Category: thiazole

Synthesis of 2-Alkynyl- and 2-Amino-12H-benzothiazolo[2,3-b]quinazolin-12-ones and Their Inhibitory Potential against Monoamine Oxidase A and B was written by Jafari, Behzad;Jalil, Saquib;Zaib, Sumera;Safarov, Sayfidin;Khalikova, Muattar;Khalikov, Djurabay;Ospanov, Meirambek;Yelibayeva, Nazym;Zhumagalieva, Shynar;Abilov, Zharylkasyn A.;Turmukhanova, Mirgul Z.;Kalugin, Sergey N.;Salman, Ghazwan Ali;Ehlers, Peter;Hameed, Abdul;Iqbal, Jamshed;Langer, Peter. And the article was included in ChemistrySelect in 2019.Recommanded Product: 2-Chlorobenzothiazole This article mentions the following:

The 2-alkynyl- and 2-aminobenzothiazolo[2,3-b]quinazolin-12-ones I (R = isopropylaminyl, diphenylaminyl, morpholin-4-yl, etc.) and II (Ar = Ph, 4-tert-butylphenyl, naphthalen-1-yl, etc.) have been synthesized by Palladium catalyzed Buchwald-Hartwig and Sonogashira reactions. Synthesized derivatives were further evaluated for their role as potential inhibitors of monoamine oxidase A and B (MAO-A and B) isoenzymes. Most compounds possess moderate to excellent inhibitory potential against MAO-A and MAO-B. The 2-amino-substituted derivatives show a significantly higher activity as compared to 2-alkynyl- and previously reported 2-aryl derivatives Studied compounds might be employed as novel monoamine oxidase inhibitors and may provide insights for the development of new drug candidates against neurol. diseases. In the experiment, the researchers used many compounds, for example, 2-Chlorobenzothiazole (cas: 615-20-3Recommanded Product: 2-Chlorobenzothiazole).

2-Chlorobenzothiazole (cas: 615-20-3) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Recommanded Product: 2-Chlorobenzothiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Thiomethylation and thiohydroxylation – a new pathway of metabolism of heterocyclic compounds was written by Pal, R.;Spiteller, G.. And the article was included in Xenobiotica in 1982.Reference of 20485-41-0 This article mentions the following:

Gas-liquid chromatog.-mass spectral anal. of thin-layer chromatog. fractions of urine samples from patients treated with clomethiazole (I) [533-45-9] revealed 2 minor metabolites formed by thiomethylation and thiohydroxylation, namely 2-methylthioclomethiazole聽聽[87764-52-1] and 5-acetyl-4-methyl-2-methylmercaptothiazole聽聽[73548-99-9], resp. The structures of 6 other minor metabolites resulting from side-chain degradation were also elucidated. The occurrence of metabolites with substituents at position 2 of the heterocyclic nucleus was assumed to be initiated by oxidative attack of the N, followed by nucleophilic substitution at position 2. In the experiment, the researchers used many compounds, for example, 4-Methylthiazole-5-carboxylic acid (cas: 20485-41-0Reference of 20485-41-0).

4-Methylthiazole-5-carboxylic acid (cas: 20485-41-0) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, 蟺-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 掳C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Reference of 20485-41-0

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Chitosan-SO₃H: a green approach to 2-aryl/heteroaryl benzothiazoles under solvent-free conditions at room temperature was written by Bathula, Surendra Bose;Khagga, Mukkanti;Venkatasubramanian, Hariharakrishnan. And the article was included in Asian Journal of Chemistry in 2018.Synthetic Route of C14H11NS This article mentions the following:

An efficient green protocol was developed for the synthesis of 2-aryl/heteroaryl benzothiazoles by intramol. cyclocondensation of 2-mercaptoaniline with aryl/heteroaryl aldehydes using chitosan-SO₃H as an efficient biocompatible and reusable heterogenous solid acid catalyst in presence of air under solvent free conditions at room temperature In the experiment, the researchers used many compounds, for example, 2-(4-Methylphenyl)benzothiazole (cas: 16112-21-3Synthetic Route of C14H11NS).

2-(4-Methylphenyl)benzothiazole (cas: 16112-21-3) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Synthetic Route of C14H11NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

N-doped graphitic carbon-improved Co-MoO₃ catalysts on ordered mesoporous SBA-15 for chemoselective reduction of nitroarenes was written by Huang, Haigen;Liang, Xiangcheng;Wang, Xueguang;Sheng, Yao;Chen, Chenju;Zou, Xiujing;Lu, Xionggang. And the article was included in Applied Catalysis, A: General in 2018.Computed Properties of C7H4N2O2S This article mentions the following:

Metallic Co-MoO₃ catalysts supported on ordered mesoporous SBA-15 were first prepared through in situ reaction of SBA-15-supported Co-Mo oxides with 1,10-phenanthroline. The resulting Co-MoO₃/NC@SBA-15 catalysts with N-doped carbon (NC) exhibited high catalytic activity and chemoselectivity for selective reduction of various functionalized nitroarenes to the corresponding arylamines in ethanol with hydrazine hydrate at near room temperature (30掳). For reduction of all tested substrates (28 examples), the catalyst could afford a conversion of >99% and arylamine selectivity of >99%. The excellent catalytic performance of the Co-MoO₃/NC@SBA-15 was attributed to the Co-N_蠂(C)-Mo active sites generated through the interaction between the surface Co-N_蠂(C) and MoO₃ species, promoting the dissociation of hydrazine mol. into the active H* species for the reduction of nitro groups. After the seventh cycle for reduction of 4-methoxylnitrobenzene, the 2%Co-MoO₃/NC@SBA-15 showed little change in catalytic performance, textural properties, size and dispersion of metal species and valence states of elements, indicating high stability and recyclability. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5Computed Properties of C7H4N2O2S).

6-Nitrobenzothiazole (cas: 2942-06-5) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at 未 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Computed Properties of C7H4N2O2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

2-Arylation/alkylation of benzothiazoles using superparamagnetic graphene oxide-Fe₃O₄ hybrid material as a heterogeneous catalyst with diisopropyl azodicarboxylate (DIAD) as an oxidant was written by Khalili, Dariush;Etemadi-Davan, Elham;Banazadeh, Ali Reza. And the article was included in Applied Organometallic Chemistry in 2018.Recommanded Product: 2-(4-Methylphenyl)benzothiazole This article mentions the following:

In this report, we introduced Graphene oxide-iron oxide (GO-Fe₃O₄) nanocomposites as a heterogeneous catalyst for arylation/alkylation of benzothiazoles with aldehydes and benzylic alcs. in the presence of diisopropyl azodicarboxylate (DIAD) as an oxidant which exclusively produced 2-aryl (alkyl)-1H-benzothizoles in moderate to excellent yields. The absence of precious metals and toxic solvent, easy product isolation, and recyclability of the GO-Fe₃O₄ with no loss of activity are notable advantages of this method. In the experiment, the researchers used many compounds, for example, 2-(4-Methylphenyl)benzothiazole (cas: 16112-21-3Recommanded Product: 2-(4-Methylphenyl)benzothiazole).

2-(4-Methylphenyl)benzothiazole (cas: 16112-21-3) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at 未 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Recommanded Product: 2-(4-Methylphenyl)benzothiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Evaluation of the clinical safety and efficacy of fenbendazole and levamisole in the control of Neoechinorhynchus buttnerae in Colossoma macropomum – Acanthocephalosis treatments was written by de Alexandre Sebastiao, Fernanda;Souza Rocha, Maria Juliete;Rodrigues Brandao, Franmir;Braga de Oliveira, Maria Ines;de Melo Souza, Damy Caroline;Carlos do Nascimento Barbosa, Bruna;Castro Monteiro, Patricia;Majolo, Claudia;Crescencio, Roger;Tavares-Dias, Marcos;Campos Chagas, Edsandra. And the article was included in Aquaculture International in 2022.Recommanded Product: (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole This article mentions the following:

Abstract: Occurrences of parasitic infections caused by Neoechinorhynchus buttnerae in Colossoma macropomum (tambaqui), especially in the northern region of Brazil, have increased in the past two decades and have caused economic losses in tambaqui production The aim of this study was to evaluate the in vivo efficacy and clin. safety of fenbendazole and levamisole in controlling and treating N. buttnerae in tambaqui for 30 days. Juvenile tambaqui naturally infected with N. buttnerae were distributed in 15 tanks (n = 12 per 1,000 L-tank), constituting five treatments, in triplicate. Treatments were administered via diet (mg kg^-1 of live weight): control (0 mg kg^-1), F1 (100 mg kg^-1 of fenbendazole), F2 (200 mg kg^-1 of fenbendazole), L1 (200 mg kg^-1 of levamisole), and L2 (300 mg kg^-1 of levamisole). Fish survival rate was 100during the entire exptl. period. Fenbendazole treatments were not effective against N. buttnerae; however, L1 and L2 showed efficacy of 73.4 and 99.15, resp. Treatments with fenbendazole or levamisole did not affect the growth parameters of tambaqui. F1 and F2 showed significant reduction in the hematocrit values when compared to L1, and Hb values were significantly reduced in F1 when compared to L1, L2, and the control group. There were no significant differences in RBC, MCV, and CHCM. The plasma glucose value was statistically lower in F1 than in the L1 (p = 0.03) and L2 (p = 0.02) treatments. For alanine aminotransferase, there was a significant reduction (p = 0.004) in the F1 and F2 groups compared to the L2 group. No statistical difference was observed for aspartate aminotransferase among the treatments. More studies are warranted to further evaluate other therapeutic strategies using shorter periods for controlling and efficiently treating N. buttnerae. In the experiment, the researchers used many compounds, for example, (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole (cas: 14769-73-4Recommanded Product: (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole).

(S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole (cas: 14769-73-4) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Recommanded Product: (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Emergence and evolution of unique plasmids harboring blaIMP-70 and blaCTX-M-253 in multidrug-resistant Providencia rettgeri was written by Watanabe, Mako;Nakano, Ryuichi;Tanouchi, Ayako;Nakano, Akiyo;Suzuki, Yuki;Saito, Kai;Sakata, Ryuji;Ogawa, Miho;Yano, Hisakazu. And the article was included in Microbiology Spectrum in 2022.HPLC of Formula: 78110-38-0 This article mentions the following:

Although the prevalence of carbapenem-resistant Enterobacterales remains low in Japan, these bacteria are a growing problem worldwide, owing to their multidrug resistance phenotype. We isolated a multidrug-resistant Providencia rettgeri strain, NR1418, harboring a rare blaIMP variant, blaIMP-70, a novel blaCTX-M variant, designated blaCTX-M-253, and blaMOX-1. This strain is resistant to 尾-lactams, amikacin, levofloxacin, and colistin. Genomic anal. revealed that NR1418 carries two plasmids, designated pNR1418-1 and pNR1418-2. The pNR1418-1 plasmid harbors blaCTX-M-253, blaTEM-1, and blaMOX-1, while the pNR1418-2 plasmid harbors blaIMP-70, which is located in a class 1 integron. Both plasmids exhibit high similarities with the plasmid of the P. rettgeri isolate BML2526, which also harbors blaIMP-70 and was identified in the same region of Japan as NR1418 at a different point in time. This indicates the possibility of the emergence and evolution of IMP-70-producing P. rettgeri and suggests that the plasmid of BML2526 may have occurred following recombination of the two plasmids harbored by NR1418. Further, blaIMP-70 and blaCTX-M-253 were found on unique plasmids, indicating that they likely evolved through mutations and recombination. In the experiment, the researchers used many compounds, for example, 2-((((Z)-1-(2-Aminothiazol-4-yl)-2-(((2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoic acid (cas: 78110-38-0HPLC of Formula: 78110-38-0).

2-((((Z)-1-(2-Aminothiazol-4-yl)-2-(((2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoic acid (cas: 78110-38-0) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, 蟺-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.HPLC of Formula: 78110-38-0

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Isolation and characterization of a highly virulent Edwardsiella piscicida strain responsible for mass mortality in marbled eel (Anguilla marmorata) cultured in Korea was written by Jung, Won Joon;Kwon, Jun;Giri, Sib Sankar;Kim, Sang Guen;Kim, Sang Wha;Kang, Jeong Woo;Lee, Sung Bin;Lee, Young Min;Oh, Woo Taek;Jun, Jin Woo;Park, Se Chang. And the article was included in Aquaculture in 2022.Product Details of 78110-38-0 This article mentions the following:

Edwardsiella infections have the potential to induce immense economic losses by affecting multiple fish species, and have been increasingly reported in aquaculture. Edwardsiella tarda, Edwardsiella hoshinae, and Edwardsiella ictaluri have all been previously associated with mass mortality. Recent technol. advances in bacterial identification have identified E. piscicida and E. anguillarum as important pathogens affecting global fisheries. Strains previously identified as E. tarda have been re-grouped based on new sequence data and phylogenetic studies. E. piscicida was classified as a novel species in 2012 and has since been reported to have caused mortality in diverse fish species in numerous countries that are potentially more threatening than the mortality caused by E. tarda. Eels are one of the most consumed fish species in Asia, and Anguilla japonica is a commonly reared species in fisheries. However, due to increasing global eel consumption, attempts to culture marbled eel (A. marmorata) have been recently carried out in many Asian countries including Korea. The external clin. signs of Edwardsiella piscicida- infected marbled eel (A. marmorata) were enlarged liver, hemorrhagic congestion at the base of fins and on the skin, as well as hemorrhagic ascites and multifocal abscesses were found in the liver. Histopathol. on E. piscicida- infected tissues revealed bacteremia, multifocal necrotizing hepatitis with vasculitis and splenitis with vasculitis. This study reports the first E. piscicida infection case responsible for mass mortality in A. marmorata cultured in Korea. Our study focused on the isolation and histopathol. characterization of this bacterial strain to better understand its damage on A. marmorata. In the experiment, the researchers used many compounds, for example, 2-((((Z)-1-(2-Aminothiazol-4-yl)-2-(((2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoic acid (cas: 78110-38-0Product Details of 78110-38-0).

2-((((Z)-1-(2-Aminothiazol-4-yl)-2-(((2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoic acid (cas: 78110-38-0) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Product Details of 78110-38-0

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

A podocyte-based automated screening assay identifies protective small molecules was written by Lee, Ha Won;Khan, Samia Q.;Faridi, Mohd. Hafeez;Wei, Changli;Tardi, Nicholas J.;Altintas, Mehmet M.;Elshabrawy, Hatem A.;Mangos, Steve;Quick, Kevin L.;Sever, Sanja;Reiser, Jochen;Gupta, Vineet. And the article was included in Journal of the American Society of Nephrology in 2015.Reference of 1226056-71-8 This article mentions the following:

Podocyte injury and loss mark an early step in the pathogenesis of various glomerular diseases, making these cells excellent targets for therapeutics. However, cell-based high-throughput screening assays for the rational development of podocyte-directed therapeutics are currently lacking. Here, we describe a novel high-content screening-based phenotypic assay that analyzes thousands of podocytes per assay condition in 96-well plates to quant. measure dose-dependent changes in multiple cellular features. Our assay consistently produced a Z’ value >0.44, making it suitable for compound screening. On screening with >2100 pharmacol. active agents, we identified 24 small mols. that protected podocytes against injury in vitro (1% hit rate). Among the identified hits, we confirmed an 尾1-integrin agonist, pyrintegrin, as a podocyte-protective agent. Treatment with pyrintegrin prevented damage-induced decreases in F-actin stress fibers, focal adhesions, and active 尾1-integrin levels in cultured cells. In vivo, administration of pyrintegrin protected mice from LPS-induced podocyte foot process effacement and proteinuria. Anal. of the murine glomeruli showed that LPS administration reduced the levels of active 尾1 integrin in the podocytes, which was prevented by cotreatment with pyrintegrin. In rats, pyrintegrin reduced peak proteinuria caused by puromycin aminonucleoside-induced nephropathy. Our findings identify pyrintegrin as a potential therapeutic candidate and show the use of podocyte-based screening assays for identifying novel therapeutics for proteinuric kidney diseases. In the experiment, the researchers used many compounds, for example, N-Benzyl-2-(pyrimidin-4-ylamino)thiazole-4-carboxamide (cas: 1226056-71-8Reference of 1226056-71-8).

N-Benzyl-2-(pyrimidin-4-ylamino)thiazole-4-carboxamide (cas: 1226056-71-8) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Reference of 1226056-71-8

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Ruthenium-catalyzed hydrosilylation of C:N bond in benzothiazole was written by Kucinski, Krzysztof;Hreczycho, Grzegorz. And the article was included in Journal of Organometallic Chemistry in 2017.SDS of cas: 2942-06-5 This article mentions the following:

Various tertiary hydrosilanes are shown to be compatible with ruthenium-catalyzed hydrosilylation of carbon-nitrogen double bond in benzothiazole. The addition reaction was successfully performed by using a catalytic amount of Ru₃(CO)₁₂. The products were isolated and characterized by IR, ¹H NMR, ¹³C NMR, ²⁹Si NMR, HRMS and MS anal. This is the first example for the catalytic hydrosilylation of benzothiazole. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5SDS of cas: 2942-06-5).

6-Nitrobenzothiazole (cas: 2942-06-5) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.SDS of cas: 2942-06-5

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica