Mespirenone

Base Information

• Chemical Name: Mespirenone
• CAS No.: 87952-98-5
• Molecular Formula: C₂₅H₃₀O₄S
• Molecular Weight: 426.577
• Mol file: 87952-98-5.mol

Synonyms:Mespirenone;ZK 94679

Chemical Property of Mespirenone

Chemical Property:

• Vapor Pressure: 5.05E-15mmHg at 25°C
• Boiling Point: 614.3°C at 760 mmHg
• Flash Point: 314.2°C
• PSA: 85.74000
• Density: 1.3g/cm³
• LogP: 4.48420

Purity/Quality:

95-99% ^*data from raw suppliers

Mespirenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A new mineralocorticoid antagonist; has an inhibition effect on aldosterone-induced hypertension.

Technology Process of Mespirenone

There total 5 articles about Mespirenone 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: 44.0%

7α-(acetylthio)-15β,16β-methylene-3-oxo-17α-pregn-4-ene-21,17-carbolactone (67372-76-3) → Mespirenone (89948-36-7,87952-98-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 24h; Heating;

DOI:10.1021/jm00391a023

Reference yield:

3β,5-dihydroxy-15β,16β-methylene-5β-androst-6-en-17-one (82543-15-5) → Mespirenone (89948-36-7,87952-98-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 82.5 percent / KOEt / tetrahydrofuran / 2 h / Ambient temperature

2: H₂ / Raney nickel / tetrahydrofuran; methanol / 760 Torr

3: CrO₃, pyridine, H₂O / 18 h / 70 °C

4: 70 percent / methanol; H₂O / 18 h / 50 °C

5: 44 percent / DDQ / benzene / 24 h / Heating

With pyridine; chromium(VI) oxide; potassium ethoxide; water; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel; In tetrahydrofuran; methanol; water; benzene;

DOI:10.1021/jm00391a023

Reference yield:

17α-(3-hydroxypropynyl)-15β,16β-methylene-5β-androst-6-ene-3β,5,17β-triol (108674-97-1) → Mespirenone (89948-36-7,87952-98-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Raney nickel / tetrahydrofuran; methanol / 760 Torr

2: CrO₃, pyridine, H₂O / 18 h / 70 °C

3: 70 percent / methanol; H₂O / 18 h / 50 °C

4: 44 percent / DDQ / benzene / 24 h / Heating

With pyridine; chromium(VI) oxide; water; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel; In tetrahydrofuran; methanol; water; benzene;

DOI:10.1021/jm00391a023

upstream raw materials:

7α-(acetylthio)-15β,16β-methylene-3-oxo-17α-pregn-4-ene-21,17-carbolactone

15β,16β-methylene-3-oxo-17α-pregna-4,6-diene-21,17-carbolactone

3β,5-dihydroxy-15β,16β-methylene-5β-androst-6-en-17-one

(3S,5R,8R,9S,10R,13S,14S,15S,16S,17S)-17-(3-Hydroxy-propyl)-10,13-dimethyl-1,3,4,8,9,10,11,12,13,14,15,16,17,20-tetradecahydro-2H-cyclopropa[15,16]cyclopenta[a]phenanthrene-3,5,17-triol

Refernces