1438398-32-3

Basic information

• Product Name: 6-[(4-methoxyphenoxy)methyl]-3-(4-pyridinyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
• Synonyms: 6-[(4-methoxyphenoxy)methyl]-3-(4-pyridinyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
• CAS NO: 1438398-32-3
• Molecular Formula: C₁₆H₁₃N₅O₂S
• Molecular Weight: 339.37172
• Mol File: 1438398-32-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.46±0.1 g/cm3(Predicted)
• PKA: 1.57±0.10(Predicted)
• CAS DataBase Reference: 6-[(4-methoxyphenoxy)methyl]-3-(4-pyridinyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-[(4-methoxyphenoxy)methyl]-3-(4-pyridinyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole(1438398-32-3)
• EPA Substance Registry System: 6-[(4-methoxyphenoxy)methyl]-3-(4-pyridinyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole(1438398-32-3)

Safety Data

• Hazardous Substances Data: 1438398-32-3(Hazardous Substances Data)

Upstream product

• 55-22-1 pyridine-4-carboxylic acid 
• 90322-87-5 1-isonicotinoyl-1H-imidazole 
• 61019-32-7 potassium 4-pyridinyldithiocarbazate 
• 54-85-3 isoniazid 
• 36209-51-5 4-amino-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol 
• 1877-75-4 2-(4-methoxyphenoxy)acetic acid 

Relevant articles and documents

SAR studies on 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles as inhibitors of Mtb shikimate dehydrogenase for the development of novel antitubercular agents

Shikimate dehydrogenase, an essential protein for the biosynthesis of the chorismate end product, is a highly promising therapeutic target, especially for the discovery and development of new-generation anti-TB agents. Following up the identification of one lead 3,6-disubstituted 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole (1), targeting Mt SD in our previous study, an extensive SAR study for optimization of the lead compound was performed through systematic modification of the 3 and 6 positions. This study has successfully led to the discovery of two highly potent advanced leads 6d-4, 6c-4 and several other compounds with comparable potencies (6d-4, MIC-H37Rv = 0.5 μg mL-1; MIC-MDRTB = 4.0 μg mL-1; MIC-RDRTB = 0.5 μg mL-1; Mt SD-IC50 = 14.20 μg mL-1; and 6c-4, MIC-H37Rv = 0.5 μg mL-1; MIC-MDRTB = 4.0 μg mL-1; MIC-RDRTB = 1.0 μg mL-1; Mt SD-IC50 = 6.82 μg mL-1). These advanced lead compounds possess a para-halogen phenyl at the 3 position. In vitro Mt SD inhibitory assay indicates that Mt SD is the target for their antitubercular activity. Moreover, the BacT/ALERT 3D liquid culture technology and in vitro Mt SD inhibitory assay were initially applied.