191868-54-9

Usage

Chemical compound

Benzenemethanesulfonamide, 4-cyano

Common uses

Intermediate in pharmaceutical and dye synthesis, production of organic compounds

Physical properties

White to off-white solid, sparingly soluble in water, more soluble in organic solvents like methanol and acetone
Reagent in organic reactions, particularly in the formation of amide and urea derivatives

Classification

Sulfonamide compound containing a sulfonyl group attached to an amine functional group

Upstream product

• 56105-99-8 (4-cyano-phenyl)-methanesulfonyl chloride 

Downstream Products

• 191868-55-0 1-[4-(aminomethyl)phenyl]methanesulfonamide 
• 4403-83-2 (4-carbamimidoyl-phenyl)-methanesulfonic acid amide 
• 919351-34-1 5-cyano-6-[4-({[(4-cyanobenzyl)sulfonyl]amino}carbonyl)piperidin-1-yl]-2-methylnicotinic acid ethyl ester 

Relevant academic research and scientific papers

Optimization of P2Y12 Antagonist Ethyl 6-(4-((Benzylsulfonyl)carbamoyl)piperidin-1-yl)-5-cyano-2-methylnicotinate (AZD1283) Led to the Discovery of an Oral Antiplatelet Agent with Improved Druglike Properties

P2Y12 antagonists are widely used as antiplatelet agents for the prevention and treatment of arterial thrombosis. Based on the scaffold of a known P2Y12 antagonist AZD1283, a series of novel bicyclic pyridine derivatives were designed and synthesized. The cyclization of the ester substituent on the pyridine ring to the ortho-methyl group led to lactone analogues of AZD1283 that showed significantly enhanced metabolic stability in subsequent structure-pharmacokinetic relationship studies. The metabolic stability was further enhanced by adding a 4-methyl substituent to the piperidinyl moiety. Compound 58l displayed potent inhibition of platelet aggregation in vitro as well as antithrombotic efficacy in a rat ferric chloride model. Moreover, 58l showed a safety profile that was superior to what was observed for clopidogrel in a rat tail-bleeding model. These results support the further evaluation of compound 58l as a promising drug candidate.

NEW PYRIDINE ANALOGUES

The present invention relates to certain new pyridin analogues of Formula (I) Chemical formula should be inserted here. Please see paper copy Formula (I) to processes for preparing such compounds, to their utility as P2Y12 inhibitors and as anti-trombotic agents etc, their use as medicaments in cardiovascular diseases as well as pharmaceutical compositions containing them.