87771-83-3

Upstream product

• 6484-25-9 4-chloro-2-phenylquinazoline 
• 99-92-3 p-aminobenzophenone 
• 1022-45-3 2-phenyl-4(3H)-quinazolinone 
• 28144-70-9 anthranilic acid amide 
• 100-52-7 benzaldehyde 

Downstream Products

• 87771-93-5 (E)-3-(2,4-Dichloro-phenyl)-1-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-propenone 
• 87771-88-8 (E)-3-(4-Dimethylamino-phenyl)-1-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-propenone 
• 87772-13-2 3-(4-Methoxy-phenyl)-2,3-di-morpholin-4-yl-1-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-propan-1-one 
• 87785-54-4 3-(4-Methoxy-phenyl)-1-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-2,3-di-piperidin-1-yl-propan-1-one 
• 87772-14-3 3-(4-Methoxy-phenyl)-1-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-2,3-bis-phenylsulfanyl-propan-1-one 
• 87772-09-6 6-(4-Methoxy-phenyl)-2-oxo-4-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-cyclohex-3-enecarboxylic acid ethyl ester 
• 87785-53-3 6-(4-Chloro-phenyl)-2-oxo-4-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-cyclohex-3-enecarboxylic acid ethyl ester 
• 87772-06-3 {4-[5-(4-Methoxy-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-phenyl}-(2-phenyl-quinazolin-4-yl)-amine 
• 87772-12-1 2-Bromo-3-ethoxy-3-(4-methoxy-phenyl)-1-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-propan-1-one 
• 87772-04-1 {4-[5-(4-Bromo-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-phenyl}-(2-phenyl-quinazolin-4-yl)-amine 
• 87772-05-2 {4-[5-(4-Chloro-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-phenyl}-(2-phenyl-quinazolin-4-yl)-amine 
• 87772-11-0 2-Bromo-3-methoxy-3-(4-methoxy-phenyl)-1-[4-(2-phenyl-quinazolin-4-ylamino)-phenyl]-propan-1-one 
• 87772-03-0 4--2-phenylquinazoline 
• 87772-10-9 4--2-phenylquinazoline 

Relevant academic research and scientific papers

The combination of quinazoline and chalcone moieties leads to novel potent heterodimeric modulators of breast cancer resistance protein (BCRP/ABCG2)

During the last decade it has been found that chalcones and quinazolines are promising inhibitors of ABCG2. The combination of these two scaffolds offers a new class of heterocyclic compounds with potentially high inhibitory activity against ABCG2. For this purpose we investigated 22 different heterodimeric derivatives. In this series only methoxy groups were used as substituents as these had been proven superior for inhibitory activity of chalcones. All compounds were tested for their inhibitory activity, specificity and cytotoxicity. The most potent ABCG2 inhibitor in this series showed an IC50 value of 0.19 μM. It possesses low cytotoxicity (GI50 = 93 μM), the ability to reverse MDR and is nearly selective toward ABCG2. Most compounds containing dimethoxy groups showed slight activity against ABCB1 too. Among these three compounds (17, 19 and 24) showed even higher activity toward ABCB1 than ABCG2. All inhibitors were further screened for their effect on basal ATPase activity. Although the basal ATPase activity was partially stimulated, the compounds were not transported by ABCG2. Thus, quinazoline-chalcones are a new class of effective ABCG2 inhibitors.

REACTIONS WITH 4--2-PHENYLQUINAZOLINES

4-(p-Acetylanilino)-2-phenylquinazoline and araldehydes gave the chalcone analogues 2a-n, some of which were made to react with hydrazine hydrate, phenyl-hydrazine,-hydroxylamine hydrochloride and ethyl acetoacetate.Addition of bromine on 2d and displacement reactions in the dibromide (8-a) were studied.