1768-59-8

Usage

Uses

Used in Medicinal Chemistry:
1,4-Diphenyl-3-thiosemicarbazide is used as a key intermediate in the synthesis of various organic compounds and coordination chemistry for its potential applications in the development of antitumor and antimicrobial agents. Its unique structure and properties make it a promising candidate for the design and synthesis of novel therapeutic agents.
Used in Corrosion Inhibition:
1,4-Diphenyl-3-thiosemicarbazide is used as a corrosion inhibitor to protect metal surfaces from degradation and corrosion. Its ability to form stable complexes with metal ions and its adsorption properties on metal surfaces contribute to its effectiveness as a corrosion inhibitor.
Used in Catalysis:
1,4-Diphenyl-3-thiosemicarbazide is used as a ligand for metal complexes in catalytic reactions. Its coordination properties with metal ions enable the development of efficient and selective catalysts for various chemical transformations.
Used in Environmental and Industrial Applications:
1,4-Diphenyl-3-thiosemicarbazide is used in the detection and removal of heavy metal ions from environmental and industrial waste streams. Its ability to form stable complexes with heavy metal ions allows for the efficient removal and recovery of these toxic elements, contributing to environmental protection and waste management.

InChI:InChI=1/C13H13N3S/c17-13(14-11-7-3-1-4-8-11)16-15-12-9-5-2-6-10-12/h1-10,15H,(H2,14,16,17)

Upstream product

• 64-17-5 ethanol 
• 5338-82-9 4-phenyl-5-phenylimino-[1,2,4]dithiazolidin-3-one 
• 100-63-0 phenylhydrazine 
• 13207-47-1 2,4-diphenyl-thiosemicarbazide 
• 103-72-0 phenyl isothiocyanate 
• 71-43-2 benzene 
• 64-19-7 acetic acid 
• 102-08-9 N,N-diphenylthiourea 
• 409317-81-3 4-phenyl-5-phenylimino-[1,3,4]thiadiazolidin-2-one 
• 7647-01-0 hydrogenchloride 
• 108-24-7 acetic anhydride 
• 7732-18-5 water 
• 62-53-3 aniline 
• 50878-38-1 methyl 2-phenylhydrazinecarbodithioate 

Downstream Products

• 861578-73-6 2-phenyl-3-phenylthiocarbamoyl-carbazic acid ethyl ester 
• 111271-31-9 (5-chloro-4,5-diphenyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-phenyl-amine 
• 110442-37-0 1-benzoyl-1,4-diphenyl thiosemicarbazide 
• 17884-51-4 phenyl-(4-phenyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-amine 
• 58294-75-0 2,4-diphenyl-5-phenylimino-Δ²-1,3,4-thiadiazoline 
• 55717-75-4 3-phenyl-1,2,3,4-oxatriazolium-5-phenylaminide 
• 37761-84-5 1-acetyl-2,4-diphenyl thiosemicarbazide 
• 1071659-73-8 1,4,S-triphenyl-iso thiosemicarbazide 
• 29338-58-7 5-methyl-1,4-diphenyl-1,2,4-triazolinum-3-thiolate 
• 140864-45-5 (DPTS)SnClI₂ 
• 140864-72-8 (DPTS)SnCl*phen 
• 140864-46-6 (o-Cl₄C₆O₂)SnCl(DPTS) 
• 140864-47-7 (o-Br₄C₆O₂)SnCl(DPTS) 
• 1314032-66-0 4-phenyl-5-(5-nitro-2-furanyl)-1,3,4-thiadiazolium-2-phenylamine chloride 

Relevant academic research and scientific papers

Synthesis, in vitro α-glucosidase inhibitory activity and molecular docking studies of new thiazole derivatives

Current study based on the synthesis of new thiazole derivatives via “one pot” multicomponent reaction, evaluation of their in vitro α-glucosidase inhibitory activities, and in silico studies. All synthetic compounds were fully characterized by 1H NMR, 13C NMR and EIMS. CHN analysis was also performed. These newly synthesized compounds showed activities in the range of IC50?=?9.06?±?0.10–82.50?±?1.70?μM as compared to standard acarbose (IC50?=?38.25?±?0.12?μM). It is worth mentioning that most of the compounds such as 1 (IC50?=?23.60?±?0.39?μM), 2 (IC50?=?22.70?±?0.60?μM), 3 (IC50?=?22.40?±?0.32?μM), 4 (IC50?=?26.5?±?0.40?μM), 6 (IC50?=?34.60?±?0.60?μM), 7 (IC50?=?26.20?±?0.43?μM), 8 (IC50?=?14.06?±?0.18?μM), 9 (IC50?=?17.60?±?0.28?μM), 10 (IC50?=?27.16?±?0.41?μM), 11 (IC50?=?19.16?±?0.19?μM), 12 (IC50?=?9.06?±?0.10?μM), 13 (IC50?=?12.80?±?0.21?μM), 14 (IC50?=?11.94?±?0.18?μM), 15 (IC50?=?16.90?±?0.20?μM), 16 (IC50?=?12.60?±?0.14?μM), 17 (IC50?=?16.30?±?0.29?μM), and 18 (IC50?=?32.60?±?0.61?μM) exhibited potent inhibitory potential. Molecular docking study was performed in order to understand the molecular interactions between the molecule and enzyme. Newly identified α-glucosidase inhibitors except few were found to be completely non-toxic.

Synthesis and biological evaluation of N-aryl-2-phenyl-hydrazinecarbothioamides: Experimental and theoretical analysis on tyrosinase inhibition and interaction with HSA

A series of N-aryl-2-phenyl-hydrazinecarbothioamides have been investigated as possible inhibitors of tyrosinase, an enzyme involved in the development of melanomas. The hydrazinecarbothioamides 1–6 were synthesized from the reaction between phenylhydrazine and isothiocyanates, for which three different methods have been employed, namely stirring at room temperature, by microwave irradiation or by mechanochemical grinding. Quantitative yields were obtained for the later technique. Compound 4 showed the best value for tyrosinase inhibition (IC50 = 22.6 μM), which occurs through an uncompetitive mechanism. Molecular docking results suggested that 4 can interact via T-stacking with the substrate L-DOPA and via hydrogen bonding and hydrophobic forces with the amino acid residues Ala-79, His-243, Val-247, Phe-263, Val-282, and Glu-321. The interaction between human serum albumin (HSA) and compound 4 occurs through a ground state association and does not perturb the secondary structure of the albumin as well as the microenvironment around Tyr and Trp residues. The binding is spontaneous, moderate and occurs mainly in the Sudlow's site I. Molecular docking results suggested hydrogen bonding, hydrophobic and electrostatic interactions as the main binding forces between the compound 4 and the amino acid residues Lys-198, Trp-214, Glu-449, Leu-452, and Leu-480.

UV-visible and 1H-15N NMR spectroscopic studies of colorimetric thiosemicarbazide anion sensors

Four model thiosemicarbazide anion chemosensors containing three N-H bonds, substituted with phenyl and/or 4-nitrophenyl units, were synthesised and studied for their anion binding abilities with hydroxide, fluoride, acetate, dihydrogen phosphate and chlo

Drug resistance modulation in staphylococcus aureus, a new biological activity for mesoionic hydrochloride compounds

Two salts of the mesoionic compounds 1,4-diphenyl-5-(5-nitro-2-furanyl)-1, 3,4- thiadiazolium-2-thiol chloride (MC-1) and 4-phenyl-5-(5-nitro-2-furanyl)-1, 3,4- thiadiazolium-2-phenylamine chloride (MC-2) were synthesized utilizing 1,4-diphenylthiosemicarbazide and 5-nitro-2-furoyl chloride as starting materials. Their structures were characterized by IR, 1H-NMR, 13C-NMR and elemental analysis. These compounds were analyzed for their influence on the effectiveness of norfloxacin, tetracycline, and erythromycin (standard antibiotics) against resistant strains of Staphylococcus aureus. MC-1 and MC-2, at sub-inhibitory concentrations of 16 μg/mL, favourably modulated the antibiotic activity of tetracycline by 16- and 32-fold, respectively (MIC), and that of erythromycin by 4-fold.

Synthesis, phytotoxic, cytotoxic, acetylcholinesterase and butrylcholinesterase activities of N,N-diaryl unsymmetrically substituted thioureas

Fourteen N,N-diaryl unsymmetrically substituted thioureas were synthesised and their cytotoxic (in vitro), phytotoxic (in vitro), acetylcholinesterase and butrylcholinesterase activities were determined. Thiourea 16 exhibited high, and 1 and 3 showed significant phytotoxic activity. Thioureas 1, 3, 4, 6 and 10 showed significant activity and 2, 6 and 7 indicated moderate cytotoxic activities. Compound 12 exhibited butrylcholinesterase activity higher than a standard reference.

Synthesis of mesoionic 4-(para-substituted phenyl-5-2,4-dichlorophenyl)-1, 3-4-thiadiazolium-2-aminides by direct cyclization via acylation of thiosemicarbazides

The synthesis of ten novel mesoionic 4-[para-substituted (H, CH 3, OCH3, NO2, Cl, Br, OH, t-C4H 9, C6H5, C4H9) phenyl-5-2,4-dichlorophenyl]-1,3-4-thiadiazolium-2-aminides, as hydrochlorides, are described. The synthesis strategy utilized the corresponding para-substituted isothiocyanates as starting materials to obtain the thiosemicarbazides through reaction with phenylhydrazine (61-98%), which were then submitted to acylation with 2,4-dichloro benzoyl chloride and direct cyclization to generate the desired substituted mesoionic compounds in good yields (ca. 80%). Copyright Taylor & Francis Group, LLC.

Synthesis and multinuclear NMR investigation of some mesoionic 3-phenyl-5-imino-1,2,3,4-oxatriazole imines

Six new derivatives of mesoionic 3-phenyl-5-imino-1,2,3,4-oxatriazole imine have been obtained and investigated by 1H, 13C, 14N, 15N and 17O NMR techniques. The 15N and 17O NMR s

INVESTIGATIONS IN THE SERIES OF DITHIOCARBAMIC ACID DERIVATIVES. IX. ARYLHYDRAZINOTHIOCARBONYLATION OF COMPOUNDS CONTAINING AN ACTIVE HYDROGEN ATOM

The reaction of methyl phenyldithiocarbazate with ethyl cyanoacetate, cyanoacetamide, acetylacetone, and malonic ester leads to the formation of 1,4,5-trisubstituted pyrazoline-3-thiones.The reaction of methyl phenyldithiocarbazate with arylamines and arylhydrazines gave the respective derivatives of thiosemicarbazide and thiocarbohydrazide.