81188-34-3

Basic information

• Product Name: 5-(p-nitrophenyl)-2-mercapto-1,3,4-thiadiazole
• Synonyms: 5-(p-nitrophenyl)-2-mercapto-1,3,4-thiadiazole
• CAS NO: 81188-34-3
• Molecular Weight: 239.279
• Mol File: 81188-34-3.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 5-(p-nitrophenyl)-2-mercapto-1,3,4-thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(p-nitrophenyl)-2-mercapto-1,3,4-thiadiazole(81188-34-3)
• EPA Substance Registry System: 5-(p-nitrophenyl)-2-mercapto-1,3,4-thiadiazole(81188-34-3)

Safety Data

• Hazardous Substances Data: 81188-34-3(Hazardous Substances Data)

Upstream product

• 99-77-4 ethyl 4-nitrobenzoate 
• 62-23-7 4-nitro-benzoic acid 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 75-15-0 carbon disulfide 
• 84459-83-6 potassium 2-(4-nitrobenzoyl)hydrazinecarbodithioate 
• 19430-32-1 2-Chloro-5-(4-nitrophenyl)-1,3,4-thiadiazole 
• 833-63-6 5-(4-nitrophenyl)-1,3,4-thiadiazol-2-amine 

Downstream Products

• 1041361-50-5 C₁₂H₁₃N₃O₄S₃ 
• 1041361-32-3 C₁₂H₁₃N₃O₂S₃ 
• 1172580-93-6 C₂₂H₂₄BrN₃O₅S₂ 
• 1186014-29-8 C₁₅H₁₁N₅O₃S 
• 1186014-30-1 C₁₆H₁₃N₅O₃S 
• 1447767-46-5 C₁₅H₁₁N₅O₂S 
• 91096-52-5 [5-(4-Nitro-phenyl)-[1,3,4]thiadiazol-2-yl]-hydrazine 
• 1374831-12-5 C₁₅H₆F₃N₅O₂S₃ 
• 136071-32-4 Zn((C₆H₄NO₂)(CS)2N₂)2 
• 136071-25-5 Co((C₆H₄NO₂)(CS)2N₂)2 
• 136071-27-7 Ni((C₆H₄NO₂)(CS)2N₂)2 

Relevant articles and documents

Development of Novel (+)-Nootkatone Thioethers Containing 1,3,4-Oxadiazole/Thiadiazole Moieties as Insecticide Candidates against Three Species of Insect Pests

To improve the insecticidal activity of (+)-nootkatone, a series of 42 (+)-nootkatone thioethers containing 1,3,4-oxadiazole/thiadiazole moieties were prepared to evaluate their insecticidal activities against Mythimna separata Walker, Myzus persicae Sulzer, and Plutella xylostella Linnaeus. Insecticidal evaluation revealed that most of the title derivatives exhibited more potent insecticidal activities than the precursor (+)-nootkatone after the introduction of 1,3,4-oxadiazole/thiadiazole on (+)-nootkatone. Among all of the (+)-nootkatone derivatives, compound 8c (1 mg/mL) exhibited the best growth inhibitory (GI) activity against M. separata with a final corrected mortality rate (CMR) of 71.4%, which was 1.54- and 1.43-fold that of (+)-nootkatone and toosendanin, respectively; 8c also displayed the most potent aphicidal activity against M. persicae with an LD50 value of 0.030 μg/larvae, which was closer to that of the commercial insecticidal etoxazole (0.026 μg/larvae); and 8s showed the best larvicidal activity against P. xylostella with an LC50 value of 0.27 mg/mL, which was 3.37-fold that of toosendanin and slightly higher than that of etoxazole (0.28 mg/mL). Furthermore, the control efficacy of 8s against P. xylostella in the pot experiments under greenhouse conditions was better than that of etoxazole. Structure-activity relationships (SARs) revealed that in most cases, the introduction of 1,3,4-oxadiazole/thiadiazole containing halophenyl groups at the C-13 position of (+)-nootkatone could obtain more active derivatives against M. separata, M. persicae, and P. xylostella than those containing other groups. In addition, toxicity assays indicated that these (+)-nootkatone derivatives had good selectivity to insects over nontarget organisms (normal mammalian NRK-52E cells and C. idella and N. denticulata fries) with relatively low toxicity. Therefore, the above results indicate that these (+)-nootkatone derivatives could be further explored as new lead compounds for the development of potential eco-friendly pesticides.

Synthesis and biological evaluation of novel disulfides incorporating 1,3,4-thiadiazole scaffold as promising antitumor agents

In the present study, fourteen 2,5-disubstituted 1,3,4-thiadiazole derivatives containing disulfide group were prepared. The resulting compounds 7a–7n were identified by IR, NMR, MS, and elemental analysis. Their antiproliferative properties in vitro were studied employing standard CCK-8 assay against SMMC-7721, MCF-7, and A549 lines. Bioassay indicated that some compounds showed stronger antitumor effects than reference drugs PX-12 and 5-fluorouracil. Among these screened compounds, compound 7h showed excellent biological activities in inhibiting SMMC-7721 cell proliferation with IC50 at 1.93 ± 0.08 μM. Compounds 7k and 7i manifested highly effective growth inhibitory activity versus MCF-7 cells, with IC50 at 3.04 ± 0.09 and 3.54 ± 0.17 μM, respectively. For A549 cells, compound 7m was found to have the highest antitumor potency with IC50 at 3.67 ± 0.13 μM.

1,2,4-TRIAZOLE, 1,3,4-OXADIAZOLE, AND 1,3,4-THIADIAZOLE DERIVATIVES AND THEIR ANTIMYCOBACTERIAL ACTIVITY

Disclosed herein are novel five membered heterocyclic compounds of Formula (I) wherein, X is S or SO2; n is 0, 1; m is1 or 2; Y is N, O or S; R2 independently represents H or alkyl or halo selected from -CI, -F; or -CF3, or -OH or-NH2 or - NO2; and R1 independently represents H or C1 to C5 straight or branched chain alkyl, alkenyl, alkynyl or a group -(CH2)5Br or pyrrolidine or - NHR' wherein R' is H or isopropyl or (II) or (III) which selectively act against dormant pathogenic tuberculi bacilli and exhibit antiproliferative activities and for treatment of a disease or disorder associated with GroEL1/GroEL2 activity. The invention relates to a process for preparation of novel five membered heterocyclic compounds of Formula I and to pharmaceutical compositions thereof.