50-50-0 Usage
Description
Estradiol benzoate is a benzoate ester derived from the formal condensation of benzoic acid with the phenolic hydroxy group of 17beta-estradiol. It is an estradiol analog containing a benzyl ester at the C-3 position and is a white solid. Estradiol benzoate is the major estrogen secreted by the premenopausal ovary and plays a crucial role in various physiological processes.
Uses
1. Used in Pharmaceutical Industry:
Estradiol benzoate is used as a hormone replacement therapy for the treatment of lesions produced by the diminution of bodily production of estrogens. It helps in managing symptoms associated with estrogen deficiency, such as hot flashes, night sweats, and vaginal atrophy.
2. Used in Antineoplastic Applications:
Estradiol benzoate is used as an antineoplastic agent, particularly in the treatment of certain types of cancer. It may help in modulating the growth and progression of cancer cells by interacting with estrogen receptors, thus potentially offering therapeutic benefits in cancer treatment.
3. Used in Antiacne Applications:
Estradiol benzoate is used as an antiacne agent, helping in the treatment of acne by regulating hormonal imbalances that contribute to the development of acne lesions. It may help in reducing inflammation and promoting skin health by modulating the effects of estrogen on the skin.
Clinical Use
Estradiol is a semisynthetic estrogen compound. Its effects will mimic that of estrogen in animals. The most common use in small animals has been to terminate pregnancy.
Estradiol benzoate also has been used to terminate pregnancy (5-10 mg/kg divided into two or three SQ injections). Estradiol cypionate formulation had high efficacy (95%), but it had serious adverse effects and is not recommended. Estradiol cypionate is longer acting and more potent than other estrogen formulations. Estradiol valerate injection (20 mg/mL) is also available for human medicine to treat hypoestrogenism.
Safety Profile
Confirmed carcinogen
with experimental carcinogenic,
tumorigenic, and teratogenic data. Human
reproductive effects by intramuscular route:
menstrual cycle changes and disorders.
Experimental reproductive effects. Mutation
data reported. A steroid. When heated to
decomposition it emits acrid smoke and
irritating fumes. See also ESTRADIOL.
Check Digit Verification of cas no
The CAS Registry Mumber 50-50-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 0 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 50-50:
(4*5)+(3*0)+(2*5)+(1*0)=30
30 % 10 = 0
So 50-50-0 is a valid CAS Registry Number.
InChI:InChI=1/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23+,25+/m1/s1
50-50-0Relevant articles and documents
Application of in Situ FTIR for the Preparation of 17-α-Estradiol via Mitsunobu Reaction
Cardoso, Flávio S. P.,Mickle, Gregory E.,Da Silva, Marco A.,Baraldi, Patricia T.,Ferreira, Fabio B.
, p. 306 - 311 (2016)
An efficient synthesis of 17-α-estradiol 1 is described. Utilization of in situ IR allowed for an online monitoring of the key Mitsunobu reaction and development of a safe and reliable synthesis of 17-α-estradiol 1 in 78% overall yield over three steps. Benzoylation of 17-β-estradiol 2 is conducted at high regioselectivity under phase-transfer catalysis (PTC) conditions, followed by a Mitsunobu reaction to invert the chiral center at C-17 and provide intermediate 5, containing the core structure of 17-α-estradiol 1. Finally, the desired active pharmaceutical ingredient (API) is prepared by saponification of the remaining esters.
HYALURONAN CONJUGATES AND USES THEREOF
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Paragraph 0113-0114, (2020/12/13)
Disclosed herein is a hyaluronan conjugate, which includes a hyaluronic acid (HA), a sex hormone, and a linker for coupling one of the disaccharide units of the HA and the sex hormone. Also disclosed herein are the uses of the hyaluronan conjugate in treating or preventing neurodegenerative diseases.
Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(N,N-Dimethylamino)pyridine Catalysis
Liu, Hong-Xin,Dang, Ya-Qian,Yuan, Yun-Fei,Xu, Zhi-Fang,Qiu, Sheng-Xiang,Tan, Hai-Bo
supporting information, p. 5584 - 5587 (2016/11/17)
A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(N,N-dimethylamino)pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification.