Progestoral

Base Information

• Chemical Name: Progestoral
• CAS No.: 434-03-7
• Molecular Formula: C21H28O2
• Molecular Weight: 312.452
• Hs Code.: 29372390
• NSC Number: 758418,9565
• DSSTox Substance ID: DTXSID50859363
• ChEMBL ID: CHEMBL1445833
• Mol file: 434-03-7.mol

Synonyms:17 alpha Ethynyltestosterone;17 alpha-Ethynyltestosterone;Anhydrohydroxyprogesterone;Ethisterone;Pregneninolone

Chemical Property of Progestoral

Chemical Property:

• Appearance/Colour: Off-white powder
• Vapor Pressure: 7.59E-10mmHg at 25°C
• Melting Point: 263-269 °C(lit.)
• Refractive Index: 33 ° (C=1, Pyridine)
• Boiling Point: 446.4 °C at 760mmHg
• PKA: 13.10±0.60(Predicted)
• Flash Point: 190.2 °C
• PSA: 37.30000
• Density: 1.13 g/cm³
• LogP: 3.88260
• Storage Temp.: -20°C Freezer
• Water Solubility.: soluble in chloroform, DMSO (0.05 mg/ml), acetone (slightly ), ethanol (<1 mg/ml at 25°C), and water (<1 mg/ml at 25°C).
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 312.208930132
• Heavy Atom Count: 23
• Complexity: 638

Purity/Quality:

99% ^*data from raw suppliers

Ethisterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T
• Statements: 40-48-61
• Safety Statements: 22-24/25-45-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4(C#C)O)C
• Description: Ethisterone is an orally bioavailable synthetic progestin and a derivative of testosterone (Item Nos. ISO60154 | 15645) that binds to progesterone and androgen receptors (EC50s = 23 and 23.1 nM, respectively, in yeast). Ethisterone (1 μM) downregulates progesterone receptors in MCF-7 cells.
• Uses: Synthetic progestogen; metabolite of Danazol; intermediate in the synthesis of Spironolactone Ethisterone has been used as a component in Dulbecco′s modified eagle medium (DMEM) to culture the transfected COS-7 cell for transient transfection assay and?gene transfection assay.
• Therapeutic Function: Progestin

Technology Process of Progestoral

There total 16 articles about Progestoral which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

Androstenedione (63-05-8) + acetylene (74-86-2,25067-58-7) → levonorgestrel (434-03-7)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; ethanol;

DOI:10.1246/cl.1990.1705

Reference yield: 90.0%

3-ethoxyandrosta-3,5-dien-17-one (972-46-3) + acetylene (74-86-2,25067-58-7) → levonorgestrel (434-03-7)

Guidance literature:

3-ethoxyandrosta-3,5-dien-17-one; With potassium hydroxide; In 2-methyl-propan-1-ol; toluene; for 6h; Reflux;

acetylene; With hydrogenchloride; In tetrahydrofuran; water; at -15 - 20 ℃; for 10h; pH=7.5; Solvent; Temperature;

Reference yield: 86.5%

3-ethoxy-17α-ethynylandrosta-3,5-dien-17β-ol-3-one (24594-68-1) → levonorgestrel (434-03-7)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; for 6h; pH=2 - 3;

upstream raw materials:

3-ethoxy-17α-ethynylandrosta-3,5-dien-17β-ol-3-one

17alpha-ethynyl-3beta,17beta-dihydroxy-androst-5-ene

Androstenedione

acetylene

Downstream raw materials:

17α-Ethinyl-17β-(4-nitrobenzoyloxy)-4-androsten-3-on

3-oxopregn-4-ene-21,17α-carbolactone

canrenone

SPIRONOLACTONE

Refernces

• 1、 Riegel,Liu. "". . p. 1610. Retrieved 1951.
• 2、 -. "A method for synthesis of alkyne progesterone". Paragraph 0025; 0037-0040; 0043-0046. . Retrieved 2017/12/28.