42979-83-9

Basic information

• Product Name: 3-hydroxy-2,4-dinitroestra-1(10),2,4-trien-17-one
• CAS NO: 42979-83-9
• Molecular Formula: C₁₈H₂₀N₂O₆
• Molecular Weight: 360.3612
• Mol File: 42979-83-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 465°C at 760 mmHg
• Flash Point: 185°C
• Density: 1.408g/cm³
• Vapor Pressure: 2.88E-09mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: 3-hydroxy-2,4-dinitroestra-1(10),2,4-trien-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-2,4-dinitroestra-1(10),2,4-trien-17-one(42979-83-9)
• EPA Substance Registry System: 3-hydroxy-2,4-dinitroestra-1(10),2,4-trien-17-one(42979-83-9)

Safety Data

• Hazardous Substances Data: 42979-83-9(Hazardous Substances Data)

Upstream product

• 53-16-7 Estrone 

Downstream Products

• 20823-11-4 2,4-dinitro-17β-estradiol 

Relevant articles and documents

New estrone oxime derivatives: Synthesis, cytotoxic evaluation and docking studies

The interest in the introduction of the oxime group in molecules aiming to improve their biological effects is increasing. This work aimed to develop new steroidal oximes of the estrane series with potential antitumor interest. For this, several oximes were synthesized by reaction of hydroxylamine with the 17-ketone of estrone derivatives. Then, their cytotoxicity was evaluated in six cell lines. An estrogenicity assay, a cell cycle distribution analysis and a fluorescence microscopy study with Hoechst 3358 staining were performed with the most promising compound. In addition, molecular docking studies against estrogen receptor α, steroid sulfatase, 17β-hydroxysteroid dehy-drogenase type 1 and β-tubulin were also accomplished. The 2-nitroestrone oxime showed higher cytotoxicity than the parent compound on MCF-7 cancer cells. Furthermore, the oximes bearing halogen groups in A-ring evidenced selectivity for HepaRG cells. Remarkably, the ?9,11-estrone oxime was the most cytotoxic and arrested LNCaP cells in the G2 /M phase. Fluorescence microscopy studies showed the presence of condensed DNA typical of prophase and condensed and fragmented nuclei characteristic of apoptosis. However, this oxime promoted the proliferation of T47-D cells. Interestingly, molecular docking studies estimated a strong interaction between ?9,11-estrone oxime and estrogen receptor α and β-tubulin, which may account for the described effects.

Novel nitration of estrone by metal nitrates

Nitration of estrone has been investigated with different types of metal salts in the presence of solid surfaces under various conditions.

Surface-mediated highly efficient regioselective nitration of aromatic compounds by bismuth nitrate

Montmorillonite impregnated with bismuth nitrate was found to be an excellent reagent for aromatic nitration in high yield. (C) 2000 Elsevier Science Ltd.