Category: thiazole

Quality Control of (S)-1-(4-(4Methylthiazol-5-yl)phenyl)ethan-1-amine HCl《Cancer Selective Target Degradation by Folate-Caged PROTACs》 was published in 2021. The authors were Liu, Jing;Chen, He;Liu, Yi;Shen, Yudao;Meng, Fanye;Kaniskan, H. Umit;Jin, Jian;Wei, Wenyi, and the article was included in《Journal of the American Chemical Society》. The author mentioned the following in the article:

PROTACs (proteolysis targeting chimeras) are an emerging class of promising therapeutic modalities that degrade intracellular protein targets by hijacking the cellular ubiquitin-proteasome system. However, potential toxicity of PROTACs in normal cells due to the off-tissue on-target degradation effect limits their clin. applications. Precise control of a PROTAC’s on-target degradation activity in a tissue-selective manner could minimize potential toxicity/side-effects. To this end, we developed a cancer cell selective delivery strategy for PROTACs by conjugating a folate group to a ligand of the VHL E3 ubiquitin ligase, to achieve targeted degradation of proteins of interest (POIs) in cancer cells vs. noncancerous normal cells. We show that our folate-PROTACs, including BRD PROTAC (folate-ARV-771), MEK PROTAC (folate-MS432), and ALK PROTAC (folate-MS99), are capable of degrading BRDs, MEKs, and ALK, resp., in a folate receptor-dependent manner in cancer cells. This design provides a generalizable platform for PROTACs to achieve selective degradation of POIs in cancer cells. To complete the study, the researchers used (S)-1-(4-(4Methylthiazol-5-yl)phenyl)ethan-1-amine HCl (cas: 1948273-01-5) .

Quality Control of (S)-1-(4-(4Methylthiazol-5-yl)phenyl)ethan-1-amine HClVarious laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.

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

Szala, Marcin;Grzelakowska, Aleksandra;Modrzejewska, Julia;Siarkiewicz, Przemyslaw;Slowinski, Daniel;Swierczynska, Malgorzata;Zielonka, Jacek;Podsiadly, Radoslaw published 《Characterization of the reactivity of luciferin boronate – A probe for inflammatory oxidants with improved stability》. The research results were published in《Dyes and Pigments》 in 2020.Safety of 6-Nitrobenzo[d]thiazol-2-amine The article conveys some information:

Boronate derivatives of luciferin, containing oxidant-activated self-immolative moieties, recently have been developed for bioluminescent detection of hydrogen peroxide in animal models. Here, the authors report the synthesis and characterization of luciferin boronic acid pinacol ester (LBE) as a probe for detection of hydrogen peroxide, hypochlorous acid, and peroxynitrite, with improved stability and response time. HPLC analyses showed that LBE quickly hydrolyzes in phosphate buffer to luciferin boronic acid (LBA). Hydrogen peroxide oxidizes LBA slowly, with the formation of luciferase substrate, luciferin (Luc-OH), as the only product. Hypochlorite also oxidizes LBA to luciferin, but the subsequent reaction of Luc-OH with hypochlorite gives a chlorinated luciferin Luc-OH-Cl, which has a higher fluorescence quantum yield than luciferin at pH 7.4 and is also a substrate for luciferase (Takakura H, et. all. ChemBioChem 2012; 13:1424). Similar to other boronate probes, LBA is oxidized by peroxynitrite in two pathways. Luc-OH is the product of the major pathway, common for all the oxidants tested, whereas the non-fluorescent nitrated derivative, Luc-NO₂, is formed in the minor pathway, specific for peroxynitrite. Formation of luciferin radical intermediate in the minor pathway has been confirmed by EPR spin trapping and mass spectrometric analyses of the spin adducts. LBE shows potential as an improved probe for the detection of inflammatory oxidants in biol. settings. Complementation of the bioluminescence measurements by HPLC or LC-MS-based identification of chlorinated and nitrated luciferin(s) will help identify the oxidants detected. And 6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) was used in the research process.

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0 Safety of 6-Nitrobenzo[d]thiazol-2-amine) is an antimicrobial agent that inhibits bacterial growth by cleaving the peptide bonds of proteins. It has been shown to be active against a number of microorganisms, including Gram-positive and Gram-negative bacteria, as well as fungi.

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

Sreedhar, Badvel;Reddy, Thummaluru Veera;Umapriya, Kollu;Raju, Chamarthi Naga;Reddy, Gandi Vidya Sagar published 《Design, synthesis and evaluation of biological activity of amide derivatives of gramine》 in 2018. The article was appeared in 《European Journal of Biomedical and Pharmaceutical Sciences》. They have made some progress in their research.Application of 6285-57-0 The article mentions the following:

A series of new amide derivatives of 3-(3-((dimethylamino)methyl)-1H-indol-1-yl)propanoic acid 2 were synthesized after converting 2 as its acid chloride 3 and reacting 3 with various bioactive amines using 1- methylimidazole as an acid scavenger by Schotten-Baumann reaction. The newly synthesized compounds were characterized by IR, NMR and mass spectral anal. The title compounds were evaluated for their efficacy as antioxidant and antimicrobial agents in vitro. The synthesized amides 4c and 4f exhibited promising antioxidant activity and compounds 4c-g showed high inhibitory activity against both bacteria and fungi.6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) were involved in the experimental procedure.

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0 Application of 6285-57-0) is an antimicrobial agent that inhibits bacterial growth by cleaving the peptide bonds of proteins. It has been shown to be active against a number of microorganisms, including Gram-positive and Gram-negative bacteria, as well as fungi.

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

Pavan Phani Kumar, M.;Anuradha, V.;Subramanyam, Ch.;Hari Babu, V. V. published 《In silico molecular docking study, synthesis and α-amylase inhibitory activity evaluation of phosphorylated derivatives of purine》 in 2021. The article was appeared in 《Phosphorus, Sulfur and Silicon and the Related Elements》. They have made some progress in their research.Reference of 6-Nitrobenzo[d]thiazol-2-amine The article mentions the following:

A series of phosphorylated derivatives of purine were synthesized in good yields (88-95%) by the reaction of 2-chloro-4-{[(9H-purin-9-yl)methoxy]methyl}-1,3,2-λ⁵-dioxaphospholan-2-one with various heterocyclic amines. In silico mol. docking study was performed for all the designed compounds to assess their potential ability to inhibit the pancreatic α-amylase enzyme. The compounds (6a–6j) with good inhibition toward the target enzyme were prompted for the synthesis. Spectroscopic analyses of all the newly synthesized compounds were performed to confirm their structures. In vitro α-amylase inhibitory activity of the synthesized compounds was also carried out using acarbose as a standard drug. The compounds 2-[(6-chloro-1,3-benzothiazol-2-yl)amino]-4-{[(9H-purin-9-yl)methoxy]methyl}-1,3,2λ⁵-dioxaphospholan-2-one (6j) (IC₅₀, 94.3 ± 0.5μg/mL) and 1-methyl-6-[(2-oxo-4-{[(9H-purin-9-yl)methoxy]methyl}-1,3,2λ⁵-dioxaphospholan-2-yl)amino]-1,2,3,4-tetrahydropyrimidine-2,4-dione (6f) (IC₅₀, 99.0 ± 0.4μg/mL) reported the highest inhibition among the synthesized compounds All the remaining compounds exhibited good to moderate inhibition with IC₅₀ values in the range of 102.9 ± 0.6 to 233.5 ± 0.6μg/mL when compared with the standard drug, acarbose (IC₅₀, 50.47 ± 0.28μg/mL). The experimental procedure involved many compounds, such as 6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) .

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0Reference of 6-Nitrobenzo[d]thiazol-2-amine) has been shown to lower blood pressure in mice by inhibiting angiotensin converting enzyme and potassium channels. This drug also has a protective effect on the heart and brain from ischemia reperfusion injury.

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

Safety of 6-Nitrobenzo[d]thiazol-2-amineIn 2021, Nath, Rajarshi;Shahar Yar, M.;Pathania, Shelly;Grover, Gourav;Debnath, Biplab;Akhtar, Jawaid Md published 《Synthesis and anticonvulsant evaluation of indoline derivatives of functionalized aryloxadiazole amine and benzothiazole acetamide》. 《Journal of Molecular Structure》published the findings. The article contains the following contents:

A series of I [R = H, 6-Cl, 5-O₂N, etc.] and II [R¹ = H, 4-MeO, 2-O₂N, 4-O₂N; R² = H, 5-Cl, 5-Br] were designed, synthesized and fulfilled structural requirement of pharmacophore and evaluated for anticonvulsant activities using maximal electroshock test (MES), s.c. pentylenetetrazole (scPTZ) seizures and neurotoxicity by motor impairment model in mice. The most active compound I [R = 6-Cl] showed significant anticonvulsant activity against both MES and scPTZ screens and emerged as most effective anticonvulsant compound with median dose of 35.7 mg/kg (MES ED₅₀), 88.15 mg/kg (scPTZ ED₅₀) and toxic dose (TD₅₀) was found to be > 500mg/kg. In-silico studies including mol. docking study were carried out to establish the mol. interaction of potent compound I [R = 6-Cl] in both Na⁺ channel and GABA_A receptors. The prediction of pharmacokinetic parameters and distance mapping of compounds were performed to establish the drug likeness property.6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) were involved in the experimental procedure.

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0) has been used:
as model analyte for voltammetric determination of electrochemically reducible organic substances;
in the synthesis of 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid[2-(cyclohexanecarbonylamino)benzothiazol-6-yl]amide derivatives;
in the preparation of push-pull nonlinear optical chromophores containing thiazole and benzothiazole acceptors;
as a base in dye production by diazotation reaction.

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

Related Products of 6285-57-0《Synthesis and Characterization of Soluble Aromatic Polyesters with Side-Chain Azobeneze and Azothiazole Chromophores》 was published in 2018. The authors were Asgari, Shadi;Koohmareh, Gholam Ali;Parsanasab, Gholam Mohammad, and the article was included in《Polymer Science, Series B: Polymer Chemistry》. The author mentioned the following in the article:

The paper presents the synthesis of a series of polyesters containing nitro-substituted Ph azothiazole, azobenzothiazole and azobenzene chromophores and their characterization by ¹H NMR, FTIR and UV-Vis spectroscopy. Also the solubility, glass transition temperatures, thermal stability of the synthesized polyesters as well as the surface morphol. of thin films of the polyesters were studied. To complete the study, the researchers used 6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) .

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0 Related Products of 6285-57-0) is an antimicrobial agent that inhibits bacterial growth by cleaving the peptide bonds of proteins. It has been shown to be active against a number of microorganisms, including Gram-positive and Gram-negative bacteria, as well as fungi.

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

Tilekar, Kalpana;Hess, Jessica D.;Upadhyay, Neha;Schweipert, Markus;Flath, Felix;Gutierrez, Denisse A.;Loiodice, Fulvio;Lavecchia, Antonio;Meyer-Almes, Franz-Josef;Aguilera, Renato J.;Ramaa, C. S. published 《HDAC4 Inhibitors with Cyclic Linker and Non-hydroxamate Zinc Binding Group: Design, Synthesis, HDAC Screening and in vitro Cytotoxicity evaluation.》 in 2021. The article was appeared in 《ChemistrySelect》. They have made some progress in their research.Electric Literature of C7H5N3O2S The article mentions the following:

Recent evidences highlight the usefulness of small mol. (Histone deacetylase 4) HDAC4 inhibitors in the several preclin. paradigms. Major toxicity and mutagenicity issues associated with hydroxamate HDAC inhibitors, stimulated us to develop potent non-hydroxamate inhibitors. In the present work a novel series of thiazolidinedione (TZD) derivatives with pyridine as cyclic linker and TZD ring as zinc binding group was designed and screened in a panel of isoenzymes of HDACs, wherein the most potent compounds exhibiting HDAC4 IC₅₀-values<5 μM were 5 v, 5 w, 5 y and 5 z (IC₅₀=4.2±1 μM, 0.75±0.03 μM, 4.9±0.5 and 2.3±0.5 μM, resp.). The docking studies displayed the unique binding mode of this series of compound at active site of HDAC4, wherein TZD ring was indicated as zinc binding group. Further, 5 w and 5 y were found as the most potent antiproliferative agent in lymphoblastic leukemia (CCRF-CEM) and breast cancer MDA-MB-231 cells. Compound 5 y was found to induce the apoptosis and DNA fragmentation of CEM cells. The western blotting anal. of 5 y also showed the presence of cleaved caspases supporting their apoptotic nature. Further, Class IIa (HDAC4) selectivity of 5 y was also supported by western blotting observations, wherein 5 y caused the accumulation of acetylated H3 but not of acetylated Tubulin. Thus, our findings endorse the further investigation of this series of compounds for their potential as targeted cancer therapeutic agents. And 6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) was used in the research process.

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0Electric Literature of C7H5N3O2S) has been shown to lower blood pressure in mice by inhibiting angiotensin converting enzyme and potassium channels. This drug also has a protective effect on the heart and brain from ischemia reperfusion injury.

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

HPLC of Formula: 6285-57-0《On water catalyst-free synthesis of benzo[d]imidazo[2,1-b] thiazoles and novel N-alkylated 2-aminobenzo[d]oxazoles under microwave irradiation》 was published in 2020. The authors were Mukku, Narasimharao;Maiti, Barnali, and the article was included in《RSC Advances》. The author mentioned the following in the article:

A highly efficient unprecedented catalyst-free microwave-assisted procedure for synthesizing benzo[d]imidazo[2,1-b]thiazoles and N-alkylated 2-aminobenzo[d]oxazoles in green media was developed. The transformation provided rapid access to functionalized benzo[d]imidazo[2,1-b]thiazoles from 2-aminobenzothiazole and N-alkylated 2-aminobenzo[d]oxazole from 2-aminobenzoxazole scaffolds under mild transition-metal-free conditions. This synthetic manipulation was expected to greatly expand the repertoire of reaction types in heterocyclic chem. and pave the way for new syntheses of bioactive compounds6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) were involved in the experimental procedure.

6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0HPLC of Formula: 6285-57-0) has been shown to lower blood pressure in mice by inhibiting angiotensin converting enzyme and potassium channels. This drug also has a protective effect on the heart and brain from ischemia reperfusion injury.

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

Bhandari, Ranjana;Khanna, Garima;Kuhad, Anurag published 《Pharmacological insight into potential therapeutic agents for the deadly Covid-19 pandemic》. The research results were published in《European Journal of Pharmacology》 in 2021.Electric Literature of C12H9N3O5S The article conveys some information:

A review. Coronaviruses are pleomorphic, enveloped, or spherical viruses, which have a size ranging from 80 to 120 nm. These viruses act on receptors that cause the triggering of fusion. Coronaviruses were first described after cultivation from patients with common colds by Tyrell and Bynoe in 1966. There are various subtypes of coronavirus, 7 out of these can cause infection in human beings. The Alpha subtype is responsible for mild infection showing symptoms or infection without any prevailing symptoms. On the other hand, the beta subtype is responsible for very serious diseases leading to fatality. The lineage of this novel SARS-CoV-2 falls under the beta lineage of the beta coronavirus which has been observed to have a relation to the MERS and SARS coronavirus. In the Huanan market selling seafood, the transition of this novel virus in humans from animals has occurred. It has the potential to be the cause of widespread fatality amongst the people of the globe. On August 16, 2020, the World Health Organization had reported 2,1294,845 cases which are confirmed to date out of which 413,372 deaths have occurred. Currently, no targeted antiviral vaccines or drugs to fight against COVID-19 infection have been approved for use in humans. This pandemic is fast emerging and drug repurposing is the only ray of hope which can ensure quick availability. Vaccine development is progressing each day with various platforms such as DNA, Live Attenuated Virus, Non-Replicating Viral Vector, Protein Subunit, and RNA, being utilized for the development. COVID-19 attacks the immune system of the host & this can result in a cytokine storm. As a result, various herbal agents both acting as antivirals and immunomodulatory can also be used. Convalescent Plasma Therapy and Mesenchymal Stem Cell therapy are also being explored as a plausible therapeutic. There remains a considerable unmet need for therapeutics to be addressed. The development and availability of accessible and efficient therapy are essential for the treatment of patients. This review discusses the epidemiol., pathogenesis, the tale of origin, and transmission of COVID-19 or Sars-Cov2 virus and gives evidence of potential therapeutic agents that can be explored to cast away this pandemic. To complete the study, the researchers used 2-((5-Nitrothiazol-2-yl)carbamoyl)phenyl acetate (cas: 55981-09-4) .

2-((5-Nitrothiazol-2-yl)carbamoyl)phenyl acetate(cas: 55981-09-4) has been used: to test its anti-viral activity against chikungunya virus as an antiprotozoal agent to test its effect on cell viability in various cancer cell lines; to test its effect on human cytomegalovirus (HCMV) infected human fibroblast HFF cellsElectric Literature of C12H9N3O5S

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