Month: October 2022

Related Products of 39856-58-1On September 17, 2021 ,《Phosphine Oxides (-POMe2) for Medicinal Chemistry: Synthesis, Properties, and Applications》 was published in Journal of Organic Chemistry. The article was written by Stambirskyi, Maksym V.; Kostiuk, Tetiana; Sirobaba, Serhii I.; Rudnichenko, Alexander; Titikaiev, Dmytro L.; Dmytriv, Yurii V.; Kuznietsova, Halyna; Pishel, Iryna; Borysko, Petro; Mykhailiuk, Pavel K.. The article contains the following contents:

A general practical approach to hetero(aromatic) and aliphatic P(O)Me2-substituted derivatives is elaborated. The key synthetic step was a [Pd]-mediated C-P coupling of (hetero)aryl bromides/iodides with HP(O)Me2. The P(O)Me2 substituent was shown to dramatically increase solubility and decrease lipophilicity of organic compounds This tactic was used to improve the solubility of the antihypertensive drug prazosin without affecting its biol. profile.2-Bromopyridin-3-amine(cas: 39856-58-1Related Products of 39856-58-1) was used in this study.

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Related Products of 39856-58-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

HPLC of Formula: 58498-61-6On October 31, 1989 ,《Carbon-13 and proton NMR spectra of 2-pyridone derivatives》 appeared in Journal of Molecular Structure. The author of the article were De Kowalewski, D. G.; Contreras, R. H.; De los Santos, C.. The article conveys some information:

The 13C- and 1H-NMR of substituted pyridines (e.g. I) were studied to determine through additivity properties of 13C shielding constants and of the 13C-1H spin-spin coupling constants, the structure of the ring and of the lateral chains. In the part of experimental materials, we found many familiar compounds, such as 5-Chloro-3-methylpyridin-2-ol(cas: 58498-61-6HPLC of Formula: 58498-61-6)

5-Chloro-3-methylpyridin-2-ol(cas: 58498-61-6) 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.HPLC of Formula: 58498-61-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bobbio, Carla; Schlosser, Manfred published their research in European Journal of Organic Chemistry on December 31 ,2001. The article was titled 《Regiochemical flexibility: the optional functionalization of 2,3,5-trihalopyridines at the 4- or 6-position》.Product Details of 40360-44-9 The article contains the following contents:

A deprotonation study was performed using 2,3,5-trichloropyridine, 3,5-dichloro-2-fluoropyridine, and 5-chloro-2,3-difluoropyridine as the substrates. Upon reaction with lithium diisopropylamide (LDA), deprotonation occurred exclusively at the 4-position. Subsequent carboxylation and iodination led to the acids and 4-iodopyridines. The exposure of the latter compounds to lithium 2,2,6,6-tetramethylpiperidide (LITMP) caused deprotonation and immediately ensuing iodine migration. The intermediates were trapped with dry ice to afford the carboxylic acids. Upon neutralization, the 6-iodopyridines were obtained. These compounds readily exchanged the heavy halogen for metal when treated with isopropylmagnesium chloride. In this way, functional groups could be selectively introduced in the 6-position. Employing carbon dioxide routinely as the model electrophile, trihalopyridinecarboxylic acids were formed which, all unknown so far, should provide valuable new building blocks for pharmaceutical research. Moreover, the selective nucleophilic displacement of the halogen at the 2-position could give rise to an immense variety of new structures. In the experimental materials used by the author, we found 3,5,6-Trichloropicolinic acid(cas: 40360-44-9Product Details of 40360-44-9)

3,5,6-Trichloropicolinic acid(cas: 40360-44-9) 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.Product Details of 40360-44-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhu, Heping; Ying, Shilong; Zhou, Bingluo; Liang, Xiao; He, Quan; Song, Ping; Hu, Xinyang; Shi, Keqiang; Xiong, Mingteng; Jin, Hongchuan; Pan, Yuanjiang published an article on February 5 ,2021. The article was titled 《Discovery of novel 2-aryl-3-sulfonamido-pyridines (HoAns) as microtubule polymerization inhibitors with potent antitumor activities》, and you may find the article in European Journal of Medicinal Chemistry.Application In Synthesis of 2-Bromopyridin-3-amine The information in the text is summarized as follows:

In this study, a series of novel 2-aryl-3-sulfonamido-pyridines had been designed, synthesized, and evaluated for their antiproliferative activities in vitro and in vivo. Among them, compound I exhibited the most potent activity with IC50 values ranging from 0.170 to 1.193μM in a panel of cancer cell lines. Mechanistic studies indicated that compound I bound to the colchicine site of β-tubulin, resulting in colony formation inhibition, G2/M phase cell cycle arrest, cell apoptosis as well as increased the generation of ROS in both RKO and SW620 cells. In addition, compound I showed potent anti-vascular activity in vitro. Furthermore, compound I also exhibited outstanding antitumor activity in SW620 xenograft tumor models without observable toxic effects, which was more potent than that of ABT-751. In conclusion, these findings suggest that compound I may be a promising microtubule destabilizing agent and deserves for further development in cancer therapy. The experimental process involved the reaction of 2-Bromopyridin-3-amine(cas: 39856-58-1Application In Synthesis of 2-Bromopyridin-3-amine)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Application In Synthesis of 2-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2008,Reisner, Erwin; Lippard, Stephen J. published 《Synthesis of dicarboxylate “”C-clamp”” 1,2-diethynylarene compounds as potential transition-metal ion hosts》.European Journal of Organic Chemistry published the findings.Formula: C7H6BrNO2 The information in the text is summarized as follows:

An efficient convergent synthesis is reported for a new type of C-clamp ligand with a 1,2-diethynylarene scaffold involving a chelate host capable of binding a guest mol. in its endo-dicarboxylate pocket. The chem. involves a combination of palladium-catalyzed Sonogashira, Heck, and Suzuki cross-coupling reactions. The compounds 2,3-bis[2-(2′-carboxybiphenyl-4-yl)ethynyl]triptycene and 4,5-bis[2-(2′-carboxybiphenyl-4-yl)ethynyl]veratrole and their 2′-carboxy-m-terphenyl-4-yl analogs were designed as dinucleating ligands to assemble carboxylate-bridged transition-metal complexes with a windmill geometry. The X-ray crystal structure of one such C-clamp compound containing co-crystallized water mols. reveals strong hydrogen bonds of the aqua guest to the endo-oriented carboxylic acid entities of the C-clamp host. In addition, two syn-N-donor ligands were prepared as a synthetic scaffold to mimic the geometric arrangement of N-donor atoms in carboxylate-bridged dinuclear proteins. In the experiment, the researchers used many compounds, for example, Methyl 5-bromopicolinate(cas: 29682-15-3Formula: C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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. Formula: C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2009,Kuwabara, Junpei; Mori, Hironori; Teratani, Takuya; Akita, Munetaka; Kanbara, Takaki published 《Regioregulated Syntheses of Poly(aminopyridine)s by Pd-catalyzed Amination Reaction》.Macromolecular Rapid Communications published the findings.SDS of cas: 13534-97-9 The information in the text is summarized as follows:

Regioregulated poly(aminopyridine)s were synthesized by a Pd-catalyzed C-N coupling reaction. The polymerization using Pd(0) and a bulky monodentate phosphine ligand distinctively produced the para-linked and meta-linked poly(aminopyridine)s, without the need for a protection process. The regioregularity of the polymer was confirmed by 1H NMR spectroscopy. Model reactions were studied to evaluate the possibility of crosslinkage in the polymer. A large difference in reactivity was observed between 5-amino-2-bromopyridine and 2-amino-5-bromopyridine, which should have afforded same product. D. functional theory (DFT) calculations indicated that electron densities of the Br-bound carbon atom and the pyridine-nitrogen atom determine the reactivity of the monomers. The experimental part of the paper was very detailed, including the reaction process of 6-Bromopyridin-3-amine(cas: 13534-97-9SDS of cas: 13534-97-9)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.SDS of cas: 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2015,Godeau, Julien; Harari, Marine; Laclef, Sylvain; Deau, Emmanuel; Fruit, Corinne; Besson, Thierry published 《Cu/Pd-Catalyzed C-2-H Arylation of Quinazolin-4(3H)-ones with (Hetero)aryl Halides》.European Journal of Organic Chemistry published the findings.Category: pyridine-derivatives The information in the text is summarized as follows:

The regiospecific C-2-H arylation of N-3-substituted quinazolin-4(3H)-ones with a wide range of aryl or (hetero)aryl halides under microwave irradiation was studied. A ligand-dependent palladium/copper bicatalytic system was developed and allowed direct cross-coupling with a variety of (hetero)aryl halides. This useful and scalable procedure promotes the construction of C(sp2)-C(sp2) bonds from arenes or (hetero)arenes and aryl or (hetero)aryl bromides and chlorides in a time-efficient strategy. The extension of the reaction to various N-3-substituted quinazolin-4(3H)-ones with iodobenzene as well as the scope and limitations of the method were also investigated. In the part of experimental materials, we found many familiar compounds, such as 5-Bromo-2-chloropyridine(cas: 53939-30-3Category: pyridine-derivatives)

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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Sahu, Sumit; Zhang, Bo; Pollock, Christopher J.; Durr, Maximilian; Davies, Casey G.; Confer, Alex M.; Ivanovic-Burmazovic, Ivana; Siegler, Maxime A.; Jameson, Guy N. L.; Krebs, Carsten; Goldberg, David P. published 《Aromatic C-F Hydroxylation by Nonheme Iron(IV)-Oxo Complexes: Structural, Spectroscopic, and Mechanistic Investigations》.Journal of the American Chemical Society published the findings.Quality Control of 2-(Bromomethyl)pyridine hydrobromide The information in the text is summarized as follows:

The synthesis and reactivity of a series of mononuclear nonheme iron complexes that carry out intramol. aromatic C-F hydroxylation reactions is reported. The key intermediate prior to C-F hydroxylation, [FeIV(O)(N4Py2Ar1)](BF4)2 (1-O, Ar1 = -2,6-difluorophenyl), was characterized by single-crystal X-ray diffraction. The crystal structure revealed a nonbonding C-H···O=Fe interaction with a CH3CN mol. Variable-field Mössbauer spectroscopy of 1-O indicates an intermediate-spin (S = 1) ground state. The Mössbauer parameters for 1-O include an unusually small quadrupole splitting for a triplet FeIV(O) and are reproduced well by d. functional theory calculations With the aim of investigating the initial step for C-F hydroxylation, two new ligands were synthesized, N4Py2Ar2 (L2, Ar2 = -2,6-difluoro-4-methoxyphenyl) and N4Py2Ar3 (L3, Ar3 = -2,6-difluoro-3-methoxyphenyl), with -OMe substituents in the meta or ortho/para positions with respect to the C-F bonds. FeII complexes [Fe(N4Py2Ar2)(CH3CN)](ClO4)2 (2) and [Fe(N4Py2Ar3)(CH3CN)](ClO4)2 (3) reacted with iso-Pr 2-iodoxybenzoate to give the C-F hydroxylated FeIII-OAr products. The FeIV(O) intermediates 2-O and 3-O were trapped at low temperature and characterized. Complex 2-O displayed a C-F hydroxylation rate similar to that of 1-O. In contrast, the kinetics (via stopped-flow UV-vis) for complex 3-O displayed a significant rate enhancement for C-F hydroxylation. Eyring anal. revealed the activation barriers for the C-F hydroxylation reaction for the three complexes, consistent with the observed difference in reactivity. A terminal FeII(OH) complex (4) was prepared independently to investigate the possibility of a nucleophilic aromatic substitution pathway, but the stability of 4 rules out this mechanism. Taken together the data fully support an electrophilic C-F hydroxylation mechanism. The results came from multiple reactions, including the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Quality Control of 2-(Bromomethyl)pyridine hydrobromide)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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.Quality Control of 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Fu, Haiyan; Shen, Peng-Xiang; He, Jian; Zhang, Fanglin; Li, Suhua; Wang, Peng; Liu, Tao; Yu, Jin-Quan published 《Ligand-Enabled Alkynylation of C(sp3)-H Bonds with Palladium(II) Catalysts》.Angewandte Chemie, International Edition published the findings.HPLC of Formula: 128071-75-0 The information in the text is summarized as follows:

The palladium(II)-catalyzed β- and γ-alkynylation of amide C(sp3)-H bonds is enabled by pyridine-based ligands. This alkynylation reaction is compatible with substrates containing α-tertiary or α-quaternary carbon centers. The β-methylene C(sp3)-H bonds of various carbocyclic rings were also successfully alkynylated. The experimental process involved the reaction of 2-Bromonicotinaldehyde(cas: 128071-75-0HPLC of Formula: 128071-75-0)

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.HPLC of Formula: 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Raji, Idris; Ahluwalia, Kabir; Oyelere, Adegboyega K. published 《Design, synthesis and evaluation of antiproliferative activity of melanoma-targeted histone deacetylase inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Related Products of 29682-15-3 The information in the text is summarized as follows:

The clin. validation of histone deacetylase inhibition as a cancer therapeutic modality has stimulated interest in the development of new generation of potent and tumor selective histone deacetylase inhibitors (HDACi). With the goal of selective delivery of the HDACi to melanoma cells, we incorporated the benzamide, a high affinity melanin-binding template, into the design of HDACi to generate a new series of compounds 10a-b and 11a-b which display high potency towards HDAC1 and HDAC6. However, these compounds have attenuated antiproliferative activities relative to the untargeted HDACi. An alternative strategy furnished compound 14, a prodrug bearing the benzamide template linked via a labile bond to a hydroxamate-based HDACi. This pro-drug compound showed promising antiproliferative activity and warrant further study. In the experiment, the researchers used Methyl 5-bromopicolinate(cas: 29682-15-3Related Products of 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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.Related Products of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem