Category: 1620-76-4

Design, synthesis, and characterization of bis(娓?oxo)dimanganese(III,III) complexes. Steric and electronic control of redox potentials was written by Goodson, Patricia A.;Oki, Aderemi R.;Glerup, Joergen;Hodgson, Derek J.. And the article was included in Journal of the American Chemical Society in 1990.Computed Properties of C7H6N2 This article mentions the following:

The new ligands N,N-bis((6-methylpyrid-2-yl)methyl)-N-2-pyridylmethylamine (L), N,N’-bis((4-methylpyrid-2-yl)methyl)ethane-1,2-diamine (L¹) and N,N‘-bis(2-methylpyrazyl)ethane-1,2-diamine (L²) were prepared and reacted with Mn salts to give [L³MnO₂]₂²⁺ salts (L³ = L, L¹, L²). [L⁴MnO]₂(ClO₄)₂璺疕₂O (I; L⁴ = N,N‘-bis((6-methylpyrid-2-yl)methyl)ethane-1,2-diamine) crystallized in the triclinic space group P1铏? Z = Z, R = 0.0759. [LMnO]₂(NO₃)₂璺?H₂O (II) crystallized in the monoclinic space group C2/c with Z = 4, R = 0.0683. [L²MnO]₂(ClO₄)₂璺?H₂O (III) crystallized in the monoclinic space group C2, Z = 4, R = 0.0515. The complexes are all found to contain the isomer in which the substituted pyridine (or the pyrazine) groups are trans axially disposed around the metal relative to the bridging oxo groups. I and II display very long axial Mn-N bonds which can be attributed to the presence of the 6-Me groups on the pyridine rings, and this steric constraint has been demonstrated to be the cause of the stabilization of the Mn(III,III) form in these complexes. In III, the stabilization of the III/III form is an electronic consequence of the change from pyridine (pK_a = 5.20) to pyrazine (pK_a = 0.65). Cyclic voltammograms of I and II show that the 2 redox waves are shifted by approx. 0.4 V, in each case, relative to L⁴ and tris(2-pyridylmethyl)amine complexes. The fully oxidized form of complex I acted as a 2-electron electrocatalytic oxidant, selectively oxidizing PhCH₂OH to BzH. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Computed Properties of C7H6N2).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Computed Properties of C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Copper-catalyzed cyanation of heterocycle C-H bonds with ethyl(ethoxymethylene)cyanoacetate as a cyanating agent and its mechanism was written by Li, Ze-lin;Sun, Kang-kang;Cai, Chun. And the article was included in Organic Chemistry Frontiers in 2018.Application of 1620-76-4 This article mentions the following:

A method for synthesis of benzothiazole-2-carbonitriles such as I [R = H, 5-Cl, 6-Br, etc.; X = O, S], indole-3-carbonitriles II [R¹ = H, 6-MeO, 6-Cl; R² = H, Me; R³ = H, Me] and pyridine-2-carbonitriles III [R⁴ = H, 6-Me, 3-Br, etc.] was developed via copper-catalyzed cyanation of benzothiazoles/indoles/pyridines with ethyl(ethoxymethylene)cyanoacetate as a nontoxic and easily available cyanating agent. This transformation proceeded smoothly in the presence of di-tert-Bu peroxide (DTBP) with a wide substrate scope under ligand-free conditions. Mechanistic details were also described. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Application of 1620-76-4).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. Application of 1620-76-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pyridines from cyanogen-like compounds and unsymmetrical dienes was written by Janz, George J.;Monahan, Alan R.. And the article was included in Journal of Organic Chemistry in 1965.Synthetic Route of C7H6N2 This article mentions the following:

A series of reactions of isoprene and pentadiene with (CN)₂, CF₃CN, and CF₃(CF₂)₂CN at 400鎺?was reported. N.M.R. values for the protons in the Me group in 9 substituted picolines were tabulated. The isomer ratios of the 4-methyl-to 5-methylpyridines were obtained. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Synthetic Route of C7H6N2).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. Pyridine derivatives are also useful as small-molecule 浼?helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Synthetic Route of C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pd-Catalyzed Diamination of 1,2,4-Triazinyl Complexant Scaffolds was written by Tai, Serene;Dover, Evan J.;Marchi, Sydney V.;Carrick, Jesse D.. And the article was included in Journal of Organic Chemistry in 2015.Safety of 4-Methylpicolinonitrile This article mentions the following:

As part of ongoing efforts in this laboratory to design and synthesize multidentate soft-N-donors as effective complexants for chemoselective minor actinide extraction from used nuclear fuel, a series of aminated mono-1,2,4-triazinylpyridines were required. This study focuses on streamlining convergent access to a diverse array of functionalized N-donors using Pd-catalysis from a common synthon affording access to pyridinyl triazines as the 4,4′-amino derivatives which are com. limited and unsuccessful in traditional condensation chem. A general Pd-catalyzed method for the double amination of functionalized pyridinyl-1,2,4-triazines with low catalyst/ligand loadings enabling the formation of 16 novel complexants is presented. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Safety of 4-Methylpicolinonitrile).

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The Impact of the Interplay between Steric and Electronic Effects on the Synthesis and Optical Properties of Diketopyrrolopyrroles Bearing Pyridine Moieties was written by Vakuliuk, Olena;Purc, Anna;Clermont, Guillaume;Blanchard-Desce, Mireille;Gryko, Daniel T.. And the article was included in ChemPhotoChem in 2017.Reference of 1620-76-4 This article mentions the following:

The influence of a combination of steric and electronic factors on both the preparation and the optical properties of diketopyrrolopyrroles was investigated. The attachment of a cyano group to the electron-deficient pyridine ring overcame the neg. influence of the flanking Me group on the efficiency of the synthesis of diketopyrrolopyrroles. Diketopyrrolopyrroles possessing pyridine-N-oxide moieties were studied for the first time. We have also shown that reactions of cyanopyridines possessing an addnl. dialkylamino group were very capricious and depending on the relative position of all substituents, can lead to low yields of diketopyrrolopyrroles. The interplay between the dihedral angle between the diketopyrrolopyrrole core and the pyridyl substituents as well as the presence and position of electron-donating moieties made it possible to modulate the photophys. properties of N,N’-dialkyldiketopyrrolopyrroles. In particular, it was found that pyridine-N-oxides as the aryl moieties had a strong influence on the optical properties of diketopyrrolopyrroles, shifting both absorption and emission bands bathochromically. Two-photon absorption cross-sections had low values except for those dyes possessing a clear quadrupolar centrosym. nature. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Reference of 1620-76-4).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. Pyridine has a conjugated system of six 锜?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H鐪塩kel criteria for aromatic systems. Pyridine derivatives are also useful as small-molecule 浼?helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Reference of 1620-76-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of 2-pyridineformamide thiosemicarbazones as potent antiausterity agents was written by Shakya, Bhushan;Yadav, Paras Nath;Ueda, Jun-ya;Awale, Suresh. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.Recommanded Product: 4-Methylpicolinonitrile This article mentions the following:

Series of 2-pyridineformamide thiosemicarbazones I [R¹R² = pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, etc.; R³ = H, 4-Me] were synthesized. Their preferential cytotoxicity in nutrient deprived medium (NDM) was evaluated using PANC-1 human pancreatic cancer cells by employing an antiausterity strategy. 2-Pyridineformamide thiosemicarbazones induced apoptosis and exhibited preferential cytotoxic activity toward PANC-1 cells in NDM, with potencies in the submicromolar range. These compounds are potential candidates for the development of therapeutics against pancreatic cancer. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Recommanded Product: 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. 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.Recommanded Product: 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

2-Pyridineformamide N(4)-ring incorporated thiosemicarbazones inhibit MCF-7 cells by inhibiting JNK pathway was written by Shakya, Bhushan;Shahi, Nerina;Ahmad, Faiz;Yadav, Paras Nath;Pokharel, Yub Raj. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2019.Application of 1620-76-4 This article mentions the following:

In an effort to develop a more potent anticancer therapeutic agent, a series of 2-pyridineformamide thiosemicarbazones (I) (R = H, 4-CH₃, 5-F, 6-CH₃; heterocycle = pyrrolidine, piperidine, morpholine, thiomorpholine, azepane, 1-(2-pyridinyl)-piperazine) have been synthesized and evaluated for their anti-cancer activities against the cancer cells MCF-7 (breast cancer cell line), A-431 and A375 (epidermoid carcinoma cell line), and HeLa (cervical cancer cell line) using MTT assay. All these 2-pyridineformamide thiosemicarbazones exhibited anti-proliferative activities towards these cell lines. 5FAmPyrr(II) possess most profound effects against MCF-7 cells with IC₅₀ of 0.9 μM. In flow cytometry using Propidium Iodide, II was found to induce cell death significantly in a dose dependent manner (100 nM-3 μM) and inhibited colony formation of MCF-7 cells. This compound induced pro-apoptotic protein Bax and inhibited anti apoptotic protein Bcl-2 as well as both c-Jun and Jun N-terminal kinase (abbreviated as JNK) in concentration dependent manner. Further pro-caspase 3 and PARP were inhibited by II at concentration of 3 μM. The results suggest that II exhibit anticancer potency and induced cell death by inhibiting MAPK signaling and inducing intrinsic apoptotic pathway. All these indicate that 2-pyridineformamide thiosemicarbazones could be developed as future therapeutics agents to treat cancer. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Application of 1620-76-4).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. Application of 1620-76-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kinetic study on the conversion of pyridine- and quinolinecarboxylic acids to the corresponding trichloromethyl compounds was written by Takahashi, Kazuyuki;Takeda, Koichi;Mitsuhashi, Keiryo. And the article was included in Journal of Heterocyclic Chemistry in 1978.Formula: C7H6N2 This article mentions the following:

The apparent 2nd order rate constant of the conversion of substituted picolinic and quinaldinic acids to the corresponding trichloromethylpyridines and quinolines by treatment with PCl₅ in refluxing SOCl₂ was measured. The logarithms of the rate constants (log k) are linear with the basicities (pKa) of the unsaturated ring nitrogens in the substrates. The reaction constant ρ was estimated In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Formula: C7H6N2).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Formula: C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Preparation of some substituted 2,6-bis(2-pyridyl)pyridines was written by Case, Francis H.;Kasper, Thomas J.. And the article was included in Journal of the American Chemical Society in 1956.Reference of 1620-76-4 This article mentions the following:

The appropriate 2- or 4-substituted pyridine (1 mole), 1.18 moles NaNH₂, and 2.2 moles PhNMe₂ heated 6 hrs. at 150-60° (130-40° with 4-ethylpyridine), cooled, and poured into H₂O, the organic layer dried, the PhNMe₂ distilled, and the residue distilled or recrystallized gave the corresponding substituted-2-aminopyridine (I) (substituent, % yield, and m.p. given): 4-Et, 53, 70-1° (from pert. ether); 4-Ph, 53, 164-5° (from C₆H₆); 6-Ph, 70, 71-2° (from petr. ether). The appropriate I (0.3 mole) in 175 cc. 48% HBr treated with 42 cc. Br, the mixture treated gradually with 52 g. NaNO₂ in 74 cc. H₂O below 5° and then with 112 g. NaOH in 285 cc. H₂O below 20°, and extracted with Et₂O, the extract evaporated, and the residue distilled in vacuo or recrystd, gave the corresponding substituted-2-bromopyridines (II) (substituent, % yield, and b.p./mm. or m.p. given): 4-Et, 88, 103-5°/11; 4-Ph, 63, 65-6° (from petr. ether); 6-Ph, 62, 51-2° (from petr. ether). The appropriate II (1 mole) and 1.1 moles CuCN heated gently with a smoky flame to beginning reaction, the mixture evacuated as quickly as possible to 5 mm. (40 mm. with the Me derivative), and the reaction product distilled rapidly gave the corresponding substituted-2-cyanopyridine (substituent, % yield, and m.p. given): 4-Me (III), 28, 88-9°; 4-Ph (IV), 60, 99-100°; 6-Ph (IVa), 67, 64-6°; 4-Et (V), 61, -(b₁₁ 123-4°). III (11.8 g.) in 125 cc. dry C₆H₆ and 100 cc. Et₂O treated with MeMgI from 35.5 g. MeI and 6 g. Mg in Et₂O, the mixture warmed to room temperature, stirred 1 hr., and decomposed with cold aqueous NH₄Cl, and the Et₂O layer worked up yielded 8.0 g. 2-acetyI-4-methylpyridine (VI), b₁₅ 95-7°, m. 33-4° (from petr. ether). V (13.2 g.) gave similarly 7.0 g. 4-Et homolog of VI. IVa (20 g.) refluxed 5 hrs. with 220 cc. saturated alc. HCl, cooled, filtered, concentrated in vacuo on the steam bath, cooled, poured into H₂O, and neutralized with NH₄OH precipitated 79% 2-carbethoxy-6-phenylpyridine (VII), colorless solid, m. 50-7°. IV (17.3 g.) yielded similarly 15.8 g. 4-Ph isomer (VIII) of VII, m. 60-1° (from petr. ether). VII (20 g.) and 14 g. dry EtOAc added with stirring to 9.2 g. NaOEt in 125 cc. dry C₆H₆, the mixture refluxed 21 hrs. with stirring, cooled, poured into 4.4 g. NaOH in 90 cc. H₂O, and the Et₂O layer worked up gave 9.3 g. 2-acetyl-6-phenylpyridine (IX), m. 75-6° (from petr. ether). VIII (14.5 g.) gave similarly 7.5 g. 4-Ph isomer of IX, m. 75-6°. 2-Bromo-4-phenylpyridine (6 g.) and 6 g. Cu powder in 12 g. Ph₂ heated 3 hrs. with stirring at 250° the mixture finely powdered and extracted with concentrated HCl, the acid solution basified with aqueous NaOH-NH₄OH and extracted with Et₂O, and the extract worked up gave 0.7 g. 4,4′-diphenyl-2,2′-bipyridine (X), m. 187-8°. 2-Bromo-4-ethylpyridine (28 g.) and 43.5 g. Cu powder heated 1 hr. at 200-20° and worked up in the usual manner gave 4.0 g. di-Et analog (XI) of X, colorless liquid, b_0.3 147-50°. XI in Et₂O treated with dry HCl gave XI.2HCl, m. 193-5° (from EtOH-Me₂CO). The appropriate 2-acetylpyridine or -quinoline (not over 5 g., 2.2 molar proportions), 1 mole BzH, 0.3 mole NH₄OAc, and 9 moles 28% NH₄OH heated 5 hrs. in a sealed tube at 250°, and the product isolated with hot C₆H₆ gave the following 2,6-bis-substituted-2-pyridyl)-4-phenylpyridines (substituent, % yield, and m.p. given): 4-Me, 18, 328-9° (from C₆H₆); 4-Et, 16, 114-15° (from petr. ether); 6-Ph, 17, 190-1° (from petr. ether); 4-Ph, 21, 257-8° (from EtNO₂). 2,6Bis(2-quinolyl)-4-phenylpyridine, 18, 295-6° (from C₆H₆). In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Reference of 1620-76-4).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Reference of 1620-76-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Thioether-Assisted Cu-Catalyzed C5-H Arylation of Imidazo[1,5-a]pyridines was written by Wang, Linhua;Zheng, Xuesong;Zheng, Qinze;Li, Zhenlong;Wu, Jian;Gao, Ge. And the article was included in Organic Letters in 2022.Application In Synthesis of 4-Methylpicolinonitrile This article mentions the following:

A series of ethylthio (hetero)arylimidazo[1,5-a]pyridine derivatives I (R = 4-methylphenyl, pyridin-4-yl, 1-methyl-1H-indol-5-yl, etc.; R¹ = H, Cl, Br, Me, Ph, 4-methoxyphenyl, 4-trifluoromethylphenyl; R² = H, 6-Cl, 7-Me) was prepared via Cu-catalyzed regioselective C5-H arylation of imidazo[1,5-a]pyridines I (R = H) with aryl iodides RI with the assistance of an ethylthio group at the C3 position. This directing group could be easily removed to furnish a range of 5-(hetero)arylimidazo[1,5-a]pyridine derivatives e.g., II. The reaction tolerates a variety of functionalities and is compatible with sterically hindered substrates. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Application In Synthesis of 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. 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.Application In Synthesis of 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem