Flurogestone acetate

Base Information

• Chemical Name: Flurogestone acetate
• CAS No.: 2529-45-5
• Molecular Formula: C23H31FO5
• Molecular Weight: 406.495
• Hs Code.: 29147000
• European Community (EC) Number: 219-776-9
• UNII: X60881643X
• DSSTox Substance ID: DTXSID6046210
• Nikkaji Number: J7.601E
• Wikipedia: Flugestone_acetate
• Wikidata: Q5462900
• NCI Thesaurus Code: C77013
• ChEMBL ID: CHEMBL2106773
• Mol file: 2529-45-5.mol

Synonyms:17 beta Acetoxy 9 fluoro 11 beta hydroxyprogesterone;17 beta-Acetoxy-9-fluoro-11 beta-hydroxyprogesterone;Acetate, Flugestone;Acetate, Fluorogestone;Acetate, Flurogestone;beta-Acetoxy-9-fluoro-11 beta-hydroxyprogesterone, 17;beta-hydroxyprogesterone, 17 beta-Acetoxy-9-fluoro-11;Cronolone;Flugestone;Flugestone Acetate;Fluorogestone Acetate;Flurogestone;Flurogestone Acetate

Chemical Property of Flurogestone acetate

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 267.5ºC
• Refractive Index: 1.548
• Boiling Point: 526.653 °C at 760 mmHg
• PKA: 13.09±0.70(Predicted)
• Flash Point: 272.31 °C
• PSA: 80.67000
• Density: 1.244 g/cm³
• LogP: 3.47210
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Sparingly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 406.21555225
• Heavy Atom Count: 29
• Complexity: 820

Purity/Quality:

97%-103% ^*data from raw suppliers

Progesterone acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CC(C3(C2CCC4=CC(=O)CCC43C)F)O)C)OC(=O)C
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)CC[C@@]43C)F)O)C)OC(=O)C
• Uses: Flugestone 17-acetate is a synthetic progesterone, used to induce oestrus synchronisation in goats and sheep.

Technology Process of Flurogestone acetate

There total 8 articles about Flurogestone acetate 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: 97.6%

9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione (337-03-1) + acetyl chloride (75-36-5) → fluorogestone acetate (2529-45-5)

Guidance literature:

With triethylamine; In chloroform; at 10 - 65 ℃; Temperature;

Reference yield: 90.0%

C23H30O5 → fluorogestone acetate (2529-45-5)

Guidance literature:

With hydrogen fluoride; In N,N-dimethyl-formamide; at -7 - -5 ℃; for 1h; Temperature;

Reference yield:

17-acetoxy-9,11β-epoxy-9β-pregn-4-ene-3,20-dione (24320-12-5,94425-51-1) → fluorogestone acetate (2529-45-5)

Guidance literature:

With hydrogen fluoride;

DOI:10.1021/ja01525a082

upstream raw materials:

17-acetoxy-9,11β-epoxy-9β-pregn-4-ene-3,20-dione

17-acetoxy-9-bromo-11β-hydroxy-pregn-4-ene-3,20-dione

pregna-4,9⁽¹¹⁾-diene-3,20-dione-17-hydroxy-21-methyl

17-acetoxy-pregna-4,9⁽¹¹⁾-diene-3,20-dione

Downstream raw materials:

17-acetoxy-9-fluoro-pregn-4-ene-3,11,20-trione

Refernces

• 1、 -. "Preparation method of flurogestone acetate". . . Retrieved 2017/12/13.