61145-67-3

Usage

Uses

Used in Pharmaceutical Industry:
6α-Bromo Androstenedione is used as a pharmaceutical compound for its ability to inhibit aromatase, an enzyme responsible for the conversion of androgens to estrogens. This inhibition can be beneficial in treating conditions related to hormonal imbalances or in cases where a reduction in estrogen levels is desired.
Used in Research and Development:
In the field of research, 6α-Bromo Androstenedione serves as a valuable tool for studying the effects of aromatase inhibition on various biological processes. It can be used to investigate the role of hormones in different diseases and to develop new therapeutic strategies for hormone-related disorders.
Used in Sports Performance Enhancement:
6α-Bromo Androstenedione is also used as a performance-enhancing substance by some athletes, due to its potential to increase muscle mass and strength. However, it is important to note that the use of such substances for performance enhancement is often prohibited in professional sports and can have serious health consequences.
Used in Veterinary Medicine:
In veterinary medicine, 6α-Bromo Androstenedione may be used to address hormonal imbalances in animals, similar to its application in human medicine. It can help in the treatment of conditions that involve abnormal hormone levels, contributing to the overall well-being of the animal.
Used in Hormone Replacement Therapy:
6α-Bromo Androstenedione can be utilized in hormone replacement therapy for individuals experiencing hormonal deficiencies or imbalances. By regulating the production of estrogen, it can help alleviate symptoms associated with such conditions and improve the patient's quality of life.

InChI:InChI=1/C19H25BrO2/c1-18-7-5-11(21)9-15(18)16(20)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16H,3-8,10H2,1-2H3/t12-,13?,14?,16?,18+,19-/m0/s1

Upstream product

• 53-43-0 dehydroepiandrosterone 
• 63-05-8 Androstenedione 
• 57144-06-6 3-methoxyandrosta-3,5-dien-17-one 

Downstream Products

• 571-36-8 5-androstenedione 

Relevant academic research and scientific papers

Convenient method for the functionalization of the 4- and 6-positions of the androgen skeleton

The preparation and reactivity of steroidal vinyldiazo compounds is reported, providing a convenient, substituent tolerant, chemo- and stereoselective entry into 4- and 6-substituted androgen analogues from a common precursor. Under dirhodium catalysis, O-H insertion occurs at the carbenoid site, leading to 4-substituted steroids, but under silver catalysis, O-H insertion occurs at the vinylogous position, leading to 6-substituted steroids.

SUBSTITUTED ANDROST-4-ENE DIONES

The disclosure relates to novel C4 and C6 substituted androst-4-ene diones as well as andros-1,4-diene diones and derivatives thereof, their process of preparation, pharmaceutical compounds containing them, and the use of said compounds for the treatment of hormone-related disorders in mammals. This includes hormone-dependent cancers, particularly those caused by elevated levels of estrogen and its intermediates. These compounds can also be used in the treatment of other hormone-related disorders, inluding benign prostatic hyperplasia, cardiovascular disease, and neurodegenerative disorders.

6-Chloro- and 6-bromo-substituted steroids in the Suzuki-Miyaura cross-coupling reaction. A convenient route to potential aromatase inhibitors

Chlorine at an sp2-carbon in steroids has been shown to be reactive in Suzuki-Miyaura cross-coupling reactions with either Ni or Pd catalysts. The coupling of analogous 6-bromo derivatives has also been demonstrated to be applicable to a wider scope of substrates. The Suzuki-Miyaura arylation of 6-bromo-Δ3,5-steroid enol ethers with subsequent hydrolysis is a useful route to 6-arylated steroids bearing aryl at a saturated carbon. Georg Thieme Verlag Stuttgart.

Synthesis and some reactions of 6-bromoandrogens: Potential affinity ligand and inactivation of estrogen synthetase

The synthesis of epimeric 6-bromo-4-androstene-3,17-dione (1a and 1b), 6-bromotestosterone (2a and 2b) and its acetate (3a and 3b), and 6-bromo-16α-acetoxy-4-androstene-3,17-dione (5a and 5b), and 6β-bromo-16α-hydroxy-4-androstene-3,17-dione (4) is described. The interconversions among compounds 1, 2, and 3 are also studied. The 6β-isomer (1b, 2b, and 3b) was epimerized to the 6α-isomer (1a, 2a and 3a) in carbon tetrachloride or chloroform-methanol (9:1) and the 6α-isomer was isolated by fractional crystallization from the epimeric mixture. 6α-Bromo isomer 1a was also epimerized back to 6β-bromo isomer 1b in chloroform-methanol (9:1). Two polymorphic forms of 6β-bromotestosterone acetate (3b) were isolated (mp. 114-117° and 138-141°). The 6β-bromo isomers were found to be unstable in methanol and decomposed to give 5α-androstane-3,6-dione derivative (6). The results of irreversible inactivation of human placental androgen aromatase with some of these 6-bromoandrogens are discussed.