Tag: 100-200

Schrader, Thomas O. et al. published their research in ACS Medicinal Chemistry Letters in 2021 | CAS: 38186-85-5

2-Bromo-5-fluoro-3-methylpyridine (cas: 38186-85-5) belongs to pyridine derivatives. Pyridine has a conjugated system of six 蟺 electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H眉ckel criteria for aromatic systems. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C鈥揌 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Product Details of 38186-85-5

Discovery of PIPE-359, a Brain-Penetrant, Selective M1 Receptor Antagonist with Robust Efficacy in Murine MOG-EAE was written by Schrader, Thomas O.;Xiong, Yifeng;Lorenzana, Ariana O.;Broadhead, Alexander;Stebbins, Karin J.;Poon, Michael M.;Baccei, Christopher;Lorrain, Daniel S.. And the article was included in ACS Medicinal Chemistry Letters in 2021.Product Details of 38186-85-5 This article mentions the following:

The discovery of PIPE-359, a brain-penetrant and selective antagonist of the muscarinic acetylcholine receptor subtype 1 is described. Starting from a literature-reported M1 antagonist, linker replacement and structure-activity relationship investigations of the eastern 1-(pyridinyl)piperazine led to the identification of a novel, potent, and selective antagonist with good MDCKII-MDR1 permeability. Continued semi-iterative positional scanning facilitated improvements in the metabolic and hERG profiles, which ultimately delivered PIPE-359. This advanced drug candidate exhibited robust efficacy in mouse myelin oligodendrocyte glycoprotein (MOG)-induced exptl. autoimmune encephalitis (EAE), a preclin. model for multiple sclerosis. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-fluoro-3-methylpyridine (cas: 38186-85-5Product Details of 38186-85-5).

2-Bromo-5-fluoro-3-methylpyridine (cas: 38186-85-5) belongs to pyridine derivatives. Pyridine has a conjugated system of six 蟺 electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H眉ckel criteria for aromatic systems. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C鈥揌 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Product Details of 38186-85-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yao, Jinzhong et al. published their research in Advanced Synthesis & Catalysis in 2013 | CAS: 4783-68-0

2-Phenoxypyridine (cas: 4783-68-0) 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. 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.Product Details of 4783-68-0

Palladium-Catalyzed Decarboxylative Coupling of 伪- Oxocarboxylic Acids with C(sp2)-H of 2-Aryloxypyridines was written by Yao, Jinzhong;Feng, Ruokun;Wu, Zaihong;Liu, Zhanxiang;Zhang, Yuhong. And the article was included in Advanced Synthesis & Catalysis in 2013.Product Details of 4783-68-0 This article mentions the following:

An efficient palladium-catalyzed decarboxylative ortho-acylation of 2-aryloxypyridines with 伪-oxocarboxylic acids is described. In this new transformation, the aromatic C(sp2)-H bond was successfully acylated to give diverse aromatic ketones regioselectively in moderate to good yields. The pyridine group can be removed easily after the acylation to give the corresponding 2-hydroxy aromatic ketones. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Product Details of 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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. 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.Product Details of 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chelucci, Giorgio et al. published their research in Gazzetta Chimica Italiana in 1991 | CAS: 27876-24-0

4-Hexylpyridine (cas: 27876-24-0) 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. 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. Application In Synthesis of 4-Hexylpyridine

Improved synthesis of 4-substituted pyridines from nitriles was written by Chelucci, Giorgio;Giacomelli, Giampaolo;Scano, Gianfranco. And the article was included in Gazzetta Chimica Italiana in 1991.Application In Synthesis of 4-Hexylpyridine This article mentions the following:

4-Substituted pyridines I ( R = n-hexyl, iso-Bu, sec-Bu, Ph) were prepared by a 4-step sequence in 23-27% overall yield starting from RCH2CN. The synthesis involves alkylation of RCH2CN with BrCH2CH(OEt)2, then with 2-iodomethyl-1,3-dioxolane, removal of the CN group and reaction of the glutaraldehyde acetals II, thus obtained, with NH2OH.HCl in AcOH to give I. In the experiment, the researchers used many compounds, for example, 4-Hexylpyridine (cas: 27876-24-0Application In Synthesis of 4-Hexylpyridine).

4-Hexylpyridine (cas: 27876-24-0) 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. 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. Application In Synthesis of 4-Hexylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kondo, Yuta et al. published their research in Organic Letters in 2020 | CAS: 91-02-1

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 蟺-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 蟽 bonds. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Product Details of 91-02-1

Scandium(III) Triflate Catalyzed Direct Synthesis of N-Unprotected Ketimines was written by Kondo, Yuta;Kadota, Tetsuya;Hirazawa, Yoshinobu;Morisaki, Kazuhiro;Morimoto, Hiroyuki;Ohshima, Takashi. And the article was included in Organic Letters in 2020.Product Details of 91-02-1 This article mentions the following:

N-Unprotected ketimines are useful substrates and intermediates for synthesizing valuable nitrogen-containing compounds, but their potential applicability is limited by the available synthetic methods. To address this issue, we report a scandium(III) triflate catalyzed direct synthesis of N-unprotected ketimines. Using com. available reagents and Lewis acid catalysts, ketones were directly transformed into the corresponding N-unprotected ketimines in high yields with broad functional group tolerance, even in multigram scales. The reactions were readily applicable for one-pot synthesis of important compounds such as a glycine Schiff base without isolation of N-unprotected ketimine intermediates. Preliminary mechanistic studies to clarify the reaction mechanism are also described. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Product Details of 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 蟺-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 蟽 bonds. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Product Details of 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chowdhury, Sultan et al. published their research in Medicinal Chemistry Research in 2013 | CAS: 51834-97-0

5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. 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. Recommanded Product: 5-Hydroxy-2-methoxylpyridine

Tetracyclic spirooxindole blockers of hNaV1.7: activity in vitro and in CFA-induced inflammatory pain model was written by Chowdhury, Sultan;Liu, Shifeng;Cadieux, Jay A.;Hsieh, Tom;Chafeev, Mikhail;Sun, Shaoyi;Jia, Qi;Sun, Jianyu;Wood, Mark;Langille, Jonathan;Sviridov, Serguei;Fu, Jianmin;Zhang, Zaihui;Chui, Ray;Wang, Audrey;Cheng, Xing;Zhong, Jing;Hossain, Sazzad;Khakh, Kuldip;Rajlic, Ivana;Verschoof, Henry;Kwan, Rainbow;Young, Wendy. And the article was included in Medicinal Chemistry Research in 2013.Recommanded Product: 5-Hydroxy-2-methoxylpyridine This article mentions the following:

The structure-activity relationship of a new series of tetracyclic spirooxindoles led to the discovery of compound 25a, a potent hNaV1.7 blocker with improved ADME properties and in vivo efficacy in the CFA-induced inflammatory pain model. In the experiment, the researchers used many compounds, for example, 5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0Recommanded Product: 5-Hydroxy-2-methoxylpyridine).

5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. 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. Recommanded Product: 5-Hydroxy-2-methoxylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chen, Xiao et al. published their research in Journal of the American Chemical Society in 2006 | CAS: 644-98-4

2-Isopropylpyridine (cas: 644-98-4) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.COA of Formula: C8H11N

Palladium-Catalyzed Alkylation of sp2 and sp3 C-H Bonds with Methylboroxine and Alkylboronic Acids: Two Distinct C-H Activation Pathways was written by Chen, Xiao;Goodhue, Charles E.;Yu, Jin-Quan. And the article was included in Journal of the American Chemical Society in 2006.COA of Formula: C8H11N This article mentions the following:

Palladium-catalyzed alkylations of sp2 and sp3 C-H bonds with either methylboroxine or alkylboronic acids were developed. Ag2O or Ag2CO3 is used as a crucial oxidant and promoter for the transmetalation step. Ether, ester, alc., and alkene functional groups are tolerated. A new C-H activation pathway differing from the cyclometalation process is elucidated using methylboroxine as the coupling partner. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4COA of Formula: C8H11N).

2-Isopropylpyridine (cas: 644-98-4) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.COA of Formula: C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Szafran, Miroslaw et al. published their research in Journal of the Chemical Society in 1991 | CAS: 3718-65-8

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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.Application of 3718-65-8

Differentiation of substituent effects from hydrogen bonding and protonation effects in carbon-13 NMR spectra of pyridine N-oxides was written by Szafran, Miroslaw;Brycki, Bogumil;Dega-Szafran, Zofia;Nowak-Wydra, Barbara. And the article was included in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) in 1991.Application of 3718-65-8 This article mentions the following:

Aromatic 13C chem. shifts are reported by 4- and 3-substituted pyridine N-oxides in deuteriochloroform, deuterium oxide, perchloric acid (60% in D2O) and dichloroacetic acid (80% in CDCl3), and also for O-alkylated derivatives in (CD3)2SO and D2O. The substituent chem. shift data show systematic nonadditivity in comparison with monosubstituted benzenes. Data for the position equation. For this position multiple substituent interactions are responsible for the nonadditive shifts; interactions have both an inductive (polar) and a resonance component. Hydrogen bonding and protonation effectes were differentiated from the substituent effect. The relative 13C chem.-shift difference [CΔ3 – Δ4)/Δ3] is a measure of the hydrogen bond and protonation effects and is not subject to substituent effects. 3-(Dimethylamino)pyridine N-oxide is protonated at the dimethylamino group, 4-(dimethylamino)pyridine N-oxide at the oxygen. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Application of 3718-65-8).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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.Application of 3718-65-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mochizuki, Akiyoshi et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2008 | CAS: 85838-94-4

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Recommanded Product: 85838-94-4

Design, synthesis, and biological activity of piperidinediamine derivatives as factor Xa inhibitor was written by Mochizuki, Akiyoshi;Nakamoto, Yumi;Naito, Hiroyuki;Uoto, Kouichi;Ohta, Toshiharu. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2008.Recommanded Product: 85838-94-4 This article mentions the following:

Cyclohexanediamine I [X = X1 = CH2] was identified as an orally bioavailable factor Xa inhibitor. Two racemic cis-piperidinediamine analogs I [X = NR, X1 = CH2; X = CH2, X1 = NR] were investigated. I [X = NR, X1 = CH2, R = CO2CMe3, H, Ac, SO2Me, CO2Et] showed higher fXa inhibitory activity, anticoagulant activity, and aqueous solubility than I [X = CH2, X1 = NR] having same substituent. I [X = NR, X1 = CH2] having sp2 nitrogen, especially amide and urea derivatives, showed potent anticoagulant activity. I [X = NR, X1 = CH2, R = OCH2OMe, NMe2] showed high oral activities in rats. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Recommanded Product: 85838-94-4).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Recommanded Product: 85838-94-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ye, Xiaohan et al. published their research in ACS Catalysis in 2020 | CAS: 4373-61-9

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Synthetic Route of C12H11N

Facilitating Ir-Catalyzed C-H Alkynylation with Electrochemistry: Anodic Oxidation-Induced Reductive Elimination was written by Ye, Xiaohan;Wang, Chenhuan;Zhang, Shuyao;Wei, Jingwen;Shan, Chuan;Wojtas, Lukasz;Xie, Yan;Shi, Xiaodong. And the article was included in ACS Catalysis in 2020.Synthetic Route of C12H11N This article mentions the following:

An electrochem. approach in promoting directed C-H alkynylation with terminal alkyne via iridium catalysis is reported. This work employed anodic oxidation of Ir(III) intermediate (characterized by X-ray crystallog.) to promote reductive elimination, giving the desired coupling products in good yields (up to 95%) without the addition of any other external oxidants. This transformation is suitable for various directing groups with H2 as the only byproduct, which warrants a high atom economy and practical oxidative C-C bond formation under mild conditions. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Synthetic Route of C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Synthetic Route of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sosnicki, Jacek G. et al. published their research in Tetrahedron in 2014 | CAS: 76053-45-7

5-Phenylpyridin-2-ol (cas: 76053-45-7) 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. 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.Name: 5-Phenylpyridin-2-ol

Scope and limitations of the synthesis of functionalized quinolizidinones and related compounds by a simple precursor approach via addition of lithium allylmagnesates to 2-pyridones and RCM as key steps was written by Sosnicki, Jacek G.;Struk, Lukasz;Idzik, Tomasz;Maciejewska, Gabriela. And the article was included in Tetrahedron in 2014.Name: 5-Phenylpyridin-2-ol This article mentions the following:

The scope and limitations of the simple synthesis of functionalized quinolizidin-4-ones, e.g. I, by chemoselective N-alkenylation of NH pyridin-2(1H)-ones (2-pyridones), regioselective addition of lithium allyl(di-n-butyl)magnesates(1-) to N-alkenylpyridin-2(1H)-ones, followed by ring closing metathesis (RCM) is described. A number of functionalizations introduced into quinolizidin-4-one rings demonstrated the high prospect of the strategy proposed in scaffold synthesis. Their extension to the syntheses of pyrido[1,2-a]azepin-4-one and pyrido[1,2-a]azocin-4-one derivatives as well as to spiro-fused compounds is also presented. In the experiment, the researchers used many compounds, for example, 5-Phenylpyridin-2-ol (cas: 76053-45-7Name: 5-Phenylpyridin-2-ol).

5-Phenylpyridin-2-ol (cas: 76053-45-7) 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. 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.Name: 5-Phenylpyridin-2-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem