280119-44-0

Upstream product

• 104-94-9 4-methoxy-aniline 
• 96-32-2 bromoacetic acid methyl ester 
• 1209-14-9 2-[2-(4-methoxyphenyl)hydrazono]malononitrile 

Downstream Products

• 903876-79-9 6-(2'-tert-butylsulfamoyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid 
• 903876-77-7 6-(2'-tert-butylsulfamoyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid amide 
• 280119-60-0 6-(2'-tert-butylsulfamoyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carboxylic acid methyl ester 
• 903876-78-8 4'-[3-cyano-1-(4-methoxy-phenyl)-7-oxo-1,7-dihydro-pyrazolo[4,3-d]pyrimidin-6-yl]-biphenyl-2-sulfonic acid tert-butylamide 
• 280117-16-0 4'-[3-cyano-1-(4-methoxy-phenyl)-7-oxo-1,7-dihydro-pyrazolo[4,3-d]pyrimidin-6-yl]-biphenyl-2-sulfonic acid amide 
• 280119-85-9 6-(2'-formyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-5-methyl-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carbonitrile 
• 280119-81-5 6-(2'-formyl-biphenyl-4-yl)-1-(4-methoxy-phenyl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3-carbonitrile 
• 280119-49-5 1-[4-methoxyphenyl]-3-cyano-4-azido-5-[(2-fluoro-4-bromophenyl)aminocarbonyl]pyrazole 
• 903876-75-5 4-amino-5-(4-bromo-phenylcarbamoyl)-1-(4-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid methyl ester 
• 280119-78-0 1-[4-methoxyphenyl]-3-cyano-4-azido-5-[4-bromophenylaminocarbonyl]pyrazole 
• 280119-84-8 1-[4-methoxyphenyl]-3-cyano-5-methyl-6-[4-bromophenyl]-1,6-dihydropyrazolo-[4,3-d]-pyrimidin-7-one 
• 280119-59-7 1-[4-methoxyphenyl]-3-(methoxycarbonyl)-6-[4-bromophenyl]-1,6-dihydropyrazolo-[4,3-d]-pyrimidin-7-one 
• 280119-79-1 1-[4-methoxyphenyl]-3-cyano-4-amino-5-[4-bromophenylaminocarbonyl]pyrazole 
• 280119-80-4 1-[4-methoxyphenyl]-3-cyano-6-[4-bromophenyl]-1,6-dihydropyrazolo-[4,3-d]-pyrimidin-7-one 

Relevant academic research and scientific papers

Discovery, SAR study and ADME properties of methyl 4-amino-3-cyano-1-(2-benzyloxyphenyl)-1H-pyrazole-5-carboxylate as an HIV-1 replication inhibitor

Inspired by the antiviral activity of known pyrazole-based HIV inhibitors, we screened our in-house library of pyrazole-based compounds to evaluate theirin celluloactivity against HIV-1 replication. Two hits with very similar structures appeared from single and multiple-round infection assays to be non-toxic and active in a dose-dependent manner. Chemical expansion of their series allowed an in-depth and consistent structure-activity-relationship study (SAR) to be built. Further ADME evaluation led to the selection of 4-amino-3-cyano-1-(2-benzyloxyphenyl)-1H-pyrazole-5-carboxylate with an advantageous pharmacokinetic profile. Finally, examination of its mode of action revealed that this compound does not belong to the three main classes of anti-HIV drugs, a feature of prime interest in the context of viral resistance.

Preparation of 1-(4-methoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-ones as potent, selective and bioavailable inhibitors of coagulation factor Xa

Previously, potent factor Xa inhibitors were described based on a pyrazole core. Modifications of the pyrazole core have provided additional novel, highly potent factor Xa inhibitors. This manuscript will describe the synthesis and biological activity of

Nitrogen containing heterobicycles as factor Xa inhibitors

The present application describes nitrogen containing heterobicyclics and derivatives thereof, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of factor Xa.