Category: 120103-18-6

Hamaguchi, Wataru published the artcileDesign and synthesis of novel benzimidazole derivatives as phosphodiesterase 10A inhibitors with reduced CYP1A2 inhibition, Category: alcohols-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry (2013), 21(24), 7612-7623, database is CAplus and MEDLINE.

A novel class of phosphodiesterase 10A (PDE10A) inhibitors with reduced CYP1A2 inhibition were designed and synthesized starting from 2-{[(1-phenyl-1H-benzimidazol-6-yl)oxy]methyl}quinoline I. Introduction of an iso-Pr group at the 2-position and a methoxy group at the 5-position of the benzimidazole ring of lead compound 1 resulted in the identification of 2-{[(2-isopropyl-5-methoxy-1-phenyl-1H-benzimidazol-6-yl)oxy]methyl}quinoline II, which exhibited potent PDE10A inhibitory activity with reduced CYP1A2 inhibitory activity compared to compound 1.

Bioorganic & Medicinal Chemistry published new progress about 120103-18-6. 120103-18-6 belongs to alcohols-buliding-blocks, auxiliary class Fluoride,Nitro Compound,Benzene,Phenol, name is 2,5-Difluoro-4-nitrophenol, and the molecular formula is C6H3F2NO3, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Fuwa, Haruhiko published the artcileSynthesis of biotinylated photoaffinity probes based on arylsulfonamide γ-secretase inhibitors, Synthetic Route of 120103-18-6, the publication is Bioorganic & Medicinal Chemistry Letters (2006), 16(16), 4184-4189, database is CAplus and MEDLINE.

Synthesis and biol. evaluation of arylsulfonamide inhibitors of γ-secretase are described. Design, synthesis, and biol. evaluation of multifunctional mol. probes harboring a benzophenone photophore as a crosslinking group and a biotin tag are also reported.

Bioorganic & Medicinal Chemistry Letters published new progress about 120103-18-6. 120103-18-6 belongs to alcohols-buliding-blocks, auxiliary class Fluoride,Nitro Compound,Benzene,Phenol, name is 2,5-Difluoro-4-nitrophenol, and the molecular formula is C6H3F2NO3, Synthetic Route of 120103-18-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rietjens, Ivonne M. C. M. published the artcileDifferent metabolic pathways of 2,5-difluoronitrobenzene and 2,5-difluoroaminobenzene compared to molecular orbital substrate characteristics, SDS of cas: 120103-18-6, the publication is Chemico-Biological Interactions (1995), 94(1), 49-72, database is CAplus and MEDLINE.

The in vivo metabolite patterns of 2,5-difluoroaminobenzene and of its nitrobenzene analog, 2,5-difluoronitrobenzene, were determined using ¹⁹F NMR anal. of urine samples. Results obtained demonstrate significant differences between the biotransformation patterns of these two analogs. For the aminobenzene, cytochrome P 450 catalyzed aromatic hydroxylation presents the main metabolic pathway. 2,5-Difluoronitrobenzene was predominantly metabolized through glutathione conjugation leading to excretion of 5-fluoro-2-(N-acetylcysteinyl)-nitrobenzene and fluoride anions, and, to a minor extent, through cytochrome P 450 catalyzed hydroxylation and nitro reduction Pretreatment of the rats with various inducers of cytochrome P 450 enzymes, known also to influence glutathione S-transferase enzyme patterns, followed by exposure to the 2,5-difluoroamino- or 2,5-difluoronitrobenzene, generally resulted in metabolite patterns that varied only to a small (≤12%) extent. Based on these results it was concluded that the biotransformation enzyme pattern is not the predominant factor in determining the metabolic route of these two model compounds Addnl. in vitro microsomal and cytosolic incubations with 2,5-difluoroaminobenzene and 2,5-difluoronitrobenzene qual. confirmed the in vivo results. NADPH/oxygen supported microsomal cytochrome P 450 catalyzed hydroxylation was observed only for 2,5-difluoroaminobenzene whereas cytosolic GSH conjugation occurred only in incubations with 2,5-difluoronitrobenzene as the substrate. Outcomes from MO calculations provided a working hypothesis that can explain the difference in metabolic pathways of the nitro- and aminobenzene derivative on the basis of their chem. characteristics. This hypothesis states that the chances for a nitro- or aminobenzene derivative to enter either a cytochrome P 450 or a glutathione conjugation pathway are determined by the relative energy levels of the frontier orbitals of the compounds The aminobenzene derivative has relatively high energy MOs leading to an efficient reaction of its HOMO (HOMO) with the singly occupied MO of the cytochrome P 450 (FeO)³⁺ intermediate, but a low reactivity of its LUMO with the HOMO of glutathione. The nitrobenzene, on the other hand, has MOs of relatively low energy, explaining the efficient interaction, and, thus, reaction between its LUMO and the HOMO electrons of glutathione, but resulting in low reactivity with the SOMO electron of the cytochrome P 450 (FeO)³⁺ reaction intermediate.

Chemico-Biological Interactions published new progress about 120103-18-6. 120103-18-6 belongs to alcohols-buliding-blocks, auxiliary class Fluoride,Nitro Compound,Benzene,Phenol, name is 2,5-Difluoro-4-nitrophenol, and the molecular formula is C6H3F2NO3, SDS of cas: 120103-18-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chapman, Eli published the artcileMechanistic studies of β-arylsulfotransferase IV, Quality Control of 120103-18-6, the publication is Proceedings of the National Academy of Sciences of the United States of America (2003), 100(3), 910-915, database is CAplus and MEDLINE.

Sulfotransferases are an important class of enzymes that catalyze the transfer of a sulfuryl group to a hydroxyl or amine moiety on various mols. including small-mol. drugs, steroids, hormones, carbohydrates, and proteins. They have been implicated in a number of disease states but remain poorly understood, complicating the design of specific, small-mol. inhibitors. A linear free-energy anal. in both the forward and reverse directions indicates that the transfer of a sulfuryl group to an aryl hydroxyl group catalyzed by β-arylsulfotransferase IV likely proceeds by a dissociative (sulfotrioxide-like) mechanism. Values for the Bronsted coefficients (β_nuc and β_lg) are +0.33 and -0.45, giving Leffler α values of 0.19 and 0.61 for the forward and reverse reactions, resp.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 120103-18-6. 120103-18-6 belongs to alcohols-buliding-blocks, auxiliary class Fluoride,Nitro Compound,Benzene,Phenol, name is 2,5-Difluoro-4-nitrophenol, and the molecular formula is C6H3F2NO3, Quality Control of 120103-18-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts