17453-03-1

Basic information

• Product Name: 1,3,4-Thiadiazole, 2,5-bis(4-methoxyphenyl)-
• CAS NO: 17453-03-1
• Molecular Formula: C16H14N2O2S
• Molecular Weight: 298.365
• Mol File: 17453-03-1.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 1,3,4-Thiadiazole, 2,5-bis(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-Thiadiazole, 2,5-bis(4-methoxyphenyl)-(17453-03-1)
• EPA Substance Registry System: 1,3,4-Thiadiazole, 2,5-bis(4-methoxyphenyl)-(17453-03-1)

Safety Data

• Hazardous Substances Data: 17453-03-1(Hazardous Substances Data)

Upstream product

• 5953-85-5 p-anisaldehyde hydrazone 
• 5874-09-9 methyl (4-methoxyphenyl)carbodithioate 
• 62625-55-2 4-methoxy-thiobenzoic acid hydrazide 
• 123-11-5 4-methoxy-benzaldehyde 
• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 121-98-2 methyl 4-methoxybenzoate 
• 100-07-2 4-methoxy-benzoyl chloride 
• 94-30-4 ethyl 4-methoxybenzoate 
• 41097-47-6 N,N'-Bis-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazine 
• 120445-53-6 (E)-2-(4-methoxybenzylidene)hydrazine carboxamide 
• 38204-31-8 2-((4-methoxyphenylcarbonothioyl)thio)acetic acid 
• 2227-79-4 benzenecarbothioamide 
• 82243-12-7 2,5-bis-(4-methoxyphenyl)-2,3-dihydro-1,3,4-thiadiazole 
• 62-55-5 thioacetamide 

Downstream Products

• 88203-23-0 2,5-bis(4-hydroxyphenyl)-1,3,4-thiadiazole 

Relevant articles and documents

Structural studies of 2,5-disubstituted 1,3,4-thiadiazole derivatives from dithioesters under the mild condition: Studies on antioxidant, antimicrobial activities, and molecular docking

A series of 2,5-disubstituted 1,3,4-thiadiazole was synthesized and evaluated for their antioxidant and molecular docking studies. These molecules were efficiently synthesized under mild and inexpensive starting material. Construction of these molecules developed using substituted aldehydes and substituted dithioesters in presence of NCS (N-Chorosuccinimide). The compounds 4a, 4b, 4c, 4f, and 4k showed good antibacterial and antioxidant activity among which, 4k possess excellent antibacterial and antioxidant activity. The results of antioxidant activity studies revealed that compound 4k manifested profound antioxidant potential. The molecular docking study was performed with respective newly synthesized compounds to ascertain the binding mode of 4k with respect to the critical proteins involved in biosynthesis and metabolic pathways.

An efficient one-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazoles from aldehydes and hydrazides using Lawesson’s reagent

Five-membered heterocyclic-ring systems, such as thiadiazoles, remain an important and prevalent scaffold in the development of novel leads in medicinal chemistry for a variety of therapeutic targets. A two-step, one-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazole derivatives from aryl hydrazides and aryl aldehydes using Lawesson’s reagent is described, yielding 2,5-disubstituted-1,3,4-thiadiazoles in moderate-to-high yields. Based on preliminary biological experiments, some of the newly synthesized thiadiazoles show antioxidant activity.

Synthesis, liquid-crystalline, photophysical and chemosensor properties of oxadiazole/thiadiazole-based amphiphiles with glycerol groups

Two series of heterocycle-based mesogens consisting of a long 2,5-diphenyl-1,3,4-oxadiazole/thiadiazole rigid core with three lipophilic and flexible alkyl chains at one end and a polar glycerol group at the opposite end have been synthesized via one pot cyclization reaction. These compounds were investigated by polarizing optical microscopy (POM), differential scanning calorimetry (DSC), X-ray scattering, cyclic voltammetry, UV–vis spectroscopy and photoluminescence measurements. Upon elongation of the alkyl chains, a transition from hexagonal columnar phase to Pm3ˉn-type cubic phase was observed in both series. Oxadiazole series are blue luminescent LCs with binding selectivity to Li+, while thiadiazole series are blue-green luminescent LCs with binding selectivity to Fe3+.