Tag: 200-300

Rational design of the platinahelicene enantiomers for deep-red circularly polarized organic light-emitting diodes was written by Yan, Zhi-Ping;Luo, Xu-Feng;Liao, Kang;Zheng, You-Xuan;Zuo, Jing-Lin. And the article was included in Frontiers in Chemistry (Lausanne, Switzerland) in 2020.Electric Literature of C6H3BrF3N This article mentions the following:

[n]Helicene derivatives are most popular chiral structures to construct luminescent materials with circularly polarized (CP) light, which have revealed appealing application in chiral optoelectronics. Particularly, because of the unique phosphorescent emission, platinahelicene has great application prospects in CP organic light-emitting diode (CP-OLED). Herein, by decorating the pyridinyl-helicene ligand with trifluoromethyl (-CF3) unit in a specific position, a pair of platinahelicene enantiomers was prepared and separated with extremely twisted structure showing not only superior thermal and configurational stability but also good CP luminescence (CPL) property with dissymmetry factors (|gPL|) of 6 x 10^-3. Moreover, the evaporated CP-OLEDs based on platinahelicene enantiomers exhibited the deep-red emission with the peak at 653 nm as well as obvious CP electroluminescence (CPEL) signals with the |gEL| in 10^-3 order. Therefore, the design strategy provides an efficient way to improve the CPL properties of platinahelicene to cope with the future application in CP-OLEDs. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Electric Literature of C6H3BrF3N).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Electric Literature of C6H3BrF3N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The Mn(Salen)-catalyzed oxidative kinetic resolution of secondary alcohols: reaction development and scope was written by Cheng, Qigan;Deng, Fanguo;Xia, Chungu;Sun, Wei. And the article was included in Tetrahedron: Asymmetry in 2008.HPLC of Formula: 65350-59-6 This article mentions the following:

A series of chiral Mn(Salen) complexes have been synthesized and submitted to the kinetic resolution of secondary alcs. bearing a large hindrance in the biphasic system, which is composed of water and CH₂Cl₂. After evaluating the appropriate complex, additive, and other conditions, chiral secondary alcs. were obtained with enantiomeric excesses of up to 98.6% in 6 min. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6HPLC of Formula: 65350-59-6).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.HPLC of Formula: 65350-59-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Inhibitors of human immunodeficiency virus type 1 (HIV-1) attachment. 12. structure-activity relationships associated with 4-fluoro-6-azaindole derivatives leading to the identification of 1-(4-benzoylpiperazin-1-yl)-2-(4-fluoro-7-[1,2,3]triazol-1-yl-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (BMS-585248) was written by Regueiro-Ren, Alicia;Xue, Qiufen M.;Swidorski, Jacob J.;Gong, Yi-Fei;Mathew, Marina;Parker, Dawn D.;Yang, Zheng;Eggers, Betsy;D’Arienzo, Celia;Sun, Yongnian;Malinowski, Jacek;Gao, Qi;Wu, Dedong;Langley, David R.;Colonno, Richard J.;Chien, Caly;Grasela, Dennis M.;Zheng, Ming;Lin, Pin-Fang;Meanwell, Nicholas A.;Kadow, John F.. And the article was included in Journal of Medicinal Chemistry in 2013.Computed Properties of C5H2BrFN2O2 This article mentions the following:

A series of highly potent HIV-1 attachment inhibitors with 4-fluoro-6-azaindole core heterocycles that target the viral envelope protein gp120 has been prepared Substitution in the 7-position of the azaindole core with amides, C-linked heterocycles, and N-linked heterocycles provided compounds with subnanomolar potency in a pseudotype infectivity assay and good pharmacokinetic profiles in vivo. A predictive model was developed from the initial SAR in which the potency of the analogs correlated with the ability of the substituent in the 7-position of the azaindole to adopt a coplanar conformation by either forming internal hydrogen bonds or avoiding repulsive substitution patterns. Compound I (BMS-585248) exhibited much improved in vitro potency and pharmacokinetic properties than the previous clin. candidate BMS-488043 (II). The predicted low clearance in humans, modest protein binding, and good potency in the presence of 40% human serum for I led to its selection for human clin. studies. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-fluoro-3-nitropyridine (cas: 652160-72-0Computed Properties of C5H2BrFN2O2).

2-Bromo-5-fluoro-3-nitropyridine (cas: 652160-72-0) 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. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Computed Properties of C5H2BrFN2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Recommendable routes to trifluoromethyl-substituted pyridine- and quinolinecarboxylic acids was written by Cottet, Fabrice;Marull, Marc;Lefebvre, Olivier;Schlosser, Manfred. And the article was included in European Journal of Organic Chemistry in 2003.Reference of 175205-82-0 This article mentions the following:

As part of a case study, rational strategies for the preparation of all ten 2-, 3-, or 4-pyridinecarboxylic acids and all nine 2-, 3-, 4-, or 8-quinolinecarboxylic acids bearing trifluoromethyl substituents at the 2-, 3-, or 4-position were elaborated. The trifluoromethyl group, if not already present in the precursor, was introduced either by the deoxygenative fluorination of suitable carboxylic acids with sulfur tetrafluoride or by the displacement of ring-bound bromine or iodine by trifluoromethylcopper generated in situ. The carboxy function was produced by treatment of organolithium or organomagnesium intermediates, products of halogen/metal or hydrogen/metal permutation, with carbon dioxide. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Reference of 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Reference of 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Unprecedented trinodal four-connected FRL MOF based on mixed ligands was written by Li, Peng;Lou, Jiaying;Zhou, Yaming;Liu, Xiaofeng;Chen, Zhenxia;Weng, Linhong. And the article was included in Dalton Transactions in 2009.Related Products of 15420-02-7 This article mentions the following:

The hydrothermal reaction of Zn(OAc)₂·2H₂O, H₃btc (1,3,5-benzenetricarboxylic acid), and 4-bpo (N,N’-bis(4-picolinoyl)hydrazine) affords a novel trinodal four-connected frl topol. coordination polymer, [Zn₄(btc)₂(4-bph)(H₂O)₄]_n·2n(H₂O) (1, 4-bphH₂ is in situ synthesized from 2,5-bis(4-pyridyl)-1,3,4-oxadiazole), which was characterized by x-ray crystallog. and exhibits reversible two-step dehydration-rehydration. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Related Products of 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Related Products of 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Copper-Mediated One-Pot Synthesis of 2,2-Difluoro-1,3-benzoxathioles from o-Bromophenols and Trifluoromethanethiolate was written by Zhang, Mengjia;Chen, Shouxiong;Weng, Zhiqiang. And the article was included in Organic Letters in 2018.SDS of cas: 13472-81-6 This article mentions the following:

A Cu-mediated difluoromethylenation of o-bromophenols with trifluoromethanethiolate is described. This 1-pot protocol proceeds through an intermol. addition of S:CF₂ (resulting from the decomposition of trifluoromethanethiolate) to o-bromophenols followed by intramol. C-S coupling to form 2,2-difluoro-1,3-benzoxathioles. This method is compatible with a broad range of substrates and enables the late-stage difluoromethylenation of several functionally dense drug like o-bromophenols. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6SDS of cas: 13472-81-6).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.SDS of cas: 13472-81-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Multilayer thin films by layer-by-layer assembly of hole- and electron-transport polyelectrolytes: optical and electrochemical properties was written by Choi, Kyungsun;Zentel, Rudolf. And the article was included in Macromolecular Chemistry and Physics in 2006.Electric Literature of C12H8N4O This article mentions the following:

A series of p-type and n-type semiconducting polyelectrolytes with triarylamine, oxadiazole, thiadiazole, and triazine moieties were prepared by radical polymerization of triarylamine monomers with maleic anhydride, followed by ring opening of the anhydride and formation of amide bonds. The synthesized polymeric hole and electron transport materials were examined optically and electrochem. using UV/Vis spectroscopy, photoluminescence (PL) spectroscopy and CV (cyclic voltammetry). Based on the optical and electrochem. data, each of the energy levels were calculated and values suggest that the polyelectrolytes are promising hole- (p-type) or electron-transport (n-type) materials for devices. The synthesized ionic polymers were suitable for LBL (layer-by-layer) thin film deposition from dilute polymer solutions and the multilayers were fully characterized by UV/Vis, PL spectroscopy and CV. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Electric Literature of C12H8N4O).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) 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. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Electric Literature of C12H8N4O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Phosphoinositide-3-kinase inhibitors: Evaluation of substituted alcohols as replacements for the piperazine sulfonamide portion of AMG 511 was written by Lanman, Brian A.;Reed, Anthony B.;Cee, Victor J.;Hong, Fang-Tsao;Pettus, Liping H.;Wurz, Ryan P.;Andrews, Kristin L.;Jiang, Jian;McCarter, John D.;Mullady, Erin L.;San Miguel, Tisha;Subramanian, Raju;Wang, Ling;Whittington, Douglas A.;Wu, Tian;Zalameda, Leeanne;Zhang, Nancy;Tasker, Andrew S.;Hughes, Paul E.;Norman, Mark H.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.COA of Formula: C5H3Br2NO This article mentions the following:

Replacement of the piperazine sulfonamide portion of the PI3Kα inhibitor AMG 511 (1) with a range of aliphatic alcs. led to the identification of a truncated gem-dimethylbenzylic alc. analog, 2-(5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-((5-fluoro-6-methoxypyridin-3-yl)amino)pyridin-3-yl)propan-2-ol (7). This compound possessed good in vitro efficacy and pharmacokinetic parameters and demonstrated an EC₅₀ of 239 ng/mL in a mouse liver pharmacodynamic model measuring the inhibition of hepatocyte growth factor (HGF)-induced Akt Ser473 phosphorylation in CD1 nude mice 6 h post-oral dosing. In the experiment, the researchers used many compounds, for example, 2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1COA of Formula: C5H3Br2NO).

2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1) 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. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.COA of Formula: C5H3Br2NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lithium trihydroxy/triisopropoxy-2-pyridylborate salts (LTBS): synthesis, isolation, and use in modified Suzuki-Miyaura cross-coupling reactions was written by Chen, Kuanchiang;Peterson, Richard;Math, Shivanand K.;LaMunyon, James B.;Testa, Charles A.;Cefalo, Dustin R.. And the article was included in Tetrahedron Letters in 2012.Quality Control of 2-Bromo-3-(trifluoromethyl)pyridine This article mentions the following:

We describe herein shelf-stable, isolable, and characterizable pyridyl lithium trihydroxy and triisopropoxy 2-borate salts (LTBS) for use in modified Suzuki-Miyaura cross-coupling reactions that can be produced in quantities greater than one hundred grams. For example, 2-bromo-3-fluoro-6-methylpyridine was reacted with triisopropoxyborane and n-butyllithium then hydrolyzed to give lithium (3-fluoro-6-methylpyridin-2-yl)trihydroxyborate in 100% yield. Pyridyl LTBS provide a viable cross-coupling alternative to unstable 2-pyridylboronic acids, boronates, and trifluoroborate salt derivatives We also demonstrate the synthesis and cross-coupling of shelf-stable LTBS reagents of other sp²-hybridized nitrogen-containing heterocycles including thiazole, pyrazine, quinoline, and isoquinoline heterocycles. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Quality Control of 2-Bromo-3-(trifluoromethyl)pyridine).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Quality Control of 2-Bromo-3-(trifluoromethyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Preparation of pyridostigmine bromide labeled with carbon-14 and tritium was written by Kepler, J. A.;Twine, C. E.;Austin, R. D.. And the article was included in Journal of Labelled Compounds and Radiopharmaceuticals in 1992.Safety of 2,6-Dibromo-3-hydroxypyridine This article mentions the following:

[2-¹⁴C]Pyridostigmine bromide (I, X = ¹⁴C, R = Me, R¹ = H) was prepared in 17.6% radiochem. yield with specific activity of 18 mCi/mmol. The reaction sequence involved preparation of 2-furan[¹⁴C]carboxylic acid by carbonation of 2-lithiofuran, followed by conversion to 2-amino[¹⁴C]methylfuran by lithium aluminum hydride reduction of its carboxamide. Oxidative rearrangement of 2-amino[¹⁴C]methylfuran gave 3-hydroxy[2-¹⁴C]pyridine which was converted to [2-¹⁴C]pyridostigmine bromide by reaction with dimethylcarbamyl chloride and quaternization with bromomethane. Pyridostigmine bromide I (X = C, R = ¹⁴CH₃, R¹ = H) labeled in the Me group of the carbamate function was prepared in 73% yield with specific activity of 37.6 mCi/mmol by reaction of bis-3-pyridyl carbonate with [¹⁴C]dimethylamine followed by quaternization with bromomethane. [6-³H]Pyridostigmine bromide (I, X = C, R = Me, R¹ = ³H) with specific activity of 22.5 mCi/mmol was prepared by catalytic halogen-tritium replacement of 2,6-dibromo-3-dimethylcarbamyloxypyridine followed by quaternization with bromomethane and back-exchanging the labile 2-tritium. In the experiment, the researchers used many compounds, for example, 2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1Safety of 2,6-Dibromo-3-hydroxypyridine).

2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Safety of 2,6-Dibromo-3-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem