Para-hydroxyphenylhydrazines as in situ precursors of iminoquino

Details Para-hydroxyphenylhydrazines as in situ precursors of iminoquino Para-hydroxyphenylhydrazines as in situ precursors of iminoquino

1981-03-02

1984-07-10

Phillips, Delbert R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

564310, 564 34, 260923, 536 172, 536 175, 560 34, C07C10352, C07C10100, C07G 1100, C07F 902

Patent

active

044592272

ABSTRACT:
Iminoquinone precursors having the formula ##STR1## wherein R.sub.1 represents hydrogen or an enzymatically hydrolyzable group; R.sub.2 and R.sub.3 independently represent hydrogen, a non-electron-withdrawing organic substituent or an enzymatically hydrolyzable group except that when R.sub.1 is hydrogen, R.sub.2 must be an enzymatically hydrolyzable group and R.sub.3 must not inhibit the hydrolysis of R.sub.2 ; R.sub.4 represents hydrogen or an electron-withdrawing or non-electron-withdrawing organic substituent, except that if R.sub.1 is hydrogen, R.sub.4 may not inhibit the hydrolysis of R.sub.2 ; W, X, Y and Z independently represent hydrogen or an electron-withdrawing or non-electron-withdrawing organic substituent, or any one of X and W, Y and Z, or X and R.sub.4 taken together represents a cyclic or heterocyclic ring having 5 to 6 ring atoms; and wherein said enzymatically hydrolyzable group is selected so that a hydrolysis product is biologically benign for the biological system in which said precursor is present is produced by hydrolysis of the hydrolyzable group. Also disclosed are methods of synthesis and methods of use of these compounds.

REFERENCES:
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patent: 3884919 (1975-05-01), Birchall et al.
patent: 3931222 (1976-01-01), Cross et al.
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Chem. Abstr., vol. 31, p. 4764.
Chem. Abstr., (1941), p. 6054.
Chem. Abstr., vol. 15, p. 7562.
Chem. Abstr., p. 8651.

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