928148-47-4

Basic information

• Product Name: 3-(3-Hydroxymethylphenyl)isonicotinic acid
• Synonyms: 3-(3-Hydroxymethylphenyl)isonicotinic acid;3-(4-Hydroxymethylphenyl)isonicotinic acid;5-(3-Hydroxymethylphe;5-(4-Hydroxymethylphenyl)nicotinic acid
• CAS NO: 928148-47-4
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 0
• Mol File: 928148-47-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(3-Hydroxymethylphenyl)isonicotinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-Hydroxymethylphenyl)isonicotinic acid(928148-47-4)
• EPA Substance Registry System: 3-(3-Hydroxymethylphenyl)isonicotinic acid(928148-47-4)

Safety Data

• Hazardous Substances Data: 928148-47-4(Hazardous Substances Data)

Upstream product

• 20826-04-4 5-bromo-3-pyridinecarboxylic acid 
• 59016-93-2 p-hydroxymethylphenylboronic acid 

Downstream Products

• 1055925-50-2 N'-(2-cyano-9-methyl-9H-purin-6-yI)-N'-cyclopentyl-5-{4-[(4-methyl-1-piperazinyl)methyl]phenyl}-3-pyridinecarbohydrazide 
• 1055925-51-3 N'-(2-cyano-9-methyl-9H-purin-6-yI)-N'-cyclopentyl-5-{4-[(4-methyl-1-piperazinyl)methyl]phenyl}-3-pyridinecarbohydrazide trifluoroacetate 

Relevant articles and documents

Falcipain inhibitors: Optimization studies of the 2-pyrimidinecarbonitrile lead series

Falcipain-2 and falcipain-3 are papain-family cysteine proteases of the malaria parasite Plasmodium falciparum that are responsible for host hemoglobin hydrolysis to provide amino acids for parasite protein synthesis. Different heteroarylnitrile derivatives were studied as potential falcipain inhibitors and therefore potential antiparasitic lead compounds, with the 5-substituted-2- cyanopyrimidine chemical class emerging as the most potent and promising lead series. Through a sequential lead optimization process considering the different positions present in the initial scaffold, nanomolar and subnanomolar inhibitors at falcipains 2 and 3 were identified, with activity against cultured parasites in the micromolar range. Introduction of protonable amines within lead molecules led to marked improvements of up to 1000 times in activity against cultured parasites without noteworthy alterations in other SAR tendencies. Optimized compounds presented enzymatic activities in the picomolar to low nanomolar range and antiparasitic activities in the low nanomolar range.

PURINES AS CYSTEINE PROTEASE INHIBITORS

Substituted heteroaryl nitrile derivatives of Formula I, processes for their preparation, pharmaceutical compositions comprising such compounds and use of the compounds as cysteine protease inhibitors are provided.

NOVEL CYSTEINE PROTEASE INHIBITORS

Substituted heteroaryl nitrile derivatives of Formula (I), processes for their preparation, pharmaceutical compositions comprising such compounds and use of the compounds as cysteine protease inhibitors are provided.