Category: 18437-58-6

Stamm, T. published the artcileZeolite-catalyzed isomerization of aromatic amines to methyl-aza-aromatics, Synthetic Route of 18437-58-6, the publication is Journal of Catalysis (1995), 155(2), 268-82, database is CAplus.

The scope and mechanism of the isomerization of arylamines to methyl-substituted aromatic heterocycles have been studied. Aniline, toluidines, naphthylamines and m-phenylenediamine all reacted to the corresponding ortho-methyl-substituted aza-aromatics when exposed to high NH₃ pressure and elevated temperature in the presence of acid catalysts. Zeolites with a three-dimensional pore structure, especially H-ZSM-5, showed the best performance. Optimum reaction conditions are around 600 K and 10 MPa. Two mechanisms which had been proposed earlier for this apparent N-ortho C exchange reaction proved untenable. Neither incorporation of the N atom into the aromatic ring nor a mechanism based on an intramol. Ritter reaction could explain the required high NH₃ pressure or the product distribution. Two new mechanisms are proposed which can explain all observations. In both mechanisms, reaction starts with addition of NH₃ to the arylamine, followed by ring opening. In one mechanisms an alkyno-imine intermediate is formed; in the other mechanisms an enamino-imine intermediate is formed through a reverse aldol reaction. In both cases ring closure and NH₃ elimination lead to the required aromatic heterocycles. The high NH₃ presure is explained by the need to add NH₃ to the aromatic ring, and the high temperature by the need to desorb NH₃ from the acid sites.

Journal of Catalysis published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C15H24O2, Synthetic Route of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kobayashi, Yoshiro published the artcileStudies on the reaction of heterocyclic compounds. XV. N-Alkylation of 1,2,3,4-tetrahydro-5-methyl-1,6-naphthyridine, Application In Synthesis of 18437-58-6, the publication is Chemical & Pharmaceutical Bulletin (1976), 24(8), 1704-7, database is CAplus.

Alkylation of the 1-position of 5-methyl-1,2,3,4-tetrahydro-1,6-naphthyridine (I) does not proceed by ordinary methods. The UV absorption maximum of I shows a bathochromic shift on protonation. Considering this, alkylation was successfully carried out in the presence of NaNH2.

Chemical & Pharmaceutical Bulletin published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application In Synthesis of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Malinowski, Marek published the artcileTitanium(0) reagents. III. A convenient preparation of 4-pyridinamine derivatives, HPLC of Formula: 18437-58-6, the publication is Journal fuer Praktische Chemie (Leipzig) (1988), 330(1), 154-8, database is CAplus.

Ti(0) slurry, easily accessible by the reduction of TiCl₄ with LiAlH₄ or Mg in THF, is an excellent reagent for the reduction of N-nitropyridine N-oxides, e.g., I (R = H, Me, F, Cl) to 4-aminopyridines, e.g., II. The reaction proceeds smoothly and fast at room temperature giving the amines in >90% yields.

Journal fuer Praktische Chemie (Leipzig) published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, HPLC of Formula: 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Sankar, Velayudham published the artcileZinc-Catalyzed N-Alkylation of Aromatic Amines with Alcohols: A Ligand-Free Approach, Category: pyridine-derivatives, the publication is Advanced Synthesis & Catalysis (2020), 362(20), 4409-4414, database is CAplus.

An efficient zinc-catalyzed N-alkylation reaction of aromatic amines was achieved using aliphatic, aromatic and heteroaromatic alcs. as the alkylating reagent. A variety of aniline derivatives, including heteroaromatic amines, underwent the N-alkylation reaction and furnished N-alkyl amines in good to excellent yields. The application of reaction was also further demonstrated by the synthesis of 2-phenylquinoline from acetophenone and 2-aminobenzyl alc. Deuterium labeling experiments showed that the reaction proceeded via a borrowing hydrogen process.

Advanced Synthesis & Catalysis published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Category: pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Graphakos, Basil J. published the artcileHeterocycles in organic synthesis. Part 13. The reaction of 2,4-diphenylthiopyrylium perchlorate with amines, Application In Synthesis of 18437-58-6, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1980), 1345-6, database is CAplus.

2,4-Diphenylthiopyrylium perchlorate (I) [30235-02-0], prepared by sequential treatment of 4,6-diphenylthiopyran-2-thione [842-62-6] with 30% H₂O₂ (AcOH, 40°, 2 h) and 70% HClO₄, reacted with aromatic amines and aminopyridines (EtOH, 40-4°, 2 h, 20°) to give the thiopyrylium dyes II (R = aminoaryl, aminopyridyl). Thus, 52% II (R = C₆H₄NH₂-4) [75076-63-0] was obtained from PhNH₂ [62-53-3] and I. Analogous treatment of I with MeNH₂ [74-89-5] (EtOH, reflux, 2 h) gave 12% 1-methyl-2,4-diphenylpyridinium perchlorate [75076-60-7] and 45% 4,6-diphenyl-2H-thiopyran [75076-61-8].

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application In Synthesis of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Yonova, P. A. published the artcileSynthesis of 1,1′-polymethylenebis-(3-substituted) ureas and related compounds of potential biological interest, Quality Control of 18437-58-6, the publication is Dokladi na Bulgarskata Akademiya na Naukite (1999), 52(3-4), 53-56, database is CAplus.

RNHCONH(CH₂)_nNHCONHR [I, R = Ph, 3-FC₆H₄, 4-FC₆H₄, 3-ClC₆H₄, 4-ClC₆H₄, n = 2-6; R = 2-thiazolyl, 4-pyridyl, 4-picolyl, 3,5-dichloro-4-pyridyl, n = 6] were pred. from RNCO and H₂N(CH₂)_nNH₂ or from RNH₂ and H₂N(CH₂)₆NH₂. I have antisenescence activity comparable to that of PhNHCONHPh and putrescine.

Dokladi na Bulgarskata Akademiya na Naukite published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H11BF3KO, Quality Control of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zheng, Ke published the artcileDesign and Synthesis of Highly Potent and Isoform Selective JNK3 Inhibitors: SAR Studies on Aminopyrazole Derivatives, Product Details of C6H8N2, the publication is Journal of Medicinal Chemistry (2014), 57(23), 10013-10030, database is CAplus and MEDLINE.

The c-jun N-terminal kinase 3 (JNK3) is expressed primarily in the brain. Numerous reports have shown that inhibition of JNK3 is a promising strategy for treatment of neurodegeneration. The optimization of aminopyrazole-based JNK3 inhibitors with improved potency, isoform selectivity, and pharmacol. properties by structure-activity relationship (SAR) studies utilizing biochem. and cell-based assays, and structure-based drug design is reported. These inhibitors had high selectivity over JNK1 and p38α, minimal cytotoxicity, potent inhibition of 6-OHDA-induced mitochondrial membrane potential dissipation and ROS generation, and good drug metabolism and pharmacokinetic (DMPK) properties for iv dosing. 26n was profiled against 464 kinases and was found to be highly selective hitting only seven kinases with >80% inhibition at 10 μM. Moreover, 26n showed good solubility, good brain penetration, and good DMPK properties. Finally, the crystal structure of 26k in complex with JNK3 was solved at 1.8 Å to explore the binding mode of aminopyrazole based JNK3 inhibitors.

Journal of Medicinal Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C15H24S, Product Details of C6H8N2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Ceccarelli, Simona M. published the artcileRational design, synthesis, and structure-activity relationship of benzoxazolones: new potent mGlu5 receptor antagonists based on the fenobam structure, Safety of 4-Amino-2-picoline, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(5), 1302-1306, database is CAplus and MEDLINE.

A class of potent and stable mGlu5 receptor antagonists was developed by combining information from a high-throughput screening campaign with the structure of the known anxiolytic fenobam. Representative compounds I from this class show favorable pharmacokinetic properties and are active in an in vivo model of anxiety.

Bioorganic & Medicinal Chemistry Letters published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Safety of 4-Amino-2-picoline.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Xin, Zhijun published the artcileStudy on N-(pyridin-4-yl) salicylamides as antimycobacterial agents, HPLC of Formula: 18437-58-6, the publication is Advanced Materials Research (Durnten-Zurich, Switzerland) (2013), 1371-1375, 6 pp., database is CAplus.

A series of N-(pyridin-4-yl) salicylamides derivatives were prepared through acylation of the corresponding acetylsalicyloyl chlorides with substituted 4-amino-pyridines. These compounds were evaluated in vitro for antimycobacterial activities against Mycobacterium tuberculosis (TB) and Mycobacterium avium (A) by the min. inhibitory concentrations (MIC) values. Eight of the compounds exhibited lower MIC against A than isoniazide (INH). Meanwhile, four of the compounds exhibited good anti-TB activity, when they were compared with INH. Antimycobacterial activities of N-(pyridin-4-yl) salicylamides were influenced by the balance between hydrophobicity and electron-withdrawing substituent effect on the Ph and pyridine ring. These studies show that these compounds might serve as prospective wide-spectrum antimycobacterial substances.

Advanced Materials Research (Durnten-Zurich, Switzerland) published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C24H12, HPLC of Formula: 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wu, Zhibing published the artcileSynthesis and antifungal activity of N-(substituted pyridinyl)-1-methyl(phenyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives, Computed Properties of 18437-58-6, the publication is Molecules (2012), 14205-14218, database is CAplus and MEDLINE.

A series of 1-methyl- and 1-phenyl-N-pyridinyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamides was synthesized. All target compounds were bioassayed in vitro against of phytopathogenic fungi (Gibberella zeae, Fusarium oxysporum, Cytospora mandshurica). Some of the compounds exhibited moderate antifungal activities, among which three of the compounds displayed >50% inhibition against G. zeae at 100 μg/mL, which was better than that of the com. fungicides carboxin and boscalid.

Molecules published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C9H6N2O2, Computed Properties of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem