Megestrol

Base Information

• Chemical Name: Megestrol
• CAS No.: 3562-63-8
• Molecular Formula: C22H30O3
• Molecular Weight: 342.478
• European Community (EC) Number: 222-628-6
• UNII: EA6LD1M70M
• DSSTox Substance ID: DTXSID001009330
• Nikkaji Number: J14.548C
• Wikipedia: Megestrol
• Wikidata: Q410513
• NCI Thesaurus Code: C630
• RXCUI: 6703
• Metabolomics Workbench ID: 71522
• ChEMBL ID: CHEMBL4071215
• Mol file: 3562-63-8.mol

Synonyms:17-Hydroxy-6-methylpregna-3,6-diene-3,20-dione;Megestrol;Pregna-4,6-diene-3,20-dione, 17-hydroxy-6-methyl-

Chemical Property of Megestrol

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 2.1E-10mmHg at 25°C
• Melting Point: 207-208 °C(Solv: ethyl ether (60-29-7); acetone (67-64-1))
• Refractive Index: 1.551
• Boiling Point: 500.4 °C at 760 mmHg
• PKA: 13.00±0.70(Predicted)
• Flash Point: 270.5 °C
• PSA: 54.37000
• Density: 1.15 g/cm³
• LogP: 4.00450
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 342.21949481
• Heavy Atom Count: 25
• Complexity: 717

Purity/Quality:

99.5% ^*data from raw suppliers

Megestrol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2C(CCC3(C2CCC3(C(=O)C)O)C)C4(C1=CC(=O)CC4)C
• Isomeric SMILES: CC1=C[C@@H]2[C@H](CC[C@]3([C@H]2CC[C@@]3(C(=O)C)O)C)[C@@]4(C1=CC(=O)CC4)C
• Recent ClinicalTrials: Comparison Between Mirtazapine and Megestrol for the Control of Anorexia-cachexia in Cancer Patients in Palliative Care.
• Recent EU Clinical Trials: PROSPECTIVE, PHASE II STUDY TO EVALUATE THE EFFICACY OF ADDITION OF PROGESTERONE TO STANDARD CHEMOTHERAPY ACCORDING TO EDP SCHEME PLUS MITOTANE IN PATIENTS WITH ADVANCED ADRENALCORTICAL (PESETA TRIAL)
• Uses: Megestrol is an orally active progestogen. Megestrol is used in combinations as oral contraceptive and as antineoplastic agent.
• Indications: As a representitive of the compounds of the class of progestins, this drug is used for various forms of cancer, in particular cancer of the breast, kidneys, and others.

Technology Process of Megestrol

There total 6 articles about Megestrol 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: 94.0%

Megestrol acetate (595-33-5) → megestrol (3562-63-8)

Guidance literature:

With potassium hydroxide; In methanol; water; for 1.5h; Heating;

DOI:10.1007/BF00765383

Reference yield:

Medroxyprogesterone (520-85-4) → megestrol (3562-63-8)

Guidance literature:

With chloranil;

Reference yield:

Medroxyprogesterone acetate (71-58-9) → megestrol (3562-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrachloro-<1,4>benzoquinone

2: methanol. sodium methylate

With sodium methylate; chloranil;

upstream raw materials:

Megestrol acetate

Medroxyprogesterone

Medroxyprogesterone acetate

Downstream raw materials:

6-Methylpregna-4,6-diene-3β,17α-diol-20-one 17-caproate

Refernces

• 1、 Grinenko, G. S.,Kadatskii, G. M.,Korkhov, V. V.,Boikova, V. V.. "PREPARATION OF 6-METHYLPREGNA-4,6-DIENE-3&β,17&α-DIOL-20-ONE 17-CAPROATE AND ITS INFLUENCE ON THE REPRODUCTIVE FUNCTION IN RATS". . p. 718 - 720. Retrieved 2007/10/02.