Category: 95-24-9

The author of 《Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles》 were Xie, Zengyang; Chen, Ruijiao; Ma, Mingfang; Kong, Lingdong; Liu, Jun; Wang, Cunde. And the article was published in Applied Organometallic Chemistry in 2019. Computed Properties of C7H5ClN2S The author mentioned the following in the article:

An efficient and practical C-N bond formation methodol. for the synthesis of N-(alkyl)benzothiazoles I [R = H, 4-Me, 6-Br, etc.; R1 = n-Pr, Ph, 4-MeOC6H4, etc.] and N-(alkyl)thiazoles II [R2 = H, Me; R3 = Ph, 2-MeC6H4, 2-naphthyl, etc.; R2R3 = (CH2)5; R4 = H, 4-Me, 5-Me] was developed via Cu-catalyzed one-pot two-step cross-coupling of 2-aminobenzothiazoles/2-aminothiazoles and aldehydes/ketones with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups. A variety of functionalized benzothiazoles/thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol. In the experimental materials used by the author, we found 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 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

Laghezza, Antonio; Luisi, Grazia; Caradonna, Alessia; Di Pizio, Antonella; Piemontese, Luca; Loiodice, Fulvio; Agamennone, Mariangela; Tortorella, Paolo published an article on February 1 ,2020. The article was titled 《Virtual screening identification and chemical optimization of substituted 2-arylbenzimidazoles as new non-zinc-binding MMP-2 inhibitors》, and you may find the article in Bioorganic & Medicinal Chemistry.Safety of 6-Chlorobenzothiazol-2-ylamine The information in the text is summarized as follows:

Matrix metalloproteinases (MMPs) are a large family of zinc-dependent endoproteases known to exert multiple regulatory roles in tumor progression and invasiveness. This encouraged over the years the approach of MMP, and particularly MMP-2, targeting for anticancer treatment. Early generations of MMP inhibitors, based on aspecific zinc binding groups (ZBGs) assembled on (pseudo)peptide scaffolds, have been discontinued due to the clin. emergence of toxicity and further drawbacks, giving the way to inhibitors with alternative zinc-chelator moieties or not binding the catalytic zinc ion. In the present paper, we continue the search for new non-zinc binding MMP-2 inhibitors: exploiting previously identified compounds, a virtual screening (VS) campaign was carried out and led to the identification of a new class of ligands. The structure-activity relationship (SAR) of the benzimidazole scaffold was explored by synthesis of several analogs whose inhibition activity was tested with enzyme inhibition assays. By performing the mol. simplification approach, we disclosed different sets of single-digit micromolar inhibitors of MMP-2, with up to a ten-fold increase in inhibitory activity and ameliorated selectivity towards off-target MMP-8, compared to selected lead compound Mol. dynamics calculations conducted on complexes of MMP-2 with docked privileged structures confirmed that analyzed inhibitors avoid targeting the zinc ion and dip inside the S1′ pocket. Present results provide a further enrichment of our insights for the design of novel MMP-2 selective inhibitors. After reading the article, we found that the author used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Safety 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.Safety 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

Product Details of 95-24-9On May 31, 2019, Yamano, Tomoyoshi; Dobes, Jan; Voboril, Matous; Steinert, Madlen; Brabec, Tomas; Zietara, Natalia; Dobesova, Martina; Ohnmacht, Caspar; Laan, Martti; Peterson, Part; Benes, Vladimir; Sedlacek, Radislav; Hanayama, Rikinari; Kolar, Michal; Klein, Ludger; Filipp, Dominik published an article in Journal of Experimental Medicine. The article was 《Aire-expressing ILC3-like cells in the lymph node display potent APC features》. The article mentions the following:

The autoimmune regulator (Aire) serves an essential function for T cell tolerance by promoting the “”promiscuous”” expression of tissue antigens in thymic epithelial cells. Aire is also detected in rare cells in peripheral lymphoid organs, but the identity of these cells is poorly understood. Here, we report that Aire protein-expressing cells in lymph nodes exhibit typical group 3 innate lymphoid cell (ILC3) characteristics such as lymphoid morphol., absence of “”classical”” hematopoietic lineage markers, and dependence on RORγt. Aire+ cells are more frequent among lineage-neg. RORγt+ cells of peripheral lymph nodes as compared with mucosa-draining lymph nodes, display a unique Aire-dependent transcriptional signature, express high surface levels of MHCII and costimulatory mols., and efficiently present an endogenously expressed model antigen to CD4+ T cells. These findings define a novel type of ILC3-like cells with potent APC features, suggesting that these cells serve a function in the control of T cell responses. The experimental process involved the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Product Details 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.Product Details 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

Jiang, Chen Hao; Yuan, Xin; Li, Jiang Fen; Xie, Yu Fang; Zhang, An Zhi; Wang, Xue Li; Yang, Lan; Liu, Chun Xia; Liang, Wei Hua; Pang, Li Juan; Zou, Hong; Cui, Xiao Bin; Shen, Xi Hua; Qi, Yan; Jiang, Jin Fang; Gu, Wen Yi; Li, Feng; Hu, Jian Ming published their research in Journal of Translational Medicine on December 31 ,2020. The article was titled 《Bioinformatics-based screening of key genes for transformation of liver cirrhosis to hepatocellular carcinoma》.Recommanded Product: 6-Chlorobenzothiazol-2-ylamine The article contains the following contents:

Abstract: Background: The aims of the present study were to identify key genes related to the transformation of cirrhosis into HCC, and explore the associated mol. mechanisms. Methods: GSE89377, GSE17548, GSE63898 and GSE54236 mRNA microarray datasets from Gene Expression Omnibus (GEO) were analyzed to obtain differentially expressed genes (DEGs) between HCC and liver cirrhosis tissues, and network anal. of protein-protein interactions (PPIs) was carried out. String and Cytoscape were used to analyze modules and identify hub genes, Kaplan-Meier Plotter and Oncomine databases were used to explore relationships between hub genes and disease occurrence, development and prognosis of HCC, and the mol. mechanism of the main hub gene was probed using Kyoto Encyclopedia of Genes and Genomes(KEGG) pathway anal. Results: In total, 58 DEGs were obtained, of which 12 and 46 were up- and down-regulated, resp. Three hub genes (CDKN3, CYP2C9 and LCAT) were identified and associated prognostic information was obtained. CDKN3 may be correlated with the occurrence, invasion, and recurrence of HCC. Genes closely related to changes in the CDKN3 hub gene were screened, and Kyoto Encyclopedia of Genes and Genomes (KEGGs) pathway anal. identified numerous cell cycle-related genes. Conclusion: CDKN3 may affect the transformation of liver cirrhosis into HCC, and represents a new candidate mol. marker of the occurrence and progression of HCC. The experimental part of the paper was very detailed, including the reaction process of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Recommanded Product: 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.Recommanded Product: 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

In 2019,Asian Journal of Organic Chemistry included an article by Song, Xiaoxiao; Gu, Mengjie; Chen, Xiaoyun; Xu, Lei; Ni, Qijian. Synthetic Route of C7H5ClN2S. The article was titled 《Highly Stereoselective Palladium-Catalyzed [3+2] Cycloaddition of Vinyl Epoxides and N-Benzothiazolimines》. The information in the text is summarized as follows:

An asym. [3+2] cycloaddition of racemic vinyl epoxides with N-benzothiazolimines was presented under Pd-catalysis. This transformation provided rapid access to highly functionalized oxazolidine scaffolds such as I [R = H, 4-Me, 5-Br, etc.; Ar = Ph, 1-naphthyl, 2-thienyl, etc.] in generally good yields along with high stereoselectivities (up to 99% ee, 8.5 : 1 d.r.) under mild conditions. The use of chiral BINAP ligand enabled this asym. transformation with a broad substrate tolerance. In addition to this study using 6-Chlorobenzothiazol-2-ylamine, there are many other studies that have used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Synthetic 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

Electric Literature of C7H5ClN2SOn September 15, 2021 ,《Synthesis and evaluation of novel 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibition agents》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Wu, Feng; Yao, Han; Li, Wei; Zhang, Niuniu; Fan, Yangyang; Chan, Albert S. C.; Li, Xingshu; An, Baijiao. The article contains the following contents:

Herein, 16 new 2,4-diaminopyrimidines I (R1 = H, F, Cl; R2 = EtS, EtSO, i-PrSO; R3 = Me2NCH2CH2NMe, 4-methylpiperazin-1-yl, 4-methyl-1,4-diazepan-1-yl, 4-dimethylaminopiperidin-1-yl, etc.; R4 = H, H2N, EtCONH) bearing a sulfide or sulfoxide moiety were synthesized and evaluated for anaplastic lymphoma kinase (ALK) inhibitory activity. The optimal compound I [R1 = F; R2 = EtSO; R3 = 4-methylpiperazin-1-yl; R4 = EtCONH; (II)] exhibited excellent antiproliferative activity against non-small cell lung cancer NCI-H2228 cells, which was better than that of Brigatinib and similar to Ceritinib. Mechanism study revealed that the compound II decreased the mitochondrial membrane potential and arrested NCI-H2228 cells in the G0/G1 phase, finally resulting in cellular apoptosis. It is interesting that the compound II could effectively inhibit the migration of NCI-H2228 cells and may be a promising leading compound for chemotherapy of metastatic cancer. In addition to this study using 6-Chlorobenzothiazol-2-ylamine, there are many other studies that have used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Electric Literature 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.Electric Literature 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

Recommanded Product: 6-Chlorobenzothiazol-2-ylamineOn March 12, 2020, Zaldivar-Diez, Josefa; Li, Lingling; Garcia, Ana M.; Zhao, Wen-Ning; Medina-Menendez, Cristina; Haggarty, Stephen. J.; Gil, Carmen; Morales, Aixa V.; Martinez, Ana published an article in Journal of Medicinal Chemistry. The article was 《Benzothiazole-Based LRRK2 Inhibitors as Wnt Enhancers and Promoters of Oligodendrocytic Fate》. The article mentions the following:

Leucine rich repeat kinase 2 (LRRK2) is an enigmatic enzyme and a relevant target for Parkinson’s disease (PD). However, despite the significant amount of research done in the past decade, the precise function of LRRK2 remains largely unknown. Moreover, the therapeutic potential of its inhibitors is in its infancy with the first clin. trial having just started. In the present work, the mol. mechanism of LRRK2 in the control of neurogenesis or gliogenesis was investigated. We designed and synthesized novel benzothiazole-based LRRK2 inhibitors and showed that they can modulate the Wnt/β-catenin signaling pathway. Furthermore, compounds I and II were able to promote neural progenitors proliferation and drive their differentiation toward neuronal and oligodendrocytic cell fates. These results suggest potential new avenues for the application of LRRK2 inhibitors in demyelinating diseases in which oligodendrocyte cell-death is one of the pathol. features. In the part of experimental materials, we found many familiar compounds, such as 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Recommanded Product: 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.Recommanded Product: 6-Chlorobenzothiazol-2-ylamineThiazoles 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

Computed Properties of C7H5ClN2SOn May 31, 2020, Acar Cevik, Ulviye; Osmaniye, Derya; Saglik, Beguem N.; Levent, Serkan; Cavusoglu, Betuel K.; Karaduman, Abdullah B.; Oekay, Uemide D.; Ozkay, Yusuf; Kaplancikli, Zafer A.; Turan, Guelhan published an article in Journal of Heterocyclic Chemistry. The article was 《Synthesis of new benzothiazole derivatives bearing thiadiazole as monoamine oxidase inhibitors》. The article mentions the following:

In this study, a novel series of benzothiazole-thiadiazole I (R1 = Et, methoxyethyl, n-Pr, n-Bu; R2 = H, Cl, NO2) was synthesized. These compounds I were evaluated as inhibitors for types A and B MAO enzymes. Compounds I [(A), R1 = methoxyethyl, R2 = NO2; R1 = n-Bu, R2 = NO2, (B)] were the most active derivatives in the series with IC50 values of 0.107 ± 0.003 and 0.128 ± 0.004, resp. Furthermore, compounds (A) and (B) were investigated for their cytotoxicity and found as non-cytotoxic. After reading the article, we found that the author used 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

In 2022,Organic & Biomolecular Chemistry included an article by Choudhary, Shivani; Gayyur; Ghosh, Nayan. Formula: C7H5ClN2S. The article was titled 《Cu(II)-catalyzed [4 + 1] and [4 + 3] annulation reactions: a modular approach to N-aryl/alkyl substituted 2,5-diamidopyrroles and diazepines》. The information in the text is summarized as follows:

A one-pot copper-catalyzed [4 + 1] annulation reaction of primary amines with ynamide-derived buta-1,3-diynes for the synthesis of 2,5-diamido bearing N-aryl/alkyl pyrroles in up to excellent yields has been showcased. A broad range of primary amines having highly reactive functional groups are well tolerated. Notably, sterically demanding aniline and primary aliphatic amines are excellent amine sources. Furthermore, the current protocol may yield structurally unique diazepine derivatives The scale-up reaction and fruitful chem. elaboration of pyrrole motifs highlight the importance of this reaction. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Formula: 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.Formula: 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

Application of 95-24-9On March 25, 2021, Mishra, Chandra Bhushan; Kumari, Shikha; Angeli, Andrea; Bua, Silvia; Mongre, Raj Kumar; Tiwari, Manisha; Supuran, Claudiu T. published an article in Journal of Medicinal Chemistry. The article was 《Discovery of Potent Carbonic Anhydrase Inhibitors as Effective Anticonvulsant Agents: Drug Design, Synthesis, and In Vitro and In Vivo Investigations》. The article mentions the following:

Two sets of benzenesulfonamide-based effective human carbonic anhydrase (hCA) inhibitors have been developed using the tail approach. The inhibitory action of these novel mols. was examined against four isoforms: hCA I, hCA II, hCA VII, and hCA XII. Most of the mols. disclosed low to medium nanomolar range inhibition against all tested isoforms. Some of the synthesized derivatives selectively inhibited the epilepsy-involved isoforms hCA II and hCA VII, showing low nanomolar affinity. The anticonvulsant activity of selected sulfonamides was assessed using the maximal electroshock seizure (MES) and s.c. pentylenetetrazole (s.c.-PTZ) in vivo models of epilepsy. These potent CA inhibitors effectively inhibited seizures in both epilepsy models. The most effective compounds17(I) and 22(II) showed long duration of action and abolished MES-induced seizures up to 6 h after drug administration. These sulfonamides were found to be orally active anticonvulsants, being nontoxic in neuronal cell lines and in animal models. The experimental process involved the reaction of 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