123875-01-4

Usage

Uses

PCA 4248 is a competitive inhibitor of PAF at the PAF-R level.

Biological Activity

A specific PAF antagonist, more potent than the ginkolide BN-52021. Inhibits rabbit platelet aggregation with an IC 50 value of 1.05 μ M and has no significant activity on Ca 2+ channels. Active in vivo , antagonising PAF-induced systemic hypotension and protein-plasma extravasation in rats.

InChI:InChI=1/C19H23NO4S/c1-12-16(18(21)23-4)13(2)20-14(3)17(12)19(22)24-10-11-25-15-8-6-5-7-9-15/h5-9,12,20H,10-11H2,1-4H3

Upstream product

• 100303-72-8 2-(phenylthio)ethyl-acetylacetate 
• 14205-39-1 methyl (E)-3-aminocrotonate 
• 75-07-0 acetaldehyde 
• 699-12-7 2-(phenylthio)ethanol 
• 21731-17-9 methyl 3-aminocrotonate 
• 141600-70-6 (-)-1,4-dihydro-5-methoxycarbonyl-2,4,6-trimethyl-3-pyridinecarboxylic acid 
• 141600-97-7 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylic acid 
• 141600-98-8 (+)-methyl pivaloyloxymethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate 
• 141600-63-7 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylic acid pivaloyloxymethyl ester 
• 141600-64-8 (+)-1,4-dihydro-2,4,6-trimethyl-5-pivaloyloxymethoxycarbonyl-3-pyridinecarboxylic acid 
• 186581-53-3 diazomethane 
• 142592-30-1 (-)-2-(phenylthio)ethanol pivaloyloxymethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate 

Relevant academic research and scientific papers

Lipase-catalyzed enantioselective hydrolysis of bis(acyloxymethyl) 1,4- dihydro-3,5-pyridinedicarboxylates leading to optically active medicines

Chiral 4-aryl-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylates and 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate have been obtained in 80-99%ee by lipase catalyzed hydrolysis of bis(acyloxymethyl) 1,4-dihydro- 3,5-pyridinedicarboxylate in an H2O/organic solvent system. These chiral dihydropyridines were readily converted into chiral drugs, such as nicardipine, felodipine and PCA 4248.

4-ALKYL-1,4-DIHYDROPYRIDINES WITH PAF-ANTAGONIST ACTIVITY

4-alkyl-1,4-dihyropyridines, with PAF-antagonist activity, of formula (I) wherein R is saturated C 1-C 4, R' is saturated C. sub.1-C. sub.6 alkyl which may be interrupted by an oxygen atom, or 2-tetrahydrofurfuryl and R 2 is saturated C 1-C 4 or phenyl, t

Lipase-catalyzed enantioselective hydrolysis of 4-alkyl-1,4-dihydropyridine derivatives: Synthesis of (+) and (-)-methyl 2-(phenylthio)ethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinecarboxylate (PCA 4248)

Asymmetric synthesis of (+)- and (-)-PCA 4248 (PAF antagonist) was achieved using lipase-catalyzed enantioselective hydrolysis of the acyloxymethyl esters. The enzymatic reaction proceeded under the mild conditions in an organic solvent.

4-Alkyl-1,4-dihydropyridines Derivatives as Specific PAF-Acether Antagonists

A new series of 4-alkyl-1,4-dihydropyridines (1,4-DHP) were synthesized and evaluated for their ability to inhibit washed rabbit platelet aggregation induced by PAF-acether (1-O-hexadecyl/octadecyl-2-O-acetyl-sn-glycero-3-phosphorylcholine) and to reverse