Misoprostol (Methyl Ester) is a synthetic prostaglandin E1 (PGE1) analogue and is the methyl ester form of misoprostol. It belongs to the prostaglandin-class compounds and is used primarily as a pharmacological research compound and reference material.
The compound is associated with prostaglandin receptor pharmacology and has been studied for its activity at EP prostanoid receptors. The methyl ester structure gives the molecule a molecular formula of C22H38O5 and a molecular weight of approximately 382.5 g/mol.
Misoprostol (Methyl Ester) is a specialized prostaglandin pharmaceutical compound requiring stringent control of chemical identity, stereochemical composition, purity and related substances.
Because misoprostol contains multiple stereocenters and exists as stereoisomeric components, stereochemical purity and isomeric composition are important quality attributes.
| Parameter | Value |
|---|---|
| Product Name | Misoprostol (Methyl Ester) |
| CAS Number | 59122-46-2 |
| Molecular Formula | C22H38O5 |
| Molecular Weight | 382.5 g/mol |
| IUPAC Name | Methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(S,E)-4-hydroxy-4-methyloct-1-enyl]-5-oxocyclopentyl]heptanoate |
| Compound Class | Prostaglandin E1 Analogue |
| Therapeutic Area | Gastroenterology / Reproductive Pharmacology |
| Molecule Type | Synthetic Small Molecule |
PubChem identifies 59122-46-2 as the CAS number for the principal misoprostol structure and reports the molecular formula as C22H38O5.
Misoprostol is a prostaglandin E1 analogue that interacts with prostanoid receptors. Its pharmacological effects are associated with modulation of prostaglandin receptor signaling.
Misoprostol-related pharmacology includes:
The methyl ester compound itself should be distinguished from the pharmacologically active misoprostol preparation and from individual stereoisomers when describing regulatory or clinical applications.
Misoprostol-related compounds are associated with:
Misoprostol (Methyl Ester) is a lipophilic prostaglandin derivative. IUPHAR/BPS reports a molecular weight of 382.27 g/mol, XlogP of 3.57, topological polar surface area of 83.83 Ų, five hydrogen-bond acceptors and two hydrogen-bond donors.
A controlled manufacturing process may involve:
Important analytical parameters include:
Store in a tightly closed container under controlled conditions, protected from moisture, excessive heat and direct light. Exact temperature requirements should follow the validated stability data for the material.
Misoprostol (Methyl Ester) is relevant to research involving:
| Parameter | Specification |
|---|---|
| Appearance | White crystalline powder or crystals |
| Identification | IR & HPLC compliant |
| Assay (HPLC) | 98.0% – 102.0% |
| Loss on Drying | NMT 1.0% |
| Residue on Ignition | NMT 0.5% |
| Individual Impurity | NMT 0.5% |
| Total Impurities | NMT 1.0% |
| Water Content | NMT 1.0% |