113283-05-9Relevant articles and documents
6,7-dimethoxyquinazolines as potential cytotoxic agents: Synthesis and in vitro activity
Yadav, Mange Ram,Chauhan, Bishram Singh,Naik, Prashant,Gandhi, Hardik,Giridhar, Rajani
, p. 190 - 205 (2015/04/14)
It has been reported that 6,7-dimethoxyquinazoline derivatives have cytotoxic potential independent of their a1-adrenoceptor blocking potential. Bioisosteres of 2-arylquinazolines are considered to have anti-tumor properties. In the present study, we have synthesized the 2-aryl and 2-arylmethyl derivatives of quinazolin-4(3H)-one while retaining the 6,7-dimethoxy substituents. Derivatives with n-butyl group attached to position-3 of quinazolinone nucleus were synthesized with the aim of increasing their lipophilicity. The potential of these synthesized compounds was evaluated against NCI (National Cancer Institute) 60 cell panel using the NCI disease oriented antitumor screen protocol. Based on the results of this screening we generalized that compounds having aryl groups directly attached to the quinazoline ring are less active than those which have one atom linker in between the two ring systems. Substitution of a lipophilic group like nbutyl decreases cytotoxic activity among the compounds and 4-aminoquinazolines showed better activity than 4-quinazolinones. Lipophilic groups in the aromatic ring yielded more active compounds as cytotoxic agents. Among the selected compounds, 4h and 13b were found to be potential lead compounds which could be further optimized as potential anti-neoplastic agents.
PHOTOREACTION OF N-BUTYL 3,4-DIMETHOXY-6-NITROBENZAMIDE WITH BUTYLAMINE. A MODEL STUDY FOR LYSINE-DIRECTED PHOTOAFFINITY LABELLING
Kuzmic, Petr,Pavlickova, Libuse,Soucek, Milan
, p. 1780 - 1785 (2007/10/02)
Ultraviolet irradiation of the title compound I in the presence of butylamine gave predominantly products of nucleophilic photosubstitution by the amine, i.e., nitroanilines IIa and IIb.Besides, small amounts of products of hydrolysis (phenol III) and red