1743-60-8 Usage
Description
BETA-ESTRADIOL 17-ACETATE is a white solid with the chemical formula C20H24O3. It is a synthetic derivative of the naturally occurring hormone estradiol, which is a primary female sex hormone. The acetate group in BETA-ESTRADIOL 17-ACETATE provides protection to the estradiol molecule, enhancing its stability and bioavailability.
Uses
Used in Pharmaceutical Industry:
BETA-ESTRADIOL 17-ACETATE is used as a hormone replacement therapy (HRT) for various conditions related to menopause, such as hot flashes, night sweats, and vaginal atrophy. It helps in maintaining bone density and reducing the risk of osteoporosis.
Used in Environmental Protection:
BETA-ESTRADIOL 17-ACETATE is listed as a drinking water contaminant candidate (CCL 3) by the United States Environmental Protection Agency (EPA). This indicates its potential presence in the environment and the need for monitoring and controlling its levels to ensure public health and safety.
Used in Research and Development:
BETA-ESTRADIOL 17-ACETATE is used in body burden analyses to study the effects of various environmental contaminants, such as triclosan, on aquatic organisms like estuarine fish. This helps in understanding the impact of these contaminants on the ecosystem and developing strategies for their mitigation.
Used in Medical Devices:
BETA-ESTRADIOL 17-ACETATE is used in the development of medical devices, such as vaginal rings, for the treatment of menopausal symptoms. The brand names Femring (Galen) and Femtrace (Warner Chilcott) are examples of such devices that utilize BETA-ESTRADIOL 17-ACETATE for its hormone replacement properties.
Biochem/physiol Actions
β-Estradiol is a steroid hormone involved in a number of organ functions. It is significantly associated with brain functions including neuroprotection, neurogenesis and synaptic plasticity. β-Estradiol maintains bone homeostasis, and hence is preferred for osteoporosis therapy. 17-β-Estradiol is the most active estrogen generated in our body. During postmenopausal, 17-β-estradiol inhibits oxidative modification in low density lipoprotein. This indicates that estrogen replacement therapy might be useful in treating cardiovascular disease.
Check Digit Verification of cas no
The CAS Registry Mumber 1743-60-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,4 and 3 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1743-60:
(6*1)+(5*7)+(4*4)+(3*3)+(2*6)+(1*0)=78
78 % 10 = 8
So 1743-60-8 is a valid CAS Registry Number.
InChI:InChI=1/C20H26O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h4,6,11,16-19,22H,3,5,7-10H2,1-2H3
1743-60-8Relevant articles and documents
17-Beta-oestradiol 17-methyl ether.
Coombs,Roderick
, p. 841 - 844 (1965)
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Pataki,J.
, p. 4053 - 4064 (1973)
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Preparation of some estriol esters.
TSUNEDA,YAMADA,YASUDA,MORI
, p. 510 - 514 (1963)
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Samarium(II) dibromide-promoted selective deprotection of a benzoyl protective group
Yokoyama, Yasuo,Oyamada, Shun,Suzuki, Junya,Maruyama, Shou,Sakusabe, Takahiro,Suzuki, Shoko
supporting information, p. 1025 - 1032 (2018/03/23)
The selective deprotection of a benzoyl group was very important methodology in the field of organic synthesis. Various methods for debenzoylation were investigated and developed in the past six decades, but more useful and selective strategies are now being strongly desired. In response to this strong demand, we developed the novel and selective deprotection of a benzoyl group by use of samarium(II) dibromide and a proton source. This deprotective reaction proceeded smoothly and the desired compound was obtained in good to excellent yields. In this paper, we will report the details of this deprotective reaction.
Improved and scalable synthetic route to the synthon 17-β-(2- Carboxyethyl)-1,3,5(10)-estratriene: An important intermediate in the synthesis of bone-targeting estrogens
Nasim, Shama,Vartak, Ashish P.,Pierce, William M.,Grant Taylor,Crooks, Peter A.
, p. 772 - 781 (2011/03/20)
An improved, highly scalable methodology for the multigram-scale preparation of an important synthon, 17-β-(2-carboxyethyl)-1,3,5(10)- estratriene, is described. Previous approaches have failed to provide useful quantities of the analytically pure product because of facile retro-Michael breakdown of the-alkoxy carbonyl precursors during workup and isolation operations. The synthetic approach described herein has been designed specifically to sidestep this problematic breakdown process. This new scalable method of preparation overcomes a major hurdle in the exploration of structure-activity relationships centered around novel estradiol derivatives with bone-targeting properties and also provides a scalable process for subsequent developmental work.
