Synthesis and activity of cephalosporins containing an oxyiminomethylene functionality in the ortho-position of a phenyl- or phenoxyacetic acid C-7 side chain substituent

Farmaco

Volumn 53, Issue 10-11, 1998, Pages 709-717

  Albanese, Domenico ^a   Landini, Dario ^a   Leone, Mario ^b   Penso, Michele ^a   Zenoni, Maurizio ^b  

^a Dipartimento di Chimica Organica e Industriale   (Italy)

^b ACS Dobfar   (Italy)

Author keywords

lactam antibiotics; Oxyacetamido cephalosporins; Oxyiminomethylene cephalosporins; Phase transfer catalysis

Indexed keywords

CEPHALOSPORIN DERIVATIVE; PHENOXYACETIC ACID;

ANTIBACTERIAL ACTIVITY; ARTICLE; DRUG SYNTHESIS;

CEPHALOSPORINS; GRAM-NEGATIVE BACTERIA; GRAM-POSITIVE BACTERIA; MICROBIAL SENSITIVITY TESTS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0032454429     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-827X(98)00112-8     Document Type: Article

References (47)

1. A. Tomaz, in: R.K. Root, M.A. Sand (Eds.), New Dimensions in Antimicrobial Therapy, Churchill Livingstone, New York, 1984, p. 1.
2. D.J. Tipper, in: S.F. Queener, J.A. Webber, S.W. Queener (Eds.), Beta-Lactam Antibiotics for Clinical Use, Marcel Dekker, New York, 1986, p. 17.
3. D.J. Waxman, J.L. Strominger, in: R.B. Morin, M. German (Eds.), Chemistry and Biology of β-Lactam Antibiotics, vol. 3, Academic Press, New York, 1982, p. 210.
4. A.A. Medeiros, G.A. Jacoby, in: S.F. Queener, J.A. Webber, S.W. Queener Jr. (Eds.), Beta-Lactam Antibiotics for Clinical Use, Marcel Dekker, New York, 1986, p. 49.
5. C.A. Bunnell, W.D. Luke, F.M. Perry Jr., in: S.F. Queener, J.A. Webber, S.W. Queener Jr. (Eds.), Beta-Lactam Antibiotics for Clinical Use, Marcel Dekker, New York, 1986, p. 255.
6. Drugs Future 3 (1978) 266.
7. Drugs Future 4 (1979) 302.
8. Glaxo Laboratories Ltd, Eur. Pat. Appl. 88 183, 1983.
9. M.C. Cook, G.I. Gregory, J. Bradshaw, US Patent 4 093 803, 1978.
10. M.G. Johnson, J.P. Turnbull, H.A. Crisp, US Patent 4 013 680, 1977.
11. Drugs Future 10 (1985) 112.
12. Drugs Future 13 (1988) 171.
13. Drugs Future 2 (1977) 643.
14. Drugs Future 10 (1985) 864.
15. Drugs Today 20 (1984) 615.
16. Drugs Future 8 (1983) 682.
17. Drugs Future 13 (1988) 790.
18. Drugs 38 (1989) 524.
19. Drugs Future 3 (1978) 905.
20. Drugs Future 5 (1980) 519.
21. Drugs Today 17 (1981) 16.
22. M. Ochiai, O. Aki, A. Morimoto, T. Okada, K. Kawakita, Y. Matsushita, US Patent 4 098 888, 1978.
23. Drugs Future 2 (1977) 291.
24. Drugs Future 8 (1983) 445.
25. Drugs Today 19 (1983) 133.
26. H. Takasugi, H. Kochi, T. Magugi, H. Nakano, T. Takaya, J. Antibiot. 37 (1983) 846.
27. Drugs Today 19 (1983) 335.
28. Drugs Future 5 (1980) 146.
29. Drugs Future 6 (1981) 132.
30. Drugs Future 8 (1983) 254.
31. Drugs Today 19 (1983) 653.
32. M. Montavon, R. Reine, US Patent 4 349 672, 1982.
33. Drugs Future 6 (1981) 612.
34. Drugs Future 9 (1984) 782.
35. Drugs Today 20 (1984) 555.
36. W.E. Marki, M.R. Brown, J.E.F. Rivier, US Patent 4 331 661, 1982.
37. Drugs Future 9 (1984) 252.
38. Drugs Future 14 (1989) 371.
39. Drugs Future 10 (1985) 805.
40. Drugs Future 14 (1989) 994.
41. Drugs Future 13 (1988) 1047.
42. H.A. Albrecht, G. Beskid, K. Chan, J.G. Christenson, R. Cleeland, K.H. Deitcher, N.H. Georgpapadakou, D.D. Keith, D.L. Pruess, J. Sepinwall, A.C. Speciar Jr., R.L. Then, F. Weigele, K.F. West, R. Yang, J. Med. Chem. 33 (1990) 77.
43. R.N. Jones, A.L. Berry, C. Thornsberry, Antimicrob. Agents Chemother. 33 (1989) 944.
44. G. Beskid, V. Fallat, E.R. Lipschitz, D.H. McGarry, R. Cleeland, K. Chan, D.D. Keith, J. Unowsky, Antimicrob. Agents Chemother. 33 (1989) 1072.
45. T.W. Green, P.G.M. Wuts, Protective Groups in Organic Synthesis, Wiley, New York, 1991, p. 31 and references therein.
46. T. Elkan, Chem. Ber. 19 (1886) 3051.
47. T.L. Hullar, D.L. Failla, J. Med. Chem. 3 (1969) 420.