Triazines and related products. Part VIII. Potential irreversible chymotrypsin inhibitors: 3-Alkyl-1,2,3-benzotriazin-4(3H)-ones and o-azidobenzamides

Journal of the Chemical Society C: Organic Chemistry

Volumn , Issue , 1971, Pages 2317-2324

  Mair, A C ^a   Stevens, M F G ^a  

^a HERIOT WATT UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049141483     PISSN: 00224952     EISSN: None     Source Type: Journal    
DOI: 10.1039/J39710002317     Document Type: Article

References (36)

1. Part VII, H. N. E. Stevens and M. F. G. Stevens, J. Chem. Soc. (C), 1970, 2308.
2. G. E. Hein and C. Niemann, J. Amer. Chem. Soc., 1962, 84, 4495
3. J. B. Jones, C. Niemann, and G. E. Hein, Biochemistry, 1965, 4, 1735.
4. B. R. Baker, ‘Design of Active-Site-Directed Irreversible Enzyme Inhibitors,’ Wiley, New York, 1967, p. 49.
5. J. B. Jones, T. Kunitake, C. Niemann, and G. E. Hein, J. Amer. Chem. Soc., 1965, 87, 1777.
6. D. M. Blow, J.J. Birktoft, and B. S. Hartley, Nature, 1969, 221, 337.
7. H. Schramm and W. B. Lawson, Z. physiol. Chem., 1963, 332, 97.
8. S. Kaufmann and H. Neurath, Arch. Biochem., 1949, 21, 437.
9. E. M. Burgess and L. McCullagh, J. Amer. Chem. Soc., 1966, 88, 1580
10. P. Flowerday and M. J. Perkins, J. Chem. Soc. (C), 1970, 298.
11. ‘Nitrenes,’ ed. W. Lwowski, a volume in ‘Reactive Intermediates in Organic Chemistry,’ Interscience, New York, 1970.
12. H. Neumann, Y. Levin, A. Berger, and E. Katchalski, Biochem. J., 1959, 73, 33.
13. E. Hoffmann and B. Jagnicinski, J. Heterocyclic Chem., 1966, 3, 348.
14. Van Heynigen, J. Amer. Chem. Soc., 1955, 77, 6563.
15. H. N. E. Stevens and M. F. G. Stevens, J. Chem. Soc. (C), 1970, 765.
16. M. S. Gibson, J. Chem. Soc., 1963, 3539.
17. G. Ege, Chem. Ber., 1968, 101, 3079.
18. G. Ege and F. Pasedach, Chem. Ber., 1968, 101, 3089.
19. E. M. Burgess and G. Milne, Tetrahedron Letters, 1966, 93.
20. G. Ege, Angew. Chem. Internat. Edn., 1965, 4, 699.
21. D. H. Hey, C. W. Rees, and A. R. Todd, J. Chem. Soc. (C), 1968, 1028.
22. A. W. Murray and K. Vaughan, J. Chem. Soc. (C), 1970, 2070.
23. H. E. Crabtree, R. K. Smalley, and H. Suschitzky, J. Chem. Soc. (C), 1968, 2730.
24. M. S. Gibson, Chem. and Ind., 1962, 698.
25. R. K. Smalley and H. Suschitzky, Tetrahedron Letters, 1966, 3465.
26. M. F. G. Stevens, J. Chem. Soc. (C), 1968, 348.
27. S. M. Mackenzie and M. F. G. Stevens, J. Chem. Soc. (C), 1970, 2298.
28. H. N. E. Stevens and M. F. G. Stevens, J. Chem. Soc. (C), 1970, 2289.
29. M. W. Partridge and M. F. G. Stevens, J. Chem. Soc., 1964, 3663.
30. W. Von E. Doering and R. A. Odum, Tetrahedron, 1966, 22, 81.
31. M. Ogata, H. Matsumoto, and H. Kanō, Tetrahedron, 1969, 25, 5205, 5217.
32. R. Huisgen and M. Appl, Chem. Ber., 1958, 91, 12.
33. M. Appl and R. Huisgen, Chem. Ber., 1959, 92, 2961.
34. J. I. G. Cadogan and R. K. Mackie, J. Chem. Soc. (C), 1969, 2819, and references therein.
35. M. F. G. Stevens, A. C. Mair, and J. Reisch, Photochem. and Photobiol., in the press.
36. E. Bamberger and E. Demuth, Ber., 1902, 35, 1885.