Tag: 100-200

《I2/DMSO mediated multicomponent reaction for the synthesis of 2-arylbenzo[d]imidazo[2,1-b]thiazole derivatives》 was published in Organic & Biomolecular Chemistry in 2019. These research results belong to Jana, Asim; Bhaumick, Prabhas; Panday, Anoop Kumar; Mishra, Richa; Choudhury, Lokman H.. Recommanded Product: 6-Chlorobenzothiazol-2-ylamine The article mentions the following:

Synthesis of a series of 2-arylbenzo[d]imidazo[2,1-b]thiazoles tethered with barbituric acid moiety was reported from the three component reaction of 2-aminobenzothiazoles, barbituric acids and terminal aryl acetylenes or aryl Me ketones in the presence of I2 in DMSO medium. Both conventional and microwave heating conditions was used for this multicomponent reaction. The salient features of this methodol. are: (i) formation of one C-C and two C-N bonds in one-pot under metal-free oxidation followed by cyclization (ii) selective formation of the fused imidazole ring, (iii) wide substrate scope (iv) easy purification of the products (v) products having more than one pharmaceutically important motifs and (vi) gram scale synthesis possible. The results came from multiple reactions, including the reaction 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-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

《Bioinformatic analysis of differentially expressed genes and identification of key genes in EBV-transformed lymphoblasts》 was written by Tang, Yunlian; Zhong, Yating; Fu, Ting; Zhang, Yang; Cheng, Ailan; Dai, Yongming; Qu, Jiani; Gan, Runliang. Quality Control of 6-Chlorobenzothiazol-2-ylamine And the article was included in Biomedicine & Pharmacotherapy on August 31 ,2019. The article conveys some information:

Although the Epstein-Barr virus (EBV) is a well-known human oncogenic virus, its mol. mechanisms involved in the transformation of healthy human cells remain poorly understood. In this study, human lymphocytes were isolated from the peripheral blood of healthy adults, and lymphocytes were transformed in vitro by EBV. Agilent human whole genome microarrays were used to detect the differential gene expression profiles of EBV-transformed lymphoblasts and healthy peripheral blood lymphocytes (PBLs). By constructing the gene functional network of EBV-induced lymphocyte transformation, we screened out candidate key genes in this process and verified their expression levels by real-time quant. polymerase chain reaction (RT-qPCR) and Western blot. In the EBV-transformed lymphoblasts, 2335 differentially expressed genes, including 1328 up-regulated and 1007 down-regulated, were screened out. Five candidate key genes, namely, PLK1, E2F1, PTPN11, BIRC5 and FYN were mainly screened out according to the results of LIMMA, String, Cytoscape software anal. RT-qPCR and Western blot showed that PLK1, E2F1, PTPN11, BIRC5 genes had increased expression levels, and FYN gene was down-regulated in EBV-transformed lymphoblasts. Silencing of PLK1 gene in Raji cells could inhibit cell proliferation and invasion, and induce cell cycle arrest and apoptosis. In conclusion, PLK1, E2F1, PTPN11, BIRC5 and FYN are the candidate key mols. of EBV-transformed lymphocytes. The experimental process involved the reaction 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-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

In 2020,Catalysis Science & Technology included an article by Koohgard, Mehdi; Hosseinpour, Zeinab; Sarvestani, Abdollah Masoudi; Hosseini-Sarvari, Mona. Reference of 6-Chlorobenzothiazol-2-ylamine. The article was titled 《ARS-TiO2 photocatalyzed direct functionalization of sp2 C-H bonds toward thiocyanation and cyclization reactions under visible light》. The information in the text is summarized as follows:

An ARS-TiO2 photocatalyst has been prepared by a simple method through stirring a mixture of ARS and TiO2 at room temperature in the dark to extend the photocatalytic response of titanium dioxide toward the visible light spectrum. The synergic effect of ARS and TiO2 in the photocatalyst system has catalyzed direct C-H functionalization of sp2 C-H bonds toward thiocyanation and cyclization reactions. Several aromatic and heteroaromatic scaffolds (2-phenylamino-thiazoles I (R = H, 2-Cl, 4-Ph, etc.), phenols R1OH (R1 = Ph, 3-ethylphenyl, 2-formylphenyl, etc.), anilines R2C6H4N(R3)(R4) (R2 = 2-Me, 3-Cl, 3-OMe, etc.; R3 = H, Me, Et, Ph; R4 = H, Me, Et), indoles II (R5 = H, Me; R6 = H, Me; R7 = H, 5-MeO, 6-methoxycarbonyl, 5-Br, 5-Me) and pyrroles such as 1H-pyrrole and 1-methyl-1H-pyrrole) were treated with the ammonium thiocyanate at room temperature Thiocyanation of phenol and synthesis of 2-aminobenzothiazole derivatives III (R8 = Me, I, prop-1-en-2-yl, etc.) under visible light are presented.6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Reference of 6-Chlorobenzothiazol-2-ylamine) 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.Reference 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

COA of Formula: C3H3BrN2SIn 2017 ,《Synthesis of Brominated Thiazoles via Sequential Bromination-Debromination Methods》 was published in Journal of Organic Chemistry. The article was written by Uzelac, Eric J.; Rasmussen, Seth C.. The article contains the following contents:

The synthesis of the full family of bromothiazoles has been revisited in order to update and optimize their production The species reported include 2-bromothiazole, 4-bromothiazole, 5-bromothiazole, 2,4-dibromothiazole, 2,5-dibromothiazole, 4,5-dibromothiazole, and 2,4,5-tribromothiazole, the majority of which are produced via sequential bromination and debromination steps. This complete family can now be produced without the use of elemental bromine, and the presented methods have allowed the phys. and NMR spectroscopic characterization of the full family to be reported for the first time. In the experimental materials used by the author, we found 5-Bromothiazol-2-amine(cas: 3034-22-8COA of Formula: 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).COA of Formula: C3H3BrN2S

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

Recommanded Product: 5-Bromothiazol-2-amineIn 2002 ,《Synthesis and Structure-Activity Relationships of Novel 7-Substituted 1,4-Dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic Acids as Antitumor Agents. Part 1》 was published in Journal of Medicinal Chemistry. The article was written by Tomita, Kyoji; Tsuzuki, Yasunori; Shibamori, Koh-ichiro; Tashima, Masanori; Kajikawa, Fumie; Sato, Yuji; Kashimoto, Shigeki; Chiba, Katsumi; Hino, Katsuhiko. The article contains the following contents:

Title compounds, e.g. I (R = H2NCH2CH2NH, 1-pyrrolidinyl, 3-hydroxy-1-pyrrolidinyl), possess moderate cytotoxic activity. Structure-activity relationships of title compounds were investigated by changing substituents at N-1 and C-7 positions and the core ring structure itself and evaluated the synthesized compounds against several murine and human tumor cell lines. The 2-thiazolyl group at the N-1 position of the naphthyridine structure is the best substituent for antitumor activity and regarding core ring structure, the naphthyridine derivative is the most active followed by pyridopyrimidine analog. At the C-7 position, aminopyrrolidine derivatives are more effective than other amines or thioether derivatives I (R = 3-amino-4-methoxy-1-pyrrolidinyl, 3-amino-3-methyl-1-pyrrolidinyl, 3-aminopyrrolidinyl) were determined to be effective in vitro and in vivo antitumor assays, and their activity was comparable to that of etoposide.5-Bromothiazol-2-amine(cas: 3034-22-8Recommanded Product: 5-Bromothiazol-2-amine) was used in this study.

5-Bromothiazol-2-amine(cas: 3034-22-8) 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.Recommanded Product: 5-Bromothiazol-2-amine

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

Name: 5-Bromothiazol-2-amineIn 2014 ,《Development of radamide analogs as Grp94 inhibitors》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Muth, Aaron; Crowley, Vincent; Khandelwal, Anuj; Mishra, Sanket; Zhao, Jinbo; Hall, Jessica; Blagg, Brian S. J.. The article conveys some information:

Hsp90 isoform-selective inhibition is highly desired as it can potentially avoid the toxic side-effects of pan-inhibition. The current study developed selective inhibitors of one such isoform, Grp94, predicated on the chimeric and pan-Hsp90 inhibitor, radamide (RDA). Replacement of the quinone moiety of RDA with a Ph ring (2) was found to be better suited for Grp94 inhibition as it can fully interact with a unique hydrophobic pocket present in Grp94. An extensive SAR for this scaffold showed that substitutions at the 2- and 4-positions (8 and 27, resp.) manifested excellent Grp94 affinity and selectivity. Introduction of heteroatoms into the ring also proved beneficial, with a 2-pyridine derivative (38) exhibiting the highest Grp94 affinity (Kd = 820 nM). Subsequent cell-based assays showed that these Grp94 inhibitors inhibit migration of the metastatic breast cancer cell line, MDA-MB-231, as well as exhibit an anti-proliferative affect against the multiple myeloma cell line, RPMI 8226. After reading the article, we found that the author used 5-Bromothiazol-2-amine(cas: 3034-22-8Name: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Name: 5-Bromothiazol-2-amine

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

In 2005,Kuo, Gee-Hong; Wang, Aihua; Emanuel, Stuart; DeAngelis, Alan; Zhang, Rui; Connolly, Peter J.; Murray, William V.; Gruninger, Robert H.; Sechler, Jan; Fuentes-Pesquera, Angel; Johnson, Dana; Middleton, Steven A.; Jolliffe, Linda; Chen, Xin published 《Synthesis and Discovery of Pyrazine-Pyridine Biheteroaryl as a Novel Series of Potent Vascular Endothelial Growth Factor Receptor-2 Inhibitors》.Journal of Medicinal Chemistry published the findings.Product Details of 3034-22-8 The information in the text is summarized as follows:

Pathol. angiogenesis is associated with disease states such as cancer, diabetic retinopathy, rheumatoid arthritis, endometriosis, and psoriasis. There is much evidence that direct inhibition of the kinase activity of vascular endothelial growth factor receptor-2 (VEGFR-2) will result in the reduction of angiogenesis and the suppression of tumor growth. Attempts to optimize a cyclin-dependent kinase-1 (CDK1) inhibitor by using palladium-catalyzed C-C bond, C-N bond formation reactions to assemble diverse biheteroaryl mols. led to the unexpected discovery of a pyrazine-pyridine biheteroaryl as a novel series of potent VEGFR-2 inhibitors. The pyridinylpyrazine I, which had IC50 = 0.084 μM at VEGFR-2, showed very modest selectivity against fibroblast growth factor receptor-2 (IC50 = 0.21 μM), platelet-derived growth factor receptor (IC50 = 0.36 μM), and glycogen synthase kinase-3 (IC50 = 0.478 μM), while it exhibited more than 10-fold selectivity against epidermal growth factor receptor (IC50 = 1.36 μM) and insulin-R kinase (IC50 = 1.69 μM). On the other hand, I exhibited > 100-fold selectivity against calmodulin kinase 2; casein kinase-1 and -2; CDK1 and -4; mitogen-activated protein kinase; and protein kinase A, Cβ2, and Cγ (IC50 >10 μM). I also displayed high inhibitory potency on VEGF-stimulated human umbilical vein endothelial cell (HUVEC) proliferation (IC50 = 0.005 μM) and good selectivity against cell lines such as HUVEC, human aortic smooth muscle cells, and MRC5 lung fibroblasts. Mol. docking studies were conducted in an attempt to rationalize the unexpected high VEGFR-2 selectivity of I. In addition to this study using 5-Bromothiazol-2-amine, there are many other studies that have used 5-Bromothiazol-2-amine(cas: 3034-22-8Product Details of 3034-22-8) 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.Product Details of 3034-22-8

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

In 2005,Stanetty, Peter; Schnuerch, Michael; Mereiter, Kurt; Mihovilovic, Marko D. published 《Investigations of the Halogen Dance Reaction on N-Substituted 2-Thiazolamines》.Journal of Organic Chemistry published the findings.Related Products of 3034-22-8 The information in the text is summarized as follows:

The halogen dance (HD) reaction on various 2-thiazolamine systems was investigated and provided an easy access to a series of 5-substituted 4-bromo-2-thiazolamine derivatives The authors show that HD is a very favored process for the investigated systems and that prevention of HD is only possible when optimized reaction conditions and selected electrophiles are applied. In addition to this study using 5-Bromothiazol-2-amine, there are many other studies that have used 5-Bromothiazol-2-amine(cas: 3034-22-8Related Products of 3034-22-8) 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.Related Products of 3034-22-8

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

Category: thiazoleOn March 31, 2019, Tank, Pragya; Sharma, Rashmi; Sharma, Arun Kumar published an article in Tenside, Surfactants, Detergents. The article was 《Viscometric studies of Cu(II) surfactants derived from mustard oil in benzene at 303.15 K》. The article mentions the following:

The viscosity, specific viscosity, and fluidity of Cu(II) surfactant complexes derived from mustard oil with urea/thiourea/2-amino-6-chloro benzothiazole in a non-aqueous solvent has been determined at a constant temperature of 303.15 K. The results were used to determine the critical micelle concentration (CMC), soap complex-solvent interactions and the effect of chain length of the surfactant mol. on various parameters. The conclusions with regard to solute-solute and solute-solvent interaction have been discussed in terms of well-known Moulik and Jones-Dole equations. The effect of surfactant concentration on the viscosity of the solution in non-polar solvent has been discussed. The observations suggested that the structure breaking effect by the solute on the solvent mols. is more prominent above CMC as compared to below CMC after the formation of the micelles. This information plays a role in various industrial and biol. applications. The experimental part of the paper was very detailed, including the reaction process of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Category: thiazole)

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.Category: thiazoleThe 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

COA of Formula: C7H5ClN2SOn March 31, 2020, Zhang, Zhen; Gu, Ying-Lin; Wang, Zheng-Yang; Wang, Huan-Nan; Zhao, Yan; Chu, Xue-Mei; Zhang, Chun-Yan; Yan, Mao-Cai published an article in Journal of Heterocyclic Chemistry. The article was 《Synthesis and biological evaluation of novel indoleamide derivatives as antioxidative and antitumor agents》. The article mentions the following:

Novel indole amide derivatives I [R = pyrazin-2-amino, (2-methoxy-1-methyl-2-oxo-ethyl)amino, (2-oxoazepan-3-yl)amino, etc.] were successfully synthesized and characterized by 1H NMR, 13C NMR, IR, MS, and elemental anal., and their mol. formulas were C14H10N6O, C13H10N4O, C16H13N3O2, C19H14N2O2, C16H11N3OS, C15H13N3O, C12H9N5O, C16H10ClN3OS, C15H17N3O2 and C13H14N2O3, resp. The primary biol. activities of these compounds I were evaluated in-vitro by the DPPH assay, H2O2 induced oxidative stress injury assay and cytotoxicity assay. The results indicated that compounds I [R = imidazo[4,5-d]pyridazin-4-amino, pyrazin-2-amino, 7-hydroxynaphthalen-1-amino, 5H-1,2,4-triazin-4-amino, (2-oxoazepan-3-yl)amino] exhibited DPPH·scavenging ability, while I [R = 2-carbamoylanilino, 7-hydroxynaphthalen-1-amino, 1,3-benzothiazol-2-amino, 6-chloro-1,3-benzothiazol-2-amino] showed potent growth-inhibitory activities against various human tumor cells, including MDA-MB-231, Hela, A549 and HT29. Interestingly, compound I [R = 7-hydroxynaphthalen-1-amino] showed potent scavenging effects on the DPPH radical and possessed protective effect on H2O2-induced oxidative stress injury in human neuroblastoma SH-SY5Y cells at low concentrations; however, I [R = 7-hydroxynaphthalen-1-amino] exhibited significant toxicity against four human tumor cells at a higher concentration in all treatments, and the range of IC50 value was 7.91 to 13.35μM. The experimental part of the paper was very detailed, including the reaction process of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9COA of Formula: 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.COA of Formula: 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