Category: 21901-29-1

Talik, Tadeusz; Talik, Zofia published the artcile< Nitraminopyridines. II. Reactions of nitraminomethylpyridines with phosphorus halides>, Formula: C6H7N3O2, the main research area is nitramino pyridines; pyridines nitramino.

Reactions of 2-(nitramino)pyridines and 4-(nitramino)pyridines with PCl3, PCl5, PBr3, PBr5, and PI3 were studied. The nitramino group was easily exchanged for Cl, Br, or iodine. A series of chloro-, bromo-, and iodopicolines was prepared The following pyridine homologs were used as the starting material: 2-(nitramino)-3-methylpyridine (I), 2-(nitramino)-4-methylpyridine (II), 2-(nitramino)-5-methylpyridine (III), 2-(nitramino)-6-methylpyridine (IV), 4-(nitramino)-3-methylpyridine (V), 4-(nitramino)-2-methylpyridine (VI), 4-(nitramino)-2,6-dimethylpyridine (VII), and 3-(nitramino)-2,6-dimethylpyridine (VIII). The reactions were carried out in CHCl3 with 0.5 mole excess phosphorous halide at the boiling temperature Thus, a suspension of 0.01 mole nitraminomethylpyridine in 10 ml. CHCl3 was treated, under cooling, with 2.1 g. PCl3 then refluxed 1 hr., concentrated in vacuo, decomposed with ice, neutralized with NaHCO3 and steam distilled When extracted with Et2O, and the extract worked up, the distillate gave a halopicoline. The following compounds were reported (substrate, phosphones halide, product, m.p., b.p., and % yield given): I, PCl3, 2-chloro-3-methylpyridine, -, 193°, 24.1, and 2-chloro-5-nitro-3-methylpyridine (IX) 48°, -, 11.5; II, PCl3, 2-chloro-4-methylpyridine (X), -, 194°, 72.3; III, PCl3, 2-chloro-5-methylpyridine (XI), -, 86-7°/15 mm., 60.2; IV, PCl3, 2-chloro-5-nitro-6-methylpyridine (XII), 52°, -, 11.7, and 2-amino-3-nitro-6-methylpyridine (XIII), 141°, -, 6.7, and 2-amino-5-nitro-6methylpyridine, 188°, -, 13.3; V, PCl3, 4-chloro-3-methylpyridine (XIV), -, 164°, 60.2; VI, PCl3, 4-chloro-2-methylpyridine (XV), -, 162°, 72.3; VII, PCl3, 4-chloro-2,6-dimethylpyridine (XVI), -, 177°, 86.5; I, PCl5, IX, 47°, -, 26.6, and 2-amino-5-nitro-3-methylpyridine, 254°, -, 60.2; II, PCl5, X, -, 194°, 60.2; III, PCl5, XI, -, 87°/15 mm., 56.2; IV, PCl5, XII, 52°, -, 41.2, and XIII, 141°, -, 46.7; V, PCl5, XIV, -, 164°, 84.3; VI, PCl5, XV, -, 162°, 84.3; VII, PCl5, XVI, -, 177°, 86.5; I, PBr3, 2-bromo-3-methylpyridine (XVII), -, 209°, 48.5; II, PBr3, 2-bromo-4-methylpyridine (XVIII), -, 213°, 63.6, III, PBr3, 2-bromo-5-methylpyridine (XIX), 48°, -, 62.3; IV, PBr3, 2-bromo-5-nitro-6-methylpyridine (XX), 69°, -, 32.8, and 2-amino-3-nitro-6-methylpyridine (XXI), 141°, -, 20, and 2-amino-5-nitro-6-methylpyridine (XXII), 188°, -, 40; V, PBr3, PBr3, 4-bromo-3-methylpyridine (XXIII), -, 76°/15 mm., 77.1; VI, PBr3, 4-bromo-2-methylpyridine (XXIV), -, 181°, 62.3; VII, PBr3, 4-bromo-2,6-dimethylpyridine (XXV), -, 193°, 49.4; I, PBr5, XVII, -, 209°, 71.2; II, PBr5, XVIII, -, 212°, 62.3; III, PBr5, XIX, 48°, -, 62.3; IV, PBr5, XX, 69°, -, 9.4, and XXI, 141°, -, 33.3, and XXII, 188°, -, 40.0; V, PBr5, XXIII, -, 76°/15 mm., 44.5; VI, PBr5, XXIV, -, 181°, 44.5; VII, PBr5, XXV, -, 193°, 49.4; I, PI3, 2-iodo-3-methylpyridine, -, 105°, 27; II, PI3, 2-iodo-4-methylpyridine, -, 112°, 65; III, PI3, 2-iodo-5-methylpyridine, 52°, -, 69.9; V, PI3, 4-iodo-3-methylpyridine, 46°, -, 55.9; VI, PI3, 4-iodo-2-methylpyridine, 42°, -, 83.6; VII, PI3, 4-iodo-2,6-dimethylpyridine, 99°, -, 65.7. VIII did not react with phosphorus halides. Under the conditions employed, decomposition of VIII and formation of 3-amino-2,6-dimethylpyridine was observed.

Roczniki Chemii published new progress about Group 15 element halides, phosphorus halides Role: RCT (Reactant), RACT (Reactant or Reagent). 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Formula: C6H7N3O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wandas, M.; Talik, Z. published the artcile< Theoretical and experimental NMR data of 3,5-dinitro-2-(2-phenylhydrazinyl)pyridine and of its 4- and 6-methyl derivatives>, Synthetic Route of 21901-29-1, the main research area is methyldinitrophenylhydrazinylpyridine dinitrophenylhydrazinylpyridine NMR mol structure.

3,5-Dinitro-2-(2-phenylhydrazinyl)pyridine and its Me derivatives: 4-methyl-3,5-dinitro-2-(2-phenylhydrazinyl)pyridine and 6-methyl-3,5-dinitro-2-(2-phenylhydrazinyl)pyridine were synthesized and characterized by 1H NMR and 13C NMR. Calculations were also performed where the above mols. were optimized using the methods of d. functional theory (DFT) with 6-31G(d,p) and 6-311G(d,p) basis sets. For all mols. studied, the lowest energy was obtained using the 6-311G(d,p) basis set. The GIAO/DFT (Gauge Invariant AOs/D. Functional Theory) calculations on the 6-311G and 6-311++G and 6-311G** basis sets were carried out to determine proton and carbon chem. shifts and to find they were close to the exptl. values. It has been also found that intramol. hydrogen bonding exists between hydrogen atom (in 2-NH group) and oxygen atom (pyridine-3-NO2). Moreover, resonances between pyridine ring and electron withdrawing 3-nitro group as well between that ring and the lone electron pair of NH group favor a co-planarity of the structure; this means a chelate ring created by above-mentioned intramol. hydrogen bond is almost co-planar with pyridine ring.

Journal of Molecular Structure published new progress about Atomic charge. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Synthetic Route of 21901-29-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xie, Feng; Li, Yibiao; Chen, Xiuwen; Chen, Lu; Zhu, Zhongzhi; Li, Bin; Huang, Yubing; Zhang, Kun; Zhang, Min published the artcile< Direct synthesis of novel quinoxaline derivatives via palladium-catalyzed reductive annulation of catechols and nitroarylamines>, Product Details of C6H7N3O2, the main research area is catechol nitroarylamine reusable palladium catalyst reductive cyclization; phenazine preparation.

A palladium-catalyzed new hydrogenative annulation reaction of catechols and nitroarylamines, allowing straightforward access to two classes of novel quinoxaline derivatives, was reported. The reaction proceeded with operational simplicity, an easily available catalyst system, a broad substrate scope and without the need for pre-functionalization, which offers the potential for further design of new reductive transformations of renewable resources into value-added products.

Chemical Communications (Cambridge, United Kingdom) published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Product Details of C6H7N3O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Skepper, Colin K.; Moreau, Robert J.; Appleton, Brent A.; Benton, Bret M.; Drumm, Joseph E.; Feng, Brian Y.; Geng, Mei; Hu, Cheng; Li, Cindy; Lingel, Andreas; Lu, Yipin; Mamo, Mulugeta; Mergo, Wosenu; Mostafavi, Mina; Rath, Christopher M.; Steffek, Micah; Takeoka, Kenneth T.; Uehara, Kyoko; Wang, Lisha; Wei, Jun-Rong; Xie, Lili; Xu, Wenjian; Zhang, Qiong; de Vicente, Javier published the artcile< Discovery and Optimization of Phosphopantetheine Adenylyltransferase Inhibitors with Gram-Negative Antibacterial Activity>, Category: pyridine-derivatives, the main research area is triazolopyrimidinone azabenzimidazole preparation phosphopantetheine adenylyltransferase inhibitor antibacteria Escherichia.

In the preceding manuscript the authors described a successful fragment-based lead discovery (FBLD) strategy for discovery of bacterial phosphopantetheine adenylyltransferase inhibitors (PPAT, CoaD). Following several rounds of optimization two promising lead compounds were identified: triazolopyrimidinone (I) and 4-azabenzimidazole (II). Here the authors disclose the efforts to further optimize these two leads for on-target potency and Gram-neg. cellular activity. Enabled by a robust x-ray crystallog. system, the authors’ structure-based inhibitor design approach delivered compounds with biochem. potencies 4-5 orders of magnitude greater than their resp. fragment starting points. Addnl. optimization was guided by observations on bacterial permeability and physicochem. properties, which ultimately led to the identification of PPAT inhibitors with cellular activity against wild-type E. coli.

Journal of Medicinal Chemistry published new progress about Antibacterial agents. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sepiol, Jadwiga; Tomasik, Piotr published the artcile< Syntheses with aromatic nitramines. VI. Substituent effect in the photolytic rearrangement of nitraminopyridines>, Application In Synthesis of 21901-29-1, the main research area is photochem rearrangement nitraminopyridine; aminonitropyridine; photolytic rearrangement nitraminopyridine; regiochem photochem rearrangement nitraminopyridine; substituent effect photochem rearrangement nitraminopyridine.

Isomeric 2-nitraminopyridines I (R = 3-Me, 4-Me, 5-Me, 6-Me, 3-NO2, 5-NO2, 5-Cl, 3-CO2H) as well as 3,5-dibromo-2-nitraminopyridine (II, R1 = NO2) rearranged on irradiation with a low pressure Hg lamp (253.7 nm) in MeOH. Preference was generally noted for the migration of the side-chain NO2 group to the vicinal β-position. II (R1 = NO2) gave both II (R1 = H) and the pyridone III. The ratio of the preparative and quantum yields of the two products were 2.5 and 3.0, resp.

Acta Chimica Hungarica published new progress about Photorearrangement. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Application In Synthesis of 21901-29-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hameed P, Shahul; Chinnapattu, Murugan; Shanbag, Gajanan; Manjrekar, Praveena; Koushik, Krishna; Raichurkar, Anandkumar; Patil, Vikas; Jatheendranath, Sandesh; Rudrapatna, Suresh S.; Barde, Shubhada P.; Rautela, Nikhil; Awasthy, Disha; Morayya, Sapna; Narayan, Chandan; Kavanagh, Stefan; Saralaya, Ramanatha; Bharath, Sowmya; Viswanath, Pavithra; Mukherjee, Kakoli; Bandodkar, Balachandra; Srivastava, Abhishek; Panduga, Vijender; Reddy, Jitender; Prabhakar, K. R.; Sinha, Achyut; Jimenez-Diaz, Maria Belen; Martinez, Maria Santos; Angulo-Barturen, Inigo; Ferrer, Santiago; Sanz, Laura Maria; Gamo, Francisco Javier; Duffy, Sandra; Avery, Vicky M.; Magistrado, Pamela A.; Lukens, Amanda K.; Wirth, Dyann F.; Waterson, David; Balasubramanian, V.; Iyer, Pravin S.; Narayanan, Shridhar; Hosagrahara, Vinayak; Sambandamurthy, Vasan K.; Ramachandran, Sreekanth published the artcile< Aminoazabenzimidazoles, a Novel Class of Orally Active Antimalarial Agents>, Category: pyridine-derivatives, the main research area is aminoazabenzimidazole preparation SAR antimalarial Plasmodium.

Whole-cell high-throughput screening of the AstraZeneca compound library against the asexual blood stage of Plasmodium falciparum (Pf) led to the identification of amino imidazoles, a robust starting point for initiating a hit-to-lead medicinal chem. effort. Structure-activity relation studies followed by pharmacokinetics optimization resulted in the identification of (I) as an attractive lead with good oral bioavailability. Compound I was efficacious (ED90 of 28.6 mg·kg-1) in the humanized P. falciparum mouse model of malaria (Pf/SCID model). Representative compounds displayed a moderate to fast killing profile that is comparable to that of chloroquine. This series demonstrates no cross-resistance against a panel of Pf strains with mutations to known antimalarial drugs, thereby suggesting a novel mechanism of action for this chem. class.

Journal of Medicinal Chemistry published new progress about Antimalarials. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Titi, Abderrahim; Messali, Mouslim; Alqurashy, Bakhet A.; Touzani, Rachid; Shiga, Takuya; Oshio, Hiroki; Fettouhi, Mohammed; Rajabi, Mehdi; Almalki, Faisal A.; Ben Hadda, Taibi published the artcile< Synthesis, characterization, X-ray crystal study and bioactivities of pyrazole derivatives: Identification of antitumor, antifungal and antibacterial pharmacophore sites>, Reference of 21901-29-1, the main research area is pyrazole preparation antitumor antifungal antibacterial human crystal structure mol; pharmacokinetic toxicity pyrazole.

The new pyrazole derivatives I [R = R1 = H, Me; R2 = H, CO2Et; X = C, N; Y = N, CNO2, CCO2H] were synthesized by reaction of hydroxymethyl pyrazole derivatives with primary amines and evaluated for their antifungal, antitumor and antibacterial activities. The structure of synthesized compounds I was identified by FT-IR, UV-visible, proton NMR spectroscopy, mass spectroscopy and single crystal X-ray crystallog. The pyrazoles I [R = R1 = R2 = H, X = Y = N], I [R = R1 = R2 = H, X = C, Y = CCO2H] and I [R = R1 = Me, R2 = CO2Et, X = N, Y = CNO2] were crystallized in space groups C2/c, P21/n and P-1 resp. Crystallog. anal. revealed that N-H of the amine group and nitrogen or oxygen atoms were in-plane with aromatic ring. The aminomethyl chain formed a distorted second plane. The angle between two planes was observed to be 76.07° (N2-C7-N5-N19) for compound I [R = R1 = R2 = H, X = Y = N], 62.12° (N34-C63-N22-N35) for compound I [R = R1 = R2 = H, X = C, Y = CCO2H], 60.84° (N3-C8-N2-N1) and 0.41° (N1-C4-C3-O1/O2) for compound I [R = R1 = Me, R2 = CO2Et, X = N, Y = CNO2]. Theor., phys. and chem. properties calculations had been performed on the pyrazoles I using three different programs: Petra, Osiris and Molinspiration (POM). The geometric parameters of optimized structure were in agreement with exptl. data obtained from X-ray structures.

Journal of Molecular Structure published new progress about Antibacterial agents. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Reference of 21901-29-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pegu, David published the artcile< Analysis of molecular structure, vibrational spectra and electronic properties of 2-amino-3-nitro-6-picoline by density functional methods>, Recommanded Product: 2-Amino-3-nitro-6-picoline, the main research area is amino nitro picoline mol structure IR Raman electrostatic potential.

In the present study the geometrical parameters and vibrational spectroscopic properties of the compound 2-amino-3-nitro-6-picoline (2A3N6P) have been calculated by using Harteree-Fock and D. functional method (B3LYP) with 6-311++G(d,p) basis set. The calculated optimized structural parameters and the scaled frequencies are investigated and compared with earlier reported data. The complete vibrational assignment and anal. of the fundamental modes of the mol. were carried out. In addition, mol. electrostatic potential and total electron d. has been analyzed to investigate size, shape, charge d. distribution and site on chem. reactivity of the mol. Finally the Mullikan at. charges of the compound have been studied.

Pharma Chemica published new progress about Atomic charge. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Recommanded Product: 2-Amino-3-nitro-6-picoline.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Shichen; Ren, Jianing; Ding, Chengcheng; Wang, Yishou; Ma, Chen published the artcile< N,N-Dimethylformamide as Carbon Synthons for the Synthesis of N-Heterocycles: Pyrrolo/Indolo[1,2-a]quinoxalines and Quinazolin-4-ones>, Formula: C6H7N3O2, the main research area is pyrroloquinoxaline preparation; aminophenyl pyrrole DMF heterocyclization; indoloquinoxaline preparation; DMF aminophenyl indole heterocyclization; quinazolinone preparation; aminobenzamide DMF heterocyclization.

N,N-dimethylformamide (DMF) as synthetic precursors contributing especially the Me, acyl, and amino groups has played a significant role in heterocycle syntheses and functionalization. In this protocol, a wide range of pyrrolo[1,2-a]quinoxalines I (R = H, Cl, Me; R1 = H, Cl, Me; R2 = H, Cl, F, Br, Me, OMe; R3 = H, Cl, F, Br, Me, CN), II /indolo[1,2-a]quinoxalines III (R4 = H, Cl, Me, CN, etc.; R5 = H, F, Cl, Me) and quinazolin-4-ones IV (R6 = H, 4-Cl, 4-NO2, 5-Fl, 5-Br; R7 = n-Bu, cyclohexyl, Ph, Bn, etc.) were obtained in moderate to good yields by using elemental iodine without any metal or peroxides. N-Me and N-acyl of DMF that participate and complete the reaction sep. through different mechanisms, which displayed potential still to be explored of DMF were considered.

Journal of Organic Chemistry published new progress about Anilines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Formula: C6H7N3O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xie, Caixia; Zhang, Zeyuan; Li, Danyang; Gong, Jian; Han, Xushuang; Liu, Xuan; Ma, Chen published the artcile< Dimethyl Sulfoxide Involved One-Pot Synthesis of Quinoxaline Derivatives>, Recommanded Product: 2-Amino-3-nitro-6-picoline, the main research area is nitrogen heterocycle fused quinoxaline green synthesis DMSO solvent reactant; pyrroloquinoxaline; indoloquinoxaline; pyrroloquinoline; benzimidazoquinazoline synthesis.

An efficient, green, and novel method for the synthesis of N-heterocycle-fused quinoxalines is reported herein. DMSO was used as both a reactant and a solvent in this reaction. A wide range of products in moderate to excellent yields were obtained, including pyrrolo[1,2-a]quinoxalines, indolo[1,2-a]quinoxalines, 1H-pyrrolo[3,2-c]quinolines, and benzo[4,5]imidazo[1,2-c]quinazolines.

Journal of Organic Chemistry published new progress about Anilines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Recommanded Product: 2-Amino-3-nitro-6-picoline.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem