4368-11-0

Basic information

• Product Name: Pregna-1,4-diene-3,11,20-trione
• Synonyms: Pregna-1,4-diene-3,11,20-trione
• CAS NO: 4368-11-0
• Molecular Formula: C21H26O3
• Molecular Weight: 326.4293
• Mol File: 4368-11-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 491.9°Cat760mmHg
• Flash Point: 211.6°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 8.05E-10mmHg at 25°C
• Refractive Index: 1.565
• CAS DataBase Reference: Pregna-1,4-diene-3,11,20-trione(CAS DataBase Reference)
• NIST Chemistry Reference: Pregna-1,4-diene-3,11,20-trione(4368-11-0)
• EPA Substance Registry System: Pregna-1,4-diene-3,11,20-trione(4368-11-0)

Safety Data

• Hazardous Substances Data: 4368-11-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H26O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h8-10,15-17,19H,4-7,11H2,1-3H3/t15-,16+,17-,19+,20-,21+/m0/s1

Upstream product

• 507-09-5 tiolacetic acid 
• 2417-44-9 11α-hydroxypregna-1,4-diene-3,20-dione 
• 80-75-1 11-alpha-hydroxyprogesterone 
• 67067-81-6 21-hydroxy-1,4-pregnadiene-3,11,20-trione 
• 15173-31-6 3α-hydroxy-11-oxo-cholanic acid 
• 101926-18-5 2-(3α-hydroxy-11-oxo-24-norcholan-23-yl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 129786-21-6 21-Methoxypregna-1,4-diene-3,11,20-trione 
• 516-15-4 11-Ketoprogesterone 

Relevant articles and documents

HYDROXYSTEROID COMPOUNDS, THEIR INTERMEDIATES, PROCESS OF PREPARATION, COMPOSITION AND USES THEREOF

The present invention relates to novel steroidal compounds of formula (I), process for preparation of the same and composition comprising these compounds.

Efficient C-21 Deoxygenation of 21-Alkoxy-20-keto Corticoid Steroids with Trimethylsilyl Iodide in the Presence of Methanol

Reaction of 21-alkyl ethers 1, 4-6, 8, and 9 with a large excess of trimethylsilyl iodide (TMSI) produced the deoxygenated products 3 and 11 in low to moderate yields along with a small amount of 21-alcohols 2 and 10.The deoxygenation reaction in the presence of 1.5 molar equiv of MeOH gave the products in much higher yields than those without MeOH, except the reaction of the ethyl and n-propyl ethers 4 and 5.Treatment of 1 and 8 with trimethylsilyl chloride/NaI in the presence of MeOH gave similar results to those with TMSI.Compound 3 was also produced in high yields by reaction of 1 and 4 with HI under mild conditions.On the other hand, treatment of 17α-ketol 7 with TMSI in the presence of MeOH yielded 17aβ-methyl D-homo steroid 15.The results along with deuterium-labeling experiments with MeOD and IR and 1H NMR spectral analysis during the reaction with TMSI suggest that dealkylation of the 21-alkyl ethers precedes the deoxygenation, in which HI produced in situ by reaction of MeOH with TMSI would be involved.

Steroids esterified in position 17 and thioesterified in position 21, a process for preparing them and their use as medicaments

Compounds of formula: STR1 wherein A and B each represent, independently of each other, a straight-chained or branched alkyl group having from 1 to 6 carbon atoms or a phenyl group optionally mono- or polysubstituted by alkyl radicals having from 1 to 6 carbon atoms, alkoxy groups having from 1 to 6 carbon atoms or halogen, T and U, independently of each other, represent hydrogen atoms or together form a double bond, V is a hydrogen atom or a methyl group at the α-position, W is a hydrogen atom or a halogen atom at the α-position, X is a hydroxy group at the β-position and Y is a hydrogen atom or X and Y may together represent an oxygen atom, and Z1 is a hydrogen atom, a methyl group at the α- or β-position, while Z2 is a hydrogen atom, or Z1 and Z2 together form a methylene group. These compounds have anti-inflammatory activity.