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Thiazoles

Thiazoles are a class of heterocyclic organic compounds consisting of a five-membered ring with one sulfur atom and one nitrogen atom.
They are known for their diverse biological activities and have found applications in medicinal chemistry, agrochemicals, and materials science.
Thiazole derivatives exhibit a wide range of pharmacological properties, including antimicrobial, antiinflammatory, antitumor, and antidiabetic effects.
Researchers often study the synthesis, reactivity, and structure-activity relationships of thiazole compounds to develop new therapeutics and functional materials.
Expore PubCompare.ai today and take your Thiazole studdies to new heights.

Most cited protocols related to «Thiazoles»

1
Comparing Structural Polymorphism and Dissimilarity
Cited 5 times
Structure comparisons [11 (link)] and the calculation of the dissimilarity index [7 (link)] were carried out in the previously described manner. All comparisons involving exclusively polymorphs of either Stz or Spn were based on geometrical parameters derived from the complete sets of non-H atomic positions. For comparisons between Stz and Spn, the atomic positions of the thiazole (Stz) or pyridine (Spn) ring were not used except for the carbon atom bonded to the sulfonamido N atom. Further details are given in section 4 of the Additional file 1.
Hursthouse M.B., Hughes D.S., Gelbrich T, & Threlfall T.L. (2015). Describing hydrogen-bonded structures; topology graphs, nodal symbols and connectivity tables, exemplified by five polymorphs of each of sulfathiazole and sulfapyridine. Chemistry Central Journal, 9, 1.
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Publication 2015
Carbon Neutrophil pyridine Thiazoles
2
Microtiter Dish Biofilm Disruption Assay
Cited 5 times
The microtiter dish biofilm formation assay24 was utilized to assess the ability of the thiazole compounds to disrupt an adherent staphylococcal biofilm, similar to what has been described elsewhere25 (link). S. epidermidis ATCC 35984 was transferred to tryptic soy broth and incubated at 37°C for 24 h before being diluted 1:200 in tryptic soy broth + 1% glucose. This solution was transferred to each well of a 96-well microtiter plate and incubated at 37°C for 24 h to permit biofilm formation on the well surface. Bacteria were removed and wells were washed twice with PBS. Compounds 1, 2, or vancomycin were added (in triplicate) to wells and serially diluted. The microtiter plate was then incubated at 37°C for 24 h. The plate was washed twice by submerging in deionized water. 0.1% (w/v) crystal violet was added to each well and allowed to stain the biofilm for 20 min before addition of 95% ethanol to decolorize. Using a kinetic microplate reader (Molecular Devices, Sunnyvale, CA, USA), the optical density of each well at 595 nm was measured. Percent biofilm mass reduction was calculated for each treatment regimen as compared to the control (wells receiving no treatment).
Mohammad H., Mayhoub A.S., Cushman M, & Seleem M.N. (2014). Anti-biofilm activity and synergism of novel thiazole compounds with glycopeptide antibiotics against multidrug-resistant staphylococci. The Journal of antibiotics, 68(4), 259-266.
Publication 2014
Bacteria Biofilms Ethanol Glucose Hyperostosis, Diffuse Idiopathic Skeletal Kinetics Medical Devices Stains Staphylococcus Staphylococcus epidermidis Thiazoles Treatment Protocols tryptic soy broth Vancomycin Violet, Gentian Vision
3
Homology Model-Based Ligand Docking for Thiazole Compounds
Cited 4 times
All docking experiments were performed on Mac Pro 6-core Intel Xenon X5 processor with Macintosh Operating System (OS X El Capitan) using Schrodinger 2015-1 (Schrödinger, LLC, New York, NY, 2015) software. Ligand preparations of the thiazole compounds, homology modeling (except using template as PDB: 4Q9H),51 (link) and protein preparation of the homology model were essentially performed following our reported protocols.19 (link) Homology model validation was performed based on Ramachandran plot and root-mean-square deviation (RMSD) of Cα atoms of the residues of the generated model and experimental structure. The Ramachandran plot analysis revealed >94% residues in the favored region, ~4% residues in the allowed regions, and ~1.2% residues (all glycine and Ala82) in the disallowed regions. The RMSD was found to be 0.061 Å suggesting good alignment. The grid was generated by selecting residues at 4 Å from bound inhibitors in homology modeled proteins (template PDBs: 4Q9I, 4Q9J, 4Q9K, 4Q9L). These residues are as follows: 61, 64, 65, 68, 69, 72, 118, 125, 222, 299, 303, 306, 307, 310, 336, 339, 340, 342, 343, 721, 725, 728, 729, 732, 770, 841, 842, 870, 871, 872, 942, 945, 949, 953, 957, 975, 978, 979, 982, 983, 984, 985, 986, 987, 990, and 991. Default protocol was used to perform induced-fit docking except the number of poses were reduced to 10. The surface representation of the bound ligand is generated by using ‘Create binding site surfaces’ tool in Maestro with default parameters and residue-type color scheme.
Patel B.A., Abel B., Barbuti A.M., Velagapudi U.K., Chen Z.S., Ambudkar S.V, & Talele T.T. (2018). Comprehensive Synthesis of Amino Acid-Derived Thiazole Peptidomimetic Analogues to Understand Enigmatic Drug/Substrate-Binding Site of P-glycoprotein. Journal of medicinal chemistry, 61(3), 834-864.
Publication 2018
Binding Sites Glycine inhibitors Ligands Plant Roots Proteins Thiazoles Xenon
4
Checkerboard Assay for MRSA Combination Therapy
Cited 4 times
The checkerboard assay was utilized to asses if the most potent thiazole compounds (1–3) have potential to be combined with mupirocin for treatment of MRSA infections [22 (link)]. Briefly, a bacterial suspension (1 × 105 CFU/mL) in CAMHB was added to each well of a 96-well microtiter plate. Compounds 1–3 and mupirocin were diluted in CAMHB in order to reach the desired starting concentration (2 × or 4 × MIC). Mupirocin was serially diluted along the horizontal axis of the plate while compound 1, 2, or 3 was diluted along the vertical axis. Plates were incubated for at least 18 hours at 37°C and the MIC of each compound was recorded. The fractional inhibitory concentration index (ƩFIC) was computed for each combination using the following equation:
∑FIC = MICthiazole compound in combination with mupirocinMICthiazole compound alone+MICmupirocin in combination with thiazole compoundMICmupirocin alone
A FIC index less than or equal to 0.50 was classified as synergism, as described previously [19 (link)]. FIC values above 0.50 but less than 4.00 were classified as indifference, while FIC values greater than 4.00 were indicative of antagonism.
Mohammad H., Cushman M, & Seleem M.N. (2015). Antibacterial Evaluation of Synthetic Thiazole Compounds In Vitro and In Vivo in a Methicillin-Resistant Staphylococcus aureus (MRSA) Skin Infection Mouse Model. PLoS ONE, 10(11), e0142321.
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Publication 2015
antagonists Apathy Bacteria Biological Assay Epistropheus Equus asinus Infection Methicillin-Resistant Staphylococcus aureus Mupirocin Psychological Inhibition Thiazoles
5
Osteoblast Proliferation on Ceramic Composites
Cited 4 times
The human osteoblast cell lines (hFOB 1.19 SV40 transfected osteoblasts, ATCC, Rockville, MD, USA) were seeded on the sterilized pure CS and GNP/CS composites samples at a density of 1×104 cells ml−1 in 96-well culture plates. Cells were maintained and propagated in DME/F-12 (HyClone, UT) cell culture medium supplemented with 10% fetal bovine serum (Gibco, NY), 100 U/mL penicillin and 100 µg/mL streptomycin at 37°C in a humidified atmosphere with 5% CO2 and cultured for 1,3 and 5 days. Proliferation of the cells cultured on the sterilized pellets (5 mm in diameter) was analysed using the methyl thiazole tetrazodium (MTT) assay. An MTT stock solution of 5 mg ml−1 (Sigma, St. Louis, MO, USA) was prepared by dissolving MTT in PBS, filtered through a 0.2 µm filter and stored at 4°C. Then the 96-well plate was removed from the incubator and 20 µl MTT stock solutions were added to each well. Cells were incubated for 4 h at 37°C in an atmosphere of 100% humidity and 5% CO2. After the incubation, the MTT solution was removed and replaced with 100 µl DMSO. At each culture period (1, 3 and 5 days), the samples were taken out and removed to new 24-well tissue culture plates. After being washed three times with PBS solution, cells were detached with trypsin/EDTA and stained with trypan blue, after which the living cells were counted with a hemocytometer (Becton Dickinson, Germany). Five samples of each composite were tested, and each test was carried out in triplicate.
Mehrali M., Moghaddam E., Seyed Shirazi S.F., Baradaran S., Mehrali M., Latibari S.T., Metselaar H.S., Kadri N.A., Zandi K, & Osman N.A. (2014). Mechanical and In Vitro Biological Performance of Graphene Nanoplatelets Reinforced Calcium Silicate Composite. PLoS ONE, 9(9), e106802.
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Publication 2014
Atmosphere Biological Assay Cell Culture Techniques Cell Lines Cell Proliferation Cells Culture Media Edetic Acid Fetal Bovine Serum Homo sapiens Humidity Osteoblasts Pellets, Drug Penicillins Simian virus 40 Streptomycin Sulfoxide, Dimethyl Thiazoles Tissues Trypan Blue Trypsin

Most recents protocols related to «Thiazoles»

1
Synthesis of Compound 720 from Precursors
Not available on PMC !

Example 180

[Figure (not displayed)]

Compound 33 (30.2 mg, 0.056 mmol), EDC (25.0 mg, 0.130 mmol) and pentafluorophenol (11 mg, 0.060 mmol) were dissolved in dichloromethane (4 mL) and the reaction was stirred overnight at room temperature, then concentrated to dryness to give compound perfluorophenyl 2-((1R,3R)-1-acetoxy-3-((2S,3 S)—N,3-dimethyl-2-((R)-1-methylpiperidine-2-carboxamido)pentanamido)-4-methylpentyl)thiazole-4-carboxylate, 33a, which was dissolved in 4 mL of DMA, and a solution of compound 165a (160 mg, 0.213 mmol) in 3 mL of DMA and DIPEA (26.8 μL, 0.154 mmol) were added. The reaction was stirred at room temperature overnight and then concentrated. The residue was diluted with 1 mL of acetonitrile and purified by reverse phase HPLC with a gradient of MeCN/H2O (10% MeCN to 40% MeCN in 45 min, d2 cm×L25 cm, C-18 column, 8 ml/min) to afford compound 720 (133.1 mg, 48% yield). ESI: m/z: calcd for C61H93N10O17S [M+H]+: 1269.6442, found 1282.6630.

US11873281B2. Conjugates of cell binding molecules with cytotoxic agents (2024-01-16). HANGZHOU DAC BIOTECH CO., LTD. [CN], None [US], None [CN], None [CN]. Inventors: R. Yongxin Zhao [US], Yue Zhang [CN], Yourang Ma [CN].
Full text: Click here
Patent 2024
2,3,4,5,6-pentafluorophenol acetonitrile Acids Anabolism DIPEA fluoromethyl 2,2-difluoro-1-(trifluoromethyl)vinyl ether High-Performance Liquid Chromatographies Methylene Chloride Thiazoles
2
Synthesis of 4-phenyl-2-(piperidin-4-yl)thiazole Derivative
Not available on PMC !

Example 27

[Figure (not displayed)]

4-phenyl-2-(piperidin-4-yl)thiazole (Kono et al. (2013) Bioorg. Med. Chem. 21:28, 36 mg, 0.15 mmol) and 4-methoxyphenylisocyanate (23 mg, 0.15 mmol) were added to THF (5 mL) and stirred overnight. The reaction was quenched by the addition of 1 N HCl and saturated NaHCO3 and EtOAc were added to the solution. The organic layer was collected and washed 2 additional times with sat. NaHCO3, dried over MgSO4 and evaporated. The isolated product crystallized on addition of ice cold EtOAc, filtered and washed with cold 1:1 EtOAc:Hexane. The resulting product was isolated as white crystals (25 mg, 0.06 mmol, 42% yield). MP=139.8-146.1° C. (143.8° C.) 1H NMR (300 MHz, DMSO-d6) δ 8.37 (s, 1H), 7.98 (s, 1H), 7.93 (d, J=7.0 Hz, 2H), 7.42 (t, J=7.5 Hz, 2H), 7.38-7.27 (m, 3H), 6.80 (d, J=9.0 Hz, 2H), 4.18 (d, J=13.3 Hz, 2H), 3.68 (s, 3H), 2.96 (t, J=12.7 Hz, 2H), 2.10 (d, J=13.3 Hz, 2H), 1.66 (qd, J=12.2, 4.0 Hz, 2H).

US11873288B2. Inhibitors for soluble epoxide hydrolase (sEH) and fatty acid amide hydrolase (FAAH) (2024-01-16). The Regents of the University of California [US]. Inventors: Bruce Hammock [US], Sean Kodani [US].
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Patent 2024
1H NMR Bicarbonate, Sodium Cold Temperature n-hexane piperidine Sulfate, Magnesium Sulfoxide, Dimethyl Thiazoles
3
Hydrogenation of Pentafluorophenyl Ester 713
Not available on PMC !

Example 174

[Figure (not displayed)]

To the EtOAc solution (40 ml) of pentafluorophenyl ester 713 (650 mg, 2.01 mmol), compound 16 (1.085 g, 2.01 mmol) and dry Pd/C (10 wt %, 100 mg) were added. The reaction mixture was stirred under hydrogen atmosphere (1 atm) for 24 h, and then filtered through a plug of Celite, with washing of the filter pad with EtOAc. The combined organic portions were concentrated and purified by column chromatography with a gradient of 0-5% methanol in CH2Cl2 to deliver compound 714 (1.10 g, 84% yield). MS ESI m/z calcd for C33H61N4O5SSi [M+H]+ 653.4133, found 653.4148.

US11873281B2. Conjugates of cell binding molecules with cytotoxic agents (2024-01-16). HANGZHOU DAC BIOTECH CO., LTD. [CN], None [US], None [CN], None [CN]. Inventors: R. Yongxin Zhao [US], Yue Zhang [CN], Yourang Ma [CN].
Full text: Click here
Patent 2024
Anabolism Atmosphere Celite Chromatography Esters Hydrogen Methanol Thiazoles
4
Synthesis of Compound 704 with Pentafluorophenol Ester
Not available on PMC !

Example 160

[Figure (not displayed)]

(S)-2-((tert-butoxycarbonyl)(methyl)amino)-3-methylbutanoic acid (33 mg, 0.14 mmol), DCC (32 mg, 0.154 mmol) and pentafluorophenol (39 mg, 0.21 mmol) were dissolved in ethyl acetate (20 mL) and the reaction was stirred at room temperature overnight. The reaction was then concentrated to dryness to give compound (S)-perfluorophenyl 2-((tert-butoxycarbonyl) (methyl)amino)-3-methylbutanoate, which was dissolved in 2 mL of DMA, and a solution of compound 2-((1R,3R)-3-((2 S,3 S)-2-amino-N,3-dimethylpentanamido)-1-hydroxy-4-methylpentyl)thiazole-4-carboxylic acid (52 mg, 0.14 mmol) in 3 mL of DMA and DIPEA (48.5 μL, 0.28 mmol) were added. The reaction was stirred at room temperature overnight and then concentrated. The residue was diluted with 1 mL of acetonitrile and purified by reverse phase HPLC with a gradient of MeCN/H2O to afford compound 704 (40.2 mg, 49% yield). ESI: m/z: calcd for C28H49N4O7S [M+H]+: 585.32, found 585.32.

US11873281B2. Conjugates of cell binding molecules with cytotoxic agents (2024-01-16). HANGZHOU DAC BIOTECH CO., LTD. [CN], None [US], None [CN], None [CN]. Inventors: R. Yongxin Zhao [US], Yue Zhang [CN], Yourang Ma [CN].
Full text: Click here
Patent 2024
2,3,4,5,6-pentafluorophenol acetonitrile Anabolism Carboxylic Acids Cortodoxone DIPEA ethyl acetate fluoromethyl 2,2-difluoro-1-(trifluoromethyl)vinyl ether High-Performance Liquid Chromatographies isovaleric acid methyl butyrate TERT protein, human Thiazoles
5
Acetylation of Compound 716
Not available on PMC !

Example 177

[Figure (not displayed)]

A solution of compound 716 (765 mg, 1.50 mmol) and DMAP (180 mg, 1.48 mmol) in anhydrous THF (30 mL) and anhydrous DMF (15 mL) was cooled to 0° C., to which DIPEA (3.0 mL, 17.2 mmol) and acetic anhydride (1.0 g, 9.79 mmol) were added. The reaction mixture was allowed to warm to r.t. and stirred for 4 h, and then concentrated. Column chromatography (5-50% MeOH/DCM) delivered compound 717 (785 mg, 95% yield) as an amorphous solid. MS ESI m/z calcd for C27H45N4O6S [M+H]+ 553.3061, found 553.3095.

US11873281B2. Conjugates of cell binding molecules with cytotoxic agents (2024-01-16). HANGZHOU DAC BIOTECH CO., LTD. [CN], None [US], None [CN], None [CN]. Inventors: R. Yongxin Zhao [US], Yue Zhang [CN], Yourang Ma [CN].
Full text: Click here
Patent 2024
acetic anhydride Anabolism Carboxylic Acids Chromatography DIPEA fluoromethyl 2,2-difluoro-1-(trifluoromethyl)vinyl ether Thiazoles

Top products related to «Thiazoles»

1
Dimethyl sulfoxide (dmso) by Merck Group
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DMSO is a versatile organic solvent commonly used in laboratory settings. It has a high boiling point, low viscosity, and the ability to dissolve a wide range of polar and non-polar compounds. DMSO's core function is as a solvent, allowing for the effective dissolution and handling of various chemical substances during research and experimentation.
2
Methyl thiazolyl tetrazolium (mtt) by Merck Group
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MTT is a colorimetric assay used to measure cell metabolic activity. It is a lab equipment product developed by Merck Group. MTT is a tetrazolium dye that is reduced by metabolically active cells, producing a colored formazan product that can be quantified spectrophotometrically.
3
Fetal bovine serum (fbs) by Thermo Fisher Scientific
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Fetal Bovine Serum (FBS) is a cell culture supplement derived from the blood of bovine fetuses. FBS provides a source of proteins, growth factors, and other components that support the growth and maintenance of various cell types in in vitro cell culture applications.
4
6 4 chlorophenyl imidazo 2 1 b 1 3 thiazole 5 carbaldehyde o 3 4 dichlorobenzyl oxime by Merck Group
Sourced in United States
6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(3,4-dichlorobenzyl)oxime is a chemical compound. It has the molecular formula C21H13Cl3N2OS.
5
Rpmi 1640 by Thermo Fisher Scientific
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RPMI 1640 is a common cell culture medium used for the in vitro cultivation of a variety of cells, including human and animal cells. It provides a balanced salt solution and a source of essential nutrients and growth factors to support cell growth and proliferation.
6
4 4 hydroxyphenyl thiazole by Fujifilm
4-(4-hydroxyphenyl)thiazole is a chemical compound used in various laboratory applications. It serves as a core structural element in the design and synthesis of specialized compounds. The function of this product is to provide a thiazole-based building block for further research and development purposes.
7
Dexamethasone (dex) by Merck Group
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Dexamethasone is a synthetic glucocorticoid medication used in a variety of medical applications. It is primarily used as an anti-inflammatory and immunosuppressant agent.
8
Thiazole blue by Merck Group
Sourced in United States
Thiazole blue is a laboratory reagent used for the quantitative determination of proteins. It is a dye that binds to proteins, forming a colored complex that can be measured spectrophotometrically. The intensity of the color is proportional to the protein concentration in the sample.
9
Trypsin by Thermo Fisher Scientific
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Trypsin is a proteolytic enzyme that hydrolyzes peptide bonds in proteins. It is commonly used in cell biology and molecular biology applications to facilitate cell detachment and dissociation.

More about "Thiazoles"

Thiazoles are a class of heterocyclic organic compounds featuring a five-membered ring with one sulfur atom and one nitrogen atom.
These versatile molecules have garnered significant interest in the scientific community due to their diverse biological activities and wide-ranging applications in medicinal chemistry, agrochemicals, and materials science.
Thiazole derivatives exhibit a remarkable array of pharmacological properties, including antimicrobial, anti-inflammatory, antitumor, and antidiabetic effects.
Researchers often study the synthesis, reactivity, and structure-activity relationships of thiazole compounds to develop new and innovative therapeutics and functional materials.
Beyond their biological significance, thiazoles are also closely related to other important chemical entities, such as DMSO (Dimethyl Sulfoxide), MTT (3-(4,5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide), FBS (Fetal Bovine Serum), and 6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(3,4-dichlorobenzyl)oxime.
These compounds often serve as solvents, reagents, or cell culture media components in thiazole-related research.
Furthremore, other thiazole-based molecules, such as RPMI 1640 (a cell culture medium), 4-(4-hydroxyphenyl)thiazole, and Dexamethasone (a synthetic glucocorticoid), have found widespread use in various biomedical applications, including cell culture, anti-inflammatory treatments, and more.
Exploring the versatile nature of thiazoles and their derivatives can open up new avenues for discovery and innovation.
By leveraging the power of AI-driven platforms like PubCompare.ai, researchers can effortlessly navigate the vast body of literature, identify the most accurate and reproducible protocols, and enhance the efficiency of their thiazole studies.
Embrak on your thiazole journey and uncover the true potential of these remarkable heterocyclic compounds.