3684-84-2

Usage

Class

Pregnanes

Type

Synthetic derivative of pregnenolone

Function

Potent inhibitor of the enzyme 3-beta-hydroxysteroid dehydrogenase

Role in biosynthesis

Involved in the biosynthesis of steroid hormones

Potential therapeutic applications

Treatment of hormone-related conditions

Specific conditions studied

Hormonal cancers and disorders of the adrenal gland

Additional investigation

Effects on cognitive function

Cognitive function findings

Enhances memory and learning in animal studies

Field of study

Endocrinology and neuroscience
This list provides a concise overview of the main properties and specific content of 16,17-Epoxypregn-4-ene-3,11,20-trione, based on the material provided.

Upstream product

• 3684-83-1 11α-hydroxy-16α,17α-epoxyprogesterone 
• 1097-51-4 16α,17α-epoxyprogesterone 
• 38521-84-5 3-acetyloxypregna-5,16-diene-20-one 

Downstream Products

• 2484-48-2 17-hydroxy-pregn-4-ene-3,12,20-trione 

Relevant academic research and scientific papers

Structure, thermal and spectral study of 16α,17-epoxypregn-4-ene-3, 11,20-trione monohydate

16α,17-epoxypregn-4-ene-3,11,20-trione is an important steroid intermediate in synthesis of many hormone pharmaceuticals, such as cortisone acetate and betamethason. It does not dissolve in water, but the single crystals grown from acetone with some water shows evident hydration behavior. The thermal analyses by DSC and TG-DTA and the IR spectra characterization of the anhydrous and hydrous crystals were performed and compared. The hydrate was also proved by IR spectral and thermal analyses. Single crystal structure of the hydrate indicates one water molecule per host molecule is included into the host lattice. The incorporation of water molecules does not change the crystal cell dimensions significantly, except for some increment of the cell along the axis b. In the crystal cell, two steroid molecules are linked through the water molecules as a bridge by forming two different hydrogen bonds. The incorporation of one water molecule makes some conformation changes of the molecules in the crystal unit cell.

Preparation method of betamethasone intermediate

The invention relates to a preparation method of a steroid drug intermediate, and concretely relates to a preparation method of a betamethasone intermediate which is 16beta-methyl-17alpha-hydroxypregna-4,9-diene-3,20-dione. The method comprises the following steps: carrying out a cyanidation reaction on 9alpha-hydroxy-4-ene-pregna-3,17-dione, carrying out a ketal protection reaction, carrying out a double elimination reaction, carrying out an epoxy reaction, and carrying out a Grignard addition hydrolysis reaction to prepare the target product. The method is a brand preparation technology for producing the betamethasone intermediate, and has the characteristics of cheap and easily available initial raw material, simple operations of all above reactions, high yield, suitableness for industrial massive production, and realization of the yield and the quality reaching satisfactory levels.