Author: tianli

Application of 95-24-9On November 15, 2019 ,《Pyrazolo-benzothiazole hybrids: synthesis, anticancer properties and evaluation of antiangiogenic activity using in vitro VEGFR-2 kinase and in vivo transgenic zebrafish model》 appeared in European Journal of Medicinal Chemistry. The author of the article were Reddy, Velma Ganga; Reddy, T. Srinivasa; Jadala, Chetna; Reddy, M. Soumya; Sultana, Faria; Akunuri, Ravikumar; Bhargava, Suresh K.; Wlodkowic, Donald; Srihari, P.; Kamal, Ahmed. The article conveys some information:

A series of new pyrazolo-benzothiazole hybrids I [R1 = H, MeO, F, Cl; R2 = H, Me, MeO, F, Cl] was synthesized and screened for their anticancer activity against several cancer cell lines [colon (HT-29), prostate (PC-3), lung (A549), glioblastoma (U87MG)] and normal human embryonic kidney cell line (Hek-293T). Compounds I [R1 = H, R2 = F, Cl; R1 = F, R2 = F, Cl; R1 = Cl, R2 = F, Cl; R1 = MeO, R2 = F, Cl] displayed significant anticancer activity against all tested cancer cell lines and compound I [R1 = F, R2 = Cl] showed most potent activity among the series with IC50 values in the range 3.17-6.77 μM, even better than reference drug axitinib (4.88-21.7 μM). Compound I [R1 = F, R2 = Cl] also showed the strongest growth inhibition in 3D multicellular spheroids of PC-3 and U87MG cells. The mechanism of cellular toxicity in PC-3 cells was found to be cell cycle arrest and apoptosis induction through depolarisation of mitochondrial membrane potential, increased ROS production and subsequent DNA damage. Further, compound I [R1 = F, R2 = Cl] displayed significant in vitro (VEGFR-2 inhibition) and in vivo [transgenic zebrafish Tg(flila:EGFP) model] antiangiogenic properties. Overall, these results provided strong evidence that compound I [R1 = F, R2 = Cl] could be considered for a lead candidate in anticancer and antiangiogenic drug discovery. After reading the article, we found that the author used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Application of 95-24-9)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Application of 95-24-9Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

《Benzothiazolyl ureas are low micromolar and uncompetitive inhibitors of 17β-HSD10 with implications to Alzheimer’s disease treatment》 was published in International Journal of Molecular Sciences in 2020. These research results belong to Schmidt, Monika; Benek, Ondrej; Vinklarova, Lucie; Hrabinova, Martina; Zemanova, Lucie; Chribek, Matej; Kralova, Vendula; Hroch, Lukas; Dolezal, Rafael; Lycka, Antonin; Prchal, Lukas; Jun, Daniel; Aitken, Laura; Gunn-Moore, Frank; Kuca, Kamil; Musilek, Kamil. Computed Properties of C7H5ClN2S The article mentions the following:

Human 17β-hydroxysteroid dehydrogenase type 10 is a multifunctional protein involved in many enzymic and structural processes within mitochondria. This enzyme was suggested to be involved in several neurol. diseases, e.g., mental retardation, Parkinson’s disease, or Alzheimer’s disease, in which it was shown to interact with the amyloid-beta peptide. We prepared approx. 60 new compounds based on a benzothiazolyl scaffold and evaluated their inhibitory ability and mechanism of action. The most potent inhibitors contained 3-chloro and 4-hydroxy substitution on the Ph ring moiety, a small substituent at position 6 on the benzothiazole moiety, and the two moieties were connected via a urea linker (4at, 4bb, and 4bg). These compounds exhibited IC50 values of 1-2μ and showed an uncompetitive mechanism of action with respect to the substrate, acetoacetyl-CoA. These uncompetitive benzothiazolyl inhibitors of 17β-hydroxysteroid dehydrogenase type 10 are promising compounds for potential drugs for neurodegenerative diseases that warrant further research and development. The results came from multiple reactions, including the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Computed Properties of C7H5ClN2S)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Computed Properties of C7H5ClN2SThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

《Blue Light-Gated Reversible Silver Nanozyme Reaction Networks that Achieve Life-like Adaptivity》 was written by Jiang, Zhengxing; Li, Hua; Deng, Yuequan; He, Yi. Synthetic Route of C18H24N6O6S4 And the article was included in ACS Sustainable Chemistry & Engineering on April 6 ,2020. The article conveys some information:

Life is preserved by complex enzymic reaction systems. Inspired by life, here the authors report on the first example to fabricate blue light-gated reversible silver nanozyme reaction networks that achieve life-like adaptivity. Upon blue light excitation, silver nanoparticles (AgNPs) display oxidase-like activity in the presence of Cl- as a cofactor. The addition of Cl- promotes the separation between hot holes and electrons that are generated by excited-state surface plasmon of AgNPs, inducing the generation of highly reactive hydroxyl and superoxide anion radicals. They oxidize colorless 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)diammonium salt (ABTS) to yield green ABTS radicals (ABTS•+). It is shown that ABTS•+ is able to be reduced by AgNPs to regenerate ABTS when the blue light is turned off, and the reaction system returns to its initial state, which is the typical feature of the artificial adaptive system. The dynamic process of the adaptive system is tunable by changing the concentrations of AgNPs and Cl-, and it possesses excellent recyclable performance, which can be repeated at least six times. Overall, the silver nanozyme reaction networks are capable of responding to blue light stimuli and renewing by recycling to the initial state without blue light irradiation Inspired by enzymic reaction systems, blue light-gated reversible silver nanozyme reaction networks that achieve life-like adaptivity are successfully constructed. After reading the article, we found that the author used ABTS Diammonium(cas: 30931-67-0Synthetic Route of C18H24N6O6S4)

ABTS Diammonium(cas: 30931-67-0) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Synthetic Route of C18H24N6O6S4

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

In 2015,Angewandte Chemie, International Edition included an article by Adams, Luke A.; Sharma, Pooja; Mohanty, Biswaranjan; Ilyichova, Olga V.; Mulcair, Mark D.; Williams, Martin L.; Gleeson, Ellen C.; Totsika, Makrina; Doak, Bradley C.; Caria, Sofia; Rimmer, Kieran; Horne, James; Shouldice, Stephen R.; Vazirani, Mansha; Headey, Stephen J.; Plumb, Brent R.; Martin, Jennifer L.; Heras, Begona; Simpson, Jamie S.; Scanlon, Martin J.. Related Products of 144060-98-0. The article was titled 《Application of Fragment-Based Screening to the Design of Inhibitors of Escherichia coli DsbA》. The information in the text is summarized as follows:

The thiol-disulfide oxidoreductase enzyme DsbA catalyzes the formation of disulfide bonds in the periplasm of Gram-neg. bacteria. DsbA substrates include proteins involved in bacterial virulence. In the absence of DsbA, many of these proteins do not fold correctly, which renders the bacteria avirulent. Thus DsbA is a critical mediator of virulence and inhibitors may act as antivirulence agents. Biophys. screening has been employed to identify fragments that bind to DsbA from Escherichia coli. Elaboration of one of these fragments produced compounds that inhibit DsbA activity in vitro. In cell-based assays, the compounds inhibit bacterial motility, but have no effect on growth in liquid culture, which is consistent with selective inhibition of DsbA. Crystal structures of inhibitors bound to DsbA indicate that they bind adjacent to the active site. Together, the data suggest that DsbA may be amenable to the development of novel antibacterial compounds that act by inhibiting bacterial virulence.4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid(cas: 144060-98-0Related Products of 144060-98-0) was used in this study.

4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid(cas: 144060-98-0) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Related Products of 144060-98-0

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

In 2021,Chemical Communications (Cambridge, United Kingdom) included an article by Wu, Yue; Guo, Peng; Chen, Long; Duan, Weijie; Yang, Zengzhuan; Wang, Tao; Chen, Ting; Xiong, Fei. HPLC of Formula: 95-24-9. The article was titled 《Iron-catalyzed tandem oxidative coupling and acetal hydrolysis reaction to prepare formylated benzothiazoles and isoquinolines》. The information in the text is summarized as follows:

The direct formylation of benzothiazoles and isoquinolines was reported. The reaction features a novel iron-catalyzed Minisci-type oxidative coupling process using com. available 1,3-dioxolane as a formylated reagent followed by acetal hydrolysis without a separation process. The reaction was performed under exceedingly mild reaction conditions and exhibited broad functional group tolerance. The results came from multiple reactions, including the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9HPLC of Formula: 95-24-9)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.HPLC of Formula: 95-24-9The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

In 2008,Frechette, Sylvie; Leit, Silvana; Woo, Soon Hyung; Lapointe, Guillaume; Jeannotte, Guillaume; Moradei, Oscar; Paquin, Isabelle; Bouchain, Giliane; Raeppel, Stephane; Gaudette, Frederic; Zhou, Nancy; Vaisburg, Arkadii; Fournel, Marielle; Yan, Pu Theresa; Trachy-Bourget, Marie-Claude; Kalita, Ann; Robert, Marie-France; Lu, Aihua; Rahil, Jubrail; MacLeod, A. Robert; Besterman, Jeffrey M.; Li, Zuomei; Delorme, Daniel published 《4-(Heteroarylaminomethyl)-N-(2-aminophenyl)-benzamides and their analogs as a novel class of histone deacetylase inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Name: 5-Bromothiazol-2-amine The information in the text is summarized as follows:

The synthesis and biol. evaluation of a variety of 4-(heteroarylaminomethyl)-N-(2-aminophenyl)-benzamides and their analogs is described. Some of these compounds were shown to inhibit HDAC1 with IC50 values below the micromolar range, induce hyperacetylation of histones, upregulate expression of the tumor suppressor p21WAF1/Cip1, and inhibit proliferation of human cancer cells. In addition, certain compounds of this class were active in several human tumor xenograft models in vivo. In the experiment, the researchers used many compounds, for example, 5-Bromothiazol-2-amine(cas: 3034-22-8Name: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Name: 5-Bromothiazol-2-amine

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

In 2013,Savanor, Prasanna M.; Jathi, Keshavayya; Bhat, Subramanya K.; Tantry, Rajesh N. published 《Synthesis, characterization and solvatochromic studies of 3-{2-(5-bromothiazol-2-yl)diazenyl}-4-bromopyridine-2,6-diamine》.Research Journal of Chemical Sciences published the findings.Formula: C3H3BrN2S The information in the text is summarized as follows:

The 3-{2-(5-bromothiazol-2-yl)diazenyl}-4-bromopyridine-2,6-diamine was synthesized by carrying the diazotization of 5-bromothiazol-2-amine in coupling with 4-bromopyridine-2,6-diamine as a coupling component to yield a azo dye. The structure of the dye was confirmed by UV-visible spectrophotometry, FTIR, LC-MS, 1H and 13C NMR spectroscopic methods. The change in the absorption maxima of the synthesized compound in different solvents were determined, the solvatochromic property of the dye showed a medium red shift in different solvents and showed the moderate solvent dependency over the bathochromic shift. The experimental part of the paper was very detailed, including the reaction process of 5-Bromothiazol-2-amine(cas: 3034-22-8Formula: C3H3BrN2S)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Formula: C3H3BrN2S

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

Jamal Gilani, Sadaf; Zaheen Hassan, Mohd.; Sarim Imam, Syed; Kala, Chandra; Prakash Dixit, Surya published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Novel benzothiazole hydrazine carboxamide hybrid scaffolds as potential in vitro GABA AT enzyme inhibitors: Synthesis, molecular docking and antiepileptic evaluation》.Computed Properties of C7H5ClN2S The author mentioned the following in the article:

In the present study, a series of newer benzothiazole derivatives containing thiazolidin-4-one and azetidin-2-one, were synthesized by the cyclization of benzothiazolyl arylidene hydrazine carboxamide derivatives with thioglycolic acid and chloroacetyl chloride, resp. Results of in vivo anticonvulsant screening revealed that compounds I (R = 2,4-Cl2, 4-NO2) and II (R = 4-NO2) have promising anticonvulsant activities without any neurotoxicity. Selected compounds were also evaluated for their in vitro GABA AT inhibition. The results indicated that compound I (R = 2,4-Cl2, IC50 15.26 μM) exhibited excellent activity as compared to the standard drug vigabatrin (IC50 39.72 μM) suggesting the potential of these benzothiazole analogs as new anticonvulsant agents. In addition to this study using 6-Chlorobenzothiazol-2-ylamine, there are many other studies that have used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Computed Properties of C7H5ClN2S) was used in this study.

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Computed Properties of C7H5ClN2SThe thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

Product Details of 97817-23-7On June 4, 2019, Chevillard, Florent; Stotani, Silvia; Karawajczyk, Anna; Hristeva, Stanimira; Pardon, Els; Steyaert, Jan; Tzalis, Dimitrios; Kolb, Peter published an article in Proceedings of the National Academy of Sciences of the United States of America. The article was 《Interrogating dense ligand chemical space with a forward-synthetic library》. The article mentions the following:

Forward-synthetic databases are an efficient way to enumerate chem. space. The authors explored here whether these databases are good sources of novel protein ligands and how many mols. are obtainable and in which time frame. Based on docking calculations, series of mols. were selected to gain insights into the ligand structur-activity relation. To evaluate the novelty of compounds in a challenging way, the authors chose the β2-adrenergic receptor, for which a large number of ligands is already known. Finding dissimilar ligands is thus the exception rather than the rule. Here the authors report on the results, the successful synthesis of 127/240 mols. in just 2 wk, the discovery of previously unreported dissimilar ligands of the β2-adrenergic receptor, and the optimization of one series to a KD of 519 nM in only one round. Moreover, the finding that only 3 of 240 mols. had ever been synthesized before indicates that large parts of chem. space are unexplored. In the experiment, the researchers used many compounds, for example, 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine(cas: 97817-23-7Product Details of 97817-23-7)

4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine(cas: 97817-23-7) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Product Details of 97817-23-7

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

The author of 《Synthesis and antimicrobial evaluation of benzothiazole linked isoxazole Schiff bases》 were Mallikarjun, G.; Raju, A. Krishnam; Yadav, J. S.. And the article was published in Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry in 2021. SDS of cas: 95-24-9 The author mentioned the following in the article:

A new series of benzothiazole linked isoxazole Schiff base derivatives have been prepared I [R = R1 = H, OMe, RR1 = -OCH2O-, R2 = H, OMe; R3 = 5-Cl, 4-OMe, 6-CF3, etc.] characterized by suitable spectroscopic methods via 1H and 13C NMR, ESI-MS and IR spectra. These compounds have been further screened for their antimicrobial activity against a panel of microorganisms. Among them, compounds [R = R1 = OMe, R2 = H, R3 = 6-Me (II); R = H, R1 = OMe, R2 = H, R3 = 6-OMe (III); R = R1 = R2 = OMe, R3 = 6-F (IV)] demonstrate promising antimicrobial activity against all the tested strains with MIC values ranging between 3.9 – 62.5μg/mL. Further, compounds II, III and IV exhibit promising antifungal activity with MIC values ranging between 7.8 – 32.5μg/mL. Further studies are underway for determining the antifungal mol. mechanisms of these potential compounds In the experiment, the researchers used many compounds, for example, 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9SDS of cas: 95-24-9)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.SDS of cas: 95-24-9Their presence in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.

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