Syntheses of a new series of N-amino-N′-(benzenesulphonyl)guanidine derivatives with potential antitumor activity

Polish Journal of Chemistry

Volumn 77, Issue 1, 2003, Pages 53-64

  Slawinski J ^a   Bednarski, P ^b   Grunert R ^b   Reszka, P ^b  

^a MEDICAL UNIVERSITY OF GDANSK   (Poland)

^b UNIVERSITY OF GREIFSWALD   (Germany)

Author keywords

Benzenesulphonylguanidines; Cyanamides; Cytotoxic activity; Structure activity relationship; Tautomeric equilibria

Indexed keywords

3 PHENYLAMINO 1 (2 BENZYLTHIO 4 CHLORO 5 METHYLBENZENESULFONYL)GUANIDINE; 3 PHENYLAMINO 1 (4 CHLORO 2 ETHOXYCARBONYLMETHYLTHIO 5 METHYLBENZENESULFONYL)GUANIDINE; 3 PHENYLAMINO 1 (4 CHLORO 2 ETHYLTHIO 5 METHYLBENZENESULFONYL)GUANIDINE; CYANAMIDE; GUANIDINE DERIVATIVE; HYDRAZINE DERIVATIVE; N (BENZENESULFONYL)CYANAMIDE POTASSIUM; N AMINO N' (BENZENESULFONYL)GUANIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CELL LINE; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL;

EID: 0037286033     PISSN: 01375083     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (19)

1. Chern J., Leu Y., Wang S., Jou R., Lee C., Tsou P., Hsu S., Liaw Y. and Lin H., J. Med. Chem., 40, 2276 (1997).
2. Stanek J., Caravatti G., Capraro H.G., Furet P., Mett H., Schneider P. and Regenass U., J. Med. Chem., 36, 46 (1993).
3. Pindur U. and Lemster T., Pharmazie, 53, 79 (1998).
4. Matsumo S., Myaguchi M., Ito A., Hara N. and Sakurada N., Japan Patent No. 06, 192, 215, 1994, (Chem. Abstr., 121, 300598t, 1994).
5. Naito S., Sugimori M., Mitsui L., Nakamura Y., Iwahana M., Ishi M., Hirotani K., Kunazawa E. and Ejima A., Chem. Pharm. Bull., 47, 1679 (1999).
6. Brzozowski Z., Sa̧czewski F. and Gdaniec M., Eur. J. Med. Chem., 37, 285 (2002).
7. Sławiński J., Polish J. Chem., 76, 937 (2002).
8. Pomarnacka E. and Kornicka A., Acta Polon. Pharm.-Durg-Research, 56, 143 (1999).
9. Kálmán A., Czugler M. and Argay G., Acta Cryst., B37, 868 (1981).
10. Alléaume M., Gulko A., Herbstein F.H., Kapon M. and Marsh R.E., Acta Cryst., B32, 669 (1976).
11. Kruger G.J. and Gofner G., Acta Cryst., B28, 272 (1972).
12. Costakis E., Conone P. and Tsatsas G., Can. J. Chem., 7, 4483 (1969).
13. Alkorta I., Theor. Chim. Acta, 89, 1 (1994).
14. Alkorta I., Garcia-Gomez C., Paez J.A. and Goya P., J. Phys. Org. Chem., 9, 203 (1996).
15. Perdew J.P., Phys. Rev., B34, 7406 (1986).
16. Lee C., Yang W. and Parr R.G., Phys. Rev., B37, 785 (1988).
17. Molecular modeling studies were performed using a molecular orbital ab initio method at the Hartree-Fock level with 6-31G** basis set and non-local density functional modules as implemented into TITAN program Version 1,0,5 (2000), Wavefunction Inc. Schrödinger Inc.
18. Sławiński J., Polish J. Chem., 75, 1309 (2001).
19. Bernhardt G., Reile H., Birnböck H., Spruß T. and Schönenberger H., J. Cancer Res. Clin. Oncol., 118, 35 (1992).