188054-38-8Relevant articles and documents
Process for the preparation of N-[2-(dimethylamino)ethyl]acridine-4-carboxamide
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, (2008/06/13)
PCT No. PCT/GB97/02884 Sec. 371 Date Jun. 18, 1999 Sec. 102(e) Date Jun. 18, 1999 PCT Filed Oct. 17, 1997 PCT Pub. No. WO98/17649 PCT Pub. Date Apr. 30, 1998A process for producing an acridine carboxamide of formula (I): wherein each of R1, R2, R5 and R6,
A new synthesis of substituted acridine-4-carboxylic acids and the anticancer drug N-[2-dimethylamino)ethyl]acridine-4-carboxamide (DACA)
Gamage, Swarna A.,Spicer, Julie A.,Rewcastle, Gordon W.,Denny, William A.
, p. 699 - 702 (2007/10/03)
A new synthesis of substituted acridine-4-carboxylic acids 2 from methyl 2-[N-(2-carboxyphenyl)amino]benzoates (4) is reported, via NaBH4 reduction of the corresponding imidazolides (5), oxidation of the resulting alcohols 6 to aldehyde 7, and cyclisation of these with trifluoroacetic acid to the methyl acridine-4-carboxylates (8), followed by base hydrolysis. Direct amidation of 8a provides a new route to the clinical anticancer drug DACA (3) which avoids use of the irritant acid 2a.