103296-86-2

Upstream product

• 103296-87-3 4-aza-2-(4-nitrophenyl)-4-n-propyl-1,6-heptadiene-3,5-dione 
• 51747-44-5 α-(p-nitrophenyl)acrylic acid 
• 103296-88-4 2-(4-Nitro-phenyl)-acryloyl chloride 

Downstream Products

• 103296-85-1 1-(4-aminophenyl)-3-n-propyl-3-azabicyclo[3.1.1]heptane-2,4-dione 

Relevant academic research and scientific papers

Synthesis and aromatase inhibitory activity of novel 1-(4-aminophenyl)-3-azabicyclo[3.1.0[hexane- and -[3.1.1]heptane-2,4- diones

The synthesis of 3-(cyclohexylmethyl)-1-(4-aminophenyl)-3-azabicyclo [3.1.0]hexane-2,4-dione (1h), with its optical enantiomers, and a series of novel achiral 1-(4-aminophenyl)-3- azabicyclo[3.1.1]haptane-2,4-diones (2a-i,k) is described. These compounds were tested in vitro for inhibition of human placental aromatase, a cytochrome-P450-dependent enzyme responsible for the conversion of androgens to estrogens. All of them displayed enzyme-inhibiting activity, and 3-cyclohexyl derivative 2g and 3-cyclohexylmethyl derivative 1h both proved more potent (>140-fold) than the clinically effective agent aminoglutethimide [3-(4-aminophenyl)- 3-ethylpiperidine-2,6-dione, AG]. As with AG and its derivatives, the 1R-(+)-enantiomer of 1h was responsible for the enzyme inhibitory activity. These novel compounds are of interest as potential drugs for endocrine therapy of hormone-dependent tumors, e.g. breast cancer.