Category: thiazole

In 2011,Hebeisen, Paul; Haap, Wolfgang; Kuhn, Bernd; Mohr, Peter; Wessel, Hans Peter; Zutter, Ulrich; Kirchner, Stephan; Ruf, Armin; Benz, Joerg; Joseph, Catherine; Alvarez-Sanchez, Ruben; Gubler, Marcel; Schott, Brigitte; Benardeau, Agnes; Tozzo, Effie; Kitas, Eric published 《Orally active aminopyridines as inhibitors of tetrameric fructose-1,6-bisphosphatase》.Bioorganic & Medicinal Chemistry Letters published the findings.Product Details of 3034-22-8 The information in the text is summarized as follows:

A novel sulfonylureido pyridine series exemplified by compound 19 (I) yielded potent inhibitors of FBPase showing significant glucose reduction and modest glycogen lowering in the acute db/db mouse model for Type-2 diabetes. Our inhibitors occupy the allosteric binding site and also extend into the dyad interface region of tetrameric FBPase. The experimental part of the paper was very detailed, including the reaction process of 5-Bromothiazol-2-amine(cas: 3034-22-8Product Details of 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Product Details of 3034-22-8

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

In 2011,Thomas, Mathew; Huang, Wei-Sheng; Wen, David; Zhu, Xiaotian; Wang, Yihan; Metcalf, Chester A.; Liu, Shuangying; Chen, Ingrid; Romero, Jan; Zou, Dong; Sundaramoorthi, Raji; Li, Feng; Qi, Jiwei; Cai, Lisi; Zhou, Tianjun; Commodore, Lois; Xu, Qihong; Keats, Jeff; Wang, Frank; Wardwell, Scott; Ning, Yaoyu; Snodgrass, Joseph T.; Broudy, Marc I.; Russian, Karin; Iuliucci, John; Rivera, Victor M.; Sawyer, Tomi K.; Dalgarno, David C.; Clackson, Tim; Shakespeare, William C. published 《Discovery of 5-(arenethynyl) hetero-monocyclic derivatives as potent inhibitors of BCR-ABL including the T315I gatekeeper mutant》.Bioorganic & Medicinal Chemistry Letters published the findings.Related Products of 3034-22-8 The information in the text is summarized as follows:

Ponatinib (AP24534) was previously identified as a pan-BCR-ABL inhibitor that potently inhibits the T315I gatekeeper mutant, and has advanced into clin. development for the treatment of refractory or resistant CML. In this study, we explored a novel series of five and six membered monocycles as alternate hinge-binding templates to replace the 6,5-fused imidazopyridazine core of ponatinib. Like ponatinib, these monocycles are tethered to pendant toluanilides via an ethynyl linker. Several compounds in this series displayed excellent in vitro potency against both native BCR-ABL and the T315I mutant. Notably, a subset of inhibitors exhibited desirable PK and were orally active in a mouse model of T315I-driven CML. In the experiment, the researchers used 5-Bromothiazol-2-amine(cas: 3034-22-8Related Products of 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Related Products of 3034-22-8

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

In 2009,Uto, Yoshikazu; Ogata, Tsuneaki; Kiyotsuka, Yohei; Miyazawa, Yuriko; Ueno, Yuko; Kurata, Hitoshi; Deguchi, Tsuneo; Yamada, Makiko; Watanabe, Nobuaki; Takagi, Toshiyuki; Wakimoto, Satoko; Okuyama, Ryo; Konishi, Masahiro; Kurikawa, Nobuya; Kono, Keita; Osumi, Jun published 《Novel and potent inhibitors of stearoyl-CoA desaturase-1. Part II: Identification of 4-ethylamino-3-(2-hydroxyethoxy)-N-[5-(3-trifluoromethylbenzyl)thiazol-2-yl]benzamide and its biological evaluation》.Bioorganic & Medicinal Chemistry Letters published the findings.Application of 3034-22-8 The information in the text is summarized as follows:

The continuing investigation of SAR studies of 3-(2-hydroxyethoxy)-N-(5-benzylthiazol-2-yl)benzamides as stearoyl-CoA desaturase-1 (SCD-1) inhibitors was reported. A prior hit-to-lead effort resulted in the identification of I (R = OMe) as a potent and orally efficacious SCD-1 inhibitor. Further optimization of the structural motif resulted in the identification of I (R = NHEt) with sub-nanomolar IC50 in both murine and human SCD-1 inhibitory assays. This compound demonstrated a dose-dependent decrease in the plasma desaturation index in C57BL/6J mice on a non-fat diet after 7 days of oral administration. In addition to this study using 5-Bromothiazol-2-amine, there are many other studies that have used 5-Bromothiazol-2-amine(cas: 3034-22-8Application of 3034-22-8) was used in this study.

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.Application of 3034-22-8

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

Electric Literature of C7H5ClN2SOn October 1, 2019 ,《Discovery of novel pyrimidine-based benzothiazole derivatives as potent cyclin-dependent kinase 2 inhibitors with anticancer activity》 was published in European Journal of Medicinal Chemistry. The article was written by Diao, Peng-Cheng; Lin, Wei-Yuan; Jian, Xie-Er; Li, Yan-Hong; You, Wen-Wei; Zhao, Pei-Liang. The article contains the following contents:

To develop novel CDK2 inhibitors as anticancer agents, a series of novel pyrimidine-based benzothiazole derivatives I (R = 4-(S(O)2NH2), 4-(piperidin-1-yl), 3-F, etc.) and II (R1 = H, F, Cl, Me, MeO; R2 = H, Me, F; R3 = Me, NH2) was designed and synthesized. Initial biol. evaluation demonstrated that some of target compounds displayed potent antitumor activity in vitro against five cancer cell lines. Especially, the analog II (R1 = F; R2 = H; R3 = NH2) exhibited approx. potency with AZD5438 toward four cells including HeLa, HCT116, PC-3, and MDA-MB-231 with IC50 values of 0.45, 0.70, 0.92, 1.80 μM, resp. More interestingly, the most highly active compound II (R1 = F; R2 = H; R3 = NH2) in this study also possessed promising CDK2/cyclin A2 inhibitory activities with IC50 values of 15.4 nM, which was almost 3-fold potent than pos. control AZD5438, and mol. docking studies revealed that the analog bound efficiently with the CDK2 binding site. Further studies indicated that compound II (R1 = F; R2 = H; R3 = NH2) could induce cell cycle arrest and apoptosis in a concentration-dependent manner. These observations suggest that pyrimidine-benzothiazole hybrids represent a new class of CDK2 inhibitors and well worth further investigation aiming to generate potential anticancer agents.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 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

Computed Properties of C7H5ClN2SOn September 30, 2022 ,《Six-substituted benzothiazole based dispersed azo dyes having antipyrine moiety: synthesis, characterization, DFT, antimicrobial, anticancer and molecular docking studies》 was published in Journal of the Iranian Chemical Society. The article was written by Maliyappa, M. R.; Keshavayya, J.; Nazrulla, Mohammed Azeezulla; Sudhanva, M. S.; Rangappa, Shobith. The article contains the following contents:

A series of benzothiazole based dispersed azo compounds I [R = H, Cl, Me, etc.] were synthesized by diazotization of benzothiazole derivatives coupling with antipyrine through traditional electrophilic substitution reaction in the temperature range of 0-5°C. The chem. structure of the prepared mols. I was characterized by various anal. and spectroscopic techniques. Further, the theor. vibrational and structural optimization studies of the mols. I were investigated by using DFT/B3LYP method. All the synthesized azo dyes I were evaluated for their in vitro antimicrobial activities against various bacterial and fungal strains, and the obtained results were exhibited to be potent antimicrobial activities compared with the reference compound Further, the mol. docking studies was performed and results showed the possible interaction between the synthesized chem. compound and the receptor. In addition, the in vitro anticancer activity of all the synthesized azo dyes was performed against different human cancer cell lines such as A549, K562 and MDA-MB-231 by using MTT assay.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 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

Formula: C18H24N6O6S4On June 8, 2022, Chalmpes, Nikolaos; Patila, Michaela; Kouloumpis, Antonios; Alatzoglou, Christina; Spyrou, Konstantinos; Subrati, Mohammed; Polydera, Angeliki C.; Bourlinos, Athanasios B.; Stamatis, Haralambos; Gournis, Dimitrios published an article in ACS Applied Materials & Interfaces. The article was 《Graphene oxide-cytochrome C multilayered structures for biocatalytic applications: Role of surfactant in Langmuir-Schaefer layer deposition》. The article mentions the following:

Graphene, a two-dimensional single-layer carbon allotrope, has attracted tremendous scientific interest due to its outstanding physicochem. properties. Its monat. thickness, high sp. surface area, and chem. stability render it an ideal building block for the development of well-ordered layered nanostructures with tailored properties. Herein, biohybrid graphene-based layer-by-layer structures are prepared by means of conventional and surfactant-assisted Langmuir-Schaefer layer deposition techniques, whereby cytochrome C mols. are accommodated within ordered layers of graphene oxide. The biocatalytic activity of the as-developed nanobio-architectures toward the enzymic oxidation of 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt and decolorization of pinacyanol chloride is tested. The results show that the multilayer structures exhibit high biocatalytic activity and stability in the absence of surfactant mols. during the deposition of the monolayers. In the experimental materials used by the author, we found ABTS Diammonium(cas: 30931-67-0Formula: C18H24N6O6S4)

ABTS Diammonium(cas: 30931-67-0) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Formula: C18H24N6O6S4

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

《Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide》 was published in Chemistry – A European Journal in 2018. These research results belong to Mukhopadhyay, Sushobhan; Batra, Sanjay. Synthetic Route of C7H3BrClNS The article mentions the following:

A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimides (NXS) in DMF at room temperature under metal- and acid-free condition was described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide. In the experimental materials used by the author, we found 2-Bromo-4-chlorobenzo[d]thiazole(cas: 3622-40-0Synthetic Route of C7H3BrClNS)

2-Bromo-4-chlorobenzo[d]thiazole(cas: 3622-40-0) 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 C7H3BrClNSTheir 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