20478-70-0Relevant articles and documents
Concise total synthesis of hydrazidomycin A, a rare hydrazide metabolite of streptomyces atratus
Meyer, Florian,Ueberschaar, Nico,Hertweck, Christian
, p. 4242 - 4244 (2013)
Hydrazidomycins A-C and elaiomycins B-C represent a family of unusual, naturally occurring enehydrazides produced by Streptomyces sp. A general synthetic approach to access these densely functionalized hydrazine derivatives is exemplified by the first total synthesis of hydrazidomycin A. The modular synthesis involves a ruthenium-catalyzed hydroamidation of an alkyne and a hydrazide-derived phthalimide to yield predominantly the Z-configured enehydrazide. Copyright
Microwave irradiated synthesis of Schiff bases of 4-(arylideneamino)-5-alkyl-2,4-dihydro-1,2,4-triazole-3-thione containing 1,2,4-triazole segment
Akhgar, Mohammad Reza,Ghazanfari, Dadkhoda,Ghodratbeigi, Mohsen,Shirmohammadi, Mahdi,Souzangarzadeh, Saeid
, p. 1805 - 1813 (2022/01/08)
Novel compounds based on the 1,2,4-triazole skeleton were synthesized. A class of 4-amino-5-alkyl-4H-1,2,4-triazole-3-thione created by reaction of thiocarbohydrazide with long-chain aliphatic carboxylic acids, and then the Schiff bases were obtained in the media of heat and microwave waves, in the presence and the absence of a catalyst. Their chemical structures were assayed by elemental analysis, also device spectroscopic methods.
Lipophilic gold(I) complexes with 1,3,4-oxadiazol-2-thione or 1,3-thiazolidine-2-thione moieties: synthesis and their cytotoxic and antimicrobial activities
de Almeida, Angelina Maria,de Oliveira, Bruno Assis,de Castro, Pedro P?ssa,de Mendon?a, Camille Carvalho,Furtado, Ricardo Andrade,Nicolella, Heloiza Diniz,da Silva, Vania Lúcia,Diniz, Cláudio Galuppo,Tavares, Denise Crispim,Silva, Heveline,de Almeida, Mauro Vieira
, p. 841 - 857 (2017/10/07)
Novel lipophilic gold(I) complexes containing 1,3,4-oxadiazol-2-thione or 1,3-thiazolidine-2-thione derivatives were synthesized and characterized by IR, high resolution mass spectrometry, and 1H, 13C 31P NMR. The cytotoxicity of the compounds was evaluated considering cisplatin and/or auranofin as reference in different tumor cell lines: colon cancer (CT26WT), metastatic skin melanoma (B16F10), breast adenocarcinoma (MCF-7), cervical carcinoma (HeLa), glioblastoma (M059?J). Normal human lung fibroblasts (GM07492-A) and kidney normal cell (BHK-21) were also evaluated. The gold(I) complexes were more active than their respective free ligands and cisplatin. Furthermore, antibacterial activity was evaluated against Gram-positive bacteria Staphylococcus aureus ATCC 25213, Staphylococcus epidermidis ATCC 12228 and Gram-negative bacteria Escherichia coli ATCC 11229 and Pseudomonas aeruginosa ATCC 27853 and expressed as the minimum inhibitory concentration (MIC). The complexes exhibited lower MIC values when compared to the ligands and chloramphenicol against Gram-positive bacteria and Gram-negative bacteria. Escherichia coli was sensitive one to the action of gold(I) complexes.
Bile acid hydrazides: Gelation, structural, physical and spectroscopic properties
Pore, Vandana S.,Agalave, Sandip G.,Pharande, Shrikant G.,Patil, Prashant A.,Kotmale, Amol S.
supporting information, p. 453 - 460 (2015/02/05)
Synthesis and gelation properties of a series of novel bile acid hydrazides are presented. These compounds are found to undergo self-assembly leading to organogelation in certain organic solvents. Compound 1 was found to be the most "effective" gelator in this series. The properties of this gel have been thoroughly investigated by conventional methods typical for molecular gel studies. Sol-gel transition temperature (Tg) of chloroform gels of compounds 1 and 3 was found to increase with increase in the chain length. Sol-gel transition was probed using the isothermal time test and results show that there is instantaneous increase in both the moduli after shear melting, which suggests that the kinetics of formation of the network was very fast. IR and NMR studies revealed hydrogen bonding between amidic carbonyl in the side chain and hydroxyl groups of cholic acid.
Synthesis, antimicrobial evaluation, QSAR and in silico ADMET studies of decanoic acid derivatives
Kumar, Ashwani,Singh, Surender,Jain, Sandeep,Kumar, Parvin
experimental part, p. 191 - 204 (2011/10/09)
Various derivatives of decanoic acid (CD) have been synthesized and evaluated against Gram positive B. subtilis, S. aureus and Gram negative E. coli bacteria as well as against fungi C. albicans and A. niger. Quantitative structure activity relationship (QSAR) models for antimicrobial activities were developed using multiple linear regression and cross validated by leave one out (LOO) approach. QSAR studies indicated that activity against Gram positive bacteria was governed by lipophilicity of the compounds while topological steric nature of the molecule was deciding factor for antifungal activity. Further, in silico ADMET studies showed that compounds CD12, 19, 20 and 23 could be explored further for other activities.
Synthesis of some novel 2,5-disubstituted thiazolidinones from a long chain fatty acid as possible anti-inflammatory, analgesic and hydrogen peroxide scavenging agents
Kumar, Vipin,Sharma, Archana,Chander Sharma, Prabodh
experimental part, p. 198 - 203 (2011/10/18)
Some new decanoic acid [2,5-disubstituted-4-oxo-thiazolidin-3-yl]amides (6a-j) have been synthesised by the condensation of decanoic acid hydrazide with various aromatic aldehydes to yield the Schiff's bases. Cyclocondensation of the Schiff's bases with thioglycollic acid afforded 4-thiazolidinone derivatives. The structures of the newly synthesised compounds were confirmed by analytical and spectral methods. The anti-inflammatory, analgesic and antioxidant activity of the title compounds were evaluated. Compound 6j exhibited 44.84 % inhibition of inflammation and was the most potent anti-inflammatory agent of the series whereas compound 6f demonstrated the most potent analgesic activity (69.82% inhibition of writhing) followed by compounds 6e and 6g. All the synthesised compounds exhibited a potent antioxidant activity.
Thiazolidin-4-one and hydrazone derivatives of capric acid as possible anti-inflammatory, analgesic and hydrogen peroxide-scavenging agents
Sharma, Archana,Kumar, Vipin,Jain, Sandeep,Sharma, Prabodh Chander
experimental part, p. 546 - 552 (2012/06/01)
Starting from capric acid, hydrazone and thiazolidin-4-one derivatives have been synthesized in the present investigation. Decanoic acid hydrazide was reacted appropriately to yield hydrazones, which were then cyclized to yield the corresponding thiazolidin-4-ones. The structures of the newly synthesized compounds were confirmed by analytical and spectral methods. Anti-inflammatory, analgesic, and hydrogen peroxide-scavenging activity of the title compounds were evaluated. Among synthesized compounds, 2-hydroxyphenyl thiazolidinone with 44.90% inhibition of inflammation was the most potent anti-inflammatory agent. Similarly, 4-methoxybenzylidine hydrazide with 64.90% inhibition of writhing was observed to be the most potent analgesic agent of the synthesized compounds. All the synthesized compounds exhibited potent hydrogen peroxide-scavenging activity.
Development and assessment of green synthesis of hydrazides
Saha, Ajoy,Kumar, Rajesh,Kumar, Rajendra,Devakumar
experimental part, p. 526 - 531 (2010/10/03)
An expeditious, solvent free one pot method for the preparation of hydrazides from corresponding acids directly under microwave irradiation is developed. The method has been assessed using green chemistry measures and found superior to conventional method with higher E(environmental) factor, atom economy, atom efficiency, carbon efficiency, reaction mass efficiency.
Green synthesis of 5-substituted-1,3,4-thiadiazole-2-thiols as new potent nitrification inhibitors [1]
Saha, Ajoy,Kumar, Rajesh,Kumar, Rajendra,Devakumar
experimental part, p. 838 - 845 (2010/10/04)
(Chemical Equation Presented) A fast, efficient synthesis of 5-substituted-1,3,4-thiadiazole-2-thiols was successfully developed, assessed using green chemistry matrices, and compounds were screened for their in vitro nitrification inhibitory activity. The greener method was superior with higher energy efficiency, E(nvironmental) factor, atom economy, atom efficiency, carbon efficiency, and reaction mass efficiency.
Glycosylhydrazides, a New Class of Sugar Surfactant. Preparation and Amphiphilic Properties of 1-Glycosyl-2-Acylhydrazines
Auge, Jacques,Lubin-Germain, Nadege
, p. 378 - 392 (2007/10/03)
The synthesis and the amphiphilic properties of 1-glycosyl-2-acylhydrazines are described. This new class of surfactants, referred to as glycosylhydrazides, is easily available from a reducing sugar and hydrazides without protection. Seven hydrazides having an alkyi chain of up to fourteen carbon atoms, arc coupled with glucose giving 1-glucosyl-2-acylhydrazines in good yields; 1-maltosyl-2-octanoylhydrazine, as a typical disaccharide-based surfactant, is prepared as well. Critical micellar concentrations of these surfactants range from 0.04 to 252 mM.