Month: December 2022

Elsebaie, Mohamed M. published the artcileExploring the structure-activity relationships of diphenylurea as an antibacterial scaffold active against methicillin- and vancomycin-resistant Staphylococcus aureus, Quality Control of 197958-29-5, the publication is European Journal of Medicinal Chemistry (2022), 114204, database is CAplus and MEDLINE.

A set of structurally related diphenylurea derivatives I [R = Ph, furan-2-yl, cyclohexyl, iso-Bu, etc.] bearing aminoguanidine moiety was synthesized, and their antibacterial activity was assessed against a panel of multi-drug resistant Gram-pos. clin. isolates. Two compounds I [R = furan-2-yl, 4-methyl-pent-1-en-1-yl] were identified with better bacteriol. profile than the lead I [R = I]. The multi-step resistance development studies indicated that MRSA are less likely to develop resistance toward diphenylurea compounds I. Moreover, these compounds I demonstrated a prolonged post-antibiotic effect than that of vancomycin. Furthermore, compounds I [R = furan-2-yl, 4-methyl-pent-1-en-1-yl] were able to re-sensitize VRSA to vancomycin, resulting in 8- to more than 32-fold improvement in vancomycin MIC values against clin. VRSA isolates. Finally, when assessed in an in vivo skin infection mouse model, the efficacy of I [R = 4-methyl-pent-1-en-1-yl] was very comparable to that of the com. available fusidic acid ointment. Addnl., the diphenylurea I [R = 4-methyl-pent-1-en-1-yl] did not have a pronounced effect on the animal weights along the experiment indicating its safety and tolerability to mice. Taken together, these results indicate that the diphenylurea scaffold merits further investigation as a promising anti-staphylococcal treatment option.

European Journal of Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Quality Control of 197958-29-5.

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

Tohda, Yasuo published the artcileNucleophilic reaction upon electron-deficient pyridone derivatives. X. One-pot synthesis of 3-nitropyridines by ring transformation of 1-methyl-3,5-dinitro-2-pyridone with ketones or aldehydes in the presence of ammonia, Application In Synthesis of 89076-64-2, the publication is Bulletin of the Chemical Society of Japan (1990), 63(10), 2820-7, database is CAplus.

The reaction of 1-methyl-3,5-dinitro-2-pyridone (I) with aldehydes, ketones, or enamines in the presence of NH₃ gave alkyl and/or aryl-substituted 3-nitropyridine derivatives Enamines derived from ketones gave better results than the ketones themselves; enamines derived from aldehydes did not react. I reacted as an equivalent of NaO₂N:C(CHO)₂. A mechanistic pathway was discussed.

Bulletin of the Chemical Society of Japan published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C15H15OP, Application In Synthesis of 89076-64-2.

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

Dunn, J. G. published the artcileBidentate nature of 2-pyridinecarboxaldehyde 2-pyridylhydrazone in its complexes with metal carbonyls, Formula: C11H10N4, the publication is Inorganic and Nuclear Chemistry Letters (1969), 5(7), 539-43, database is CAplus.

Substituted metal carbonyls in which the title compound (paphy) (I) is acting as a bidentate donor have been prepared The compounds prepared were Cr(CO)4(paphy), Mo(CO)4(paphy), and W(CO)4-(paphy). Mo(CO)6 (0.2 g.) was refluxed with 0.15 g. I in 5 ml. Me2C(OMe)2 (II) for 30 min. under N. The solution colored to a maroon-purple. After 30 min. the solution was filtered hot and the solid product washed with II. The product was stable under normal laboratory conditions. Similarity in the CO stretching frequencies between the I compounds and the bipyridine complex Mo(cO)4(bipy) is evidence of the bidentate nature of the I ligand. Further evidence is the fact that the complexes are diamagnetic and nonelectrolytes in EtCN and MeNO2. Mo-(CO)4(paphy) reacts with (C6H5)3P to produce cis-Mo(CO)3-(paphy)(PPh3); ir CO stretching frequencies are quite similar to the analogous bipyridine complex.

Inorganic and Nuclear Chemistry Letters published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Formula: C11H10N4.

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

Liu, Shuang published the artcileA Novel Ternary Ligand System for ^99mTc-Labeling of Hydrazino Nicotinamide-Modified Biologically Active Molecules Using Imine-N-Containing Heterocycles as Coligands, Application of Pyridine-3-sulfonic acid, the publication is Bioconjugate Chemistry (1998), 9(5), 583-595, database is CAplus and MEDLINE.

A hydrazinonicotinamide-functionalized cyclic platelet glycoprotein IIb/IIIa (GPIIb/IIIa) receptor antagonist [HYNICtide, cyclo(D-Val-NMeArg-Gly-Asp-Mamb(5-(6-(6-hydrazinonicotinamido)hexanamide)))] was labeled with ^99mTc using tricine and a series of imine-N-containing heterocycles as coligands. The imine-N-containing heterocycles include N-ω-Acetylhistamine (HIS-AC), N-(2-hydroxyethyl)isonicotinamide (ISONIC-HE), isonicotinic acid (ISONIC), isonicotinoyl-L-aspartic acid di-Me ester (ISONIC-L-Asp-OMe₂), 4-methyl-5-thiazoleethanol (MTE), nicotinic acid (NIC), 3-nitro-1,2,4-triazole (NTZ), 4-pyridylacetic acid (PA), 4-pyridineethanesulfonic acid (PES), and 3-pyridinesulfonic acid (PSA). The synthesis of these new ternary ligand [^99mTc]HYNICtide complexes can be performed in one or two steps in high yield and high specific activity (≥10 000 Ci/mmol HYNICtide). For example, the reaction of HYNICtide, [^99mTc]pertechnetate, nicotinic acid, stannous chloride, and tricine at pH ∼5 and 100° for 20 min results in the complex [^99mTc(HYNICtide)(tricine)(NIC)] in ≥90% yield as determined by radio-HPLC. It was found that ternary ligand technetium complexes, [^99mTc(HYNICtide)(tricine)(L)] (L = ISONIC, ISONIC-L-Asp-OMe₂, ISONIC-HE, MTE, PA, PES, and PSA) are formed as equal mixtures of two isomeric forms. Complex [^99mTc(HYNICtide)(tricine)(L)] (L = HIS-AC and NTZ) showed more than two well-resolved radiometric peaks at the retention times of interest, suggesting that they may have more than two forms in solution due to different bonding modalities of HIS-AC and NTZ. By a chirality experiment, it was found that the presence of two radiometric peaks is a result of the resolution of the two diastereomers which are formed by the combination of the chiral HYNICtide and the chiral technetium chelate. The formation of two diastereomers was also observed when a chiral imine-N-containing coligand was used for the radiolabeling of HYNIC-BA. The new ternary ligand [^99mTc]HYNICtide complexes were found to be stable for up to 6 h in the reaction mixture The high solution stability is attributed to their kinetic inertness. The composition of these complexes was determined to be 1:1:1:1 for Tc:HYNICtidepl:tricine (L = imine-N-containing heterocycles) through a series of mixed ligand experiments on the tracer (^99mTc) level. The lipophilicity of the ternary ligand [^99mTc]HYNICtide complexes can be systematically varied by the choice of polyaminocarboxylate and imine-N-containing coligands. Using the combination of tricine and an imine-N-containing coligand, HYNIC-derivatized peptides or other small mols. can be labeled with ^99mTc in high specific activity and high stability for potential use as radiopharmaceuticals.

Bioconjugate Chemistry published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Application of Pyridine-3-sulfonic acid.

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

Kawada, Hatsuo published the artcileLead optimization of a dihydropyrrolopyrimidine inhibitor against phosphoinositide 3-kinase (PI3K) to improve the phenol glucuronic acid conjugation, Quality Control of 18437-58-6, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(3), 673-678, database is CAplus and MEDLINE.

Lead compound I, for a phosphoinositide 3-kinase (PI3K) inhibitor, was metabolically unstable because of rapid glucuronidation of the phenol moiety. Based on structure-activity relationship (SAR) information and a FlexSIS docking simulation score, aminopyrimidine was identified as a bioisostere of phenol. An X-ray structure study revealed a hydrogen bonding pattern of aminopyrimidine derivatives Finally, aminopyrimidine derivative II showed strong tumor growth inhibition against a KPL-4 breast cancer xenograft model in vivo.

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, Quality Control of 18437-58-6.

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

Farrington, John A. published the artcileBipyridylium quaternary salts and related compounds. Part 6. Pulse radiolysis studies of the reaction of paraquat radical analogs with oxygen, HPLC of Formula: 47369-00-6, the publication is Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases (1978), 74(3), 665-75, database is CAplus.

Decay curves were determined for reaction with O₂ of radicals (R⁺•) derived by pulse radiolysis from a series of bipyridylium dications, R²⁺, which are related to the herbicide paraquat. The shapes of the curves were consistent with decay due to reaction of R⁺• with both O₂ and O₂^–•, and rate constants k₁ and k₂, resp., were estimated for these reactions. For compounds with redox potentials above -0.2 V, the reverse reaction, between O₂• and R²⁺, was included in the kinetic scheme. The k₁ values were mostly 4 × 10⁸ to 9 × 10⁸ dm³/mol/s, and k₂ values were all higher. The correlation of the rate constants with the difference between redox potentials of donor and acceptor was discussed.

Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C22H18Cl2N2, HPLC of Formula: 47369-00-6.

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

Tedder, Mariah L. published the artcileMicrowave-assisted C-H oxidation of methylpyridylheteroarenes via a Kornblum-Type reaction, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Tetrahedron (2022), 132805, database is CAplus.

Expansion of the operational capacity of soft-Lewis basic complexant scaffolds towards improved phys. properties for the chemoselective sequestration of minor actinides from the electronically similar lanthanides necessitates rapid access to synthons for efficient complexant construction for downstream employment in separations assays. Pursuant to the aforementioned, authors were interested in exploring the potential utility of advanced, unsym. heteroarene constructs for separations which required access to pyridyl carbaldehydes. Limited com. availability of synthetic precursors inspired effort to define a chemoselective, microwave assisted, Kornblum-type reaction via C-H functionalization. This efficient reaction sequence uses I₂ as a mild oxidant without acidic or basic additives, in concert with DMSO as the solvent and putative oxygen source to afford a diverse array of heteroaryl products devoid of competitive remote Me group oxidation, or degradation of the heteroaryl N atom. Method development, substrate scope, and a preliminary mechanistic hypothesis supported by D. Functional Theory are presented herein.

Tetrahedron published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C8H10BNO3, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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

Ife, Robert J. published the artcile2-[[(4-Amino-2-pyridyl)methyl]sulfinyl]benzimidazole H⁺/K⁺-ATPase inhibitors. The relationship between pyridine basicity, stability, and activity, Safety of 4-Amino-2-picoline, the publication is Journal of Medicinal Chemistry (1989), 32(8), 1970-7, database is CAplus and MEDLINE.

The benzimidazole sulfoxide class of antisecretory H⁺/K⁺-ATPase inhibitors need to possess high stability under neutral physiol. conditions yet rearrange rapidly at low pH to the active sulfenamide. Since the initial reaction involves internal nucleophilic attack by the pyridine nitrogen, control of the pyridine pK_a is critical By utilizing the powerful electron-donating effect of a 4-amino substituent on the pyridine, moderated by the electron-withdrawing effect of a 3- or 5-halogen substituent, a combination of high potency (as inhibitors of histamine-stimulated gastric acid secretion) and good stability under physiol. conditions can be obtained in the title compounds I (NR₂ = morpholino, NMe₂, etc.; R¹ = H, halo, Me; R² = H, halo). Furthermore, the role of the steric interaction between the 3/5-substituents and the 4-substituent in modifying the electron-donating ability of the 4-amino group is exemplified, and addnl. factors affecting stability are identified. One compound, in particular, 2-[[(3-chloro-4-morpholino-2-pyridyl)methyl]sulfinyl]-5-methoxy-(1H)-benzimidazole was chosen for further development and evaluation in man. I were prepared by reaction of aminopyridines II with 5-methoxy-2-mercaptobenzimidazole, followed by oxidation

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 C6H8N2, Safety of 4-Amino-2-picoline.

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

Geraskina, Margarita R. published the artcileThe Viologen Cation Radical Pimer: A Case of Dispersion-Driven Bonding, SDS of cas: 47369-00-6, the publication is Angewandte Chemie, International Edition (2017), 56(32), 9435-9439, database is CAplus and MEDLINE.

The π bonds between organic radicals have generated excitement as an orthogonal interaction for designing self-assembling architectures in water. A systematic investigation of the effect of the viologen cation radical structure on the strength and nature of the pimer bond is provided. A striking and unexpected feature of this π bond is that the bond strength is unchanged by substitution with electron-donating groups or withdrawing groups or with increased conjugation. Furthermore, the interaction is undiminished by sterically bulky N-alkyl groups. Theor. modeling indicates that strong dispersion forces dominate the interaction between the radicals, rationalizing the insensitivity of the bonding interaction to substituents: the stacking of polarizable π radicals leads to attractive dispersion forces in excess of typical dispersion interactions of small mols. and helps overcome the Coulombic repulsion of bringing two cationic species into contact.

Angewandte Chemie, International Edition published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C22H18Cl2N2, SDS of cas: 47369-00-6.

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

Bremner, D. H. published the artcileThe synthesis of thienopyridines from ortho-halogenated pyridine derivatives. Part 2, Safety of Ethyl 2-(2-chloropyridin-3-yl)acetate, the publication is Synthesis (1997), 949-952, database is CAplus.

Synthetic routes to 2- and 4-chloro-3-pyridylacetate, 3-bromo-4-pyridylacetate, and 3-bromo-2-pyridylacetate containing methylene groups activated by the ester functionality are reported. Reaction of these pyridines with CS₂ in the presence of NaH, followed by quenching with MeI results in the formation of the corresponding thienopyridines in moderate yields.

Synthesis published new progress about 164464-60-2. 164464-60-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Chloride,Ester, name is Ethyl 2-(2-chloropyridin-3-yl)acetate, and the molecular formula is C9H10ClNO2, Safety of Ethyl 2-(2-chloropyridin-3-yl)acetate.

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