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Synthesis and antibacterial studies of 2-aryl-3-alkanamido-4H-thiazolidin-4-one derivatives

A series of 2-aryl-3-alkanamido-4H-thiazolidin-4-ones were synthesized from long chain fatty acid hydrazides and studied for their in vitro antibacterial activity. Long chain fatty acid hydrazides 1 on reaction with different aromatic aldehydes in the presence of catalytic amount of glacial acetic acid yielded the corresponding aryl hydrazones 2 which on further reaction with thioglycolic acid in the presence of anhydrous zinc chloride furnished the title compounds 3. These compounds were characterized by CHN analyses, IR, mass and H-1 NMR spectral data. All the compounds were evaluated for their in vitro antibacterial activity against two Gram positive strains (Bacillus subtilis and Staphylococcus aureus) and two Gram negative strains (Escherichia coli and Pseudomonas aeruginosa) and their minimum inhibitory concentration (MIC) were determined. (C) 2011 Production and hosting by Elsevier B.V. on behalf of King Saud University.

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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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Antimicrobial activity of some novel 2-( 2-iodophenylimino)-5-arylidenethiazolidin-4-one derivatives

Background: Infectious diseases, especially those caused by multidrug-resistant bacteria, are becoming a serious problem worldwide because of the lack of effective therapeutic agents. Moreover, most antifungal drugs exhibit low efficacy and high toxicity because of the similarity between fungal and human cells. These issues warrant the search for potential new agents. Objectives: To synthesize potent 2-(2-iodophenylimino)-5-arylidenethiazolidin-4-one derivatives, improve the synthetic process, elucidate their structures, and determine their antimicrobial activity. Methods: 2- Iodoaniline was used as an initial reactant in a 3-step process for the synthesis of 2-(2-iodophenylimino)5-arylidenethiazolidin-4-one derivatives, including an acylation reaction, a cyclization reaction, and aldol condensation reactions. The structures of the obtained derivatives were investigated and elucidated using spectral methods. Antimicrobial activity toward 5 bacterial strains and 2 fungal strains was determined using Kirby-Bauer and agar dilution methods. Results: We successfully synthesized 12 novel compounds and elucidated their structures. The derivatives had no antifungal activities. By contrast, they showed remarkable antibacterial activities. Some of them with minimum inhibitory concentrations (MICs) <= 8 mu g/mL in both Staphylococcus aureus and methicillin-resistant S. aureus. Conclusions: A simple and flexible way to synthesize new compounds with a thiazolidin-4-one ring was determined. Some of these new compounds have outstanding effects with low MICs for bacteria. Their further investigation as therapeutic agents is warranted. Related Products of 922-67-8, Because enzymes can increase reaction rates by enormous factors and tend to be very specific, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 922-67-8.

Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 922-67-8 is helpful to your research. Computed Properties of C4H4O2.

Catalysts are substances that increase the reaction rate of a chemical reaction without being consumed in the process. 922-67-8, Name is Methyl propiolate, SMILES is C#CC(OC)=O, belongs to thiazolidines compound. In a document, author is Taya, Poonam, introduce the new discover, Computed Properties of C4H4O2.

DESIGN, SYNTHESIS, DOCKING STUDY AND PHARMACOLOGICAL EVALUATION OF NOVEL -2- (5-(1H-INDOL-3-YL)- 1, 3, 4-THIADIAZOL -2 -YLIMINO) -5 -(SUBSTITUTED BENZYLIDENE) THIAZOLIDIN-4-ONE ANALOGUES

A series of novel analogues of 2-(5-(1H-indol-3-yl)-1, 3, 4-thiadiazol-2-ylimino)- 5- (substituted benzylidene)thiazolidine-4-one have been synthesized. The structures of newly synthesized compounds were confirmed by FT-IR, H-1-NMR, C-13-NMR and Mass spectroscopy. The synthesized compounds showed significant antibacterial activity against gram-positive bacteria: Staphylococcus aureus (MTCC 3160), Bacillus subtilis (MTCC 2061), gramnegative Escherichia coli (MTCC 1652), Pseudomonas aeruginosa (MTCC 741) and antifungal activity against fungal strains: Candida albicans (MTCC 183) and Aspergillus niger (MTCC 2110). Also, their anti-inflammatory activity was evaluated by using carrageenan-induced rat paw edema method. Compounds 7d and 7h with the methoxy substitution on phenyl ring were found as active derivatives of the series, exhibited 49.86% and 49.88% inhibition respectively as compared with Diclofenac sodium. In-silico molecular docking studies of the synthesized compounds was done on crystal structures of proteins of microbes Aspergillus niger, Bacillus subtilis, Candida albicans, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and cyclooxvgenase-2 using GRIP batch docking method of V-life MDS 3.0 software to study their observed activity which revealed a significant correlation between the binding score and biological activity for these compounds.

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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition, 922-67-8, Name is Methyl propiolate, SMILES is C#CC(OC)=O, in an article , author is Kumar, D., once mentioned of 922-67-8, Quality Control of Methyl propiolate.

Synthesis and characterization of polymer-anchored transition metal complexes

The reaction between polystyrene 3-formylsalicylate and 2-aminophenol in DMF in the presence of ethyl acetate results in the formation of polystyrene N-(2-hydroxypheny1)-2′-hydroxybenzylideneimine-3′-carboxylate (I). Reacting with mercaptoacetic acid, a benzene suspension of I undergoes cyclization and fauns polystyrene N-(2-hydroxyphenyl)-C-(3′-carboxy-2′-hydroxyphenyl) thiazolidin-4-one, PSCH2-LH2 (II). A DMF suspension of II reacts with Zn(II), Co(II), Cu(II), Zr(OH)(2)(IV) and MoO2(VI) ions and forms the corresponding polystyrene-anchored coordination compounds, [PSCH2-LHZn(OAc)(DMF)] (III), [PSCH2-LHCo(OAc)(DMF)] (IV), [PSCH2-LHCu(OAc)(DMF)] (V), [PSCH2-LHZr(OH)(3)(DMF)(2)] (VI) and [PSCH2-LHMoO2(acac)] (VII), respectively. The polystyrene-anchored coordination compounds were characterized on the basis of elemental analyses, spectral (IR, reflectance, ESR) studies and magnetic susceptibility measurements. II acts as a monobasic bidentate OS donor ligand in all coordination compounds. The acetato groups behave as monodentate ligands in all compounds. A tetrahedral structure for III, a square-planar structure for IV and V, a pentagonal-bipyramidal structure for VI and an octahedral structure for VII are suggested.

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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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Reference of 922-67-8, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. 922-67-8, Name is Methyl propiolate, SMILES is C#CC(OC)=O, belongs to thiazolidines compound. In a article, author is Matiichuk, Yu. E., introduce new discover of the category.

5-(1,3-Benzothiazol-2-yl)furan-2-carbaldehyde in the Design of Antitumor Agents

Reactions of 5-(1,3-benzothiazol-2-yl)furan-2-carbaldehyde with 2-acetylfuran, 2-acetylthiophene, and some compounds containing an active methylene group gave a number of new 3-[5-(1,3-benzothiazol-2-yl)furan-2-yl]-1-(furan- or thiophen-2-yl)prop-2-en-1-one, 3-[5-(1,3-benzothiazol-2-yl)furan-2-yl]acrylonitrile, 3-[5-(1,3-benzothiazol-2-yl)furan-2-yl]-2-cyanoacrylamide, and 5-{[5-(1,3-benzothiazol-2-yl)furan-2-yl]methylidene}-2-sulfanylidene-1,3-thiazolidin-4-one derivatives. 5-{[5-(1,3-Benzothiazol-2-yl)furan-2-yl]methylidene}-2-(morpholin-4-yl)-1,3-thiazol-4-one and diethyl 4-[5-(1,3-benzothiazol-2-yl)furan-2-yl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate were synthesized by multicomponent reactions involving the title compound. Antitumor screening of the synthesized 5-(1,3-benzothiazol-2-yl)furan-2-carbaldehyde derivatives revealed a lead compound, 3-[5-(1,3-benzothiazol-2-yl)furan-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile, which proved to be superior to 5-fluorouracil, cisplatin, and curcumin taken as reference drugs.

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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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New nalidixic acid-1,3-thiazolidin-4-one hybrids: Design, synthesis and in vitro antimicrobial activity

In this paper, 14 new nalidixic acid-1,3-thiazolidin-4-one hybrid compounds (17-30) were synthesized by the cyclization reaction of corresponding N-substituted nalidixic acid hydrazones (3-16) with mercaptoacetic acid in the presence of 1,4-dioxane. The structures of the obtained compounds were confirmed by means of H-1 NMR and C-13 NMR spectroscopy. All newly synthesized hybrids were screened in vitro for antimicrobial activity. The antimicrobial activity assay indicated that compounds 17-30 showed good to moderate antimicrobial activity, especially against Gram-positive bacteria. Moreover, compound 29 inhibited growth of reference strains of Gram-negative bacteria belonging to Enterobacteriaceae family.

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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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Molecular docking, design, synthesis and biological evaluation of novel 2,3-aryl-thiazolidin-4-ones as potent NNRTIs

Nonnucleoside reverse transcriptase inhibitors (NNRTIs) remain the most promising anti-AIDS agents that target the HIV-1 reverse transcriptase enzyme (RT). However, the efficiency of approved NNRTI drugs has decreased by the appearance of drug-resistant viruses and side effects upon long-term usage. Thus, there is an urgent need for developing new, potent NNRTIs with broad spectrum against HIV-1 virus and with improved properties. In this study, a series of thiazolidinone derivatives was designed based on a butterfly mimicking scaffold consisting of a substituted benzothiazolyl moiety connected with a substituted phenyl ring via a thiazolidinone moiety. The most promising derivatives were selected using molecular docking analysis and PASS prediction program, synthesized and evaluated for HIV-1 RT inhibition. Five out of fifteen tested compounds exhibited good inhibitory action. It was observed that the presence of Cl or CN substituents at the position 6 of the benzothiazole ring in combination with two fluoro atoms at the ortho-positions or a hydrogen acceptor substituent at the 4-position of the phenyl ring are favourable for the HIV RT inhibitory activity.

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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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Preparation of some novel thiazolidinones, imidazolinones, and azetidinone bearing pyridine and pyrimidine moieties with antimicrobial activity

By aiming to design new antimicrobial agents, we prepared new series of thiazolidin-4-ones(12a-d), imidazolin-4-ones(13a-d), and azetidin-2-ones (14a-d), having pyridine and pyrimidine moieties. Chemical structures of these derivatives were elucidated by the use of spectral and elemental analyses. All the new substituted pyridopyrimidines were subjected to in vitro antimicrobial testing by estimating the zone of inhibition toward Bacillus subtilis and Staphylococcus aureus, as examples of bacterial species, in addition to Aspergillus flavus and Candida albicans, as examples of fungal species. The results of antimicrobial testing detected that all the screened derivatives displayed antibacterial effect; especially azetidin-2-one derivative, (14c), was the most active one. Regarding the antifungal potential, only thiazolidinone derivatives, 12a and 12c, and the imidazolinone, 13c, displayed inhibitory activity toward Aspergillus flavus, while all the tested compounds, 12a-d, 13a-d, and 14a-d, except 14a, produced inhibitory potential toward Candida albicans. Docking studies of the most active antimicrobial agents, 12c, 13c, and 14c, within GLN-6-P, recorded good scores with several binding interactions with the active site.

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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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Chemistry is traditionally divided into organic and inorganic chemistry. The former is the study of compounds containing at least one carbon-hydrogen bonds. 922-67-8, Name is Methyl propiolate, molecular formula is C4H4O2, belongs to thiazolidines compound, is a common compound. In a patnet, author is Guiza, Fausto M., once mentioned the new application about 922-67-8, HPLC of Formula: C4H4O2.

Synthesis and X-ray diffraction data of (4R)-methyl-3-(1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carbonyl)thiazolidin-4-carboxylate, C14H13ClN4O3S

The new compound (4R)-methyl-3-(1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carbonyl)thiazolidin-4-carboxylate was synthesized by the 1,3-dipolar cycloaddition reaction between (4R)-methyl-3-propionyl-thiazolidin-4-carboxylate (1) and 4-chlorophenylazide using the click chemistry approach. Molecular characterization was carried out by infrared spectroscopy and mass spectrometry. The X-ray powder diffraction study determined that the title compound crystallized in an orthorhombic system with unit-cell parameters a = 20.876 (2) angstrom, b = 12.111 (1) angstrom, and c = 6.288 (9) angstrom. The volume of the unit cell is V = 1589.7 (2) angstrom(3). All measured diffraction maxima were indexed and are consistent with the P222(1) space group (No. 17). No detectable impurities were observed. (C) 2019 International Centre for Diffraction Data.

We¡¯ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, 922-67-8. The above is the message from the blog manager. HPLC of Formula: C4H4O2.

Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com

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Umpolung cyclization reaction of N-cinnamoylthioureas in the presence of DBU

A novel regioselective cyclization reaction of N-cinnamoylthioureas leading to six- or five-membered heterocyclic compounds was developed. N-Cinnamoylthioureas in the presence of trifluoroacetic acid (TFA) underwent the well-established intramolecular cycloaddition reaction to give 2-imino-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-ones in good yields. On the other hand, the reaction with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) proceeded in an unprecedented umpolung cyclization fashion to afford five-membered 2-imino-1,3-thiazolidin-4-ones and/or 2-thioxoimidazolidine-4-ones. The reaction was considered to occur via a cycloadduct of DBU with the cinnamoyl moiety followed by intramolecular attack of the thiourea group.

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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com