564-37-4

Basic information

• Product Name: (8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione
• Synonyms: (8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione;Ergocorninine;(8α)-12'-Hydroxy-2',5'α-bis(1-methylethyl)ergotaman-3',6',18-trione;Einecs 209-273-2;Ergotaman-3',6',18-trione, 12'-hydroxy-2',5'-bis(1-methylethyl)-, (5'alpha,8alpha)-;Isoergocornine;8-Isoergocornine;8a-Epimer
• CAS NO: 564-37-4
• Molecular Formula: C₃₁H₃₉N₅O₅
• Molecular Weight: 561.67186
• EINECS: 209-273-2
• Mol File: 564-37-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 228℃ (decomposition) (ethanol )
• Boiling Point: 628.48°C (rough estimate)
• Appearance: /
• Density: 1.1897 (rough estimate)
• Refractive Index: 1.7500 (estimate)
• PKA: 9.58±0.60(Predicted)
• CAS DataBase Reference: (8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione(CAS DataBase Reference)
• NIST Chemistry Reference: (8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione(564-37-4)
• EPA Substance Registry System: (8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione(564-37-4)

Safety Data

• RIDADR: 1544
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 564-37-4(Hazardous Substances Data)

Usage

Description

(8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione, also known as 8-Isoergocornine, is an ergot fungus alkaloid derived from the Ergot fungus (Claviceps purpurea). It is a mycotoxin that can be found in moldy food products, particularly in grains. (8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione has a complex chemical structure with multiple functional groups, which contribute to its biological activities.

Uses

Used in Pharmaceutical Industry:
(8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione is used as a pharmaceutical compound for its various biological activities. As an ergot alkaloid, it has been studied for its potential applications in the treatment of certain medical conditions, such as migraines and Parkinson's disease, due to its ability to interact with specific receptors in the body.
Used in Research and Development:
In the field of research and development, (8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione serves as an important compound for studying the structure-activity relationships of ergot alkaloids. This knowledge can be applied to the design and synthesis of new drugs with improved pharmacological properties and reduced side effects.
Used in Food Safety and Quality Control:
(8alpha)-12'-hydroxy-2',5'alpha-diisopropylergotaman-3',6',18-trione is also used in the food industry for safety and quality control purposes. Its presence in moldy food products can be detected and monitored to ensure the safety and quality of the food supply, as ingestion of high levels of this mycotoxin can lead to ergotism, a condition with severe health consequences.

Upstream product

• 564-36-3 ergocornine 

Relevant articles and documents

CONTRIBUTIONS TO THE STUDY OF EPIMERIZATION OF POLYPEPTIDIC ERGOT ALKALOIDS AT C-8

The influence of pH and nature of the solvent upon the epimerization rate of polypeptidic ergot alkaloids (ergotamine, ergocristine, ergocryptine and ergocornine) at C-8 was studied.It was established that, in aqueous solutions, epimerization is minimum within 2.5-4.0 pH range.The first-order rate constants of epimerization in various organic solvents of the alkaloids in question were evaluated; they have shown that the epimerization rate is maximum in methanol, which is the most polar of the solvents tested.Epimerization at C-8 of ergotamine is a first-order reaction over a time interval much shorter than in epimerization of alkaloids from ergotoxine group, more so with methanol as solvent.Ether, chloroform and benzene have ensured an adequate stability.