22184-39-0

Basic information

• Product Name: 7H-1,2,4-Triazolo[3,4-b][1,3,4]thiadiazine, 6-phenyl-
• CAS NO: 22184-39-0
• Molecular Formula: C10H8N4S
• Molecular Weight: 216.266
• Mol File: 22184-39-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 7H-1,2,4-Triazolo[3,4-b][1,3,4]thiadiazine, 6-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 7H-1,2,4-Triazolo[3,4-b][1,3,4]thiadiazine, 6-phenyl-(22184-39-0)
• EPA Substance Registry System: 7H-1,2,4-Triazolo[3,4-b][1,3,4]thiadiazine, 6-phenyl-(22184-39-0)

Safety Data

• Hazardous Substances Data: 22184-39-0(Hazardous Substances Data)

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 62467-75-8 5-phenyl-3,6-dihydro-[1,3,4]thiadiazin-2-one hydrazone 
• 71-23-8 propan-1-ol 
• 13665-04-8 2,2-dibromoacetophenone 
• 4343-75-3 4-amino-3-mercapto-1,2,4-triazole 
• 67-56-1 methanol 
• 70-11-1 α-bromoacetophenone 
• 149-73-5 trimethyl orthoformate 
• 4343-75-3 4-amino-2,4-dihydro-[1,2,4]triazole-3-thione 

Downstream Products

• 1083071-78-6 1-acetyl-7-acetylsulfanyl-6-phenyl-1H-pyrazolo[5,1-c][1,2,4]triazole 

Relevant articles and documents

Effective synthesis of 7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines

[Figure not available: see fulltext.] A highly effective method for the preparation of 7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines was developed on the basis of condensation reaction between aryl(hetaryl) α-bromo ketones and commercially available thiocarbohydrazide, followed by treatment of the obtained 2-hydrazinyl-6H-1,3,4-thiadiazine hydrobromides with ortho esters in the presence of trifluoroacetic acid under mild conditions.

Synthesis and anticonvulsant activity evaluation of 6-phenyl-7H [1, 2, 4]triazolo[3, 4-b][1, 3, 4]thiadiazines

Various 6-phenyl-7H-[1, 2, 4]triazolo[3, 4-b][1, 3, 4]thiadiazine derivatives (3a-3n) were designed keeping in view the wide bioactivities of 1, 2, 4-triazoles and their fused heterocyclic derivatives. All target compounds 3a-3n, characterized by IR, 1H-NMR and MS, have been evaluated for their anticonvulsant activity against MES-induced seizures. The pharmacological results showed that most of the compounds displayed some degree of anticonvulsant activity. Among them, 6-(4-chlorophenyl)-7H-[1,2, 4]triazolo[3, 4-b][1,3,4]thiadiazine (3h) was the most promising compound with an ED50 value of 40.9 mg/kg and a PI value of 6.5.

Solid acid induced cyclocondensation: A facile, one-pot synthesis of 7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines

7H-[1,2,4]Triazolo[3,4-b][1,3,4]thiadiazines are synthesized in good yields by the catalytic action of sulfuric acid adsorbed on sillica gel. Starting from 4-amino-5-substituted-1,2,4-triazole-3-thiones and employing cyclocondensation reaction with α-chlo