Medroxyprogesterone

Base Information

• Chemical Name: Medroxyprogesterone
• CAS No.: 520-85-4
• Molecular Formula: C22H32 O3
• Molecular Weight: 344.494
• Hs Code.: 29372390
• European Community (EC) Number: 208-298-6
• NSC Number: 27408
• UNII: HSU1C9YRES
• DSSTox Substance ID: DTXSID0036508
• Nikkaji Number: J6.606K
• Wikipedia: Medroxyprogesterone
• Wikidata: Q416667
• NCI Thesaurus Code: C629
• RXCUI: 6691
• Pharos Ligand ID: 21F47Y84ANK5
• Metabolomics Workbench ID: 35455
• ChEMBL ID: CHEMBL1390
• Mol file: 520-85-4.mol

Synonyms:(6 alpha)-17-Hydroxy-6-methylpregn-4-ene-3,20-dione;17 alpha Hydroxy 6 alpha Methylprogesterone;17 alpha-Hydroxy-6 alpha-Methylprogesterone;Adgyn Medro;Medroxyprogesterone;Methylhydroxyprogesterone;Pregn-4-ene-3,20-dione, 17-hydroxy-6-methyl-, (6alpha)-

Chemical Property of Medroxyprogesterone

Chemical Property:

• Vapor Pressure: 5.44E-10mmHg at 25°C
• Melting Point: 204-206°C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 488°Cat760mmHg
• PKA: 13.03±0.70(Predicted)
• Flash Point: 263°C
• PSA: 54.37000
• Density: 1.13g/cm³
• LogP: 4.08440
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 344.23514488
• Heavy Atom Count: 25
• Complexity: 664

Purity/Quality:

99.00% ^*data from raw suppliers

MedroxyProgesterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 48-63-68
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CC2C(CCC3(C2CCC3(C(=O)C)O)C)C4(C1=CC(=O)CC4)C
• Isomeric SMILES: C[C@H]1C[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: Observation vs Progesterone Treatment for Management of Uterine Arteriovenous Malformation
• Recent EU Clinical Trials: Protocol with progestin-primed ovarian stimulation (PPOS) starting on day 5 versus protocol with progestin-primed ovarian stimulation (PPOS) in a conventional regimen from the start of the ovarian stimulation in oocyte donors.
• Uses: An orally active progestogen used in hormone replacement therepy (HRT), in the past has been used as a component of oral contraceptives.SMedroxyprogesterone Acetate USP Related Compound B. MEDROXYPROGESTERONE is an orally active progestogen used in hormone replacement therepy (HRT), in the past has been used as a component of oral contraceptives.
• Therapeutic Function: Progestin

Technology Process of Medroxyprogesterone

There total 21 articles about Medroxyprogesterone 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:

Medroxyprogesterone acetate (71-58-9) → Medroxyprogesterone (520-85-4)

Guidance literature:

With potassium hydroxide;

Reference yield:

5,17-dihydroxy-6β-methyl-5α-pregnane-3,20-dione (23706-51-6) → Medroxyprogesterone (520-85-4)

Guidance literature:

With hydrogenchloride; chloroform;

DOI:10.1021/ja01544a079

Reference yield:

3β,5,17-trihydroxy-6β-methyl-5α-pregnan-20-one (113665-92-2) → Medroxyprogesterone (520-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃; pyridine

2: aqueous HCl

With pyridine; chromium(VI) oxide; hydrogenchloride;

DOI:10.1021/ja01530a048 DOI:10.1021/ja01523a055

upstream raw materials:

Medroxyprogesterone acetate

17-hydroxy-6β-methyl-pregn-4-ene-3,20-dione

5,17-dihydroxy-6β-methyl-5α-pregnane-3,20-dione

16β-bromo-17-hydroxy-6α-methyl-pregn-4-ene-3,20-dione

Downstream raw materials:

megestrol

21-acetoxy-17-hydroxy-6α-methyl-pregn-4-ene-3,20-dione

6α-methyl-17-propionyloxy-pregn-4-ene-3,20-dione

Megestrol acetate

Refernces

• 1、 -. "NOVEL ESTERS OF MEDROXYPROGESTERONE". Paragraph 00055. . Retrieved 2020/12/30.
• 2、 -. "Novel 17-esters of 17α-hydroxy gestogens, compositions containing such compounds, processes for their preparation and methods of treatment therewith". . . Retrieved 2008/06/13.