100987-04-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-5-(4-tert-butylphenyl)-1,3,4-thiadiazole is used as a chemical intermediate for the synthesis of potential therapeutic drugs due to its unique chemical structure and reactivity. The presence of the thiadiazole ring and the amino group allows for the development of compounds with specific biological activities, making it a valuable component in the creation of new pharmaceutical agents.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-Amino-5-(4-tert-butylphenyl)-1,3,4-thiadiazole serves as a key building block for the design and synthesis of novel drug candidates. Its structural features enable the exploration of various chemical modifications, which can lead to the discovery of compounds with improved pharmacological properties, such as enhanced potency, selectivity, and reduced side effects.

Upstream product

• 79-19-6 thiosemicarbazide 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 100318-99-8 4-tert-butyl-benzaldehyde-thiosemicarbazone 
• 1710-98-1 p-tert-butyl benzoyl chloride 

Downstream Products

• 141422-13-1 2-azido-5-(4-tert-butylphenyl)-1,3,4-thiadiazole 
• 259794-74-6 [5-(4-tert-Butyl-phenyl)-[1,3,4]thiadiazol-2-yl]-[1-phenyl-meth-(E)-ylidene]-amine 
• 259794-92-8 5-(4-tert-butyl-phenyl)-[1,2,4]triazole-3,4-diamine 
• 141422-16-4 ethyl 5-<5-(4-tert-butylphenyl)-1,3,4-thiadiazol-2-yl>amino-1H-1,2,3-triazole-4-carboxylate 
• 259794-75-7 [5-(4-tert-Butyl-phenyl)-[1,3,4]thiadiazol-2-yl]-[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amine 
• 100987-06-2 2-(4-tert-butylphenyl)-7-hydroxy-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 

Relevant academic research and scientific papers

Photoredox catalysis of intramolecular cyclizations with a reusable silica-bound ruthenium complex

Photoredox catalysis with the use of a stable, reusable silica-bound chromophore was applied to the intramolecular cyclization of a series of 2-benzylidenehydrazinecarbothioamides to give 5-phenyl-1,3,4-thiadiazol-2-amines. The catalyst was readily prepar

Synthesis and preliminary anticancer activity assessment of n-glycosides of 2-amino-1,3,4-thiadiazoles

The addition of 2-amino-1,3,4-thiadiazole derivatives with parallel iodination of differ-ently protected glycals has been achieved using a double molar excess of molecular iodine under mild conditions. The corresponding thiadiazole derivatives of N-glycosides were obtained in good yields and anomeric selectivity. The usage of iodine as a catalyst makes this method easy, inexpen-sive, and successfully useable in reactions with sugars. Thiadiazole derivatives were tested in a panel of three tumor cell lines, MCF-7, HCT116, and HeLa. These compounds initiated biological response in investigated tumor models in a different rate. The MCF-7 is resistant to the tested com-pounds, and the cytometry assay indicated low increase in cell numbers in the sub-G1 phase. The most sensitive are HCT-116 and HeLa cells. The thiadiazole derivatives have a pro-apoptotic effect on HCT-116 cells. In the case of the HeLa cells, an increase in the number of cells in the sub-G1-phase and the induction of apoptosis was observed.

1,3,4-Thiadiazole-Containing Azo Dyes: Synthesis, Spectroscopic Properties and Molecular Structure

Three series of azo dyes derived from 2-amino-5-aryl-1,3,4-thiadiazoles and aniline, N,N-dimethylaniline and phenol were synthesized in high yields by a conventional diazotization-coupling sequence. The chemical structures of the prepared compounds were confirmed by 1H-NMR, 13C-NMR, IR, UV-Vis spectroscopy, mass spectrometry and elemental analysis. In addition, the X-ray single crystal structure of a representative azo dye was presented. For explicit determination of the influence of a substituent on radiation absorption in UV-Vis range, time-dependent density functional theory calculations were performed.

Synthesis and molecular simulation study of furoic peptidomimetic derivatives as potent aminopeptodase N inhibitors

The aminopeptidase N (APN) plays a critical role in angiogenesis and is over-expressed in tumor cells. In this paper, we report the synthesis and enzyme inhibition assay of furoic peptidomimetic compounds. These new compounds exhibit potent inhibitory ability toward APN with IC50 values lying in the micromolar level. The binding mode of inhibitors in APN active site was explained by a molecular simulation study. These data reveal that ligand coordinating with the catalytic Zn-ion is very important for inhibitory activities.

Studies on the synthesis and bioactivity of some thiadiazole derivatives

Several 2-aryl-3-(4-aryl-1,3,4-thiadiazolyl)-4-thiazolidinones 3 and several other fused heterocycles 5 have been prepared. Most of the compounds 3 have been screened for their fungicidal activity against two fungi Aspergillus clavatus and Aspergillus fum