122566-22-7

Basic information

• Product Name: (17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol
• Synonyms: (17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol;(17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol (Mixture of DiasteroMers);(172)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol (Mixture of Diasteromers)
• CAS NO: 122566-22-7
• Molecular Formula: C₂₈H₄₀O₅
• Molecular Weight: 456.6142
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 122566-22-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 607.7±55.0 °C(Predicted)
• Appearance: /
• Density: 1.20±0.1 g/cm3(Predicted)
• PKA: 14.20±0.60(Predicted)
• CAS DataBase Reference: (17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol(122566-22-7)
• EPA Substance Registry System: (17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol(122566-22-7)

Safety Data

• Hazardous Substances Data: 122566-22-7(Hazardous Substances Data)

Usage

Description

(17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol is a derivative of 17β-Estradiol (E888000), characterized by its chemical structure that includes two tetrahydro-2H-pyran-2-yloxy groups attached to the 3 and 17 positions of the estratrienol core. This molecule is a yellow powder and is known for its potential applications in various fields due to its structural and chemical properties.

Uses

Used in Pharmaceutical Industry:
(17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol is used as an intermediate compound for the preparation of Δ6-estrogens, which are important in the development of pharmaceuticals targeting hormonal imbalances and related conditions. Its unique structure allows for the creation of novel estrogenic compounds with potential therapeutic benefits.
Used in Research and Development:
In the field of research and development, this compound serves as a valuable tool for studying the effects of estrogenic substances on biological systems. It can be used to investigate the mechanisms of action of estrogens and to develop new drugs with improved efficacy and reduced side effects.
Used in Chemical Synthesis:
(17β)-3,17-Bis[(tetrahydro-2H-pyran-2-yl)oxy]-estra-1,3,5(10)-trien-6-ol can also be utilized as a starting material or building block in the synthesis of more complex organic molecules, particularly those with potential applications in the pharmaceutical, agrochemical, or materials science industries. Its unique functional groups and structural features make it a versatile component in organic synthesis.

Upstream product

• 3589-91-1 3,17β-bis(2-tetrahydropyranyloxy)estra-1,3,5(10)-triene 
• 50-28-2 estradiol 
• 110-87-2 3,4-dihydro-2H-pyran 

Downstream Products

• 53573-82-3 3,17β-bis(2-tetrahydropyranyloxy)estra-1,3,5(10)-triene-6-one 
• 925673-27-4 N-butyl-N-methyl-7-(3-benzyloxy-17-oxoestra-1,3,5(10)-trien-6β-yl)heptanamide 
• 925673-30-9 N-butyl-N-methyl-7-(3-benzyloxy-17β-hydroxy-2-methoxyestra-1,3,5(10)-trien-6β-yl)heptanamide 
• 925673-29-6 N-butyl-N-methyl-7-(3-benzyloxy-2-methoxy-17-oxoestra-1,3,5(10)-trien-6β-yl)heptanamide 
• 925673-28-5 N-butyl-N-methyl-7-(3-benzyloxy-2-iodo-17-oxoestra-1,3,5(10)-trien-6β-yl)heptanamide 
• 740809-75-0 7α-[6-(N-(2-hydroxyethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether 
• 408512-85-6 7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether 
• 251322-25-5 3-(benzyloxy)-17β-(t-butyldimethylsilanyloxy)-7α-(3-hydroxypropan-1-yl)estra-1,3,5(10)-triene 
• 251322-06-2 7α-[6-(S-benzoylthio)hexan-1-yl]estra-1,3,5(10)-triene-3,17β-diol 
• 251322-26-6 3-(benzyloxy)-7α-(6-benzyloxy-4-oxahexan-1-yl)-17β-(t-butyldimethylsilanyloxy)estra-1,3,5(10)-triene 
• 251322-05-1 7α-[6-(S-benzoylthio)hexan-1-yl]-3,17β-bis(t-butyldimethylsilanyloxy)estra-1,3,5(10)-triene 
• 251322-18-6 7α-(15-benzyloxy-7,10,13-trioxapentadecan-1-yl)-17β-(t-butyldimethylsilanyloxy)-3-(2-methoxyethoxymethoxy)estra-1,3,5(10)-triene 
• 7291-41-0 6-Dehydroestradiol 
• 571-92-6 6-ketoestradiol 

Relevant articles and documents

Synthesis of novel estrogen receptor antagonists using metal-catalyzed coupling reactions and characterization of their biological activity

Estrogen receptor (ER) antagonists are valuable in the treatment of ER-positive human breast cancer. In this study, we designed and synthesized nine new derivatives of 17β-estradiol (E2) with a bulky side chain attached to its C-7α position, and determined their ER antagonistic activity using in vitro bioassays. Four of the derivatives showed a strong inhibition of ERα transactivation activity in a luciferase reporter assay and blocked ERα interactions with coactivators. Similarly, these derivatives also strongly inhibited the growth of the ERα-positive human breast cancer cells. Computational docking analysis was conducted to model the interaction of these antagonists with the human ERα and showed that they could tightly bind to the ERα in a manner similar to that of ICI-182,780, a pure ER antagonist. These results provide an example that attachment of a bulky side chain to the C-7α position of E2 can produce ER antagonists with ER affinity comparable to that of ICI-182,780.

Process for the manufacture of 7-alpha-[9-(4,4,5,5,5-penta fluoropentylsulphinyl) nonyl]estra-1,3,5-(10)- triene-3,17-beta-diol

The present invention provides a novel multi-step process for the manufacturing Fulvestrant, which is economical and convenient to operate at commercial scale, and requires only simple chromatographic separations after the coupling step of adding the side chain to the 7 position of the steroid.

C6-(N,N-butyl-methyl-heptanamide) derivatives of estrone and estradiol as inhibitors of type 1 17β-hydroxysteroid dehydrogenase: Chemical synthesis and biological evaluation

A series of estrone and estradiol derivatives having an N-butyl,methyl heptanamide side chain at C6-position were synthesized, tested as inhibitors of type 1 17β-HSD and assessed for their possible estrogenic activity. A better type 1 17β-HSD inhibition w