664993-18-4

Basic information

• Product Name: 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol
• Synonyms: 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol
• CAS NO: 664993-18-4
• Molecular Weight: 209.296
• Mol File: 664993-18-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol(664993-18-4)
• EPA Substance Registry System: 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol(664993-18-4)

Safety Data

• Hazardous Substances Data: 664993-18-4(Hazardous Substances Data)

Upstream product

• 94-09-7 p-aminoethylbenzoate 
• 5351-17-7 4-aminobenzohydrazide 
• 85106-57-6 C₈H₈N₃OS₂^(1-)*K⁽¹⁺⁾ 
• 75-15-0 carbon disulfide 

Downstream Products

• 1608151-02-5 N-{4-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]phenyl}-1,4-benzodioxane-2-carboxamide 
• 1608151-10-5 N-{4-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]phenyl}benzamide 
• 1608151-11-6 N-{4-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]phenyl}-3-bromobenzamide 
• 1608151-05-8 N-(4-{5-[(1,4-benzodioxan-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl}phenyl)benzamide 

Relevant articles and documents

Synthesis of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole derivatives as potent antiproliferative agents via a hybrid pharmacophore approach

Imiquimod (1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine) is efficacious in topical therapy for certain types of skin cancers. Structurally similar EAPB0203 (N-methyl-1-(2-phenethyl)imidazo[1,2-a]quinoxalin-4-amine) has been shown higher in vitro potency than imiquimod. Besides, triazole, oxadiazole, and thiadiazole rings are privileged building blocks in drug design. A series of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole and [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-thiadiazole derivatives were therefore synthesized by incorporation of these rings into the structure of EAPB0203 and assessed their antiproliferative effects against various cancer cell lines. The 1,3,4-oxadiazole derivatives demonstrated the superior effectiveness compared to imiquimod and EAPB0203. Our findings highlight the excellent potential of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole derivatives as anticancer agents.

Synthesis of new biheterocycles containing a 1,4-benzodioxane fragment

The reaction of 1,4-benzodioxane-2-carbonyl chloride with 5-(4-aminophenyl)-1,3,4-oxa- and -thiadiazole-2-thiols afforded new biheterocyclic compounds which were converted into the corresponding S-benzyl derivatives by treatment with benzyl chloride. 5-(4