Tag: 200-300

Recommanded Product: 2-Bromo-6-fluorobenzothiazoleOn March 9, 2011, Bonin, Helene; Leuma-Yona, Rodrigue; Marchiori, Bruno; Demonchaux, Patrice; Gras, Emmanuel published an article in Tetrahedron Letters. The article was 《Highly practical boronic acid surrogates for the Suzuki-Miyaura cross-coupling》. The article mentions the following:

Boronic acids and esters are well known substrates for the Suzuki-Miyaura cross-coupling, yet their isolation can sometimes be tedious. We report here that the use of aryl dioxazaborocanes afford a simple isolation procedure while keeping a high efficiency in the cross-coupling process. In the experiment, the researchers used 2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7Recommanded Product: 2-Bromo-6-fluorobenzothiazole)

2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Recommanded Product: 2-Bromo-6-fluorobenzothiazoleTheir 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

In 1989,Dyes and Pigments included an article by Rangnekar, D. W.; Chaudhari, M. B.. Computed Properties of C11H13N3OS. The article was titled 《Synthesis of disperse azo dyes from 2-amino-4- and 6-N,N-dialkylaminobenzothiazoles and their application》. The information in the text is summarized as follows:

2-Amino-6-(dialkylamino)benzothiazole and 2-amino-4-(dialkylamino)-6-thiocyanatobenzothiazoles were prepared by condensation of 4-(dialkylamino)anilines and 2-(dialkylamino)anilines, resp., with NH4SCN and bromine in HOAc. These amines were diazotized and coupled with substituted N,N-dialkylanilines to give 2-[substituted-4-(dialkylamino)phenylazo]-6-(dialkylamino)benzothiazole dyes (I; NR1R2 = NEt2, morpholino, piperidino; R3 = Me, Et, 2-hydroxyethyl; R4 = Me, 2-cyanoethyl; X = H, OMe; Y = H, AcNH) and 2-[substituted-4-(dialkylamino)phenylazo]-6-thiocyanato-4-(dialkylamino)benzothiazole dyes (II; NR1R2, R3, R4, X, Y as for I). I and II were applied to polyester and polyamide fibers and their dyeing properties assessed. In the experiment, the researchers used 6-Morpholinobenzo[d]thiazol-2-amine(cas: 94641-22-2Computed Properties of C11H13N3OS)

6-Morpholinobenzo[d]thiazol-2-amine(cas: 94641-22-2) 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 C11H13N3OSTheir 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

Recommanded Product: 2-Bromo-6-fluorobenzothiazoleOn March 9, 2011, Bonin, Helene; Leuma-Yona, Rodrigue; Marchiori, Bruno; Demonchaux, Patrice; Gras, Emmanuel published an article in Tetrahedron Letters. The article was 《Highly practical boronic acid surrogates for the Suzuki-Miyaura cross-coupling》. The article mentions the following:

Boronic acids and esters are well known substrates for the Suzuki-Miyaura cross-coupling, yet their isolation can sometimes be tedious. We report here that the use of aryl dioxazaborocanes afford a simple isolation procedure while keeping a high efficiency in the cross-coupling process. In the experiment, the researchers used 2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7Recommanded Product: 2-Bromo-6-fluorobenzothiazole)

2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Recommanded Product: 2-Bromo-6-fluorobenzothiazoleTheir 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

In 2013,New Journal of Chemistry included an article by Zhou, Xiaojing; Zhang, Zhijuan; Li, Baiyan; Yang, Fen; Peng, Yu; Li, Guanghua; Shi, Zhan; Feng, Shouhua; Li, Jing. Electric Literature of C10H8N2O2S. The article was titled 《Two three-dimensional metal-organic frameworks constructed by thiazole-spaced pyridinecarboxylates exhibiting selective gas sorption or antiferromagnetic coupling》. The information in the text is summarized as follows:

The ligand of 2-(4-pyridyl)-4-methylthiazole-5-carboxylic acid (HL) was employed to react with Cd(NO3)2·6H2O or a 50% aqueous solution of Mn(NO3)2, to yield two isomorphous three-dimensional (3D) coordination compounds, [Cd(L)2](H2O)4(DMF) (1) and [Mn(L)2](H2O)3(DMF) (2). The structures and properties of the compounds were characterized by several techniques. Both compounds are three-dimensional (3D) neutral frameworks possessing permanent pores that give rise to straight 1-dimensional channels. Compound 1 displays adsorption selectivity for CO2, while the low pressure sorption of H2, N2, CH4, CO, O2 at 298 K are negligible; Compound 2 shows weak anti-ferromagnetic coupling between the magnetic centers. After reading the article, we found that the author used 4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid(cas: 144060-98-0Electric Literature of C10H8N2O2S)

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.Electric Literature of C10H8N2O2S

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

In 2018,Turkish Journal of Chemistry included an article by Kayagil, Ismail; Mutlu, Ayse Guel; Bayhan, Ulkue; Yilmaz, Inanc; Demirayak, Seref. Electric Literature of C10H8N2O2S. The article was titled 《Synthesis and characterizations of novel thiazolyl-thiadiazole derivatives as telomerase activators》. The information in the text is summarized as follows:

Pyridine-3/4-thiocarboxamide derivatives were used as starting materials for the synthesis of the target compounds The pyridine-3/4-thiocarboxamide derivatives were reacted with Et 2-chloroacetoacetate in ethanol to give the thiazole derivatives The two Et thiazole-carboxylate derivatives thus obtained were treated with sodium hydroxide solution and ethanol and converted to carboxylic acids. The carboxylic acid derivatives were reacted with thiosemicarbazide in phosphoroxy trichloride and aminothiadiazole rings (5, 6) were formed. Thus, two thiazolyl-thiadiazole amine derivatives were obtained. These two derivatives were converted into two chloroacetamidothiadiazole derivatives by reaction with chloroacetylchloride over the amino group in the presence of triethylamine in acetone. After all these steps, the starting materials needed to reach the target compounds were obtained. With the two derivatives obtained in this last step, phenol and thiophenol derivatives were reacted in acetone in the presence of potassium carbonate. The target compounds, thiazolyl-thiadiazole derivatives (TDA1-6) , are completely unique and their structure has been elucidated by elemental anal., IR, NMR, and MS spectral data. After all these synthesis steps, telomerase activity studies were performed on the target compounds obtained. For this purpose, a PCR ELISA-based TRAP method was used on the heart of zebrafish. According to the enzyme assay results, derivative TDA8 has shown an increase of telomerase enzyme activity. After reading the article, we found that the author used 4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid(cas: 144060-98-0Electric Literature of C10H8N2O2S)

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.Electric Literature of C10H8N2O2S

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

Luci, Diane K.; Jameson, J. Brian II; Yasgar, Adam; Diaz, Giovanni; Joshi, Netra; Kantz, Auric; Markham, Kate; Perry, Steve; Kuhn, Norine; Yeung, Jennifer; Kerns, Edward H.; Schultz, Lena; Holinstat, Michael; Nadler, Jerry L.; Taylor-Fishwick, David A.; Jadhav, Ajit; Simeonov, Anton; Holman, Theodore R.; Maloney, David J. published an article on January 23 ,2014. The article was titled 《Synthesis and Structure-Activity Relationship Studies of 4-((2-Hydroxy-3-methoxybenzyl)amino)benzenesulfonamide Derivatives as Potent and Selective Inhibitors of 12-Lipoxygenase》, and you may find the article in Journal of Medicinal Chemistry.Synthetic Route of C7H3BrFNS The information in the text is summarized as follows:

Human lipoxygenases (LOXs) are a family of iron-containing enzymes which catalyze the oxidation of polyunsaturated fatty acids to provide the corresponding bioactive hydroxyeicosatetraenoic acid (HETE) metabolites. These eicosanoid signaling mols. are involved in a number of physiol. responses such as platelet aggregation, inflammation, and cell proliferation. Our group has taken a particular interest in platelet-type 12-(S)-LOX (12-LOX) because of its demonstrated role in skin diseases, diabetes, platelet hemostasis, thrombosis, and cancer. Herein, we report the identification and medicinal chem. optimization of a 4-((2-hydroxy-3-methoxybenzyl)-amino)-benzenesulfonamide-based scaffold. Top compounds, exemplified by I [R = 2-benzothiazole, 2-benzoxazole], display nM potency against 12-LOX, excellent selectivity over related lipoxygenases and cyclooxygenases, and possess favorable ADME properties. In addition, compounds I [R = 2-benzothiazole, 2-benzoxazole] inhibit PAR-4 induced aggregation and calcium mobilization in human platelets and reduce 12-HETE in β-cells.2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7Synthetic Route of C7H3BrFNS) was used in this study.

2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7) 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 C7H3BrFNSTheir 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

《Identification of 1,3-thiazole-5-carboxylic Acid Derivatives as Inhibitors of Protein Kinase CK2》 was written by Protopopov, Mykola V.; Volynets, Galyna P.; Starosyla, Sergiy A.; Vdovin, Vasyl S.; Lukashov, Sergiy S.; Bilokin, Yaroslav V.; Bdzhola, Volodymyr G.; Yarmoluk, Sergiy M.. Application In Synthesis of 4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid And the article was included in Current Enzyme Inhibition on August 31 ,2018. The article conveys some information:

Serine/threonine protein kinase CK2 is involved in the regulation of a number of cellular functions such as cell growth, proliferation, differentiation and apoptosis. Increased activity of CK2 is associated with the development of different types of cancer, inflammatory response, pain and virus infections. Therefore, protein kinase CK2 is an attractive mol. target for the development of small-mol. inhibitors which can be important compounds for pharmaceutical application. The main aim of this research is to identify novel chem. class of CK2 inhibitors with good lead-like properties. In order to find novel CK2 inhibitors, virtual screening experiments were performed using Autodock software. Best-scored compounds were tested in vitro using P32 radioactive kinase assay. Small-mol. inhibitors of protein kinase CK2 were identified among the derivatives of 1,3-thiazole-5-carboxylic acid. The most active compound inhibited CK2 with IC50 value of 0.4 μM. Ligand efficiency for studied derivatives of 1,3-thiazole-5-carboxylic acid was in the range from 0.45 to 0.56 kcal/mol/non-hydrogen atom. Considering the fact that the lower limit for ligand efficiency parameter is 0.3, the identified CK2 inhibitors among the derivatives of 1,3-thiazole-5-carboxylic acid are excellent candidates for further lead optimization. The results came from multiple reactions, including the reaction of 4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid(cas: 144060-98-0Application In Synthesis of 4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid)

4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid(cas: 144060-98-0) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Application In Synthesis of 4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid

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

Setoguchi, Masaki; Iimura, Shin; Sugimoto, Yuuichi; Yoneda, Yoshiyuki; Chiba, Jun; Watanabe, Toshiyuki; Muro, Fumihito; Iigo, Yutaka; Takayama, Gensuke; Yokoyama, Mika; Taira, Tomoe; Aonuma, Misato; Takashi, Tohru; Nakayama, Atsushi; Machinaga, Nobuo published an article on February 1 ,2012. The article was titled 《Identification of trans-4-[1-[[7-fluoro-2-(1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid as a potent, orally active VLA-4 antagonist》, and you may find the article in Bioorganic & Medicinal Chemistry.Computed Properties of C7H3BrFNS The information in the text is summarized as follows:

For the purpose of obtaining orally potent VLA-4 inhibitors, we have carried out structural modification of the (N’-phenylureido)phenyl group in compound 1, where the group was found to be attributed to poor pharmacokinetic profile in our previous research. Through modification, we have identified several compounds with both potent in vitro activity and improved oral exposure. In particular, compound 7e with 7-fluoro-2-(1-methyl-1H-indol-3-yl)-1,3-benzoxazolyl group as a novel replacement of the (N’-phenylureido)phenyl group significantly inhibited eosinophil infiltration into bronchoalveolar lavage fluid at 15 mg/kg in an Ascaris-antigen-induced murine bronchial inflammatory model, and its efficacy was comparable to that of the anti-mouse α4 antibody (R1-2). In addition to this study using 2-Bromo-6-fluorobenzothiazole, there are many other studies that have used 2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7Computed Properties of C7H3BrFNS) was used in this study.

2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7) 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 C7H3BrFNSTheir 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

Reference of 6-Morpholinobenzo[d]thiazol-2-amineOn October 30, 2014 ,《Design, synthesis, and structure-activity relationships of novel benzothiazole derivatives bearing the ortho-hydroxy N-carbamoylhydrazone moiety as potent antitumor agents》 was published in European Journal of Medicinal Chemistry. The article was written by Ma, Junjie; Chen, Dong; Lu, Kuan; Wang, Lihui; Han, Xiaoqi; Zhao, Yanfang; Gong, Ping. The article contains the following contents:

A series of novel benzothiazole derivatives bearing the ortho-hydroxy N-carbamoylhydrazone moiety were designed and synthesized and their cytotoxic activities against five cancer cell lines (NCI-H226, SK-N-SH, HT29, MKN45, and MDA-MB-231) were screened in vitro. Most of them showed moderate to excellent activity against all the tested cell lines. Two compounds (procaspase-3 EC50 = 1.42 μM and procaspase-3 EC50 = 0.25 μM) exhibited excellent antitumor activity with IC50 values ranging from 0.14 μM to 0.98 μM against all cancer cell lines, which were 1.8-8.7 times more active than the first procaspase activating compound (PAC-1) (procaspase-3 EC50 = 4.08 μM). The structure-activity relationship analyses indicated that the introduction of a lipophilic group (a benzyloxy or heteroaryloxy group) at the 4-position of the 2-hydroxyphenyl ring was beneficial to antitumor activity, and the presence of substituents containing nitrogen that are pos. charged at physiol. pH could also improve antitumor activity. It was also confirmed that the steric effect of the 4-position substituent of the benzyloxy group had a significant influence on cytotoxic activity.6-Morpholinobenzo[d]thiazol-2-amine(cas: 94641-22-2Reference of 6-Morpholinobenzo[d]thiazol-2-amine) was used in this study.

6-Morpholinobenzo[d]thiazol-2-amine(cas: 94641-22-2) 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-Morpholinobenzo[d]thiazol-2-amineTheir 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

Reference of 2-Bromo-6-fluorobenzothiazoleOn October 9, 2003 ,《Design and synthesis of pyrrolidine-5,5′-trans-lactams (5-oxo-hexahydropyrrolo[3,2-b]pyrroles) as novel mechanism-based inhibitors of human cytomegalovirus protease. 4. Antiviral activity and plasma stability》 was published in Journal of Medicinal Chemistry. The article was written by Borthwick, Alan D.; Davies, Dave E.; Ertl, Peter F.; Exall, Anne M.; Haley, Terry M.; Hart, Graham J.; Jackson, Deborah L.; Parry, Nigel R.; Patikis, Angela; Trivedi, Naimisha; Weingarten, Gordon G.; Woolven, James M.. The article contains the following contents:

A series of chiral, (S)-proline-α-methylpyrrolidine-5,5-trans-lactam serine protease inhibitors has been developed as antivirals of human cytomegalovirus (HCMV). The SAR of the functionality on the proline nitrogen has shown that derivatives of para-substituted Ph ureas > para-substituted Ph sulfonamides > para-substituted Ph carboxamide for activity against HCMV δAla protease, producing para-substituted Ph ureas with single figure nM potency (Ki) against the viral enzyme. The SAR of the functionality on the lactam nitrogen has defined the steric and electronic requirements for high human plasma stability while retaining good activity against HCMV protease. The combination of high potency against HCMV δAla protease and high human plasma stability has produced compounds with significant in vitro antiviral activity against human cytomegalovirus with the 6-hydroxymethyl benzothiazole derivative 72 being equivalent in potency to ganciclovir. The parent benzothiazole 56 had good pharmacokinetics in dogs with 29% bioavailability and good brain and ocular penetration in guinea pigs. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7Reference of 2-Bromo-6-fluorobenzothiazole)

2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Reference of 2-Bromo-6-fluorobenzothiazoleTheir 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