CAS 52-79-9

5α-Dihydronorethisterone

Description:

5α-Dihydronorethisterone, also known as 5α-Dihydro-19-norprogesterone, is a synthetic progestin that is derived from the steroid hormone progesterone. It is characterized by its structural modifications that enhance its progestational activity. This compound is typically a white to off-white crystalline powder, and it is poorly soluble in water but soluble in organic solvents such as ethanol and chloroform. The molecular formula of 5α-Dihydronorethisterone reflects its steroidal nature, featuring a core structure of four fused carbon rings. It exhibits biological activity primarily through binding to progesterone receptors, influencing various physiological processes such as the menstrual cycle and pregnancy maintenance. Additionally, it may have implications in hormone replacement therapy and contraceptive formulations. Due to its synthetic origin, it is important to consider its pharmacokinetics, including absorption, metabolism, and excretion, which can differ from natural hormones. Safety and efficacy profiles are critical for its therapeutic applications, necessitating thorough clinical evaluation.

Formula: C₂₀H₂₈O₂

InChI: InChI=1S/C20H28O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,13,15-18,22H,4-12H2,2H3/t13-,15-,16+,17+,18-,19-,20-/m0/s1

InChI key: InChIKey=OMGILQMNIZWNOK-XDQPPUBWSA-N

SMILES: C[C@@]12[C@]([C@]3([C@](CC1)([C@@]4([C@@](CC3)(CC(=O)CC4)[H])[H])[H])[H])(CC[C@]2(C#C)O)[H]

Synonyms:

• (5α,17α)-17-Hydroxy-19-norpregn-20-yn-3-one
• 17.alpha.-Ethynyl-17.beta.-hydroxy-5.alpha.-estran-3-one
• 17α-Ethynyl-17β-hydroxy-5α-estran-3-one
• 17α-Ethynyl-5α-estran-17β-ol-3-one
• 17β-Hydroxy-17α-ethynyl-5α-estran-3-one
• 17β-Hydroxy-19-nor-5α,17α-pregn-20-yn-3-one
• 19-Nor-5α,17α-pregn-20-yn-3-one, 17-hydroxy-
• 19-Norpregn-20-yn-3-one, 17-hydroxy-, (5α,17α)-
• 5α-Dihydronorethindrone
• 5α-Dihydronorethisterone
• NSC 85401

5-alfa-Dihydro Norethindrone

CAS: 52-79-9

Formula: C₂₀H₂₈O₂

Molecular weight: 300.44

Ref: 4Z-N-2955

4,5Alpha-Dihydronorethisterone

Controlled Product

CAS: 52-79-9

Applications Derivative of the synthetic anabolic steroid Norethandrolone (N675000).
References Garcia-Becerra, R. et al.: J. Steroid Biochem. Mol. Biol. 99, 108 (2006); Garcia-Becerra, R. et al.: J. Steroid Biochem. Mol. Biol. 91, 27 (2004); Blom, M. et al: Drug Metab. Dispos. 29, 976 (2001)

Formula: C₂₀H₂₈O₂

Color and Shape: Neat

Molecular weight: 300.44

Ref: TR-D449510

Norethindrone 4,5α-Dihydro Impurity

CAS: 52-79-9

Formula: C₂₀H₂₈O₂

Molecular weight: 300.44

Ref: ST-EA-CP-N51010

5a-Dihydronorethindrone

Controlled Product

CAS: 52-79-9

5a-Dihydronorethindrone is a synthetic glucocorticoid with anti-inflammatory and anti-allergic effects. It has been shown to inhibit the proliferation of human cancer cells by binding to the progesterone receptor, which is involved in the regulation of cell growth. 5a-Dihydronorethindrone has also been shown to bind to aromatase, an enzyme that converts androgens into estrogens. The synthesis of 5a-dihydronorethindrone begins with cholesterol, which is first esterified with acetate. This product then undergoes side-chain cleavage and hydroxylation at C17 to form 17alpha,20beta-dihydroxy-5a-pregnane. The final step in its synthesis involves reduction of the ketone group at C2 to form 2,5alpha dihydronorethindrone.

Formula: C₂₀H₂₈O₂

Purity: Min. 95%

Molecular weight: 300.44 g/mol

Ref: 3D-FD22040