6-Methylene Progesterone Acetate (CAS 32634-95-0 )
6-Methylene Progesterone Acetate
17-hydroxy-6-methylenepregn-4-ene-3,20-dione 17-acetate Comprehensive Information Table
| Category | Details |
|---|---|
| Chemical Name | 17-hydroxy-6-methylenepregn-4-ene-3,20-dione 17-acetate |
| CAS Number | 32634-95-0 |
| Synonyms | Medroxyprogesterone EP Impurity E, Megestrol acetate EP Impurity D, 6-Methylene-17α-acetoxyprogesterone |
| Chemical Formula | C₂₄H₃₂O₄ |
| Molecular Weight | 384.51 |
| EINECS Number | 251-133-8 |
| Melting Point | 248–251°C (methanol) |
| Boiling Point | 507.6 ± 50.0°C (predicted) |
| Density | 1.14 ± 0.1 g/cm³ (predicted) |
| Solubility | Slightly soluble in chloroform and methanol (heated); practically insoluble in water (300 µg/L at 20°C) |
| Appearance | White to off-white solid |
| Optical Activity | [α]²⁵/D +17° to +24° (c = 1 in chloroform-d) |
| Storage Conditions | Refrigerator (4°C) |
| Key Raw Materials | 3,17-Dihydroxypregn-4-ene-20-one diacetate, formaldehyde diisopropyl acetal, ethyl dichlorophosphate |
| Synthesis Steps | 1. Epoxidation → 2. Hydrogenation → 3. 17α-Acetylation and 6-methylation → 4. Purification |
| Applications | Pharmaceutical Use: Critical intermediate for synthesizing medroxyprogesterone acetate (MPA) and megestrol acetate (MA). Research Use: Progesterone metabolism studies and anti-tumor investigations. |
| Quality Control | – HPLC: C18 column, methanol-water (60:40) mobile phase, UV detection at 240 nm. – Impurity Limits: Total impurities ≤0.5%. |
| Stability | 24 months (protected from light and moisture) |
| Major Suppliers | Hebei Hongtan Biotechnology, Wuhan Dongkangyuan Biotech, HuBei ShengBaoLai |
| Price (Research Grade) | 50–100/gram |
| Regulatory Status | Compliant with EP and USP standards; prescription use in some countries. |
Notes
- Structural Features: Contains a 6-methylene group and a 17α-acetate substituent, enhancing metabolic stability and receptor-binding affinity.
- Safety: Monitor hyperkalemia risk (similar to aldosterone antagonists).
- Patents: Not explicitly mentioned in search results; consult specialized databases for details.
For detailed toxicological data or formulation protocols, refer to specialized pharmacological references.
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