 1976, 45 (in Russian).

    Google Scholar 

  67. FI Pat. 51345; Chem. Abstr., 1976, 86, 721192n.

    Google Scholar 

  68. JP Pat. 75-52038; Chem. Abstr., 1975, 83, 113963y.

    Google Scholar 

  69. D. N. Road, Chem. Eng. World, 1985, 20, 35.

    Google Scholar 

  70. US Pat. 3956390; Chem. Abstr., 1976, 85, 62788b.

    Google Scholar 

  71. PL Pat. 82660; RZh Khim [Russ. Chem. Abstrs], 1978, 6030P (in Russian).

    Google Scholar 

  72. DE Pat. 2249820; Chem. Abstr., 1973, 79, 18349m.

    Google Scholar 

  73. EA Pat. 0259159; Chem. Abstr., 1987, 102, 237140b.

    Google Scholar 

  74. DE Pat. 2340189; Chem. Abstr., 1975, 82, 155734f.

    Google Scholar 

  75. JP Pat. 75-52037; Chem. Abstr., 1975, 83, 113962x.

    Google Scholar 

  76. DE Pat. 2310141; Chem. Abstr., 1975, 82, 31118s.

    Google Scholar 

  77. DE Pat. 2127177; Chem. Abstr., 1973, 76, 59201p.

    Google Scholar 

  78. US Pat. 3386745; Chem. Abstr., 1975, 83, 128603a.

    Google Scholar 

  79. Pat. RF 1697383; Byul. Izobret. [Inventor Bull.], 1991, 8 (in Russian).

    Google Scholar 

  80. A.c. 1616078 USSR; Byul. Izobret. [Inventor Bull.], 1990, 18 (in Russian).

    Google Scholar 

  81. Pat. RF 1732998; Byul. Izobret. [Inventor Bull.], 1991, 12 (in Russian).

    Google Scholar 

  82. K. Murase, T. Mase, H. Ida, K. Takahasi, M. Murakami, Chem. Pharm. Bull., 1978, 26, 1123.

    Article  CAS  Google Scholar 

  83. P. A. Paul, M. A. Kothekar, Ind. J. Med. Sci., 2006, 60, 427.

    Article  Google Scholar 

  84. N. Sfirnyas, R. N. Barbahaya, K. K. Midho, J. Pharmacol. Sci., 2000, 90, 1205.

    Google Scholar 

  85. X. P. Zhang, K. E. Loke, S. Mital, J. Cardiovasc. Pharmacol., 2002, 39, 208.

    Article  CAS  Google Scholar 

  86. D. W. Cockroft, V. A. Swystun, Thorax, 1997, 52(10), 845.

    Article  Google Scholar 

  87. B. J. Lipworth, D. I. Clark, P. Koch, C. Arbeeny, Thorax, 1997, 52(10), 849.

    Article  CAS  Google Scholar 

  88. B. T. Ameredes, W. I. Calhoun, Curr. Allerg. Asthma Report, 2009, 9, 401.

    Article  CAS  Google Scholar 

  89. X. Zhang, O. Lin, I. Hu, L. Xu, W. Tan, Acta Pharm. Sinica B, 2014, 4, 79.

    Article  Google Scholar 

  90. A. G. B. Templeton, I. D. Chapman, E. R. Chilvers, I. Morley, D. A. Handley, Pulm. Pharmacol. Ther., 1998, 11, 1.

    Article  CAS  Google Scholar 

  91. US Pat. 5442118; Chem. Abstr., 1996, 124, 55545r.

    Google Scholar 

  92. US Pat. 8063251; USPTO (United States Patent and Trademark Office) Patent Full-Text and Image Database, Version 5/1/2015.

  93. K. Aggarwal, B. Esquivel-Zamora, J. Org. Chem., 2002, 67, 8618.

    Article  CAS  Google Scholar 

  94. A. V. Sivacumar, A. M. Lahoti, S. V. Bhat, Synth. Commun., 2009, 39, 3338.

    Article  Google Scholar 

  95. E. J. Corey, R. K. Bakshi, S. I. Shibata, J. Am. Chem. Soc., 1987, 109, 5551.

    Article  CAS  Google Scholar 

  96. R. P. Bakale, Spec. Chem., 1995, 15, 249.

    CAS  Google Scholar 

  97. US Pat. 7465831; Chem. Abstr., 2008, 148, 43326.

    Google Scholar 

  98. T. Andrews, E. McGintee, M. K. Mittal, J. Pediatr., 2009, 155(2), 205.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. National Research Center for Biologically Active Compounds, 23 ul. Kirova, 142450, Staraya Kupavna, Moscow Region, Russian Federation

    S. Ya. Skachilova & E. V. Shilova

  2. Research Institute of Pulmonology, Federal Medical-Biological Agency of the Russian Federation, 32 ul. 11-ya Parkovaya, 105077, Moscow, Russian Federation

    A. G. Chuchalin

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  1. S. Ya. Skachilova
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  2. E. V. Shilova
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  3. A. G. Chuchalin
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Correspondence to S. Ya. Skachilova.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2022–2035, September, 2015.

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Skachilova, S.Y., Shilova, E.V. & Chuchalin, A.G. Prospects for the development of bronchodilators. Russ Chem Bull 64, 2022–2035 (2015). https://doi.org/10.1007/s11172-015-1113-1

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