Tag: 100-200

Nakamura, Takashi; Yonemura, Sota; Akatsuka, Shunya; Nabeshima, Tatsuya published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Synthesis of Single Isomeric Complexes with Dissymmetric Structures Using Macrocyclic Homooligomers》.Application of 3510-66-5 The article contains the following contents:

Bottom-up chem. synthesis to construct intricate mols. is a profound challenge. An effective approach is to use organic ligands and metal ions, but the formation of a single product among other possible candidates proved difficult for dissym. structures. The authors now report the synthesis of single isomeric complexes with dissym. structures using the mismatch in the coordination valences of macrocyclic homooligomers and metal ions. Amide-cyclodextrin derivatives possessing multiple 2,2′-bipyridyl (bpy) groups forms mononuclear complexes whose specific three bpy groups are linked in the fac-Λ configuration. The intermol. coordination of the β-cyclodextrin metal complex produces a dissym. cyclodextrin trimer as a single isomer, whose initially equivalent 21 (7×3) bipyridylamide-pyranose units are placed in different environments. Also, the authors realize chiral recognition of amino acid anions using the distinctive amide groups arranged on the unsym. fixed scaffold. The results came from multiple reactions, including the reaction of 2-Bromo-5-methylpyridine(cas: 3510-66-5Application of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Application of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Comparative biological evaluation and G-quadruplex interaction studies of two new families of organometallic gold(I) complexes featuring N-heterocyclic carbene and alkynyl ligands》 was written by Meier-Menches, Samuel M.; Aikman, Brech; Dollerer, Daniel; Klooster, Wim T.; Coles, Simon J.; Santi, Nicolo; Luk, Louis; Casini, Angela; Bonsignore, Riccardo. Recommanded Product: 2510-22-7 And the article was included in Journal of Inorganic Biochemistry in 2020. The article conveys some information:

Exptl. organometallic gold(I) compounds hold promise for anticancer therapy. This study reports the synthesis of two novel families of gold(I) complexes, including N1-substituted bis-N-heterocyclic carbene (NHC) complexes of general formula [Au(N1-TBM)2]BF4 (N1-TBM = N1-substituted 9-methyltheobromin-8-ylidene) and mixed gold(I) NHC-alkynyl complexes, [Au(N1-TBM)alkynyl]. The compounds were fully characterized for their structure and stability in aqueous environment and in the presence of N-acetyl cysteine by NMR spectroscopy. The structures of bis(1-ethyl-3,7,9-trimethylxanthin-8-ylidene)gold(I), (4-ethynylpyridine)(1,9-dimethyltheobromine-8-ylidene)gold(I) and of (2,8-Diethyl-10-(4-ethynylphenyl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinine)(1,3,7,9-tetramethylxanthin-8-ylidene)gold(I) were also confirmed by X-ray diffraction anal. The compounds were studied for their properties as DNA G-quadruplex (G4 s) stabilizers by fluorescence resonance energy transfer (FRET) DNA melting. Only the cationic [Au(N1-TBM)2]BF4 family showed moderate G4 stabilization properties with respect to the previously reported benchmark compound [Au(9-methylcaffein-8-ylidene)2]+ (AuTMX2). However, the compounds also showed marked selectivity for binding to G4 structures with respect to duplex DNA in competition experiments For selected complexes, the interactions with G4 s were also confirmed by CD (CD) studies. Furthermore, the gold(I) complexes were assessed for their antiproliferative effects in human cancer cells in vitro, displaying moderate activity. Of note, among the mixed gold(I) NHC-alkynyl compounds, one features a fluorescent boron-dipyrromethene (BODIPY) moiety which allowed determining its uptake into the cytoplasm of cancer cells by fluorescence microscopy. In the experimental materials used by the author, we found 4-Ethynylpyridine(cas: 2510-22-7Recommanded Product: 2510-22-7)

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Recommanded Product: 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Bispicolyamine-based supramolecular polymeric gels induced by distinct different driving forces with and without Zn2+》 was published in International Journal of Molecular Sciences in 2020. These research results belong to Park, Jaehyeon; Kim, Ka Young; Kang, Seok Gyu; Lee, Shim Sung; Lee, Ji Ha; Jung, Jong Hwa. Application In Synthesis of Bis(pyridin-2-ylmethyl)amine The article mentions the following:

Metal-coordination polymeric gels are interesting areas as organic/inorganic hybrid supramol. materials. The bispicolylamine (BPA) based gelator (1) showed excellent gelation with typical fibrillar morphol. in acetonitrile. Upon complexing 1 with Zn2+, complexes ([1 + Zn + ACN]2+ and [1 + zinc trifluoromethanesulfonate (ZnOTf)]+) with four coordination numbers were formed, which determine the gel structure significantly. A gel-sol transition was induced, driven by the ratio of the two metal complexes produced. Through NMR anal., the driving forces in the gel formation (i.e., hydrogen-bonding and π-π stacking) were observed in detail. In the absence and the presence of Zn2+, the intermol. hydrogen-bonds and π-π stacking were the primary driving forces in the gel formation, resp. In addition, the supramol. gels exhibited a monolayer lamellar structure irresp. of Zn2+. Conclusively, the gels’ elasticity and viscosity reduced in the presence of Zn2+. The experimental part of the paper was very detailed, including the reaction process of Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Application In Synthesis of Bis(pyridin-2-ylmethyl)amine)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. Application In Synthesis of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Enantioconvergent Cu-Catalyzed Intramolecular C-C Coupling at Boron-Bound C(sp3) Atoms of α-Aminoalkylboronates Using a C1-Symmetrical 2,2′-Bipyridyl Ligand Attached to a Helically Chiral Macromolecular Scaffold》 was published in Journal of the American Chemical Society in 2020. These research results belong to Yoshinaga, Yukako; Yamamoto, Takeshi; Suginome, Michinori. Formula: C6H6BrN The article mentions the following:

Enantioconvergent intramol. coupling of α-(2-bromobenzoylamino)benzylboronic esters was achieved using a copper catalyst having helically chiral macromol. bipyridyl ligand, PQXbpy. Racemic α-(2-bromobenzoylamino)benzylboronic esters were converted into (R)-configured 3-arylisoindolinones with high enantiopurity using right-handed helical PQXbpy as a chiral ligand in a toluene/CHCl3 mixed solvent. When enantiopure (R)- and (S)-configured boronates were sep. reacted under the same reaction conditions, both afforded (R)-configured products through formal stereoinvertive and stereoretentive processes, resp. From these results, a mechanism involving deracemization of organocopper intermediates in the presence of PQXbpy is assumed. PQXbpy switched its helical sense to left-handed when a toluene/1,1,2-trichloroethane mixed solvent was used, resulting in the formation of the corresponding (S)-products from the racemic starting material. In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-5-methylpyridine(cas: 3510-66-5Formula: C6H6BrN)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Formula: C6H6BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Simmons, Bryan J.; Hoffmann, Marie; Champagne, Pier Alexandre; Picazo, Elias; Yamakawa, Katsuya; Morrill, Lucas A.; Houk, K. N.; Garg, Neil K. published 《Understanding and Interrupting the Fischer Azaindolization Reaction》.Journal of the American Chemical Society published the findings.Name: 6-Bromopyridin-3-amine The information in the text is summarized as follows:

Exptl. and computational studies pertaining to the Fischer azaindolization reaction are reported. These studies explain why pyridylhydrazines are poorly reactive in Fischer indolization reactions, in addition to the origin of hydrazine substituent effects. Addnl., an interrupted variant of Fischer azaindolization methodol. is disclosed, which provides a synthetic entryway into fused azaindoline scaffolds. In the experiment, the researchers used 6-Bromopyridin-3-amine(cas: 13534-97-9Name: 6-Bromopyridin-3-amine)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Name: 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Schmidt, Sven Olaf; Naggert, Holger; Buchholz, Axel; Brandenburg, Hannah; Bannwarth, Alexander; Plass, Winfried; Tuczek, Felix published 《Thermal and Light-Induced Spin Transitions of FeII Complexes with 4- and 5-(Phenylazo)-2,2′-bipyridine Ligands: Intra- vs. Intermolecular Effects》.European Journal of Inorganic Chemistry published the findings.Product Details of 13534-97-9 The information in the text is summarized as follows:

Five new spin crossover complexes with 4- and 5-(phenylazo)-2,2-bipyridine (4-/5-PAbipy) ligands were synthesized and investigated with respect to their spin crossover (SCO) behavior. The results are compared to the thermal and light-induced spin transition properties of the parent SCO complexes [Fe(bpz)2(bipy)] (1) and [Fe(bipy)2(NCS)2] (2) (bpz = dihydro(bispyrazolyl)borate). [Fe(bpz)2(4-PAbipy)] (1a) undergoes a stepwise spin transition whereas [Fe(bpz)2(5-PAbipy)] (1b) exhibits a 1-step transition with a 6 K-wide hysteresis. For [Fe(bpz)2(tBu5-PAbipy)] (1c) the spin transition to the low-spin state is incomplete. Qual. similar changes of the SCO behavior are observed for [Fe(4-PAbipy)2(NCS)2] (2a) and [Fe(5-PAbipy)2(NCS)2] (2b). In comparison to the parent system 2, a strengthening of intermol. interactions leads to a stabilization of the low-spin state. Evidence for the LIESST behavior could be obtained for all new compounds by magnetic susceptibility measurements as well as UV/visible and resonance Raman spectroscopy. The results came from multiple reactions, including the reaction of 6-Bromopyridin-3-amine(cas: 13534-97-9Product Details of 13534-97-9)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Product Details of 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2011,Joshi, Girdhar; Adimurthy, Subbarayappa published 《Environment-Friendly Bromination of Aromatic Heterocycles Using a Bromide-Bromate Couple in an Aqueous Medium》.Industrial & Engineering Chemistry Research published the findings.HPLC of Formula: 13534-97-9 The information in the text is summarized as follows:

Selective monobromination of aromatic heterocyclic compounds through in-situ acid activation of 2:1 bromide/bromate couple as a benign brominating reagent is described. The in-situ acid activation of a bromide-bromate couple generates the reactive species BrOH, and it is proved to be an efficient for the bromination of various heterocycles under mild aqueous conditions without the use of any catalyst. Heterocycles that had electron-rich substituents provided good yields. In the part of experimental materials, we found many familiar compounds, such as 6-Bromopyridin-3-amine(cas: 13534-97-9HPLC of Formula: 13534-97-9)

6-Bromopyridin-3-amine(cas: 13534-97-9) 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.HPLC of Formula: 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Koovits, Paul J.; Dessoy, Marco A.; Matheeussen, An; Maes, Louis; Caljon, Guy; Mowbray, Charles E.; Kratz, Jadel M.; Dias, Luiz C. published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Structure-activity relationship of 4-azaindole-2-piperidine derivatives as agents against Trypanosoma cruzi》.Safety of 2-Bromopyridin-3-amine The author mentioned the following in the article:

The structure-activity relationship of a 4-Azaindole-2-piperidine compound selected from GlaxoSmithKline’s recently disclosed open-resource “”Chagas box”” and possessing moderate activity against Trypanosoma cruzi, the parasite responsible for Chagas disease, is presented. Despite considerable medicinal chem. efforts, a suitably potent and metabolically stable compound could not be identified to advance the series into in vivo studies. This research should be of interest to those in the area of neglected diseases and in particular anti-kinetoplastid drug discovery. In the experimental materials used by the author, we found 2-Bromopyridin-3-amine(cas: 39856-58-1Safety of 2-Bromopyridin-3-amine)

2-Bromopyridin-3-amine(cas: 39856-58-1) 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).Safety of 2-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application In Synthesis of Methyl 3-chloropicolinateOn June 1, 2015, Kozlov, Maxim V.; Kleymenova, Alla A.; Romanova, Lyudmila I.; Konduktorov, Konstantin A.; Kamarova, Kamila A.; Smirnova, Olga A.; Prassolov, Vladimir S.; Kochetkov, Sergey N. published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Pyridine hydroxamic acids are specific anti-HCV agents affecting HDAC6》. The article mentions the following:

Recently we reported benzohydroxamic acids (BHAs) as potent and selective inhibitors of hepatitis C virus (HCV) replicon propagation. In this work 12 pyridine hydroxamic acids (PHAs) e. g., I, were synthesized and tested in full-genome replicon assay. It was found that PHAs possessed very similar anti-HCV properties compared to BHAs. Both classes of hydroxamic acids caused hyperacetylation of α-tubulin pointing to inhibition of histone deacetylase 6 (HDAC6) as part of their antiviral activity. The tested compounds did not inhibit the growth of poliovirus, displaying high selectivity against HCV. After reading the article, we found that the author used Methyl 3-chloropicolinate(cas: 116383-98-3Application In Synthesis of Methyl 3-chloropicolinate)

Methyl 3-chloropicolinate(cas: 116383-98-3) 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.Application In Synthesis of Methyl 3-chloropicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 2-Bromo-5-methylpyridineIn 2022 ,《Potassium tert-butoxide promoted regioselective deuteration of pyridines》 appeared in Chemical Communications (Cambridge, United Kingdom). The author of the article were Li, Yan; Zheng, Chenxu; Jiang, Zhi-Jiang; Tang, Jianbo; Tang, Bencan; Gao, Zhanghua. The article conveys some information:

A regioselective deuteration at the β- and γ-position of pyridines was reported. Efficient deuteration occurred with a combination of KOtBu and DMSO-d6, replenishing the prevailing α-deuteration of the pyridine systems. Preliminary mechanistic studies suggested that the dimsyl carbanion acts as one of the key intermediates. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-5-methylpyridine(cas: 3510-66-5Reference of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Reference of 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem