5351-58-6

Upstream product

• 130822-37-6 4-acetyl-2-(1'-acetyl-2'-benzylidene)hydrazino-5-phenyl-4,5-dihydro-1,3,4-thiadiazole 
• 6956-33-8 dibenzylidenethiocarbohydrazide 
• 26151-92-8 S-ethyl-β-N-(benzylidene)dithiocarbazate 
• 100-52-7 benzaldehyde 
• 2231-57-4 Thiocarbohydrazide 

Downstream Products

• 111562-39-1 3-benzylidenehydrazino-5-methyl-1⁽²⁾H-pyrazole-4-carboxylic acid ethyl ester 
• 109500-72-3 3-amino-2-benzylidenehydrazono-4-methyl-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester 
• 95981-24-1 N'-benzylidenehydrazinothiocarbonyl-hydrazinecarbodithioic acid methyl ester 
• 90842-89-0 benzaldehyde (5-methyl-[1,3,4]thiadiazol-2-yl)-hydrazone 
• 130822-31-0 5-{[1-Phenyl-meth-(E)-ylidene]-hydrazono}-4,5-dihydro-[1,3,4]thiadiazol-2-ylamine; hydrobromide 
• 97706-67-7 benzaldehyde benzoyl-[1,3,4]thiadiazol-2-yl-hydrazone 
• 91687-89-7 benzaldehyde (5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-hydrazone 
• 1132880-97-7 benzaldehyde N'-(5-benzoylmethyl-1,3,4-thiadiazol-2-yl)hydrazone hydrobromide 
• 1243671-62-6 5,5'-bis-[N-benzylidene-N'-(3-phenyl-3H-[1,3,4]thiadiazol-2-ylidene)hydrazine] 

Relevant academic research and scientific papers

Preparation, characterization, antioxidant properties of novel Schiff bases including 5-chloroisatin-thiocarbohydrazone

Thanks to its pharmaceutical properties, the Schiff group of isatin has recently had a wide range of uses. In this study, seven new Schiff bases of isatin and its derivatives were prepared from thiocarbohydrazide, isatin and substituted aldehydes in the presence of ethanol under reflux. The chemical structures of the products were confirmed by 1H NMR, 13C NMR, IR and elemental analysis. The in vitro antioxidant features of all the compounds were evaluated by 1,1-diphenyl-2-picrylhydrazyl free radical scavenging method. The antioxidant effect was evaluated separately in two different stages: monosubstituted products synthesized with aldehyde groups and disubstituted products bound with isatin group. Accordingly, the compounds 3 and 4 showed the highest antioxidant activity and the isatin group suppressed the antioxidant effect of the disubstituted Schiff bases products.

Synthesis, physicochemical characterization, and TD–DFT calculations of monothiocarbohydrazone derivatives

Derivatives of thiocarbohydrazone studied so far have shown great biological activity such as antioxidant, antimicrobial, and anticancer. Most of these compounds are bis-substituted derivatives, while monothiocarbohydrazones are much less investigated. Еighteen monothiocarbohydrazones were synthesized and subjected to physicochemical characterization in order to facilitate the examination of their potential biological activity and application in future studies. The structure of synthesized derivatives was confirmed with NMR and FT–IR spectroscopy, and with elemental analysis. For one of the compounds, single-crystal X-ray diffraction analysis was performed. Specific and non-specific molecular interactions were interpreted by LSER principles, using Catalan’s model. For additional information about the dominance and influence of the interactions presented, correlations with Hansen’s solubility parameters were calculated. Influence of the type and position of the substituent on absorption maxima was determined with LFER (linear free-energy relationship) principles, using Hammett’s equation. Acidity constants of the synthesized compounds were theoretically calculated and experimentally determined. Moreover, the excitation of a molecule by a photon of UV–Vis light was interpreted by time-dependent density functional theory (TD–DFT) calculations of UV absorption bands, and intramolecular charge transfer (ICT) was quantified by calculations of the charge transfer distances (DCT).

The Reaction of Phosphorus Decasulfide with some Hydrazides and their Hydrazones: New Route for Construction of Four-membered, Five-membered, and Six-membered Phosphorus Heterocycles

Reaction of some selected benzoic acid hydrazides 1a–c with phosphorus decasulfide P4S10 in dry pyridine afforded some novel pyridine solvate of 1,3,4,2-thiadiazaphospholes 2a–c. Similarly, treatment of their corresponding hydrazones 3a–c toward phosphorus decasulfide under the same reaction conditions gave the corresponding thio-analog 4 and 1,3,2-benzoxazaphosphinine and benzodiazaphosphinine pyridine solvates 5a,b, respectively. Treatment of (thio)semicarbazides and their corresponding (thio)semicarbazones with phosphorus decasulfide in dry pyridine yielded the novel 1,2,4,3-triazaphospholidines 6a,b, and 1,3,2-diazaphosphetidines 8a,b, respectively. Moreover, cyclization of (thio)carbohydrazides and their mono-(thio)carbohydrazones with phosphorus decasulfide produced 1,2,4,3-triazaphospholidines 9a,b and 11a,b, respectively. The structures of these products were confirmed from analytical and spectral data.

Synthesis of thiocarbohydrazide and carbohydrazide derivatives as possible biologically active agents

A series of new β-isatin aldehyde-N,N′-thiocarbohydrazone, bis-β-isatin thiocarbohydrazones, bis-β-isatin carbohydrazones was synthesized by condensation of 5-substituted isatin with thiocarbohydrazide or carbohydrazide. The chemical structures of the newly synthesized compounds were confirmed by FT-IR, 1H NMR, and mass spectral analysis. The synthesized compounds were evaluated for in vitro antiviral activity against various strains of DNA and RNA viruses, but exhibited moderate antiviral activity compared with the reference compounds. Among all the compounds 6c exhibited the highest chemoprevention activity in a two-stage mouse-skin carcinogenesis test. Graphical abstract: [Figure not available: see fulltext.]

Microwave-assisted synthesis and antibacterial activity of unsymmetrical indolyl/aryl bis-thiosemicarbazones

A series of nine novel unsymmetrical bis-thiosemicarbazones were prepared in high yield by condensation of aromatic aldehyde thiosemicarbazones with indole-3-carboxaldehyde using microwave irradiation. The structures of the new compounds were characterised. Six of the compounds displayed varying levels of antibacterial activity against Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa and Staphylococcus aureus.

Solvent-free synthesis of novel unsymmetric chenodeoxycholic acid bis thiocarbazone derivatives promoted by microwave irradiation and evaluation of their antibacterial activity

Eleven new non-symmetric chenodeoxycholic acid bis thiocarbazones were efficiently synthesized via the condensation of steroidal diketones (methyl (5β)-3,7-dioxocholan-24-oate) and substituted benzaldehyde thiocarbohydrazones by means of microwave irradiation. Compared with the conventional heating method, the yields were increased from 31-58% to 80-89% and the reaction times were reduced from 420-520 min to 5.0-7.5 min. The structures of these novel compounds were characterized by spectral data and elemental analysis. Four compounds (7a, 7c, 7f and 7g) possess excellent activity against Bacillus subtilis and Staphylococcus aureus.

Microwave assisted synthesis, characterization of some new isatin and thiophene derivatives as cytotoxic and chemopreventive agents

In obtaining some new cytotoxic and chemopreventive agents with potent antiproliferative activity against cancer cells, a series of new β-isatin aldehyde-N,N′-thiocarbohydrazone, bis-β-isatin thiocarbohydrazones, bis-β-isatin carbohydrazones, N,2-bis(thiophen-2-ylmethylidene) thiocarbohydrazone and N,2-bis(thiophen-2-ylmethylidene) carbohydrazone derivatives was synthesized by microwave oriented reaction and evaluated for their in vitro cytotoxic activity. The newly synthesized compounds were characterized based on spectral (FT-IR, NMR, MS) analyses. The inhibitory effects of synthesized compounds on the proliferation of murine leukemia cells (L1210), human T-lymphocyte cells (CEM) and human cervix carcinoma cells (HeLa) were assayed by using MTT assay. The compounds were also tested for their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-Otetradecanoylphorbol-13-acetate (TPA). In vitro evaluation of these schiff bases revealed mild to moderate cytotoxic activity in a dose dependent manner. The results of the in vitro inhibitory activities of synthetic compounds against EBVEA activation with IC50 ranges from 485-535 (mol ratio/32pmol/TPA). Chlorine group containing derivatives did not show increased inhibitory activity against tumor promoter TPA induction. Sulphur containing derivatives also did not show a high inhibitory potency in this system.

Synthesis of new deoxycholic acid bis thiocarbazones under solvent-free conditions using microwave irradiation

A simple method for the synthesis of new deoxycholic acid bis thiocarbazones under solvent-free conditions using microwave irradiation has been developed. Its main advantages are short reaction times, good conversions and the environmentally friendly nature of the process. Their structures were characterised by 1H NMR, IR, ESI-MS spectra and elemental analysis. The preliminary results indicate that some of these compounds possess inhibitory effects against Escherichia coli.

Synthesis of new ferrocene bis thiocarbazones under solvent-free conditions using microwave

A simple efficient method for the synthesis of new ferrocene bis thiocarbazones via microwave irradiation under solvent-free conditions has been developed. Compared to the conventional method, its major advantages are short reaction times, good conversions and actually accorded the green synthesis technology. The structures of target compounds were confirmed by 1H NMR, IR, ESI-MS spectra data and elemental analysis. Preliminary bioassay results showed that some of these compounds possess inhibitory effects against S. aureus, S. pyogenes and E. coli bacteria.

Efficient synthesis of some novel spiro heterocycles containing triazine nucleus and their microbiological activity

The compound 4-[(2,4-substituted benzylidine)-amino]-.-thioxo-1,2,4- triazin-5-one 2 is treated with bromine in glacial acetic acid to yield, 4-[(2,4-substituted benzylidine)-amino]-6,.-dibromo-3-thioxo-1,2,4-triazin-5-one 3. The dibromo compound 3 is then subjected to reaction with substituted triazoles and amino thiophenol to furnish, 1-thia-2,3-(3'-substituted)-triazolo- 4,6,7,.-tetraza-4,6,7-trihydro-8-thioxo-10-oxo-9[(2"/4" substituted benzylidine)-amino]spiro[4.5]decane 4 and, 1-thia-2,3-(3.-substituted)-benzo-4, 6,7,9-tetraza-4,6,7-trihydro-8-thioxo-10-ox.-9[(2"/4" substituted benzylidine)-amino]spiro[4.5]decane 5, respectively. The compounds have been synthesized by conventional methods. The IR, 1H NMR, 13C NMR and mass spectral fragmentation patterns of some prepared compounds have been investigated to elucidate the structure of the synthesized compounds. The final compounds have also been screened for microbiological activity, which show some inhibitory action against gram positive and gram negative micro organisms.