1225-03-2

Usage

Uses

Used in Hormone Regulation:
9β-estrone is used as a hormone regulator for [application reason] in the human body. It is involved in the regulation of the menstrual cycle, fertility, and the development of secondary sexual characteristics in females.
Used in Bone Health:
9β-estrone is used as a bone health promoter for maintaining bone density, which is essential for preventing osteoporosis and other bone-related conditions.
Used in Cholesterol Regulation:
9β-estrone is used as a cholesterol regulator for managing cholesterol levels in the body, which can help prevent cardiovascular diseases.
Used in Hormone Replacement Therapy:
9β-estrone is used as a hormone replacement agent for treating conditions related to hormonal imbalances, such as menopause or other hormone-related disorders.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 9β-estrone is used as an active pharmaceutical ingredient for the development of drugs targeting hormone-related conditions and disorders.
Used in Research and Development:
9β-estrone is used as a research compound for studying the effects of estrogen on various physiological processes and for developing new therapies for hormone-related conditions.

Upstream product

• 53-16-7 Estrone 
• 50394-95-1 3-hydroxyestra-1,3,5⁽¹⁰⁾-trienyl toluene-p-sulfonate 
• 98-80-6 phenylboronic acid 
• 5173-47-7 17,17-ethylenedioxyestra-1,3,5⁽¹⁰⁾,9⁽¹¹⁾tetraen-3-ol 

Downstream Products

• 901-93-9 oestrone acetate 
• 58534-72-8 3-hydroxy-1,3,5(10)-estradien-17-one 3-(3-carboxypropanoate) 
• 53-16-7 Estrone 
• 53-63-4 rac-8α,9β-estra-1,3,5(10)-trien-3-ol 
• 901-93-9 estrone acetate 
• 2393-53-5 rac-3-benzoyloxy-8α-estra-1,3,5(10)-trien-17-one 
• 2393-53-5 rac-3-benzoyloxy-8α,14β-estra-1,3,5(10)-trien-17-one 
• 1401939-09-0 3-{(E)-[(13α,16E)-3-hydroxy-17-oxoestra-1(10),2,4-trien-16-ylidene]methyl}benzamide 

Relevant academic research and scientific papers

Structure-activity relationships of 9β-estrogens

The 9β isomers of estradiol-17β, estradiol-17α, estrone and 17-ethinylestradiol-17β were synthesized and compared with their 9α-counterparts in the rat uterine cytosol estrogen receptor, uterotropic, and gonadotropin release inhibition assays. Except for 17-ethinyl-9β-estradiol-17β which was as active as its 9α isomer in the uterotropic assay, none of the 9β estrogens exhibited any biological activity which was equal to or greater than their 9α counterparts. For examples, 9β-estradiol-17β was 1/10 as active as estradiol-17β, and 9β-estrone was 1/4 as active as estrone in the uterotropic assay.

Thermodynamic evaluation of aromatic CH/π interactions and rotational entropy in a molecular rotor

A molecular rotor built with a stator formed by two rigid 9β-mestranol units having a 90° bent angle linked to a central phenylene rotator has an ideal structure to examine aromatic CH/π interactions. Energies and populations of the multiple solution conformations from quantum-mechanical calculations and molecular dynamics simulations were combined with variable-temperature (VT) 1H NMR data to establish the enthalpy of this interaction and the entropy associated with rotation about a single bond. Rotational dynamics in the solid state were determined via VT cross-polarization magic-angle spinning 13C NMR spectroscopy.

Photochemical Behavior of Some Estrone Aryl and Methyl Sulfonates in Solution: Preparative and Mechanistic Studies

Direct irradiation of estrone aryl and methyl sulfonates in different organic solvents under nitrogen atmosphere was investigated under steady-state conditions. The estrone derivatives reacted efficiently through the photo-Fries rearrangement reaction involving [1;3]-sulfonyl migration providing the ortho-sulfonyl estrone derivatives and estrone as the photoproducts. In addition, estrone and 2-arylsulfonyl estrone derivatives were epimerized involving a Norrish Type-I reaction. Chemical quenching and photosensitization experiments on the photoreaction have been also carried out to establish the photoreactive excited state. Likewise, the solvent effect and the nature of the sulfonyl group on the photoreactions have been also studied.

Solvent- and Wavelength-Dependent Photolysis of Estrone

The direct photolysis of estrone in solvents ranging from water to cyclohexane is reported. The photodegradation is dominated by lumiestrone, an epimer of estrone resulting from the inversion of the methyl group at carbon 13, regardless of solvent and pho

Pd-catalyzed Suzuki–Miyaura couplings and evaluation of 13α-estrone derivatives as potential anticancer agents

13α-Estrones are of great value owing to their potent multiple bioactivity, including anticancer activity. 3-OH or 3-OBn derivatives of 2- or 4-[(subst.) phenyl]-13α-estrone as potential antiproliferative agents have been synthesized via facile, microwave

Photo-Fries Rearrangement of Some 3-Acylestrones in Homogeneous Media: Preparative and Mechanistic Studies

Irradiation of a series of 3-acylestrones under a nitrogen atmosphere in cyclohexane, acetonitrile (MeCN), and methanol (MeOH) was investigated under steady-state conditions. The molecules underwent the photo-Fries rearrangement, with concomitant homolytic fragmentation of the ester group and [1;3]-acyl migration. This pathway afforded the ortho-acyl estrone derivatives, the main photoproducts, together with estrone. During the irradiation of 3-benzoyl estrone, epimerization of estrone through the Norrish type I reaction occurred, providing lumiestrone as the photoproduct. This photoreaction involves the fragmentation of the C-α at the carbonyl group (C-17) of the steroid. On the other hand, epimerization of ortho-regioisomer 2-acetyl estrone occurred during the irradiation of 3-acetyl estrone. Photosensitization with acetone and chemical quenching with N,N,N,N-tetramethyldiazetinedioxide of the photo-Fries reaction confirmed that the photoreaction took place from the singlet excited state while the Norrish type I reaction proceeds efficiently from the triplet excited state. Solvent effects, as well as the nature of the acyl group on the photoreactions, were also studied.