103297-92-3

Basic information

• Product Name: 1-(4-aminophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione
• Synonyms: 1-(4-aminophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione
• CAS NO: 103297-92-3
• Molecular Weight: 216.239
• Mol File: 103297-92-3.mol

Chemical Properties

• CAS DataBase Reference: 1-(4-aminophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-aminophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione(103297-92-3)
• EPA Substance Registry System: 1-(4-aminophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione(103297-92-3)

Safety Data

• Hazardous Substances Data: 103297-92-3(Hazardous Substances Data)

Upstream product

• 103297-90-1 3-(4-methoxybenzyl)-1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione 
• 103297-91-2 4-aza-4-(4-methoxybenzyl)-2-(4-nitrophenyl)-1,6-heptadiene-3,5-dione 
• 103296-88-4 2-(4-Nitro-phenyl)-acryloyl chloride 
• 51747-44-5 α-(p-nitrophenyl)acrylic acid 
• 103297-93-4 1-(4-nitrophenyl)-3-azabicyclo<3.1.1>heptane-2,4-dione 

Relevant articles and documents

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.

Substituted-3-azabicyclo[3.1.1]heptane-2,4-diones useful for treating hormone-dependent diseases

1-phenyl-3-azabicyclo[3.1.1]-heptane-2,4-diones of the formula STR1 in which R1 represents hydrogen or a saturated or unsaturated, aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aromatic or aromatic-aliphatic hydrocarbon radical having up