159001-35-1

Basic information

• Product Name: 16alpha,17alpha-[(R)-Butylidenedioxy]-6alpha,9alpha-difluoro-11beta-hydroxy-17beta-(methylsulfanyl)androst-4-en-3-one
• Synonyms: RPR-106541
• CAS NO: 159001-35-1
• Molecular Formula: C₂₄H₃₄F₂O₄S
• Molecular Weight: 456.59698
• Mol File: 159001-35-1.mol

Chemical Properties

• CAS DataBase Reference: 16alpha,17alpha-[(R)-Butylidenedioxy]-6alpha,9alpha-difluoro-11beta-hydroxy-17beta-(methylsulfanyl)androst-4-en-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 16alpha,17alpha-[(R)-Butylidenedioxy]-6alpha,9alpha-difluoro-11beta-hydroxy-17beta-(methylsulfanyl)androst-4-en-3-one(159001-35-1)
• EPA Substance Registry System: 16alpha,17alpha-[(R)-Butylidenedioxy]-6alpha,9alpha-difluoro-11beta-hydroxy-17beta-(methylsulfanyl)androst-4-en-3-one(159001-35-1)

Safety Data

• Hazardous Substances Data: 159001-35-1(Hazardous Substances Data)

Upstream product

• 624-92-0 Dimethyldisulphide 

Relevant articles and documents

Anti-inflammatory 17beta-thioalkyl-16alpha,17alpha-ketal and -acetal androstanes: a new class of airway selective steroids for the treatment of asthma.

The synthesis and anti-inflammatory potencies of a new class of 17beta-thioalkyl-16alpha,17alpha-ketal and -acetal androstanes are described. This new class of steroids was made by fragmentation of 2-thioxo-1,2-dihydropyrid-1-yl esters of the corresponding 17-acids to the 17-radical. The radical generated was trapped using a variety of radicophilic disulfides, giving a steroidal D-ring having acetal or ketal functionality at C-16 and C-17, together with a sulfide link at C-17. Compounds from this series bind to the glucocorticoid receptor with high potency and are functional agonists as measured by their ability to induce tyrosine aminotransferase activity in a rat hepatic cell line in vitro. These 17beta-thioalkyl androstanes potently inhibit Sephadex-induced rat lung inflammation when administered directly into the airways. The high topical potency, together with a low propensity to induce systemic glucocorticoid-like side effects (rat thymus involution), provides the present compounds with a high degree of airway selectivity compared with currently available inhaled glucocorticoids. The presently described 17beta-thioalkyl-16alpha,17alpha-ketal androstanes may be useful for therapies for inflammatory diseases such as asthma.

TERTIARY AMINES, MEDICAMENTS CONTAINING SAID AMINES, USE THEREOF AND PROCESSES FOR THE PREPARATION THEREOF

The present invention relates to compounds of general formula (I) and the tautomers and the salts thereof, particularly the pharmaceutically acceptable salts thereof with inorganic or organic acids and bases, which have valuable pharmacological properties, particularly an inhibitory effect on epithelial sodium channels, the use thereof for the treatment of diseases, particularly diseases of the lungs and airways.