Tariquidar analogues: synthesis by CuI-catalysed N/O-aryl coupling and inhibitory activity against the ABCB1 transporter was written by Egger, Michael;Li, Xuqin;Mueller, Christine;Bernhardt, Guenther;Buschauer, Armin;Koenig, Burkhard. And the article was included in European Journal of Organic Chemistry in 2007.Electric Literature of C11H15NO2 This article mentions the following:
Tariquidar analogs I (R = Br, MeOCH2CH2OCH2CH2NH, 4-morpholinyl, EtOCH2CH2O) are prepared as inhibitors of the ABCB1 transporter using copper-catalyzed coupling reactions of I (R = Br) with 2-(2-methoxyethoxy)ethylamine, morpholine, and 2-ethoxyethanol as the key steps. Ligands and catalysts are tried for the coupling of amines with 5-bromo-2-(tert-butoxycarbonylamino)benzoic acid. Attempted coupling of bis(2-(2-methoxyethoxy)ethyl)amine with I (R = Br) using either palladium or copper catalysts did not give the desired product. The lipophilicities of I (R = Br, MeOCH2CH2OCH2CH2NH, 4-morpholinyl, EtOCH2CH2O) and their inhibition of the ABCB1 transporter in the Kb-V1 human cancer cell line are determined; the lipophilicities of I (R = Br, MeOCH2CH2OCH2CH2NH, 4-morpholinyl, EtOCH2CH2O) correlate with their inhibition of the ABCB1 transporter. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Electric Literature of C11H15NO2).
N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Electric Literature of C11H15NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics