Tag: 100-200

《Biosynthesis of Mycotoxin Fusaric Acid and Application of a PLP-Dependent Enzyme for Chemoenzymatic Synthesis of Substituted L-Pipecolic Acids》 was written by Hai, Yang; Chen, Mengbin; Huang, Arthur; Tang, Yi. Computed Properties of C6H5NO2 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Fusaric acid (FA) is a known mycotoxin that plays an important role in plant pathol. The biosynthetic gene cluster for FA was identified, but the biosynthetic pathway remains unclarified. Here, the authors elucidated the biosynthesis of FA, which features a two-enzyme catalytic cascade, a pyridoxal 5′-phosphate (PLP)-dependent enzyme (Fub7), and a FMN-dependent oxidase (Fub9) in synthesizing the picolinic acid scaffold. FA biosynthesis also involves an off-line collaboration between a highly reducing polyketide synthase (HRPKS, Fub1) and a nonribosomal peptide synthetase (NRPS)-like carboxylic acid reductase (Fub8) in making an aliphatic α,β-unsaturated aldehyde. By harnessing the stereoselective C-C bond-forming activity of Fub7, the authors established a chemoenzymic route for stereoconvergent synthesis of a series of 5-alkyl-, 5,5-dialkyl-, and 5,5,6-trialkyl-L-pipecolic acids of high diastereomeric ratio. After reading the article, we found that the author used Picolinic acid(cas: 98-98-6Computed Properties of C6H5NO2)

Picolinic acid(cas: 98-98-6) is used as a chelate for alkaline earth metals. Used to prepare picolinato ligated transition metal complexes. In synthetic organic chemistry, has been used as a substrate in the Mitsunobu reaction and in the Hammick reaction.Computed Properties of C6H5NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《A novel DOTA-like building block with a picolinate arm for the synthesis of lanthanide complex-peptide conjugates with improved luminescence properties》 was published in Journal of Inorganic Biochemistry in 2020. These research results belong to Fremy, Guillaume; Raibaut, Laurent; Cepeda, Celine; Sanson, Marine; Boujut, Margot; Seneque, Olivier. Safety of Picolinic acid The article mentions the following:

Combination of complexes of lanthanide cations (Ln3+) for their luminescent properties and peptides for their recognition properties is interesting in view of designing responsive luminescent probes. The octadentate DOTA (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) chelate is the most popular chelate to design Ln3+ complex-peptide conjugates. We describe a novel building block, DO3Apic-tris(allyl)ester, which provides access to peptides with a conjugated nonadentate chelate, namely DO3Apic, featuring a picolinate arm in place of one of the acetate arms compared to DOTA, for improved luminescence properties. This building block, with allyl protecting groups, is readily obtained by solid phase synthesis. We show that it is superior to its analog with tBu protecting groups for the preparation of peptide conjugates because of the difficult removal of the tBu protecting groups for the latter. Then, we compare two luminescent zinc fingers (LZF) comprising (i) a zinc finger peptide for selective Zn2+ binding, (ii) a Eu3+ complex and (iii) an acridone antenna (ACD) for long-wavelength sensitization of Eu3+ luminescence. The first one, LZF3ACD|Eu, incorporates a DOTA chelate for Eu3+ whereas the other, LZF4ACD|Eu, incorporates a DO3Apic chelate. Both act as Zn2+-responsive luminescent probes but we show that changing DOTA for DO3Apic results in a higher Eu3+ luminescence lifetime and in a doubling of the quantum yield, confirming the interest of the DO3Apic chelate and the DO3Apic(tris(allyl)ester building block for the preparation of Ln3+ complex-peptide conjugates. Addnl., the DO3Apic chelate provides self-calibration for LZF4ACD|Eu luminescence upon excitation of its picolinamide chromophore, making LZF4ACD|Eu a ratiometric sensor for Zn2+. In the part of experimental materials, we found many familiar compounds, such as Picolinic acid(cas: 98-98-6Safety of Picolinic acid)

Picolinic acid(cas: 98-98-6) is used in the preparation of 2-Aminodihydro[1,3]thiazines as BACE 2 inhibitors and their preparation and use in the treatment of diabetes.Safety of Picolinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Cu(I)-Catalyzed Ligand-Free Tandem One-Pot or Sequential Annulation via Knoevenagel Intermediates: An Entry into Multifunctional Naphthalenes, Phenanthrenes, Quinolines, and Benzo[b]carbazoles》 was published in Journal of Organic Chemistry in 2020. These research results belong to Sunke, Rajnikanth; Kalyani, Adula; Swamy, K. C. Kumara. Product Details of 128071-75-0 The article mentions the following:

A simple but efficient one-pot or sequential copper-catalyzed protocol using 2-bromoaldehydes and active methylene group containing substrates that affords multifunctional naphthalenes, phenanthrenes, quinolines, and benzo[b]carbazoles via Knoevenagel condensation, C-arylation, and decarboxylation, followed by aromatization, is developed. The reaction utilizes the potential of Knoevenagel intermediates and does not require any ancillary ligand. The phenanthrene products thus obtained show moderate fluorescence activity. Structural elaboration of the products to obtain dihydrobenzoquinazolines is also highlighted. In the experimental materials used by the author, we found 2-Bromonicotinaldehyde(cas: 128071-75-0Product Details of 128071-75-0)

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Product Details of 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Ruthenium-Catalyzed C-H Arylation of 1-Naphthol with Aryl and Heteroaryl Halides》 were Spiewak, Amanda M.; Weix, Daniel J.. And the article was published in Journal of Organic Chemistry in 2019. Name: 5-Bromo-2-chloropyridine The author mentioned the following in the article:

A new, ruthenium-catalyzed method for peri C-H arylation of 1-naphthol with a variety of aryl and heteroaryl halides (iodides, bromides) is reported that overcomes the limitations of previous palladium-catalyzed approaches. Yields for the 21 examples range from 16-99%, with an average of 71%, and the reaction tolerates a variety of functional groups: pyridine, pyrimidine, primary aniline, aldehyde, and ester. In the experimental materials used by the author, we found 5-Bromo-2-chloropyridine(cas: 53939-30-3Name: 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Name: 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of Organometallic Chemistry included an article by Ma, Bei-Bei; Lan, Xiao-Bing; Shen, Dong-Sheng; Liu, Feng-Shou; Xu, Chang. Recommanded Product: 5-Bromo-2-chloropyridine. The article was titled 《Direct C-H bond (Hetero)arylation of thiazole derivatives at 5-position catalyzed by N-heterocyclic carbene palladium complexes at low catalyst loadings under aerobic conditions》. The information in the text is summarized as follows:

A highly efficient and practical protocol has been developed for the synthesis of 5-(hetero)arylated thiazole derivatives I [R = pyridin-3-yl, pyrimidin-5-yl, 4-(trifluoromethyl)phenyl, etc.; R1 = H, Me; R2 = H, Me] via an N-heterocyclic carbene palladium (Pd-NHC) complex catalyzed direct C-H arylation reaction. Utilization of this methodol., the arylation of substituted thiazoles I (R = H) with (hetero)aryl bromides RBr efficiently proceeded at low catalyst loading (0.1-0.05 mol%) and under aerobic conditions. A variety of (hetero)aryl bromides, even some strongly deactivated or highly congested (hetero)aryl bromides, with a broad range of functional groups was compatible under the optimal reaction conditions. In all cases, the target products were produced in moderate to quant. yields. After reading the article, we found that the author used 5-Bromo-2-chloropyridine(cas: 53939-30-3Recommanded Product: 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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.Recommanded Product: 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Vijaya, Bhasker G.; Laxminarayana, E.; Latha, A.; Thirumala, Chary M. published 《Synthesis and antibacterial activity of 2-((3/4-(1,8-naphthyridin-2-yl)phenoxy)methyl)-N-phenylbenzamide derivatives》.Rasayan Journal of Chemistry published the findings.COA of Formula: C5H5BrN2 The information in the text is summarized as follows:

The synthesis of Quinoxalines with Naphthyridines has been intensively studied in the times of yore, particularly because of the unlike biol. activities attributed to many representatives of these class of compounds As a result, a large array of synthetic methods for the synthesis of title compounds has been reported in the literature. A series of novel 2-((4-(1,8-naphthyridin-2-yl)phenoxy)methyl)-N-phenylbenzamide derivatives (10a-10h) was synthesized. The compounds were characterized by 1H NMR, 13C NMR, Mass, and IR spectral anal. Further these compounds were evaluated for their antibacterial activity. In the part of experimental materials, we found many familiar compounds, such as 6-Bromopyridin-3-amine(cas: 13534-97-9COA of Formula: C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.COA of Formula: C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Li, Ben; Zhang, Zhiqiang published 《POPd/TBAB co-catalyzed Suzuki cross-coupling reaction of heteroaryl chlorides/bromides with 4-fluorophenylboronic acid in water》.Journal of the Iranian Chemical Society published the findings.Category: pyridine-derivatives The information in the text is summarized as follows:

An organic solvent free and efficient heterogeneous synthesis for bridging heteroaryl halides and 4-fluorophenylboronic acid was studied in aqueous media according to the Suzuki cross-coupling protocol. High yields of heteroaryl-aryl fluorides were successfully obtained with chloro-/bromo-substituted pyridine, thiophene, indole, and indazole in neat water using palladium phosphinous acid complexes (POPd)/tetrabutylammonium bromide (TBAB) as co-catalysts. A possible mechanism for the heterogeneous coupling reaction was proposed and discussed according to the function of the TBAB interphases. The notable properties of the reported method were highly co-catalytic activity, hetero-atom tolerance, simple separating procedure and little environmental disposal impact. The results came from multiple reactions, including the reaction of 6-Bromopyridin-3-amine(cas: 13534-97-9Category: pyridine-derivatives)

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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Kumar, K. Anil; Kannaboina, Prakash; Rao, D. Nageswar; Das, Parthasarathi published 《Nickel-catalyzed Chan-Lam cross-coupling: chemoselective N-arylation of 2-aminobenzimidazoles》.Organic & Biomolecular Chemistry published the findings.Application In Synthesis of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

A complementary set of Ni- and Cu-based catalyst systems for the selective N-arylation of 2-aminobenzimidazoles e.g., I and II were developed. Selective N-arylation of the primary amine (C-NH2) group was achieved by Ni-catalyzed, boronic acid promoted cross-coupling reactions in air, whereas, selective N-arylation of the azole nitrogen was achieved with Cu-catalysis and aryl halides. These protocols are general and give rapid access to an array of both the N-arylated isomers of 2-aminobenzimidazoles. The experimental part of the paper was very detailed, including the reaction process of 5-Bromo-2-chloropyridine(cas: 53939-30-3Application In Synthesis of 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Application In Synthesis of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Carbonation of 3-pyridinols》 were Mutterer, F.; Weis, C. D.. And the article was published in Journal of Heterocyclic Chemistry in 1976. Application of 61548-52-5 The author mentioned the following in the article:

Heating I and II (R = H) with CO2 at 220° and 60 atms. gave the carboxylic acids I and II (R = CO2H). Heating I (R = CO2H) in NH3(l) gave III. In the experiment, the researchers used many compounds, for example, Methyl 3-hydroxy-6-methylpicolinate(cas: 61548-52-5Application of 61548-52-5)

Methyl 3-hydroxy-6-methylpicolinate(cas: 61548-52-5) 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 of 61548-52-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《The first structurally characterized sulfonamide derivatized Zn(II)-dipicolylamine complexes with eight membered chelate rings. Synthetic and structural studies》 was written by Darshani, Taniya; Weldeghiorghis, Thomas K.; Fronczek, Frank R.; Perera, Theshini. COA of Formula: C12H13N3This research focused onzinc dipicolylamine naphthalenesulfonyl eight membered preparation crystal mol structure. The article conveys some information:

Di(2-picolyl)amine has attracted a great deal of attention as the most popular chelating group in synthesizing biol. sensors to detect zinc(II) ions. This study reveals the first structurally characterized zinc complexes of the sulfonamide derivatized di(2-picolyl)amine (dpa) moiety with a rare eight membered chelate ring. The novel synthesized zinc(II) complexes; Zn(N(SO2R1)dpa)Cl2 (C1), Zn(N(SO2R2)dpa)Cl2 (C2), Zn(N(SO2R3)dpa)Cl2 (C3), where R1 = 1-naphthalene, R2 = 2-naphthalene, R3 = 5-(dimethylamino)naphthalene were characterized using single crystal x-ray diffraction anal., 1H NMR, FTIR, UV-Visible and fluorescence spectroscopy. Structural anal. showed that the complexes possess distorted tetrahedron geometry around the zinc center and that the zinc metal center is bound to the two pyridyl nitrogens of the dpa group in a bidentate fashion creating a large eight membered chelate ring. The signal attributed to the methylene group (CH2) in the free ligand spectra remains a singlet in the 1H NMR spectra of the zinc complexes but has shifted more downfield. Spectral studies of the complexes revealed that the complexes are fluorescent at concentrations of 0.1 mM with intense fluorescence peaks (C1: 335 nm, C2: 343 nm and C3: 528-551 nm) and, thus, can be further investigated on their potential to be used as imaging agents or biol. sensors. In the part of experimental materials, we found many familiar compounds, such as Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0COA of Formula: C12H13N3)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. The compound is a tridentate ligand in coordination chemistry and commonly used to produce Zn-based chemosensors/probes, such as Zinpry.COA of Formula: C12H13N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem