966-06-3

Basic information

• Product Name: (8R,9S,13S,14S)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16 octahydro-6H-cyclopenta[a]phenanthren-17-one
• Synonyms: (8R,9S,13S,14S)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16 octahydro-6H-cyclopenta[a]phenanthren-17-one;16b-Hydroxyestrone
• CAS NO: 966-06-3
• Molecular Formula: C18H22O3
• Molecular Weight: 0
• Mol File: 966-06-3.mol

Chemical Properties

• Boiling Point: 493.2°Cat760mmHg
• Flash Point: 266.2°C
• Appearance: /
• Density: 1.249g/cm³
• Vapor Pressure: 1.53E-10mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: (8R,9S,13S,14S)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16 octahydro-6H-cyclopenta[a]phenanthren-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: (8R,9S,13S,14S)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16 octahydro-6H-cyclopenta[a]phenanthren-17-one(966-06-3)
• EPA Substance Registry System: (8R,9S,13S,14S)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16 octahydro-6H-cyclopenta[a]phenanthren-17-one(966-06-3)

Safety Data

• Hazardous Substances Data: 966-06-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(8R,9S,13S,14S)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16 octahydro-6H-cyclopenta[a]phenanthren-17-one is used as a pharmaceutical agent for its potential therapeutic effects. Its unique molecular structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs.
Used in Drug Delivery Systems:
(8R,9S,13S,14S)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16 octahydro-6H-cyclopenta[a]phenanthren-17-one can be used in drug delivery systems to improve the bioavailability and therapeutic efficacy of other drugs. Its unique properties may allow for targeted delivery and controlled release of pharmaceutical agents, enhancing their effectiveness and reducing side effects.
Used in Chemical Research:
(8R,9S,13S,14S)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16 octahydro-6H-cyclopenta[a]phenanthren-17-one is also used in chemical research for its unique molecular structure and potential applications in the development of new compounds and materials. Its synthesis and modification can provide valuable insights into the properties and behavior of complex organic molecules.

InChI:InChI=1/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,18+/m1/s1

Upstream product

• 901-93-9 oestrone acetate 
• 1247-70-7 3,16β-diacetoxyestra-1,3,5(10)-trien-17-one 
• 20592-42-1 estra-1,3,5⁽¹⁰⁾,16-tetraene-3,17-diol diacetate 

Downstream Products

• 1247-70-7 3,16β-diacetoxyestra-1,3,5(10)-trien-17-one 

Relevant articles and documents

Alternative synthesis for the preparation of 16α-[ 18F]fluoroestradiol

We have developed a new precursor, 3,17β-O-bis(methoxymethyl)- 16β-O-p-nitrobenzenesulfonylestriol (14c) of 16α-[ 18F]fluoroestradiol ([18F]FES). Although we could not selectively protect the C17 alcohol in the presence of the C16 al

PREPARATION OF 16-SUBSTITUTED 3-HYDROXYESTRA-1,3,5(10)-TRIENE-17-ONE STARTING WITH THE BROMINATION OF ESTRONE ACETATE

The bromination of estrone acetate (Ia) leads to a mixture of acetates of 16α-bromo-16β-bromo-, and 16,16-dibromoestrone (IIa, IIIa, and IVa) in a ratio of 63:28:9.On treatment with an aqueous methanolic solution of potash, depending on the conditions, a mixture of (IIa) and (IIIa) gives 3,16α-dihydroxyestra-1,3,5(10)-trien-17-one (V) or 3,17β-dihydroxyestra-1,3,5(10)-trien-16-one (VI).When 5 g of (Ia) was brominated with 2.8 g of Br2 in chloroform and the products were chromatographed on silica gel, 0.36 g of (IVa), C20H22Br2O3, mp 165-166 deg C (from ether) 0.37 g of (IIIa), mp 169-170.5 deg C, 4.6 g of a mixture of (IIa) and (IIIa), 30 mg of (Ia) and 0.2 g of a mixture of 16α- and 16β-bromoestrones was obtained.The action of potash on a mixture of (IIa) and (IIIa) in aqueous MeOH at 20 deg C led to the epimerization of the (IIa) into (IIIa) and then the conversion of the latter into (V) with mp 203.5-206 deg C; diacetate with mp 172-173 deg C (acetone-ethanol).Similarly, but with heating (98 deg C, 3 h), a mixture of (IIa) and (IIIa) was converted into (VI), with mp 234-236 deg C.Characteristics of the IR and PMR spectra of the compounds obtained are given.