Chlormadinol acetate

Base Information

• Chemical Name: Chlormadinol acetate
• CAS No.: 3114-44-1
• Molecular Formula: C23H31 Cl O4
• Molecular Weight: 406.94
• DSSTox Substance ID: DTXSID30953232
• Nikkaji Number: J385.110I
• Wikidata: Q82932017
• Mol file: 3114-44-1.mol

Synonyms:17-acetoxy-6-chloro-3-hydroxypregna-4,6-dien-20-one;chlormadinol acetate;chlormadinol acetate, (3alpha)-isomer;CMLA

Chemical Property of Chlormadinol acetate

Chemical Property:

• Vapor Pressure: 2.93E-13mmHg at 25°C
• Melting Point: 227-229 °C(Solv: acetone (67-64-1))
• Boiling Point: 525.9°Cat760mmHg
• PKA: 13.76±0.70(Predicted)
• Flash Point: 271.9°C
• PSA: 63.60000
• Density: 1.23g/cm³
• LogP: 4.54350
• Storage Temp.: Refrigerator
• Solubility.: Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 406.1910872
• Heavy Atom Count: 28
• Complexity: 786

Purity/Quality:

97% ^*data from raw suppliers

ChlormadinolAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(CCC34C)O)Cl)C)OC(=O)C
• Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=C[C@H](CC[C@]34C)O)Cl)C)OC(=O)C
• Uses: The active metabolite of Chlormadinone acetate (CMA) (C343500).

Technology Process of Chlormadinol acetate

There total 5 articles about Chlormadinol 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: 98.8%

chlormadinone acetate (302-22-7) → 6-chloropregna-4,6-diene-3β,17α-diol-20-one 17-acetate (3114-44-1)

Guidance literature:

chlormadinone acetate; With sodium tetrahydroborate; In methanol; acetone; at 0 - 5 ℃; for 1.91667h;

With water; In methanol; acetone;

Reference yield: 50.0%

chlormadinone acetate (302-22-7) → 6-chloropregna-4,6-diene-3β,17α-diol-20-one 17-acetate (3114-44-1) + 6-chloro-17-acetoxypregna-4,6-dien-3β-20-diol

Guidance literature:

With sodium tetrahydroborate; In methanol; water; at 0 - 20 ℃; for 0.5h;

DOI:10.1016/S0039-128X(02)00050-8

Reference yield:

→ 17-Acetoxy-6-chlor-3β-hydroxy-pregna-4,6-dien-20-on (3114-44-1,17184-15-5,22415-43-6)

Guidance literature:

6-Chlor-3β,17-diacetoxy-pregna-4,6-dien-20-on, KHCO3, THF, wss. Me., Δ;

DOI:10.1139/v65-267

upstream raw materials:

chlormadinone acetate

Downstream raw materials:

17α-Acetoxy-6-chlor-pregna-4,6-dien-20-on-3β-O-α-L-arabinofuranosid

3α-(4-nitrophenylcarboxy)chlormadinone acetate

Refernces

• 1、 Fiet, Jean,Giton, Frank,Auzerie, Jack,Galons, Herve. "Development of a new sensitive and specific time-resolved fluoroimmunoassay (TR-FIA) of chlormadinone acetate in the serum of treated menopausal women.". . p. 1045 - 1055. Retrieved 2007/10/03.