Stanolone

  • CAS:521-18-6
  • MF:C19H30O2
  • Purity:99%
  • Molecular Weight:290.446
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Product Details

  • CAS: 521-18-6
  • MF: C19H30O2
  • Appearance: US DEA Schedule III
  • Chemical plants supply high-quality Stanolone 521-18-6 in bulk

    • Molecular Formula:C19H30O2
    • Molecular Weight:290.446
    • Appearance/Colour:US DEA Schedule III 
    • Vapor Pressure:1.5E-08mmHg at 25°C 
    • Melting Point:173-183 °C 
    • Refractive Index:1.536 
    • Boiling Point:413.1 °C at 760 mmHg 
    • PKA:15.08±0.60(Predicted) 
    • Flash Point:176.4 °C 
    • PSA:37.30000 
    • Density:1.085 g/cm3 
    • LogP:3.95910 

    Stanolone(Cas 521-18-6) Usage

    Manufacturing Process

    A solution of 1.0 g of 3,17-androstandione in 50 ml of methanol and containing 1 g of selenium dioxide, was allowed to remain in an ice-chest overnight. The formed 3,3-dimethoxyandrostan-17-one was not separated. 1 g of solid potassium hydroxide and 2.5 g of sodium borohydride in 2.5 ml of water were added and the mixture allowed to react at room temperature for 24 hours. The solution was then poured into a large excess of water, extracted with methylene chloride, the organic layer dried and evaporated to a residue. The residue was dissolved in ether, and a small amount of selenium removed by filtration. The ether was boiled off and the organic material dissolved in 100 ml of boiling acetone. 25 ml of diluted hydrochloric acid were added, the solution boiled for 5 minutes and then allowed to cool. Upon crystallization, 0.85 g of androstan-17β-ol-3-one was obtained, melting point 175°C to 178°C.

    Therapeutic Function

    Androgen

    Definition

    ChEBI: Stanolone is a 17beta-hydroxy steroid that is testosterone in which the 4,5 double bond has been reduced to a single bond with alpha-configuration at position 5. It has a role as an androgen, a human metabolite, a Daphnia magna metabolite and a mouse metabolite. It is a 17beta-hydroxy steroid, a 17beta-hydroxyandrostan-3-one and a 3-oxo-5alpha-steroid. It derives from a hydride of a 5alpha-androstane.

    General Description

    Dihydrotestosterone (Item No. 15874) is an analytical reference standard categorized as an anabolic androgenic steroid. Anabolic steroids, including dihydrotestosterone, have been used to enhance physical performance in athletes. Dihydrotestosterone is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.

    InChI:InChI=1/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12?,14-,15-,16-,17-,18-,19-/m0/s1

    521-18-6 Relevant articles

    A kinetic analysis of the 5α-reductases from human prostate and liver

    Houston,Chisholm,Habib

    , p. 355 - 369 (1987)

    A kinetic analysis of the 5α-reductases ...

    Comparative study of human steroid 5α-reductase isoforms in prostate and female breast skin tissues: Sensitivity to inhibition by finasteride and epristeride

    Ranjan, Mala,Diffley, Penny,Stephen, Gita,Price, David,Walton, Terence J.,Newton, Russell P.

    , p. 115 - 126 (2002)

    Steroid 5α-reductase (5-AR) catalyses th...

    Stereochemistry of Reduction by the 5α-Reductase Enzyme of Penicillium decumbens and the 1H NMR Assignment of 5α-Dihydrotestosterone

    Holland, Herbert L.,Xu, Weili,Hughes, Donald W.

    , p. 1760 - 1761 (1989)

    Reduction of the alkenic bond of testost...

    Significance of the delta 5 and delta 4 steroidogenic pathways in the hamster preovulatory follicle.

    Makris,Olsen,Ryan

    , p. 641 - 651 (1983)

    Isolated hamster granulosa cells and the...

    On the photochemical conversion of an alpha, beta-unsaturated gamma, delta-epoxy ketone: 3-oxo-6-alpha, 7-alpha-oxide-17-beta-acetoxy-Delta-androstane

    Saboz,Iizuka,Wehrli,Schaffner,Jeger

    , p. 1362 - 1371 (1968)

    -

    Spatial Localization and Quantitation of Androgens in Mouse Testis by Mass Spectrometry Imaging

    Cobice, Diego F.,Livingstone, Dawn E. W.,MacKay, C. Logan,Goodwin, Richard J. A.,Smith, Lee B.,Walker, Brian R.,Andrew, Ruth

    , p. 10362 - 10367 (2016)

    Androgens are essential for male develop...

    Synthetic method of androstenone

    -

    Paragraph 0087-0089; 0097-0099; 0102-0104; 0107-0109, (2021/05/12)

    The invention relates to the field of me...

    Formation of 5α-dihydrotestosterone from 5α-androstane-3α,17β-diol in prostate cancer LAPC-4 cells – Identifying inhibitors of non-classical pathways producing the most potent androgen

    Boutin, Sophie,Roy, Jenny,Maltais, René,Poirier, Donald

    supporting information, (2019/11/26)

    5α-Dihydrotestosterone (5α-DHT) possesse...

    The A-ring reduction of 11-ketotestosterone is efficiently catalysed by AKR1D1 and SRD5A2 but not SRD5A1

    Barnard, Lise,Nikolaou, Nikolaos,Louw, Carla,Schiffer, Lina,Gibson, Hylton,Gilligan, Lorna C.,Gangitano, Elena,Snoep, Jacky,Arlt, Wiebke,Tomlinson, Jeremy W.,Storbeck, Karl-Heinz

    , (2020/07/21)

    Testosterone and its 5α-reduced form, 5α...

    Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN

    Yao, Yunxin,Zhao, Guangkuan,Hamze, Abdallah,Alami, Mouad,Provot, Olivier

    , p. 5775 - 5779 (2020/08/17)

    A mild process using a combination of TM...

    521-18-6 Process route

    androstanedione
    846-46-8

    androstanedione

    stanolone acetate
    1164-91-6

    stanolone acetate

    Stanolone
    521-18-6

    Stanolone

    Conditions
    Conditions Yield
    In water; dimethyl sulfoxide; at 25 ℃; for 240h; Yield given. Yields of byproduct given; fermentation with cultures of Cephalosporium aphidicola (IMI 68689);
    testosterone
    58-22-0

    testosterone

    Stanolone
    521-18-6

    Stanolone

    5-androgen-3,17-diol
    571-20-0

    5-androgen-3,17-diol

    Conditions
    Conditions Yield
    With diethyl ether; palladium; Hydrogenation;

    521-18-6 Upstream products

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      58-22-0

      testosterone

    • 846-46-8
      846-46-8

      androstanedione

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      17β-hydroxy-5α-androstan-3-one semicarbazone

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      20592-39-6

      5alpha-Androstane-3beta,17beta-diol-17-hexahydrobenzoate

    521-18-6 Downstream products

    • 4978-10-3
      4978-10-3

      2-Hydroxyimino-17β-hydroxy-androstan-3-on

    • 6215-65-2
      6215-65-2

      3-Oxo-17β-ethoxycarbonyloxy-5α-androstan

    • 4033-95-8
      4033-95-8

      2-hydroxymethylene-17β-hydroxy-5α-androstan-3-one

    • 64919-12-6
      64919-12-6

      dihydrotestosterone p-chlorophenoxyisobutyrate

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