Tag: 100-200

The author of 《Catalyst-free oxidative N-N coupling for the synthesis of 1,2,3-triazole compounds with tBuONO》 were Cai, Yue-Ming; Zhang, Xin; An, Cui; Yang, Ye-Fei; Liu, Wei; Gao, Wen-Xia; Huang, Xiao-Bo; Zhou, Yun-Bing; Liu, Miao-Chang; Wu, Hua-Yue. And the article was published in Organic Chemistry Frontiers in 2019. Application of 95-24-9 The author mentioned the following in the article:

A catalyst-free method was developed to synthesize 1,2,3-benzotriazinones I [R = H, 6-Cl, 6-Br, etc.] and 1,2,3-benzothiadiazoles II [R1 = H, 6-Cl, 6-Br, etc.] from 2-amino-benzamides and 2-amino thiols. Of particular note was that the one-step synthesis route to access [1,2,3]triazolo[1,5-a]pyridines III [R2 = H, Ph, 4-ClC6H4; R3 = H, 7-Me, 7-Br] from pyridin-2-ylmethanamine was reported for the first time. This approach featured no use of catalyst, extremely mild conditions and excellent efficiency. In addition to this study using 6-Chlorobenzothiazol-2-ylamine, there are many other studies that have used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Application of 95-24-9) 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.Application of 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

《Discovery of MFH290: A Potent and Highly Selective Covalent Inhibitor for Cyclin-Dependent Kinase 12/13》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Liu, Yao; Hao, Mingfeng; Leggett, Alan L.; Gao, Yang; Ficarro, Scott B.; Che, Jianwei; He, Zhixiang; Olson, Calla M.; Marto, Jarrod A.; Kwiatkowski, Nicholas P.; Zhang, Tinghu; Gray, Nathanael S.. Quality Control of 5-Bromothiazol-2-amine The article mentions the following:

Genetic depletion of cyclin-dependent kinase 12 (CDK12) or selective inhibition of an analog-sensitive CDK12 reduces DNA damage repair gene expression, but selective inhibition of endogenous CDK12 is difficult. Here, we report the development of MFH290(I), a novel cysteine (Cys)-directed covalent inhibitor of CDK12/13. MFH290 forms a covalent bond with Cys-1039 of CDK12, exhibits excellent kinome selectivity, inhibits the phosphorylation of serine-2 in the C-terminal domain (CTD) of RNA-polymerase II (Pol II), and reduces the expression of key DNA damage repair genes. Importantly, these effects were demonstrated to be CDK12-dependent as mutation of Cys-1039 rendered the kinase refractory to MFH290 and restored Pol II CTD phosphorylation and DNA damage repair gene expression. Consistent with its effect on DNA damage repair gene expression, MFH290 augments the antiproliferative effect of the PARP inhibitor olaparib.5-Bromothiazol-2-amine(cas: 3034-22-8Quality Control of 5-Bromothiazol-2-amine) was used in this study.

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Quality Control of 5-Bromothiazol-2-amine

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

Formula: C3H3BrN2SIn 2014 ,《Structure-Function Relationship of Thiazolide-Induced Apoptosis in Colorectal Tumor Cells》 was published in ACS Chemical Biology. The article was written by Brockmann, Anette; Strittmatter, Tobias; May, Sarah; Stemmer, Kerstin; Marx, Andreas; Brunner, Thomas. The article contains the following contents:

Thiazolides are a novel class of anti-infectious agents against intestinal intracellular and extracellular protozoan parasites, bacteria, and viruses. While the parent compound nitazoxanide (NTZ; 2-(acetolyloxy)-N-(5-nitro-2-thiazolyl)benzamide) has potent antimicrobial activity, the bromo-thiazolide RM4819 (N-(5-bromothiazol-2-yl)-2-hydroxy-3-methylbenzamide) shows only reduced activity. Interestingly, both mols. are able to induce cell death in colon carcinoma cell lines, indicating that the mol. target in intestinal pathogens and in colon cancer cells is different. The detoxification enzyme glutathione S-transferase of class Pi 1 (GSTP1) is frequently overexpressed in various tumors, including colon carcinomas, and limits the efficacy of antitumor chemotherapeutic drugs due to its detoxifying activities. In colorectal tumor cells RM4819 has been shown to interact with GSTP1, and GSTP1 enzymic activity is required for thiazolide-induced apoptosis. At present it is unclear which mol. structures of RM4819 are required to interact with GSTP1 and to induce cell death in colon carcinoma cell lines. Here, we demonstrate that novel thiazolide derivatives with variation in their substituents of the benzene ring do not significantly affect apoptosis induction in Caco-2 cells, whereas removal of the bromide atom on the thiazole ring leads to a strong reduction of cell death induction in colon cancer cells. We further show that active thiazolides require caspase activation and GSTP1 expression in order to induce apoptosis. We demonstrate that increased glutathione (GSH) levels sensitize colon cancer cells to thiazolides, indicating that both GSTP1 enzymic activity as well as GSH levels are critical factors in thiazolide-induced cell death. After reading the article, we found that the author used 5-Bromothiazol-2-amine(cas: 3034-22-8Formula: C3H3BrN2S)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Formula: C3H3BrN2S

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

The author of 《Synthesis, structure and reactivity with phosphines of Hg(II) ortho-cyano-aminothiophenolate complexes formed via C-S bond cleavage and dehydrogenation of 2-aminobenzothiazoles》 were Al-Jibori, Subhi A.; Irzoqi, Ahmed A.; Al-Janabi, Ahmed S. M.; Al-Nassiry, Amenah I. A.; Basak-Modi, Sucharita; Ghosh, Shishir; Wagner, Christoph; Hogarth, Graeme. And the article was published in Dalton Transactions in 2022. Synthetic Route of C7H5ClN2S The author mentioned the following in the article:

Addition of 2-aminobenzothiazole (abt) and substituted derivatives to Hg(OAc)2 leads to the high yield formation of ortho-cyano-aminothiophenolate (ocap) complexes [Hg{SC6H3XN(CN)}]n (X = H, Me, Cl, Br, NO2) resulting from dehydrogenation and C-S bond cleavage. The reaction appears to be unique to Hg(OAc)2 and with HgCl2 the product [HgCl2(abt)]n contains an intact abt ligand, but reacts with acetate to afford the ocap complex [Hg{SC6H4N(CN)}]n. Binding of abt to Hg(II) was previously probed in mol. structures of [Hg(sac)2(abt)L] (L = MeOH, DMSO) and these were reexamined to understand the perturbation of abt upon coordination. When the reaction of abt and Hg(OAc)2 was carried out at low temperatures the intermediate [Hg(κ2-OAc)(EtOH)(μ-HNCNSC6H4)]2 was isolated resulting from a single ligand deprotonation thus allowing a mechanism for ring-opening to be proposed. Reactions of [Hg{SC6H3XN(CN)}]n with mono- and bidentate phosphines were studied, affording a series of complexes in which the ocap ligands adopt four different binding modes in the solid state, as shown by a number of crystallog. studies. In all, the ligand chelates to a single mercury center but spans to the second via either: (i) a simple S,N-chelate, (ii) coordination through nitrogen of the CN group, (iii) the sulfur acting as a thiolate-bridge, (iv) both thiolate bridging and cyanide coordination. With PPh3 two different binding modes are seen in complexes [Hg{SC6H3XN(CN)}(PPh3)]2 being dependant upon the nature of the arene-substituent, while addition of excess PPh3 affords mononuclear [Hg{SC6H3XN(CN)}(PPh3)2]. With dppm, binuclear [Hg{SC6H3XN(CN)}(κ1-dppm)]2 result in which the diphosphine binds in a monodentate fashion. With the more flexible diphosphines, dppe and dppb, coordination polymers [Hg{SC6H3XN(CN)}(κ1,κ1-diphosphine)]n result in which ocap binds in a simple chelate fashion. Somewhat unexpectedly, with dppp, binuclear complexes [Hg2{SC6H3XN(CN)}2(μ,κ1,κ1-dppp)] result in which two diphosphines bridge the Hg2 center, while with dppf mononuclear chelates are proposed to result. Thus, the simple and high-yielding ring-opening of 2-aminobenzothiazole and substituted derivatives by mercuric acetate provides ready access to a range of novel ortho-cyano-aminothiophenolate complexes, being shown to be a highly versatile ligand that can adopt a number of different coordination modes. In the part of experimental materials, we found many familiar compounds, such as 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Synthetic Route 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.Synthetic Route of C7H5ClN2STheir 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

de Oliveira Lima Filho, Edson; Malvestiti, Ivani published their research in ACS Omega on December 29 ,2020. The article was titled 《Mechanochemical Thiocyanation of Aryl Compounds via C-H Functionalization》.Synthetic Route of C7H5ClN2S The article contains the following contents:

Aryl thiocyanate compounds are important building blocks for the synthesis of bioactive compounds and intermediates for several functional groups. Reported thiocyanation reactions via C-H functionalization have limited substrate scope and low RME. The ball-milling method reported here uses ammonium persulfate and ammonium thiocyanate as reagents and silica as a grinding auxiliary. It afforded aryl thiocyanates with moderate to excellent yields for a wide variety of aryl compounds (36 examples, 8-96% yield), such as anilines, phenols, anisoles, thioanisole, and indole, thus tolerating substrates with sensitive functional groups. New products such as benzo[d][1,3]oxathiol-2-ones were obtained with C-4 substituted phenols. Thus, to our knowledge, we report, for the first time, aryl thiocyanation reaction by ball-milling at room temperature and solvent-free conditions, with short reaction times and no workup. Anal. of several mass-based green metrics indicates that it is an efficient greener method.6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Synthetic Route 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.Synthetic Route 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

In 2014,Liu, X. W.; Zhang, H.; Yang, Y. J.; Li, J. Y.; Li, B.; Zhou, X. Z.; Zhang, J. Y. published 《Synthesis, antibacterial evaluation and molecular docking study of nitazoxanide analogues》.Asian Journal of Chemistry published the findings.Reference of 5-Bromothiazol-2-amine The information in the text is summarized as follows:

A series of nitazoxanide analogs I, II (R = 2,4-F2, 3,4-F2, 2-CF3, 4-CF3; X = NO2, Cl, Br) were synthesized. The antibacterial activities of synthesized compounds against Clostridium difficile were evaluated and I (R = 4-CF3) was the most promising compound The preliminary results showed that compounds containing nitro-substituted thiazole ring displayed notable activities. Compounds with thiazole moiety replaced by a pyrimidine ring exhibited moderate activities. Mol. docking study of nitazoxanide and I (R = 4-CF3) with pyruvate ferredoxin oxidoreductase suggested that the nitro group interacts with thiamine pyrophosphate and surrounding amino acids, which were almost same compared with pyruvate. The results revealed that nitazoxanide may be a competitive inhibitor of pyruvate and nitro-group is necessary for thiazolide’s activities against anaerobic organisms containing pyruvate ferredoxin oxidoreductase enzyme. In the experiment, the researchers used many compounds, for example, 5-Bromothiazol-2-amine(cas: 3034-22-8Reference of 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.Reference of 5-Bromothiazol-2-amine

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

The author of 《Spindle and kinetochore-associated complex subunit 3 (SKA3) promotes stem cell-like properties of hepatocellular carcinoma cells through activating Notch signaling pathway》 were Bai, Shuya; Chen, Wei; Zheng, Mengli; Wang, Xiju; Peng, Wang; Zhao, Yuchong; Wang, Yun; Xiong, Si; Cheng, Bin. And the article was published in Annals of Translational Medicine in 2021. Synthetic Route of C7H5ClN2S The author mentioned the following in the article:

Cancer stemness contributes to hepatocellular carcinoma (HCC) initiation, metastasis, drug resistance, and recurrence. The spindle and kinetochore-associated (SKA) complex has been shown to be involved in tumor progression; however, its effects on cancer stem cell-like properties have not yet been examined This research sought to study each subunit of the SKA complex in HCC systematically. Bioinformatic analyses were carried out to examine the expression and clin. data of the SKA complex′s each subunit in HCC. The expression of the target genes was detected by quant. reverse transcription-polymerase chain reaction and Western blot assays. Clone formation and Transwell assays were performed to assess the proliferation and migration abilities of the SKA complex′s each subunit. Sphere formation assays and s.c. xenograft experiments were performed to investigate the effects of SKA complex subunit 3 (SKA3) on the self-renewal and tumorigenic abilities of HCC. Each subunit of the SKA complex was highly expressed in HCC, but only SKA complex subunit 1 (SKA1) and SKA3 were associated with the poor overall survival of HCC patients. Addnl., the HCC cells overexpressing SKA3 exhibited increased migration, invasion, proliferation, self-renewal, Sorafenib resistance and tumorigenic abilities. Notch signaling played a vital role in the process by which SKA3 promoted HCC stemness. SKA3 promotes HCC stem cell-like properties via the Notch signaling pathway. As SKA3 appears to act as a regulator of stemness in HCC, it might be a potential mol. target for HCC. The experimental process involved the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Synthetic Route 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.Synthetic Route of C7H5ClN2STheir 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

Chen, Xue-Ping; Hou, Ke-Qiang; Zhou, Feng; Chan, Albert S. C.; Xiong, Xiao-Feng published an article on January 15 ,2021. The article was titled 《Organocatalytic Asymmetric Synthesis of Benzothiazolopyrimidines via [4 + 2] Cyclization of 2-Benzothiazolimines and Aldehydes》, and you may find the article in Journal of Organic Chemistry.Application In Synthesis of 6-Chlorobenzothiazol-2-ylamine The information in the text is summarized as follows:

The direct asym. synthesis of pyrimido[2,1-b]benzothiazoles using a com. available chiral amine catalyst was reported. A variety of 2-benzothiazolimines and aldehydes were well tolerated under the reaction conditions and generated the corresponding products in 81-99% yields with excellent diastereoselectivities and enantioselectivities (up to >20:1 dr, 99% ee). Furthermore, the products could be easily converted to other useful chiral building blocks. The experimental part of the paper was very detailed, including the reaction process of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Application In Synthesis of 6-Chlorobenzothiazol-2-ylamine)

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 In Synthesis of 6-Chlorobenzothiazol-2-ylamineThe 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

Bhoi, Manoj N.; Borad, Mayuri A.; Pithawala, Edwin A.; Patel, Hitesh D. published their research in Arabian Journal of Chemistry on December 31 ,2019. The article was titled 《Novel benzothiazole containing 4H-pyrimido[2,1-b]benzothiazoles derivatives: One-pot, solvent-free microwave assisted synthesis and their biological evaluation》.SDS of cas: 95-24-9 The article contains the following contents:

A series of pyrimido[2,1-b]benzothiazoles I [R = H, 6-Me, 8-Br, etc.] was synthesized via microwave-assisted one-pot three-component reaction of 2-aminobenzothiazoles with pyridine-2-aldehyde and Et acetoacetate in the presence of PdCl2 as an expeditious catalyst under solvent-free conditions. The salient features of this approach were operational simplicity, convergence, short reaction time, high atom economy, easy workup, mild reaction conditions and environmentally benign conditions. All the newly synthesized pyrimido[2,1-b]benzothiazole derivatives were evaluated for their antibacterial, antitubercular and antioxidant activities. Among the tested compounds, pyrimido[2,1-b]benzothiazoles I [R = 6-Me, 8-Me, 6-Cl, 8-Cl, 8-NO2] were found to be more active against tested Gram +ve and Gram -ve bacterial strains. Pyrimido[2,1-b]benzothiazoles I [R = 8-Me, 8-NO2] showed very good % inhibition 72.9% and 70.32% resp. against Mycobacterium tuberculosis H37RV whereas remaining compounds displayed moderate to good antitubercular activity. All the pyrimido[2,1-b]benzothiazoles I showed moderate to good antioxidant activity. The experimental part of the paper was very detailed, including the reaction process of 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: 95-24-9The 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

Quality Control of 6-Chlorobenzothiazol-2-ylamineOn October 31, 2020 ,《Design and Synthesis of 2-Substituted Benzothiazole Derivatives as Antioxidant and Antimicrobial Agents》 was published in Current Bioactive Compounds. The article was written by Nishad, Ravi K.; Shukla, Karuna S.; Chawla, Pooja A.. The article contains the following contents:

An upsurge in the number of antibiotic-resistant microbial infections has warranted the discovery and development of new antibiotics. This is a matter of great concern for effective therapy for a search of novel antimicrobial agents. Literature has a number of reports of involvement of oxidative stress due to an imbalance between the generation and neutralization of free radicals in many diseases. Heterocyclic compounds have been involved in the treatment of various disorders. Benzothiazole is one such heterocyclic nucleus having benzene ring merged with the thiazole ring. Among the various substitutions possible in this nucleus, substitutions at position-2 have already been reported with potential bioactivities. Thus, different substituted compounds have been synthesized which could serve as antimicrobials and antioxidants. Benzothiazole derivatives (B1-B7) were synthesized by two-step reactions and the structures were confirmed through IR, mass and NMR spectroscopy. The compounds were evaluated for in vitro antioxidant and antimicrobial activities using standard methods. The results of antibacterial and antifungal activity showed that compound B4 exhibited maximum activity against all the tested strains of microorganisms with the zone of inhibition 17.1-18.5 mm and MIC value 1.1-1.5μg/mL. Compound B5 exhibited potent antioxidant activity. The compounds substituted with halogen on the aryl ring showed increased antimicrobial activity as seen in the case of compound B4 (6-fluoro). The compounds substituted with a hydroxyl group (B5) exhibited good antioxidant activity. The experimental part of the paper was very detailed, including the reaction process of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Quality Control of 6-Chlorobenzothiazol-2-ylamine)

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.Quality Control of 6-Chlorobenzothiazol-2-ylamineThe 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