Tag: 200-300

Quality Control of Methyl 6-(aminomethyl)picolinate hydrochlorideOn September 21, 1995 ,《Synthesis and antiplatelet activity of DMP 757 analogs》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Wityak, John; Fevig, John M.; Jackson, Sharon A.; Johnson, Alexander L.; Mousa, Shaker A.; Parthasarathy, Anju; Wells, Gregory J.; DeGrado, William F.; Wexler, Ruth R.. The article contains the following contents:

A series of novel cyclic peptides I [X = 2-fluoro-1,3-phenylenediyl, 2,5-thiophenediyl, 2,5-furandiyl, 2,6-pyridinediyl, 2,5-thiophenediyl, 2,5-furandiyl, 2,5-pyrrolediyl, (E)-CH2CH:CHCH2, (Z)-CH2CH:CHCH2; CH2-X = Q] related to DMP 757 (I; X = m-C6H4) bearing heterocyclic and otherwise modified linking moieties were prepared by solution-phase methods. Synthetic methods for the preparation of linking groups and cyclic peptides are presented. In vitro data for the purpose of QSAR is discussed. In the experiment, the researchers used many compounds, for example, Methyl 6-(aminomethyl)picolinate hydrochloride(cas: 171670-23-8Quality Control of Methyl 6-(aminomethyl)picolinate hydrochloride)

Methyl 6-(aminomethyl)picolinate hydrochloride(cas: 171670-23-8) 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.Quality Control of Methyl 6-(aminomethyl)picolinate hydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridineOn October 28, 2015 ,《Highly robust hybrid photocatalyst for carbon dioxide reduction: Tuning and optimization of catalytic activities of dye/TiO2/Re(I) organic-inorganic ternary systems》 was published in Journal of the American Chemical Society. The article was written by Won, Dong-Il; Lee, Jong-Su; Ji, Jung-Min; Jung, Won-Jo; Son, Ho-Jin; Pac, Chyongjin; Kang, Sang Ook. The article contains the following contents:

Herein we report a detailed investigation of a highly robust hybrid system (sensitizer/TiO2/catalyst) for the visible-light reduction of CO2 to CO; the system comprises 5′-(4-[bis(4-methoxymethylphenyl)amino]phenyl-2,2′-dithiophen-5-yl)cyanoacrylic acid as the sensitizer and (4,4′-bis(methylphosphonic acid)-2,2′-bipyridine)ReI(CO)3Cl as the catalyst, both of which have been anchored on three different types of TiO2 particles (s-TiO2, h-TiO2, d-TiO2). It was found that remarkable enhancements in the CO2 conversion activity of the hybrid photocatalytic system can be achieved by addition of water or such other additives as Li+, Na+, and TEOA. The photocatalytic CO2 reduction efficiency was enhanced by approx. 300% upon addition of 3% (volume/volume) H2O, giving a turnover number of ≥570 for 30 h. A series of Mott-Schottky (MS) analyses on nanoparticle TiO2 films demonstrated that the flat-band potential (Vfb) of TiO2 in dry DMF is substantially neg. but pos. shifts to considerable degrees in the presence of water or Li+, indicating that the enhancement effects of the additives on the catalytic activity should mainly arise from optimal alignment of the TiO2 Vfb with respect to the excited-state oxidation potential of the sensitizer and the reduction potential of the catalyst in our ternary system. The present results confirm that the TiO2 semiconductor in our heterogeneous hybrid system is an essential component that can effectively work as an electron reservoir and as an electron transporting mediator to play essential roles in the persistent photocatalysis activity of the hybrid system in the selective reduction of CO2 to CO. The experimental process involved the reaction of 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridine)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridine Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Computed Properties of C6H7Br2NIn 2017 ,《Discovery of Allosteric Inhibitors Targeting the Spliceosomal RNA Helicase Brr2》 was published in Journal of Medicinal Chemistry. The article was written by Iwatani-Yoshihara, Misa; Ito, Masahiro; Klein, Michael G.; Yamamoto, Takeshi; Yonemori, Kazuko; Tanaka, Toshio; Miwa, Masanori; Morishita, Daisuke; Endo, Satoshi; Tjhen, Richard; Qin, Ling; Nakanishi, Atsushi; Maezaki, Hironobu; Kawamoto, Tomohiro. The article contains the following contents:

Brr2 is an RNA helicase belonging to the Ski2-like subfamily and an essential component of spliceosome. Brr2 catalyzes an ATP-dependent unwinding of the U4/U6 RNA duplex, which is a critical step for spliceosomal activation. An HTS campaign using an RNA-dependent ATPase assay and initial SAR study identified two different Brr2 inhibitors, 3 (I) and 12 (II). Cocrystal structures revealed 3 binds to an unexpected allosteric site between the C-terminal and the N-terminal helicase cassettes, while 12 binds an RNA-binding site inside the N-terminal cassette. Selectivity profiling indicated the allosteric inhibitor 3 is more Brr2-selective than the RNA site binder 12. Chem. optimization of 3 using SBDD culminated in the discovery of the potent and selective Brr2 inhibitor 9 (III) with helicase inhibitory activity. The authors’ findings demonstrate an effective strategy to explore selective inhibitors for helicases, and 9 could be a promising starting point for exploring mol. probes to elucidate biol. functions and the therapeutic relevance of Brr2. In the experiment, the researchers used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Computed Properties of C6H7Br2N)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Computed Properties of C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

SDS of cas: 29682-15-3In 1982 ,《Reactions of haloquinolizinium bromides with diethylamine》 appeared in Journal of Heterocyclic Chemistry. The author of the article were Sanders, Georgine M.; Van Dijk, M.; Van der Plas, H. C.. The article conveys some information:

The reactions of quinolizinium bromide (QB) and its four monobromo derivatives with diethylamine have been investigated. For Br in position 2 or 4, substitution is the main process, whereas for Br in positions 1 and 3 quant. ring opening is found. The substituted pyridylbutadienes formed by ring opening, are cis-trans-butadienes, which isomerize into the all-trans forms. The steric course of the ring opening is explained. The results came from multiple reactions, including the reaction of Methyl 5-bromopicolinate(cas: 29682-15-3SDS of cas: 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. SDS of cas: 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Halogen Bonding Helicates Encompassing Iodonium Cations》 were Vanderkooy, Alan; Gupta, Arvind Kumar; Foeldes, Tamas; Lindblad, Sofia; Orthaber, Andreas; Papai, Imre; Erdelyi, Mate. And the article was published in Angewandte Chemie, International Edition in 2019. SDS of cas: 626-05-1 The author mentioned the following in the article:

The first halonium-ion-based helixes were designed and synthesized using oligo-aryl/pyridylene-ethynylene backbones that fold around reactive iodonium ions. Halogen bonding interactions stabilize the iodonium ions within the helixes. Remarkably, the distance between two iodonium ions within a helix is shorter than the sum of their van der Waals radii. The helical conformations were characterized by X-ray crystallog. in the solid state, by NMR spectroscopy in solution and corroborated by DFT calculations The helical complexes possess potential synthetic utility, as demonstrated by their ability to induce iodocyclization of 4-penten-1-ol. In the experiment, the researchers used 2,6-Dibromopyridine(cas: 626-05-1SDS of cas: 626-05-1)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. SDS of cas: 626-05-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Wang, Hongyue; Wang, Ze; Li, Shaoheng; Qiu, Yuntao; Liu, Bowen; Song, Zhiguang; Liu, Zhihui published 《Synthesis of novel thiazoline catalysts and their application in Michael addition reaction》.Chemical Research in Chinese Universities published the findings.Recommanded Product: 31106-82-8 The information in the text is summarized as follows:

Several novel chiral thiazoline catalysts containing thiazoline, thiourea and proline were efficiently synthesized from com. available L-cysteine. These ligands were subsequently applied to the asym. Michael reaction between cyclohexanone and various β-nitrostyrene. The result showed that the optimal catalyst for this reaction was 2-methylpyridine containing chiral thiazoline ligand , the organocatalyst with thiazoline, thiourea and chiral proline motif, which efficiently promoted the enantioselective conjugate addition of cyclohexanone to various nitroalkenes to yield the corresponding addition products in high to excellent yields with enantiomeric excess(e.e.) up to 95% and diastereoselectivity ratio(dr.) up to 99:1. The results came from multiple reactions, including the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Recommanded Product: 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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. Recommanded Product: 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Lee, Hong Geun; Milner, Phillip J.; Buchwald, Stephen L. published 《Pd-Catalyzed Nucleophilic Fluorination of Aryl Bromides》.Journal of the American Chemical Society published the findings.Quality Control of Methyl 5-bromopicolinate The information in the text is summarized as follows:

On the basis of mechanism-driven reaction design, a Pd-catalyzed nucleophilic fluorination of aryl bromides and iodides has been developed. The method exhibits a broad substrate scope, especially with respect to nitrogen-containing heteroaryl bromides, and proceeds with minimal formation of the corresponding reduction products. A facilitated ligand modification process was shown to be critical to the success of the reaction. In the part of experimental materials, we found many familiar compounds, such as Methyl 5-bromopicolinate(cas: 29682-15-3Quality Control of Methyl 5-bromopicolinate)

Methyl 5-bromopicolinate(cas: 29682-15-3) 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.Quality Control of Methyl 5-bromopicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Kedari, Chaitanya Kumar; Roy Choudhury, Nilanjana; Sharma, Sreevalli; Kaur, Parvinder; Guptha, Supreeth; Panda, Manoranjan; Mukerjee, Kakoli; Ramachandran, Vasanthi; Bandodkar, Balachandra; Ramachandran, Sreekanth; Tantry, Subramanyam J. published 《Biarylmethoxy Nicotinamides As Novel and Specific Inhibitors of Mycobacterium tuberculosis》.ACS Medicinal Chemistry Letters published the findings.Category: pyridine-derivatives The information in the text is summarized as follows:

A whole cell based screening effort on a focused library from corporate collection resulted in the identification of biarylmethoxy nicotinamides as novel inhibitors of M. tuberculosis (Mtu) H37Rv. The series exhibited tangible structure-activity relationships, and during hit to lead exploration, a cellular potency of 100 nM was achieved, which is an improvement of >200-fold from the starting point. The series is very specific to Mtu and noncytotoxic up to 250 μM as measured in the mammalian cell line THP-1 based cytotoxicity assay. This compound class retains its potency on several drug sensitive and single drug resistant clin. isolates, which indicate that the compounds could be acting through a novel mode of action. In the experimental materials used by the author, we found Methyl 5-bromopicolinate(cas: 29682-15-3Category: pyridine-derivatives)

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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Computed Properties of C7H6BrNO2On November 6, 2013 ,《Picomolar Inhibitors of HIV Reverse Transcriptase Featuring Bicyclic Replacement of a Cyanovinylphenyl Group》 appeared in Journal of the American Chemical Society. The author of the article were Lee, Won-Gil; Gallardo-Macias, Ricardo; Frey, Kathleen M.; Spasov, Krasimir A.; Bollini, Mariela; Anderson, Karen S.; Jorgensen, William L.. The article conveys some information:

Members of the catechol diether class are highly potent non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). The most active compounds yield EC50 values below 0.5 nM in assays using human T-cells infected by wild-type HIV-1. However, these compounds such as rilpivirine, the most recently FDA-approved NNRTI, bear a cyanovinylphenyl (CVP) group. This is an uncommon substructure in drugs that gives reactivity concerns. In the present work, computer simulations were used to design bicyclic replacements for the CVP group. The predicted viability of a 2-cyanoindolizinyl alternative was confirmed exptl. and provided compounds with 0.4 nM activity against the wild-type virus. The compounds also performed well with EC50 values of 10 nM against the challenging HIV-1 variant that contains the Lys103Asn/Tyr181Cys double mutation in the RT enzyme. Indolyl and benzofuranyl analogs were also investigated; the most potent compounds in these cases have EC50 values toward wild-type HIV-1 near 10 nM and high-nanomolar activities toward the double-variant. The structural expectations from the modeling were much enhanced by obtaining an X-ray crystal structure at 2.88 Å resolution for the complex of the parent 2-cyanoindolizine I and HIV-1 RT. The aqueous solubilities of the most potent indolizine analogs were also measured to be ∼40 μg/mL, which is similar to that for the approved drug efavirenz and ∼1000-fold greater than for rilpivirine. In the experiment, the researchers used 3-Bromo-5-methylpicolinic acid(cas: 1211515-68-2Computed Properties of C7H6BrNO2)

3-Bromo-5-methylpicolinic acid(cas: 1211515-68-2) 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.Computed Properties of C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Nicolaou, K. C.; Rhoades, Derek; Wang, Yanping; Bai, Ruoli; Hamel, Ernest; Aujay, Monette; Sandoval, Joseph; Gavrilyuk, Julia published 《12,13-Aziridinyl Epothilones. Stereoselective Synthesis of Trisubstituted Olefinic Bonds from Methyl Ketones and Heteroaromatic Phosphonates and Design, Synthesis, and Biological Evaluation of Potent Antitumor Agents》.Journal of the American Chemical Society published the findings.Product Details of 31106-82-8 The information in the text is summarized as follows:

The synthesis and biol. evaluation of a series of 12,13-aziridinyl epothilone B analogs is described. These compounds were accessed by a practical, general process that involved a 12,13-olefinic Me ketone as a starting material obtained by ozonolytic cleavage of epothilone B followed by tungsten-induced deoxygenation of the epoxide moiety. The attachment of the aziridine structural motif was achieved by application of the Ess-Kurti-Falck aziridination, while the heterocyclic side chains were introduced via stereoselective phosphonate-based olefinations. In order to ensure high (E) selectivities for the latter reaction for electron-rich heterocycles, it became necessary to develop and apply an unprecedented modification of the venerable Horner-Wadsworth-Emmons reaction, employing 2-fluoroethoxyphosphonates that may prove to be of general value in organic synthesis. These studies resulted in the discovery of some of the most potent epothilones reported to date. Equipped with functional groups to accommodate modern drug delivery technologies, some of these compounds exhibited picomolar potencies that qualify them as payloads for antibody drug conjugates (ADCs), while a number of them revealed impressive activities against drug resistant human cancer cells, making them desirable for potential medical applications. In the experiment, the researchers used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Product Details of 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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. Product Details of 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem