- 2H-isoindolediones, their synthesis and use as radiosensitizers
-
Isoindoledione compounds of the formula: STR1 wherein: R1 and R3 each separately is phenyl, substituted phenyl, alkyl of 1 to 4 carbons, --CHO, --CH2 OR6, --CO2 R6, --COR6, hydrogen, or together with R2 is a divalent alkyl or alkenyl group of 3 to 5 carbons which form a cyclic ring; R2 is phenyl, substituted phenyl, --CH2 OR6, --CH2 CH2 OR6, alkyl of 1 to 4 carbons or with either R1 or R3 is a divalent alkyl or alkenyl group of 3 to 5 carbons which form a cyclic ring; R4 and R5 which may be the same or different each separately is hydrogen, alkyl of 1 to 4 carbons, --OR6, --CO2 R6, --COR6, --CHO, --CH2 OR6 or together R4 and R5 is a butadiene radical which forms a benzene ring; R6 is hydrogen or alkyl of 1 to 4 carbons; provided that R1 and R3 are not both phenyl and that when R4 and R5 are both hydrogen, R1, R2 and R3 are not all methyl. The compounds are useful as radio-sensitizers in the therapeutic radiation of cancerous tissues.
- -
-
-
- Synthesis of 2H-Isoindole-4,7-diones by 1,3-Dipolar Addition of Oxazolium 5-Oxides to 1,4-Quinones
-
A general, convenient synthesis of 2H-isoindole-4,7-diones from readily available starting materials is described. 3-Methyl-2,4-diphenyloxazolium 5-oxide, formed by dehydrative cyclization of N-methyl-N-benzoyl-C-phenylglycine, combines with 1,4-quinones to produce 2H-isoindole-4,7-diones in moderate yields.Conversion of other N-acyl amino acids to the corresponding less stable oxazolium 5-oxides in solution using 1 equiv of acetic anhydride or dicyclohexylcarbodiimide and subsequent reaction with 1,4-quinones also affords 2H-isoindole-4,7-diones.
- Myers, John A.,Moore, Lloyd D.,Whitter, Willie L.,Council, Samuel L.,Waldo, Rosalyn M.,et al.
-
p. 1202 - 1206
(2007/10/02)
-