10582-05-5

Basic information

• Product Name: (17E)-N-hydroxy-3-methoxyestra-1,3,5(10)-trien-17-imine
• Synonyms: Estra-1,3,5(10)-trien-17-one, 3-methoxy-, oxime
• CAS NO: 10582-05-5
• Molecular Formula: C₁₉H₂₅NO₂
• Molecular Weight: 299.4073
• Mol File: 10582-05-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 463.759°C at 760 mmHg
• Flash Point: 234.273°C
• Density: 1.266g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: (17E)-N-hydroxy-3-methoxyestra-1,3,5(10)-trien-17-imine(CAS DataBase Reference)
• NIST Chemistry Reference: (17E)-N-hydroxy-3-methoxyestra-1,3,5(10)-trien-17-imine(10582-05-5)
• EPA Substance Registry System: (17E)-N-hydroxy-3-methoxyestra-1,3,5(10)-trien-17-imine(10582-05-5)

Safety Data

• Hazardous Substances Data: 10582-05-5(Hazardous Substances Data)

Usage

Description

(17E)-N-hydroxy-3-methoxyestra-1,3,5(10)-trien-17-imine is an N-hydroxyimine derivative of estrone, a natural estrogen hormone in the human body. (17E)-N-hydroxy-3-methoxyestra-1,3,5(10)-trien-17-imine is known for its potential anti-cancer properties and has been studied for its ability to inhibit the growth of various cancer cells, including breast, prostate, and endometrial cancer cells. It is believed to exert its anti-cancer effects by interfering with hormone signaling pathways that are involved in cancer progression. However, further research is needed to fully understand its mechanisms of action and potential therapeutic applications.

Uses

Used in Pharmaceutical Industry:
(17E)-N-hydroxy-3-methoxyestra-1,3,5(10)-trien-17-imine is used as a potential anti-cancer agent for its ability to inhibit the growth of various cancer cells, such as breast, prostate, and endometrial cancer cells. It targets hormone signaling pathways involved in cancer progression, offering a promising avenue for cancer treatment and management. Further research is required to explore its full potential and optimize its therapeutic applications.

Upstream product

• 1624-62-0 estrone 3-methyl ether 
• 50-27-1 Estriol 
• 1474-53-9 3-methoxy-estra-1,3,5(10)-triene-16α,17β-diol 
• 53-16-7 Estrone 

Relevant articles and documents

Directing Group in Decarboxylative Cross-Coupling: Copper-Catalyzed Site-Selective C-N Bond Formation from Nonactivated Aliphatic Carboxylic Acids

Copper-catalyzed directed decarboxylative amination of nonactivated aliphatic carboxylic acids is described. This intramolecular C-N bond formation reaction provides efficient access to the synthesis of pyrrolidine and piperidine derivatives as well as the modification of complex natural products. Moreover, this reaction presents excellent site-selectivity in the C-N bond formation step through the use of directing group. Our work can be considered as a big step toward controllable radical decarboxylative carbon-heteroatom cross-coupling.

Synthesis of estradiol-cinnamide conjugates

The synthesis of a number of structurally related estradiol-17α- ylmethyl hydroxycinnamides and of one novel estra- 1,3,5(10),6-tetraen-3-ol- 17β-yl hydroxycinnamide is described, using a microwave assisted amidation of steroidal amines with pentafluorophenol activated, non-protected hydroxycinnamic acids as a key step. A selection of the compounds and of other estra-1,3,5(10)-trien-3-ol 17β-yl hydroxycinnamides was screened against 60 human cancer cell lines, derived from nine neoplastic diseases. From the overall results of the screening, it could be inferred that dihydroxycinnamide derived estradiol conjugates exhibit a better cytotoxic profile when compared with hydroxymethoxycinnamide derived estradiol conjugates.