Day: January 30, 2023

Electrospray ionization mass spectrometric study of 1,3,4-oxadiazole-copper complexes was written by Franski, Rafal. And the article was included in Journal of Mass Spectrometry in 2004.SDS of cas: 15420-02-7 This article mentions the following:

The complexes of 2,5-disubstituted-1,3,4-oxadiazoles, namely 2,5-diphenyl-1,3,4-oxadiazole (1), 2,5-bis(2-pyridyl)-1,3,4-oxadiazole (2) and 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (3), with copper cation were studied by electrospray ionization mass spectrometry (ESI-MS). The ability of the compounds studied to form complexes with copper (under the ESI conditions) can be ordered as 2 > 1 > 3. The compounds studied tend to form both 1:1 and 2:1 chelate complexes with both copper(II) and copper(I). The complexes with copper(I) are formed in the ESI process. The influence of solvent polarity, solution flow-rate, counter ions (Cl^–, NO₃^–, CH₃COO^–, SO₄^2-, acetylacetonates) on the type of the ions observed was studied. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7SDS of cas: 15420-02-7).

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.SDS of cas: 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The effect of adding Crabtree’s catalyst to rhodium black in direct hydrogen isotope exchange reactions was written by Schou, Soeren Christian. And the article was included in Journal of Labelled Compounds and Radiopharmaceuticals in 2009.Safety of 2-Isopropylpyridine This article mentions the following:

A new catalytic system based on rhodium black using Crabtree’s catalyst as an additive for direct hydrogen isotope exchange in aromatic compounds has been investigated. The level of deuterium incorporation can be improved from for example 16 to 93%. The new catalyst mixture tolerates a variety of solvents. Copyright © 2009 John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Safety of 2-Isopropylpyridine).

2-Isopropylpyridine (cas: 644-98-4) 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. 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. Safety of 2-Isopropylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Copper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles was written by Xue, Gaijun;Xie, Fukai;Liang, Hongliang;Chen, Guoliang;Dai, Wen. And the article was included in Organic Letters in 2022.Electric Literature of C6H3FN2 This article mentions the following:

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation. In the experiment, the researchers used many compounds, for example, 2-Fluoroisonicotinonitrile (cas: 3939-14-8Electric Literature of C6H3FN2).

2-Fluoroisonicotinonitrile (cas: 3939-14-8) 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. 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.Electric Literature of C6H3FN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Direct Alkylation of 1-Azabicyclo[1.1.0]butanes was written by Gianatassio, Ryan;Kadish, Dora. And the article was included in Organic Letters in 2019.COA of Formula: C8H11N This article mentions the following:

The facile synthesis of functionalized azetidines has been an ongoing challenge. Here, we report a general method to directly alkylate 1-azabicyclo[1.1.0]butane (ABB) with organometal reagents in the presence of Cu(OTf)₂ to rapidly prepare bis-functionalized azetidines. This method allows for the preparation of azetidines bearing alkyl, allyl, vinyl, and benzyl groups. This catalyst system was extended to aziridines and spirocycles. Several building blocks and drug-like compounds were prepared in rapid fashion and in good yield. 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 dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). 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: C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Counter-ion influence on the coordination mode of the 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (bpo) ligand in mercury(II) coordination polymers, [Hg(bpo)_nX₂]: X = I^–, Br^–, SCN^–, N₃^– and NO₂^–; spectroscopic, thermal, fluorescence and structural studies was written by Mahmoudi, Ghodrat;Morsali, Ali. And the article was included in CrystEngComm in 2007.COA of Formula: C12H8N4O This article mentions the following:

New mercury(II)-organic polymeric complexes generated from 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (bpo) as an angular dipyridyl derivative ligand, [Hg(bpo)_nX₂]: X = SCN^– (1), I^– (2), Br^– (3), NO₂^– (4) and N₃^– (5), was prepared from reactions of the ligand bpo with different mercury(II) salts. All these compounds were characterized by elemental anal., IR-, ¹H NMR-, and ¹³C NMR spectroscopic and structurally determined by x-ray single-crystal diffraction. The thermal stabilities of compounds 1–5 and the reported compound [Hg(μ-bpo)I₂]·CH₃CN (6), were studied by thermal gravimetric (TG) and differential thermal analyses (DTA). Solid-state luminescent spectra of the compounds 1–6 indicate intense fluorescent emissions at ∼470 nm. The results show the influence of the counterions on the coordination mode of the bpo ligand in the mercury ion as a soft acid that is capable of forming compounds with four-, five- and six coordination numbers and, consequently, acting in different forms of coordination polymers, containing both discrete and divergent (from 1-dimensional, 1-D to two-dimensional, 2-D) coordination frameworks. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7COA of Formula: C12H8N4O).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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. COA of Formula: C12H8N4O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of Orally Efficacious Phosphoinositide 3-Kinase δ Inhibitors with Improved Metabolic Stability was written by Patel, Leena;Chandrasekhar, Jayaraman;Evarts, Jerry;Forseth, Kristen;Haran, Aaron C.;Ip, Carmen;Kashishian, Adam;Kim, Musong;Koditek, David;Koppenol, Sandy;Lad, Latesh;Lepist, Eve-Irene;McGrath, Mary E.;Perreault, Stephane;Puri, Kamal D.;Villasenor, Armando G.;Somoza, John R.;Steiner, Bart H.;Therrien, Joseph;Treiberg, Jennifer;Phillips, Gary. And the article was included in Journal of Medicinal Chemistry in 2016.Formula: C8H10N2 This article mentions the following:

Aberrant signaling of phosphoinositide-3-kinase delta (PI3K-delta) has been implicated in numerous pathologies including hematol. malignancies and rheumatoid arthritis. Described in this manuscript is the discovery, optimization and in vivo evaluation of a novel series of pyridine-containing PI3K-delta inhibitors. This work led to the discovery of I, a highly selective inhibitor of PI3K-delta which displays an excellent pharmacokinetic profile and is efficacious in a rodent model of rheumatoid arthritis. In the experiment, the researchers used many compounds, for example, 5-Cyclopropylpyridin-3-amine (cas: 1314353-68-8Formula: C8H10N2).

5-Cyclopropylpyridin-3-amine (cas: 1314353-68-8) 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.Formula: C8H10N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of a new class of JMJD6 inhibitors and structure-activity relationship study was written by Wang, Tianqi;Zhang, Rong;Liu, Yang;Fang, Zhen;Zhang, Hailin;Fan, Yan;Yang, Shengyong;Xiang, Rong. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2021.Application In Synthesis of Ethyl 2-bromoisonicotinate This article mentions the following:

JmjC domain-containing protein 6 (JMJD6) has been thought as a potential target for various diseases particularly cancer. However, few selective JMJD6 inhibitors have been reported. In this investigation, mol. docking and biol. activity evaluation were performed to retrieve new JMJD6 inhibitors, which led to the identification of a hit compound, J2. Further structural optimization and structure-activity relationship (SAR) anal. towards J2 were carried out, which gave a new potent JMJD6 inhibitor, 7p. This compound showed an IC50 value of 0.681μM against JMJD6, but displayed no activity against other tested JmjC domain-containing protein family members, indicating good selectivity (>100 fold). Collectively, this investigation offers a selective JMJD6 inhibitor, which could be taken as a lead compound for subsequent drug discovery targeting JMJD6. In the experiment, the researchers used many compounds, for example, Ethyl 2-bromoisonicotinate (cas: 89978-52-9Application In Synthesis of Ethyl 2-bromoisonicotinate).

Ethyl 2-bromoisonicotinate (cas: 89978-52-9) 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). 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 Ethyl 2-bromoisonicotinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Iodine-promoted controlled and selective oxidation of (aryl)(heteroaryl)methanes was written by Guha, Somraj;Kazi, Imran;Sathish, Dhamodharan;Sekar, Govindasamy. And the article was included in Journal of Organic Chemistry in 2022.Name: Phenyl(pyridin-2-yl)methanone This article mentions the following:

Herein, an iodine-catalyzed controlled oxidation of (aryl)(heteroaryl)methanes to (aryl)(heteroaryl)methanols ArCH(O)Ar¹ [Ar = Ph, 2-MeC₆H₄, 4-ClC₆H₄, etc.; Ar¹ = pyridin-2-yl, benzothiazol-2-yl] was disclosed under metal-free reaction conditions. A catalytic system comprised of iodine/silyl chloride with HI as an additive in the presence of DMSO selectively oxidize the C(sp³)-H bonds without being over oxidized to corresponding ketones. Therapeutically important aryl heteroaryl methanol derivatives were obtained in good yields. The preliminary mechanistic investigation proved that the primary source of oxygen was DMSO. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Name: Phenyl(pyridin-2-yl)methanone).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Name: Phenyl(pyridin-2-yl)methanone

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Transannular bond formation between the amino and the sulfonio groups in 6,7-dihydro-6-methyl-5H-dibenzo[b,g][1,5]thiazocinium salts. The first example of a sulfurane with an apical alkyl group was written by Akiba, Kinya;Takee, Kohichi;Shimizu, Yasuko;Ohkata, Katsuo. And the article was included in Journal of the American Chemical Society in 1986.Synthetic Route of C8H11N This article mentions the following:

A series of S-substituted N-methyl-6,7-dihydro-5H-dibenzo[b,g](1,5)thiazocinium salts I (X = Me, Et, MeO, EtO; Y = PF₆, SbCl₆) was prepared from the S-chloro derivative I (X = Cl), which was obtained from the corresponding sulfoxide and SOCl₂. An excellent linear relationship was observed between the ¹H and the ¹³C NMR chem. shifts of the N-Me group and Hammett’s σ_m substituent constants at the sulfur. The structures of I were shown to be ammoniosulfuranes with a distorted trigonal-bipyramidal geometry around the sulfur atom. The nitrogen atom lies well within the sum of the van der Waals radii of N and S, and the N–S distance (2.10-2.50 Å) shortens according to the increase of electron-withdrawing character of the substituent on the sulfur atom. Addnl. evidence for I (X = Me, Y = PF₆) came from the low reactivity (1/1300) of transmethylation to pyridine compared with its related Ph₂S⁺MeBF₄^–. In connection with transmethylation of S-adenosylmethionine, intramol. interaction between the amino and sulfonio groups are discussed for some methylsulfonium salts in which the nitrogen base (amino or pyridyl group) is substituted at the side chain. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Synthetic Route of C8H11N).

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis, structure, and magnetic property of a new Fe(II)-Fe(III) alternating single-chain magnet constructed with a methyl-substituted bpca^– ligand was written by Tanaka, Hiroki;Kajiwara, Takashi;Kaneko, Yukihiro;Takaishi, Shinya;Yamashita, Masahiro. And the article was included in Polyhedron in 2007.Name: 4-Methylpicolinonitrile This article mentions the following:

A new Fe(II)-Fe(III) alternating single chain magnet, catena-[Fe^II(ClO₄)(H₂O){Fe^III(bmpca)₂}](ClO₄)₂, was synthesized using the methyl-substituted bpca^– ligand, bmpca^– (Hbpca and Hbmpca denote bis(2-pyridylcarbonyl)amine and bis(4-methyl-2-pyridylcarbonyl)amine, resp.). The one-dimensional complex shows ferrimagnetic behavior and frequency dependent out-of-phase ac susceptibility χ”_m with the α parameter of 0.25 estimated by the semicircle Cole-Cole plot. The activation energy Δ was estimated to be 19(1) K from an Arrhenius plot. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Name: 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) 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.Name: 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem