Day: November 28, 2022

Derisking the Cu-Mediated ¹⁸F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands was written by Taylor, Nicholas J.;Emer, Enrico;Preshlock, Sean;Schedler, Michael;Tredwell, Matthew;Verhoog, Stefan;Mercier, Joel;Genicot, Christophe;Gouverneur, Veronique. And the article was included in Journal of the American Chemical Society in 2017.Electric Literature of C8H7ClN4S The following contents are mentioned in the article:

The compatibility of various heterocycles, particularly nitrogen heterocycles, towards the copper-mediated ¹⁸F-fluorination of aryl pinacolboronates with ¹⁸F-fluoride was determined using fluorination reactions of a model substrate in the presence of exogenous heterocycles and the fluorination reactions of substrates possessing heterocycles with fluorination on an attached aromatic ring or directly attached to the heterocycle of interest. Using this information, syntheses of seven ¹⁸F-labeled structurally complex pharmaceutically relevant heterocycle-containing mols. were designed and executed. The method may be useful in designing syntheses of other radiolabeled compounds and delineating the scope of utility of other radiolabeling methods. This study involved multiple reactions and reactants, such as 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2Electric Literature of C8H7ClN4S).

4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Electric Literature of C8H7ClN4S

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

An ideal catalyst carrier: patchy nanoparticles with dual functional domains of substrate enrichment and catalysis was written by Song, Zhining;Li, Xiaozheng;Liang, Fuxin. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.COA of Formula: C20H18N2O2S The following contents are mentioned in the article:

Enriching substrates near catalysts is an effective strategy to improve heterogeneous catalytic performance. The surface of PMMA@PIL-PA patchy nanoparticles is segmented into PMMA and PIL-PA domains. The hydrophobic PMMA domain can enrich water-insoluble substrates, while the hydrophilic PIL-PA one catalyzes the reaction of water-soluble and water-insoluble substrates in close proximity. The special patchy nanoparticles with both a hydrophobic substrate warehouse and catalysis functional divisions can effectively improve the catalytic efficiency. They were employed to catalyze the acetal reaction between water-insoluble benzaldehyde and water-soluble ethylene glycol by phosphotungstic acid (PA). Compared with the homo-nanoparticles, the conversion rate was greatly improved. This study involved multiple reactions and reactants, such as 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0COA of Formula: C20H18N2O2S).

3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.COA of Formula: C20H18N2O2S

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

Quantitative structure-activity relationships of antitumor guanidinothiazolecarboxamides with survival enhancement for therapy in the 3LL Lewis lung carcinoma model was written by Schnur, Rodney C.;Gallaschun, Randall J.;Singleton, David H.;Grissom, Martin;Sloan, Donald E.;Goodwin, Peter;McNiff, Patricia A.;Fliri, Anton F. J.;Mangano, F. Michael. And the article was included in Journal of Medicinal Chemistry in 1991.Safety of 6-Butoxybenzo[d]thiazol-2-amine The following contents are mentioned in the article:

Title compounds, e.g., I (R = H, 4-Cl, 4-Me, 4-OMe, 4-NO₂, 4-F, 4-CHMe₂, 4-SMe, 4-OH, 5-F, 5-SMe, 5-NO₂, 5-OEt, 5-Ph, 5-OH, 5-OBu, 6-Cl, 6-F, 6-OMe, 6-CONH₂, 6-Ph, 6-SO₂NH₂, 6-cyano, 6-Me, 5,6-Cl₂, 5,6-F₂, 5,6-Me₂, 5-F-6-OMe, 5-F-6-Cl) were prepared and tested for antitumor activity against exptl. pulmonary metastases of 3LL Lewis lung carcinoma. They produce enhancement of survival by using 8 days of i.p. dosing initiated 2 days after i.v. tumor challenge. Quant. structure-activity relationships have been discovered in the series with survival enhancement correlated to substituent parameters. The most effective analog in this series was I (R = 5-F). This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Safety of 6-Butoxybenzo[d]thiazol-2-amine).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Safety of 6-Butoxybenzo[d]thiazol-2-amine

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

Influence of Tumor Suppressor p53 Functioning on the Expression of Antioxidant System Genes under the Action of Cytotoxic Compounds was written by Mumyatova, V. A.;Balakina, A. A.;Lapshina, M. A.;Sen’, V. D.;Kornev, A. B.;Terent’ev, A. A.. And the article was included in Bulletin of Experimental Biology and Medicine in 2020.Recommanded Product: 63208-82-2 The following contents are mentioned in the article:

The effect of inhibition of the tumor suppressor p53 on the antioxidant system genes expression under the influence of cytotoxic compounds of the platinum group was studied. It was found that the action of platinum(II) and platinum(IV) complexes induced accumulation of p53 protein with a maximum in 12 h, which was confirmed by an increase in the expression of the P21 gene, the target gene of the p53 protein. It was shown that the action of platinum complexes activated the expression of catalase and superoxide dismutase 2 genes. Suppression of p53 protein functions with specific inhibitor α-piphitrin under the action of platinum complexes reduced the expression of catalase and superoxide dismutase 2 genes and the target gene P21, which attested to the p53-dependent regulation of these genes. This study involved multiple reactions and reactants, such as 2-(2-Imino-4,5,6,7-tetrahydrobenzothiazol-3-yl)-1-p-tolylethanone Hydrobromide (cas: 63208-82-2Recommanded Product: 63208-82-2).

2-(2-Imino-4,5,6,7-tetrahydrobenzothiazol-3-yl)-1-p-tolylethanone Hydrobromide (cas: 63208-82-2) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Recommanded Product: 63208-82-2

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

An effective oxygen content detection in phosphorescence of PtOEP-C6/Poly (St-co-TFEMA) was written by Zhang, Honglin;Liu, Ting;Zhang, Xiyu;Zhao, Hua;Zheng, Yangdong;Qin, Feng;Zhang, Zhiguo;Sheng, Tianqi;Tian, Ye. And the article was included in Spectrochimica Acta in 2021.Quality Control of 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one The following contents are mentioned in the article:

The phosphorescence of PtOEP-C6/Poly (St-co-TFEMA) has been investigated to achieve an accurate oxygen content, which is always puzzled as its extreme temperature sensitivity. The relations of oxygen content and phosphorescence intensity ratio can be perfectly fitted by the Stern-Volmer equation at different temperatures, meanwhile the monotonic quenching constant KSV is obtained, which enables us to develop a method of temperature correction to realize the intrinsic oxygen content. Then a clear fundamental picture of the temperature quenching mechanism of PtOEP is drawn by the time-resolved spectroscopy, the temperature sensitivity of phosphorescence arises from the enhanced quenching effect of oxygen by temperature Our results provide an effective method to gain accurate oxygen content by simple optical measurement. This study involved multiple reactions and reactants, such as 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0Quality Control of 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one).

3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Quality Control of 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one

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

Cyclopropanation of 3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-diones was written by Lack, Oliver;Martin, Rainer E.. And the article was included in Tetrahedron Letters in 2005.Related Products of 74704-39-5 The following contents are mentioned in the article:

A two step parallel synthesis protocol for the preparation of 1N-substituted spirobenzodiazepineones is described. Treatment of 4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione with a series of alkyl halides using a microwave-assisted heating protocol provided N-derivatized compounds, which were transformed to the corresponding cyclopropylamines employing modified Kulinkovich-type reaction conditions. X-ray structural anal. gave conclusive evidence of the newly created spiro center and revealed a significant flattening of the seven-membered ring system compared with the benzodiazepinedione system providing a characteristically different pattern of bond exit vectors. The physicochem. parameters log D, pK_a, solubility, and membrane permeability of both cyclopropanated and precursor compounds were assessed. This study involved multiple reactions and reactants, such as 4-(Bromomethyl)-2-methylthiazole (cas: 74704-39-5Related Products of 74704-39-5).

4-(Bromomethyl)-2-methylthiazole (cas: 74704-39-5) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Related Products of 74704-39-5

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

Discovery of a New Class of Potent, Selective, and Orally Bioavailable CRTH2 (DP2) Receptor Antagonists for the Treatment of Allergic Inflammatory Diseases was written by Crosignani, Stefano;Page, Patrick;Missotten, Marc;Colovray, Veronique;Cleva, Christophe;Arrighi, Jean-Francois;Atherall, John;Macritchie, Jackie;Martin, Thierry;Humbert, Yves;Gaudet, Marilene;Pupowicz, Doris;Maio, Maurizio;Pittet, Pierre-Andre;Golzio, Lucia;Giachetti, Claudio;Rocha, Cynthia;Bernardinelli, Gerald;Filinchuk, Yaroslav;Scheer, Alexander;Schwarz, Matthias K.;Chollet, Andre. And the article was included in Journal of Medicinal Chemistry in 2008.Computed Properties of C5H6BrNS The following contents are mentioned in the article:

A novel chem. class of potent chemoattractant receptor-homologous expressed on Th2 lymphocytes (CRTH2 or DP2) antagonists is reported. An initial and moderately potent spiro-indolinone compound (I) was found during a high-throughput screening campaign. Structure-activity relationship (SAR) investigation around the carboxylic acid group revealed that changes in this part of the mol. could lead to a reversal of functional activity, yielding weakly potent agonists. SAR investigation of the succinimide functional group led to the discovery of several single-digit nanomolar antagonists. The potency of these compounds was confirmed in a human eosinophil chemotaxis assay. Moreover, compounds II and III were shown to possess pharmacokinetic properties suitable for development as an orally bioavailable drug. This study involved multiple reactions and reactants, such as 4-(Bromomethyl)-2-methylthiazole (cas: 74704-39-5Computed Properties of C5H6BrNS).

4-(Bromomethyl)-2-methylthiazole (cas: 74704-39-5) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Computed Properties of C5H6BrNS

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

Fluorescence-Encoded Infrared Vibrational Spectroscopy with Single-Molecule Sensitivity was written by Whaley-Mayda, Lukas;Guha, Abhirup;Penwell, Samuel B.;Tokmakoff, Andrei. And the article was included in Journal of the American Chemical Society in 2021.Formula: C20H18N2O2S The following contents are mentioned in the article:

Single-mol. methods have revolutionized mol. science, but techniques possessing the structural sensitivity required for chem. problems-e.g. vibrational spectroscopy-remain difficult to apply in solution Here, we describe how coupling IR-vibrational absorption to a fluorescent electronic transition (fluorescence-encoded IR (FEIR) spectroscopy) can achieve single-mol. sensitivity in solution with conventional far-field optics. Using the fluorophore Coumarin 6, we illustrate the principles by which FEIR spectroscopy measures vibrational spectra and relaxation and introduce FEIR correlation spectroscopy, a vibrational analog of fluorescence correlation spectroscopy, to demonstrate single-mol. sensitivity. With further improvements, FEIR spectroscopy could become a powerful tool for single-mol. vibrational investigations in the solution or condensed phase. This study involved multiple reactions and reactants, such as 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0Formula: C20H18N2O2S).

3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Formula: C20H18N2O2S

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

The 2D MOF nanosheets as an artificial light-harvesting system with enhanced photoelectric switching performance was written by Liu, Lin;Lu, Xue-Ying;Zhang, Mei-Li;Ren, Yi-Xia;Wang, Ji-Jiang;Yang, Xiao-Gang. And the article was included in Inorganic Chemistry Frontiers in 2022.COA of Formula: C20H18N2O2S The following contents are mentioned in the article:

Herein, we report the synthesis, structure and photophys. properties of a novel well-defined layered metal-organic framework (MOF) [Cd(ppda)(mbib)] by the selection of two flexible ligands 1,4-phenylenediacetic acid (ppda) and 1,3-bis(imidazol-1-ylmethyl)benzene (mbib). A facile “top-down” sonication exfoliation method was used to break the interlayer interactions within the MOF, giving rise to 2D MOF nanosheets with ultrathin thickness and large surface areas. The integration of nanosheet donors and coumarin 6 (CM6) acceptors afforded an efficient artificial light-harvesting system, which can largely extend the absorption band from the violet to visible region. Photoelec. measurements reveal highly enhanced photoelec. switching performance with an “on-off” photocurrent ratio of up to 1000, about 33 times higher than that of pristine 2D MOF nanosheets. This study involved multiple reactions and reactants, such as 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0COA of Formula: C20H18N2O2S).

3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.COA of Formula: C20H18N2O2S

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

Discovery of orally bioavailable and liver-targeted hypoxia-inducible factor prolyl hydroxylase (HIF-PHD) inhibitors for the treatment of anemia was written by Liu, Ping;Wang, Liping;DuBois, Byron G.;Colandrea, Vincent J.;Liu, Rongqiang;Cai, Jiaqiang;Du, Xiaoxing;Quan, Weiguo;Morris, William;Bai, Jianwu;Bishwokarma, Bimjhana;Cheng, Mangeng;Piesvaux, Jennifer;Ray, Kallol;Alpert, Carla;Chiu, Chi-Sung;Zielstorff, Mark;Metzger, Joseph M.;Yang, Liming;Leung, Dennis;Alleyne, Candice;Vincent, Stella H.;Pucci, Vincenzo;Li, Xiaofang;Crespo, Alejandro;Stickens, Dominique;Hale, Jeffrey J.;Ujjainwalla, Feroze;Sinz, Christopher J.. And the article was included in ACS Medicinal Chemistry Letters in 2018.Quality Control of 2-(Bromomethyl)-4-(trifluoromethyl)thiazole The following contents are mentioned in the article:

We report herein the design and synthesis of a series of orally active, liver-targeted hypoxia-inducible factor prolyl hydroxylase (HIF-PHD) inhibitors for the treatment of anemia. In order to mitigate the concerns for potential systemic side effects, we pursued liver-targeted HIF-PHD inhibitors relying on uptake via organic anion transporting polypeptides (OATPs). Starting from a systemic HIF-PHD inhibitor (1), medicinal chem. efforts directed toward reducing permeability and, at the same time, maintaining oral absorption led to the synthesis of an array of structurally diverse hydroxypyridone analogs. Compound 28a was chosen for further profiling, because of its excellent in vitro profile and liver selectivity. This compound significantly increased Hb levels in rats, following chronic QD oral administration, and displayed selectivity over systemic effects. This study involved multiple reactions and reactants, such as 2-(Bromomethyl)-4-(trifluoromethyl)thiazole (cas: 852854-41-2Quality Control of 2-(Bromomethyl)-4-(trifluoromethyl)thiazole).

2-(Bromomethyl)-4-(trifluoromethyl)thiazole (cas: 852854-41-2) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Quality Control of 2-(Bromomethyl)-4-(trifluoromethyl)thiazole

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