9,10-dihydroergic acid(6-methylergoline-8beta-carboxylic Acid) is a colorless crystalline solid with the molecular formula C16H18N2O2. The phase is almost insoluble in water, but can be dissolved in organic solvents such as ethanol, chloroform, and benzene. It has multiple uses and can be widely used in fields such as medicine, agriculture, and materials science. It can also be used as intermediates, alkaloids, and hormone drugs in laboratory research and chemical production.
9,10-dihydroergic Acid Structure
9,10-dihydroergic acid is a nitrogen-containing terpenoid compound with the molecular formula C11H13NO2. Its structure contains multiple functional groups, such as amide, cyclopentene, carboxylic acid, etc.
1. Structural characteristics
The structure of 9,10-dihydroergic acid contains a carboxylic acid group and an amide group. The amide group and carboxylic acid group together form the cyclopentene part of the compound, which has a certain stability and plays an important role in some organic reactions.
In addition, the structure of 9,10-dihydroergic acid also contains a substituted benzene ring and an oxygen-containing heterocycle. The methyl group on the benzene ring forms a spatial isomer with the amide group, which has two configurations: R and S; The oxygen-containing heterocyclic ring is formed by connecting the double bond on cyclopentene with the hydroxyl group through oxygen atoms, and its structure also endows 9,10-dihydroergic acid with some unique characteristics.
2. Molecular conformation
In addition to the main structural characteristics mentioned above, 9,10-dihydroergic acid also has various molecular conformations. The most stable conformation among them is a cyclic structure formed by hydrogen bonding between amide and carboxyl groups, which is called a lactam ring. In addition, there is a butterfly like conformation of 9,10-dihydroergic acid, which occurs when the cyclopentene moiety rotates. These different conformations have a certain impact on the chemical properties, pharmacological effects, and other aspects of 9,10-dihydroergic acid.
3. Related derivatives
9,10-dihydroergic acid is widely present in nature, and its derivatives in plants are also very abundant. This includes derivatives such as 7-hydroxy-9,10-dihydroergic acid, 6-methyl-9,10-dihydroergic acid, 7-methyl-9,10-dihydroergic acid, etc. These derivatives not only have structural differences, but also have different effects on the pharmacological effects of 9,10-dihydroergic acid.
9,10-dihydroergic acid Uses
9,10-dihydroergic acid is a compound with various biological activities and has wide applications in fields such as medicine, agriculture, and materials science.
1. Medical use:
9,10-dihydroergic acid is an effective ergot alkaloid analogue with pharmacological effects similar to natural ergot alkaloids, making it widely used in the pharmaceutical field. Its main uses include treating pain symptoms such as migraine, menstrual pain, and dysmenorrhea, as well as improving the symptoms of chronic inflammatory diseases, autoimmune diseases, and oxidative stress related diseases. In addition, 9,10-dihydroergic acid also has anti-tumor activity and can inhibit the growth and spread of tumor cells, which can be used for the treatment and prevention of cancer.
In terms of cardiovascular diseases, 9,10-dihydroergic acid can dilate blood vessels, lower blood pressure, improve heart function, and reduce the incidence of myocardial infarction. In addition, 9,10-dihydroergic acid can also promote nerve regeneration and has a certain therapeutic effect on treating neurological diseases such as cerebral infarction and Parkinson's disease.
2. Agricultural use:
9,10-dihydroergic acid is also widely used in agriculture. It is an effective plant growth regulator that can promote plant growth and development, improve crop yield and quality. Meanwhile, 9,10-dihydroergic acid can also serve as a herbicide, effectively inhibiting the growth of weeds and reducing its impact on crops.
In addition, 9,10-dihydroergic acid can also be used as an insecticide to effectively control various pests, such as borers and locusts. At the same time, 9,10-dihydroergic acid can also be used as a feed additive to promote animal growth and development, enhance animal disease resistance and immunity.
3. Materials Science Applications:
9,10-dihydroergic acid is also widely used in the field of materials science. It can be used as a liquid crystal material with good thermal stability, chemical stability, and optical properties, and can be applied in fields such as liquid crystal displays. In addition, 9,10-dihydroergic acid can also be used as an intermediate in the synthesis of polymer materials, for the preparation of high-performance polymer materials.
4. As an intermediate in laboratory research and chemical production, 9,10-dihydroergic acid is a common organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and chemical production processes. It is a very important chemical raw material that can be used to synthesize various compounds, such as drugs, pesticides, spices, etc.
5. As an alkaloid compound, 9,10-dihydroergic acid is an alkaloid compound with various biological activities. It can be used as an anti-tumor drug to inhibit the growth and spread of tumor cells. In addition, it can also be used as an anti-inflammatory and antioxidant, and can be used to treat various inflammatory diseases and oxidative stress related diseases.
6. As a hormone drug, 9,10-dihydroergic acid can also be used as a hormone drug. It can act on adrenergic receptors and can be used to treat various endocrine disorders, such as hypothyroidism and adrenal cortical dysfunction.