A simple synthesis of novel 6,7,8,9-tetrahydro-2-thia-3,5,6,9- tetraazabenz[cd]azulenes

Journal of Chemical Research - Part S

Volumn , Issue 6, 2000, Pages 287-289

  Tumkevicius, Sigitas ^a   Kaminskas, Andrius ^a   Kulbokaite, Jolanta ^a  

^a VILNIUS UNIVERSITY   (Lithuania)

Author keywords

[No Author keywords available]

Indexed keywords

AZULENE DERIVATIVE;

ACETYLATION; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; PHYSICAL CHEMISTRY; REACTION ANALYSIS; SYNTHESIS;

EID: 0033865811     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (23)

1. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
2. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
3. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
4. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
5. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
6. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
7. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
8. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
9. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
10. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
11. E.C. Taylor, H.H. Patel, G. Sabitha and R. Chaudhari, Heterocycles, 1996, 43, 349; A.A. Geies, J. Chem. Res., 1998, (S) 290; (M) 1248; M. Robba, D. Laduree, C. Fossey, J. Renault and F. Jourdan, J. Pharm. Belg., 1995, 50, 121; Z.A. Hozien, F.M. Atta, K.M. Hassan, A.A. Abdel-Wahab and S.A. Ahamed, Synth. Commun., 1996, 26, 3733; A. Rosowsky, A.T. Papoulis and S.F. Queener, J. Med. Chem., 1997, 40, 3694; A.M.K. El-Dean, Monatsh. Chem., 1998, 129, 523; J. Clark and G. Hitiris, J. Chem. Soc., Perkin Trans. 1, 1984, 2005; R.K. Russell, J.B. Press, R.A. Rampulla, J.J. McNally, R. Falotico, J.A. Keiser, D.A. Bright and A. Tobia, J. Med. Chem., 1988, 31, 1786; C.J. Shishoo, M.B. Devani, V.G. Bhadti, K.S. Jain, I.S. Rathod, R.K. Goyal, T.P. Gandhi, R.B. Patel and G.R. Nail, Arzneim.-Forsch., 1990, 40, 567; R.J. Ife, T.H. Brown, P. Blurton, D.J. Keeling, C.A. Leach, M.L. Meeson, M.E. Parsons and C.J. Theobald, J. Med. Chem., 1995, 38, 2763
12. R.K. Russel and R.A. Rampulla, USP 4939137/1990 (Chem. Abstr., 1990, 113, 212 008); A.N. Grinev and N.V. Kaplina, Khim. Geterotsikl. Soedin., 1985, 925; R.K. Russel, R.A. Rampulla, C.E. Nievelt and D.H. Klaubert, J. Heterocycl. Chem., 1990, 27, 1761.
13. R.K. Russel and R.A. Rampulla, USP 4939137/1990 (Chem. Abstr., 1990, 113, 212 008); A.N. Grinev and N.V. Kaplina, Khim. Geterotsikl. Soedin., 1985, 925; R.K. Russel, R.A. Rampulla, C.E. Nievelt and D.H. Klaubert, J. Heterocycl. Chem., 1990, 27, 1761.
14. R.K. Russel and R.A. Rampulla, USP 4939137/1990 (Chem. Abstr., 1990, 113, 212 008); A.N. Grinev and N.V. Kaplina, Khim. Geterotsikl. Soedin., 1985, 925; R.K. Russel, R.A. Rampulla, C.E. Nievelt and D.H. Klaubert, J. Heterocycl. Chem., 1990, 27, 1761.
15. (a) S. Tumkevicius and R. Pupeikyte, J. Chem. Res., 1995, (S) 286;
16. (b) S. Tumkevicius, Liebigs Ann., 1995, 1703; S. Tumkevicius, Khim. Geterotsikl. Soedin., 1996, 103.
17. (b) S. Tumkevicius, Liebigs Ann., 1995, 1703; S. Tumkevicius, Khim. Geterotsikl. Soedin., 1996, 103.
18. D. Bellarosa, G. Antonelli, F. Bambacioni, D. Giannotti, G. Viti, R. Nannicini, A. Giachetti, F. Dianzani, M. Witvrouw, R.Pauwels, J. Desmyter and E. De Clercq, Antiviral Res., 1996, 30, 109; M. Guetschow, K. Droessler, and S. Leistner, Arch. Pharm. (Weinheim, Ger.), 1995, 328, 231; M.J. Fray, D.J. Bull, K. Cooper, J. Parry and M.H. Stefaniak, J. Med. Chem., 1995, 38, 3524; R. Pauwels, K. Andries, J. Desmyter, D. Schols,; M.J. Kukla, H.J. Breslin, A. Raeymaeckers, J. Van Gelder, R. Woestenborgs, J. Haaykants, K. Schellekens, M.A.C. Janssen, E. De Clercq and P.A.J. Jannsen, Nature, 1990, 343, 470.
19. D. Bellarosa, G. Antonelli, F. Bambacioni, D. Giannotti, G. Viti, R. Nannicini, A. Giachetti, F. Dianzani, M. Witvrouw, R.Pauwels, J. Desmyter and E. De Clercq, Antiviral Res., 1996, 30, 109; M. Guetschow, K. Droessler, and S. Leistner, Arch. Pharm. (Weinheim, Ger.), 1995, 328, 231; M.J. Fray, D.J. Bull, K. Cooper, J. Parry and M.H. Stefaniak, J. Med. Chem., 1995, 38, 3524; R. Pauwels, K. Andries, J. Desmyter, D. Schols,; M.J. Kukla, H.J. Breslin, A. Raeymaeckers, J. Van Gelder, R. Woestenborgs, J. Haaykants, K. Schellekens, M.A.C. Janssen, E. De Clercq and P.A.J. Jannsen, Nature, 1990, 343, 470.
20. D. Bellarosa, G. Antonelli, F. Bambacioni, D. Giannotti, G. Viti, R. Nannicini, A. Giachetti, F. Dianzani, M. Witvrouw, R.Pauwels, J. Desmyter and E. De Clercq, Antiviral Res., 1996, 30, 109; M. Guetschow, K. Droessler, and S. Leistner, Arch. Pharm. (Weinheim, Ger.), 1995, 328, 231; M.J. Fray, D.J. Bull, K. Cooper, J. Parry and M.H. Stefaniak, J. Med. Chem., 1995, 38, 3524; R. Pauwels, K. Andries, J. Desmyter, D. Schols,; M.J. Kukla, H.J. Breslin, A. Raeymaeckers, J. Van Gelder, R. Woestenborgs, J. Haaykants, K. Schellekens, M.A.C. Janssen, E. De Clercq and P.A.J. Jannsen, Nature, 1990, 343, 470.
21. D. Bellarosa, G. Antonelli, F. Bambacioni, D. Giannotti, G. Viti, R. Nannicini, A. Giachetti, F. Dianzani, M. Witvrouw, R.Pauwels, J. Desmyter and E. De Clercq, Antiviral Res., 1996, 30, 109; M. Guetschow, K. Droessler, and S. Leistner, Arch. Pharm. (Weinheim, Ger.), 1995, 328, 231; M.J. Fray, D.J. Bull, K. Cooper, J. Parry and M.H. Stefaniak, J. Med. Chem., 1995, 38, 3524; R. Pauwels, K. Andries, J. Desmyter, D. Schols,; M.J. Kukla, H.J. Breslin, A. Raeymaeckers, J. Van Gelder, R. Woestenborgs, J. Haaykants, K. Schellekens, M.A.C. Janssen, E. De Clercq and P.A.J. Jannsen, Nature, 1990, 343, 470.
22. A.A.Santilli, D.H. Kim and S.V. Wanser, J. Heterocycl. Chem., 1971, 8, 445.
23. S. Tumkevicius and A. Kaminskas, Chemija (Vilnius), 1999, 140.