15(S)-15-Methyl prostaglandin
[CAS# 35700-21-1]

Identification

• Classification: API >> Hormone and endocrine-regulating drugs >> Prostaglandins
• Name: 15(S)-15-Methyl prostaglandin
• Synonyms: Methyl carboprost; Carboprost methyl ester; Methyl (E)-7-[(1S,3S,5R)-3,5-dihydroxy-2-[(Z,3S)-3-hydroxy-3-methyloct-1-enyl]cyclopentyl]hept-5-enoate
• Molecular Formula: C₂₂H₃₈O₅
• Molecular Weight: 382.53
• CAS Registry Number: 35700-21-1
• EC Number: 642-933-1
• SMILES: CCCCC[C@@](C)(/C=C/[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C\CCCC(=O)OC)O)O)O

Safety Data

• Hazard Symbols: GHS05;GHS06;GHS07;GHS08 Danger
• Hazard Statements: H301-H317-H318-H335-H360
• Precautionary Statements: P203-P261-P264-P264+P265-P270-P271-P272-P280-P301+P316-P302+P352-P304+P340-P305+P354+P338-P317-P318-P319-P321-P330-P333+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Reproductive toxicity	Repr.	1B	H360
Skin sensitization	Skin Sens.	1	H317
Acute toxicity	Acute Tox.	3	H301
Serious eye damage	Eye Dam.	1	H318
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

15(S)-15-Methyl prostaglandin is a synthetic analogue of prostaglandins, which are bioactive lipids that play crucial roles in various physiological processes. This specific compound, a derivative of prostaglandin E2, was developed to enhance the therapeutic potential of prostaglandin analogues in medical applications, particularly in the fields of obstetrics and gynecology.

The discovery of 15(S)-15-Methyl prostaglandin can be traced back to research focused on modifying natural prostaglandins to improve their stability and potency. Prostaglandins are typically short-lived due to rapid metabolism and degradation; therefore, chemists aimed to create analogues that could resist enzymatic breakdown while retaining the ability to activate prostaglandin receptors effectively. The introduction of a methyl group at the 15 position of the prostaglandin structure resulted in increased stability and bioavailability, making 15(S)-15-Methyl prostaglandin a candidate for further study in therapeutic applications.

One of the most significant applications of 15(S)-15-Methyl prostaglandin is its use in reproductive health, specifically for inducing labor and managing postpartum hemorrhage. The compound acts on the uterine muscles to promote contractions, making it valuable for medical professionals in controlling labor processes. Moreover, it has been investigated for its potential in medical abortion, as its effects on uterine contractions facilitate the expulsion of contents from the uterus.

In addition to its role in obstetrics, 15(S)-15-Methyl prostaglandin has also shown promise in other areas of research, including its anti-inflammatory properties. Prostaglandin analogues are known to modulate inflammatory responses, and this compound is no exception. Studies suggest that it may possess analgesic and anti-inflammatory effects, which could be beneficial in treating various conditions associated with inflammation and pain.

Furthermore, the compound has applications in the pharmaceutical industry as a research tool to better understand prostaglandin signaling pathways and their implications in various biological systems. Its stability and receptor activity make it a useful analogue for studying prostaglandin-related processes, thereby contributing to the development of novel therapeutic agents.

Overall, 15(S)-15-Methyl prostaglandin represents an important advancement in the field of prostaglandin research and its therapeutic applications, particularly in obstetrics and reproductive health, while also providing insights into anti-inflammatory mechanisms.