4717-40-2

Basic information

• Product Name: 17a-Ethynylestriol
• Synonyms: 17-ETHYNYLESTRADIOL;17a-Ethynylestriol);17-Ethynylestriol;(16α,17α)-19-Norpregna-1,3,5(10)-trien-20-yne-3,16,17-triol;19-Nor-17α-pregna-1,3,5(10)-trien-20-yne-3,16α,17-triol;17-alpha-Ethynylestriol
• CAS NO: 4717-40-2
• Molecular Formula: C20H24O3
• Molecular Weight: 312.4
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids
• Mol File: 4717-40-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 479.15 °C at 760 mmHg
• Flash Point: 221.633 °C
• Appearance: /
• Density: 1.289 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.644
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly, Heated), Methanol (Slightly), Pyridine (Slightly)
• CAS DataBase Reference: 17a-Ethynylestriol(CAS DataBase Reference)
• NIST Chemistry Reference: 17a-Ethynylestriol(4717-40-2)
• EPA Substance Registry System: 17a-Ethynylestriol(4717-40-2)

Safety Data

• Hazardous Substances Data: 4717-40-2(Hazardous Substances Data)

Usage

Uses

A metabolite of 17α-Ethynylestradiol.

InChI:InChI=1/C20H24O3/c1-3-20(23)18(22)11-17-16-6-4-12-10-13(21)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,21-23H,4,6,8-9,11H2,2H3/t15?,16-,17?,18-,19+,20+/m1/s1

Upstream product

• 67-64-1 acetone 
• 1247-71-8 3,16α-diacetoxy-1,3,5(10)-estratrien-17-one 
• 4301-14-8 acetylenemagnesium bromide 

Downstream Products

• 39791-20-3 nilestriol 

Relevant articles and documents

Preparation method of Nilestriol

The invention provides a preparation method of Nilestriol. The method comprises the following steps: taking an acetylide as a starting raw material to carry out ketalation with an organic ketone, thenseparating out an 17 beta-acetylide isomer, further carrying out refining to obtain an 17 alpha-acetylide with relatively high purity, then carrying out an etherification reaction with bromocyclopentane to obtain a crude Nilestriol product, and carrying out refining to obtain a Nilestriol fine product. Compared with the prior art, the preparation method disclosed by the invention can be used to prepare the high-purity Nilestriol fine product, the raw materials are refined from the source, the preparation process of the Nilestriol is simplified, the yield is high, reaction economy is remarkably improved, and production cost is reduced.

11β-Substituted estradiol derivatives, potential high-affinity carbon- 11-labeled probes for the estrogen receptor: A structure-affinity relationship study

In view of their possible development as carbon-11-labeled receptor-based radiotracers for imaging estrogen-responsive breast tumors, we have synthesized a series of estradiols (1), estriols (2), 11β-ethylestradiols (3), 11β-ethylestriols (4), 11β-methoxyestradiols (5), and 11β- methoxyestriols (6), differing in the type of substituent R present at the 17α-position (a, -H; b, -CH3; c, -C≡CH; d, -C≡CCH3; e, -Ph; f, -CH=CHMe cis), and measured their binding affinity for the estrogen receptor relative to estradiol (RBA). As expected, all the derivatives having an 11β-ethyl substituent have good binding properties (3a-d, 4a-d, RBA (25 °C): 109- 3000%), and among them there are several promising candidates for carbon-11 labeling. Moxestrol (RBA (25 °C) = 185%) and its corresponding estriol derivative (4c, RBA (25 °C) = 20%) were the analogs having the highest affinity in the 11β-methoxyestradiol (5a-f) and 11β-methoxyestriol (6a-e) series, respectively; other analogs (R = Me, C≡CMe, Ph, or cis-CH=CHMe) had uniformly lower RBA values.