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2639-53-4

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2639-53-4 Usage

General Description

17-beta-Hydroxy-5-alpha-androst-2-ene is a synthetic steroid compound that is structurally related to testosterone. It is also known as DHT, or dihydrotestosterone, and plays a crucial role in the development of male reproductive tissues, including the prostate and penis. DHT is formed in the body from testosterone through the action of the enzyme 5-alpha-reductase. It is also a potent androgen, meaning it has strong masculinizing effects, and is important for the development of male secondary sexual characteristics. DHT is involved in regulating hair growth, libido, and muscle mass, and is also implicated in conditions such as benign prostatic hyperplasia and androgenic alopecia. It is a controlled substance, and its medical use is limited to the treatment of certain androgen-related conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 2639-53-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,3 and 9 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2639-53:
(6*2)+(5*6)+(4*3)+(3*9)+(2*5)+(1*3)=94
94 % 10 = 4
So 2639-53-4 is a valid CAS Registry Number.
InChI:InChI=1/C19H30O/c1-18-11-4-3-5-13(18)6-7-14-15-8-9-17(20)19(15,2)12-10-16(14)18/h3-4,13-17,20H,5-12H2,1-2H3/t13-,14+,15+,16+,17+,18+,19+/m1/s1

2639-53-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 17β-hydroxy-5α-androst-2-ene

1.2 Other means of identification

Product number -
Other names BA-2661

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2639-53-4 SDS

2639-53-4Relevant articles and documents

Collisionally-induced dissociation mass spectra of organic sulfate anions

Attygalle,Garcia-Rubio,Ta,Meinwald

, p. 498 - 506 (2001)

The collisionally-induced dissociation mass spectra of a variety of organic sulfate ester anions are described and mechanistically rationalized. A cyclic syn-elimination pathway, analogous to that of the Cope elimination, is postulated for the commonly observed formation of bisulfate anion (HSO4-, m/z 97). Deuterium labeling experiments confirm that the proton transferred to oxygen during bisulfate elimination normally originates from the C-2 position, although examination of the spectra of polyfunctional steroids reveals that the proton abstracted may originate from more distant sites as well. Adamantyl, phenyl, and vinyl sulfate anions, which do not readily lend themselves to a cyclic syn-elimination, do not give rise to an m/z 97 ion. Instead, these sulfates undergo both heterolytic and homolytic S-O bond cleavages to yield an m/z M - 80 anion, resulting from loss of neutral SO3, as well as an ion at m/z 80, corresponding to SO3-·, respectively. Sulfates that can give rise to a resonance stabilized radical by homolytic C-O bond fission, as exemplified by benzyl and linalyl sulfates, can be recognized by the formation of an m/z 96 (SO4-·) ion.

Insights into the synthesis of steroidal A-ring olefins

Varela, Carla L.,Roleira, Fernanda M. F.,Costa, Saul C. P.,Pinto, Alexandra S. C. T.,Martins, Ana I. O. S.,Carvalho, Rui A.,Teixeira, Natercia A.,Correia-Da-Silva, Georgina,Tavares-Da-Silva, Elisiario

, p. 39 - 46 (2014/02/14)

The classical synthesis, followed by purification of the steroidal A-ring Δ1-olefin, 5α-androst-1-en-17-one (5), from the Δ1-3-keto enone, (5α,17β)-3-oxo-5-androst-1-en-17-yl acetate (1), through a strategy involving the reaction of Δ1- 3-hydroxy allylic alcohol, 3β-hydroxy-5α-androst-1-en-17β-yl acetate (2), with SOCl2, was revisited in order to prepare and biologically evaluate 5 as aromatase inhibitor for breast cancer treatment. Surprisingly, the followed strategy also afforded the isomeric Δ2-olefin 6 as a by-product, which could only be detected on the basis of NMR analysis. Optimization of the purification and detection procedures allowed us to reach 96% purity required for biological assays of compound 5. The same synthetic strategy was applied, using the Δ4-3-keto enone, 3-oxoandrost-4-en-17β-yl acetate (8), as starting material, to prepare the potent aromatase inhibitor Δ4-olefin, androst-4-en-17-one (15). Unexpectedly, a different aromatase inhibitor, the Δ3,5-diene, androst-3,5-dien-17-one (12), was formed. To overcome this drawback, another strategy was developed for the preparation of 15 from 8. The data now presented show the unequal reactivity of the two steroidal A-ring Δ1- and Δ4-3- hydroxy allylic alcohol intermediates, 3β-hydroxy-5α-androst-1-en- 17β-yl acetate (2) and 3β-hydroxyandrost-4-en-17β-yl acetate (9), towards SOCl2, and provides a new strategy for the preparation of the aromatase inhibitor 12. Additionally, a new pathway to prepare compound 15 was achieved, which avoids the formation of undesirable by-products. Copyright

2-(N-SUBSTITUTED PIPERAZINYL) STEROID DERIVATIVES

-

Page/Page column 40; 70-71, (2010/06/17)

Novel chemical agents of Formula I are described herein. More specifically, 2-(N-substituted piperazinyl) pregnane and 2-(N-substituted piperazinyl) androstane derivatives exhibiting cytotoxicity on a variety of cancer cell lines are disclosed herein. (I)

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