Category: 1885-29-6

Cheng, Yi-Nan published the artcileSynthesis of 1,2,4-triazole benzoyl arylamine derivatives and their high antifungal activities, COA of Formula: C7H6N2, the main research area is triazolyl benzoyl arylamine preparation agrochem antifungal activity; 1, 2, 4-triazobenzamide derivatives; Antifungal activity; Gaeumannomyces graminis var. tritici; Synthesis.

Two series of novel 1,2,4-triazole benzoyl arylamine derivatives I [R = H, Cl, CN, OMe, etc.; R1 = Cl, C(O)OH, C(O)OCH2CH3, C(O)OC6H5, etc.; R2 = H, F, CF3, C(O)OCH3, etc.] were prepared and screened for their activities against three pathogens of Gaeumannomyces graminis var.tritici, Sclerotinia sclerotiorum and Fusarium graminearum using the mycelium growth inhibition method in vitro. The results indicated that most of the synthesized derivatives displayed antifungal activities. Compounds I [R = R2 = H, R1 = C(O)OCH2CH3; R = R2 = H, R1 = C(O)OC(CH3)3; R = R2 = H, R1 = C(O)OC(CH3)2CH2CH3; R = R2 = H, R1 = C(O)OC(CH3)2 (A)] exhibited lower EC50s against all the three pathogens. Among of them, the compound (A) displayed the most potent antifungal activities with EC50 values of 0.01, 0.19 and 0.12μg mL-1 resp. The structure and activity relationship showed that election-withdrawing group at para-position of aniline was favorable for high activities, and the preferred groups were alkoxy carbonyls. These results proposed that the compound (A) can be a lead compound for development of novel fungicide.

European Journal of Medicinal Chemistry published new progress about Agrochemical fungicides. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, COA of Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zheng, Jianbin published the artcileConversion of Quinazoline Modulators from Inhibitors to Activators of β-Glucocerebrosidase, SDS of cas: 1885-29-6, the main research area is quinazoline derivatives beta glucocerebrosidase inhibitor activator Parkinsons disease dementia.

Gaucher’s disease is a lysosomal disease caused by mutations in the β-glucocerebrosidase gene (GBA1 and GCase) that have been also linked to increased risk of Parkinson’s disease (PD) and Diffuse Lewy body dementia. Prior studies have suggested that mutant GCase protein undergoes misfolding and degradation, and therefore, stabilization of the mutant protein represents an important therapeutic strategy in synucleinopathies. In this work, we present a structure-activity relationship (SAR) study of quinazoline compounds that serve as inhibitors of GCase. Unexpectedly, we found that N-methylation of these inhibitors transformed them into GCase activators. A systematic SAR study further revealed that replacement of the key oxygen atom in the linker of the quinazoline derivative also contributed to the activity switch. PD patient-derived fibroblasts and dopaminergic midbrain neurons were treated with a selected compound (9q) that partially stabilized GCase and improved its activity. These results highlight a novel strategy for therapeutic development of noninhibitory GCase modulators in PD and related synucleinopathies.

Journal of Medicinal Chemistry published new progress about Antiparkinsonian agents. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, SDS of cas: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Feng, Guang-Shou published the artcileIridium-catalyzed asymmetric hydrogenation of quinazolinones, Category: nitriles-buliding-blocks, the main research area is dihydroquinazolinone preparation enantioselective; quinazolinone asym hydrogenation iridium diphosphine complex catalyst.

Enantioselective hydrogenation of quinazolinones was successfully realized by employing a chiral iridium/diphosphine complex as catalyst, furnishing the chiral dihydroquinazolinones I [R = i-Pr, Ph, 4-ClC6H4, etc.] with excellent yield and up to 98% enantioselectivity. Asym. hydrogenation at the gram scale was also conducted smoothly without loss of reactivity and enantioselectivity. Using the above methodol. as the key step, the enantiopure bioactive Eg5 inhibitor and (-)-SDZ 267-489 could also be conveniently synthesized.

Organic Chemistry Frontiers published new progress about Enantioselective synthesis. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

D’Amato, Erica M. published the artcileAromatic C-H amination in hexafluoroisopropanol, SDS of cas: 1885-29-6, the main research area is aryl amine preparation regioselective; arene amination.

A direct radical aromatic amination reaction that provides unprotected anilines e.g., 3-O2NC6H4NH2 with an improvement in the substrate scope compared to prior art have been reported. Hydrogen bonding by the solvent hexafluoroisopropanol to anions of cationic species is responsible for increased reactivity and can rationalize the enhancement in substrate scope. These findings may have bearings on radical additions to arenes e.g., nitrobenzene for direct C-H functionalization in general.

Chemical Science published new progress about Amination, regioselective. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, SDS of cas: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Latypova, L. R. published the artcileTransformations of 2-Ethyl-2-methyl-2,3-dihydro-1H-indole at the 3-Position, Category: nitriles-buliding-blocks, the main research area is ethyl methyl dihydro indole transformation.

The oxidation of N-acetyl-2-ethyl-2-methyl-2,3-dihydro-1H-indole with pyridinium chlorochromate, CrO3 · 2 Py, or CrO3 gave N-acetyl-2-ethyl-2-methyl-2,3-dihydro-1H-indol-3-one which was hydrolyzed to 2-ethyl-2-methyl-2,3-dihydro-1H-indol-3-one. The latter was reduced with sodium tetrahydridoborate in ethanol to (3RS)-2-ethyl-2-methyl-2,3-dihydro-1H-indol-3-ol and converted to the corresponding 2-ethyl-N-hydroxy-2-methyl-2,3-dihydro-1H-indol-3-imine by treatment with hydroxylamine hydrochloride in methanol. Baeyer-Villiger oxidation of 2-ethyl-2-methyl-2,3-dihydro-1H-indol-3-one and Beckmann rearrangement of its oxime were studied.

Russian Journal of Organic Chemistry published new progress about Baeyer-Villiger oxidation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Schneeweis, Arno P. W. published the artcileGame of Isomers: Bifurcation in the Catalytic Formation of Bis[1]benzothieno[1,4]thiazines with Conformation-Dependent Electronic Properties, Category: nitriles-buliding-blocks, the main research area is bisbenzothienothiazine regiosisomer preparation mechanism conformation electronic property.

Two regioisomers of bis[1]benzothieno[1,4]thiazine are unexpectedly obtained by tuning the catalytic conditions of the intermol.-intramol. Buchwald-Hartwig amination. Mechanistic insights and evidence of intermediates support a conclusive mechanistic rationale. Furthermore, a computationally based study on the influence of conformational aspects on the HOMO energy level of anellated 1,4-thiazine paves the way to enhance the electronic properties, thus successfully achieving higher luminescent and easier oxidizable syn-syn bis[1]benzothieno[1,4]thiazines.

Journal of Organic Chemistry published new progress about Buchwald-Hartwig reaction. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Silva, Leticia B. published the artcile7-Amine-spiro[chromeno[4,3-b]quinoline-6,1′-cycloalkanes]: Synthesis and cholinesterase inhibitory activity of structurally modified tacrines, Formula: C7H6N2, the main research area is spirochromenoquinolinecycloalkan amine preparation cholinesterase inhibition SAR mol docking; Acetylcholinesterase (AChE); Alzheimer’s disease; Butyrylcholinesterase (BChE); Docking; Quinolone; Spirochromene; Tacrine.

Five new examples of 9,10-chloro(bromo)-7-amine-spiro[chromeno[4,3-b]quinoline-6,1′-cycloalkanes] I [R = H, Me; n = 0, 1,2; Z = 9-chloro, 10-chloro, 9-bromo, etc.] were synthesized at yields of 42-56%, using a sequential one-pot two-step cyclocondensation reaction of three different scaffolds of 2-aminobenzonitriles and the resp. spiro[chroman-2,1′-cycloalkan]-4-ones, and using AlCl3 as the catalyst in a solvent-free method. Subsequently, the five new spirochromeno-quinolines and nine quinolines I were subjected to AChE and BChE inhibitory activity evaluation. The mol. containing a spirocyclopentane derivative I had the highest AChE and BChE inhibitory activity (IC50 = 3.60 and 4.40μM, resp.), and in general, the non-halogenated compounds were better inhibitors of AChE and BChE than the halogenated mols. However, the inhibitory potency of compounds I synthesized was weaker than that of tacrine. By mol. docking simulations, it was found that the size of the spirocarbocyclic moieties I was inversely proportional to the inhibitory activity of the cholinesterases, probably because an increase in the size of the spirocyclic component sterically hindered the interaction of tacrine derivatives with the active site of tested cholinesterases. The findings obtained here was helped in the design and development of new anticholinesterase drugs.

Bioorganic Chemistry published new progress about Cholinesterase inhibitors. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhou, Bohang published the artcileSimple analogues of natural product chelerythrine: Discovery of a novel anticholinesterase 2-phenylisoquinolin-2-ium scaffold with excellent potency against acetylcholinesterase, Application In Synthesis of 1885-29-6, the main research area is cholinesterase inhibitor mol docking butyrylcholinesterase SAR isoquinoline; Acetylcholinesterase; Benzo[c]phenanthridine; Butyrylcholinesterase; Isoquinoline; Molecular docking; Structure-activity relationship.

As simple analogs of the natural compound chelerythrine, a novel anti-cholinesterase 2-phenylisoquinolin-2-ium scaffold was designed by structure imitation. The activity evaluation led to the discovery of seven compounds with potent anti-acetylcholinesterase activity with IC50 values of ≤0.72μM, superior to chelerythrine and standard drugs galantamine. Particularly, compound 8y(I) showed the excellent dual acetylcholinesterase-butyrylcholinesterase inhibition activity, superior to rivastigmine, a dual cholinesterase inhibitor drug. Furthermore, the compounds displayed a competitive anti-acetylcholinesterase mechanism with the substrate and low cytotoxicity. Mol. docking showed that the isoquinoline moiety is embedded in a cavity surrounded by four aromatic residues of acetylcholinesterase by the π-π action. Structure-activity relationship showed that the p-substituents on the C-ring can dramatically improve the anti-acetylcholinesterase activity, while 8-OMe can increase the activity against the two cholinesterases simultaneously. Thus, the title compounds emerged as promising lead compounds for the development of novel cholinesterase inhibitor agents.

European Journal of Medicinal Chemistry published new progress about Cholinesterase inhibitors. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Application In Synthesis of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Cheng, Wenchen published the artcileTBN-Catalyzed Dehydrative N-Alkylation of Anilines with 4-Hydroxybutan-2-one, Formula: C7H6N2, the main research area is aminoketone green preparation; aniline hydroxybutanone dehydrative alkylation tert butyl nitrite catalyst.

An efficient protocol was developed for the dehydrative N-alkylation of anilines with 4-hydroxybutan-2-one using TBN as catalyst in presence of TEMPO, which was different than TEMPO/TBN catalyzed oxidation reactions. A range of anilines reacted successfully with 4-hydroxybutan-2-one to generate the β-aminoketones RNHCH2CH2C(O)CH3 [R = Ph, 4-FC6H4, 3,4-di-ClC6H3, etc.] in good yields. Mechanistic studies revealed that this reaction most possibly proceeded through aza-Michael addition Water was the only byproduct, making it more environmentally friendly. The gram-scale reactions verified synthetic practicality of this protocol.

European Journal of Organic Chemistry published new progress about Alkylation (dehydrative). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Serup, Jorgen published the artcileIdentification of pigments related to allergic tattoo reactions in 104 human skin biopsies, HPLC of Formula: 1885-29-6, the main research area is chronic allergy skin biopsy red tattoo pigment metal; Pigment Red 170/210; Pigment Red 22; allergy; nickel; pigments; tattoo reaction.

Background : Red tattoos are prone to allergic reactions. The identity of the allergen(s) is mostly unknown. Objectives : Chem. anal. of human skin biopsies from chronic allergic reactions in red tattoos to identify culprit pigment(s) and metals. Material and methods : One hundred four dermatome biopsies were analyzed by matrix-assisted laser desorption/ionization tandem mass spectrometry (MALDI-MS/MS) for identification of commonly used organic pigments. Metal concentrations were assessed by inductively coupled plasma (ICP)-MS and x-ray fluorescence (XRF). Fourteen patients had cross-reactions in other red tattoos. Results : In total, the identified pigments were mainly azo Pigment Red (P.R.) 22 (35%), P.R. 210 (24%), P.R. 170 (12%), P.R. 5 (0.9%), P.R. 112 (0.9%), and Pigment Orange (P.O.) 13 (11%). P.R. 122 (0.9%) and Pigment Violet (P.V.) 23 (8%) were also common. P.R. 22, P.R. 170, and P.R. 210 also dominated in patients with cross-reactions. In 22% of the biopsies, no red pigment was detected. Element anal. indicated the presence of the sensitizers nickel and chromium. Conclusions : P.R. 22, P.R. 170, and P.R. 210 were identified as the prevailing pigments behind chronic allergic reactions in red tattoos. The epitope causing the reaction might be a pigment-degradation product. Metal contamination may derive from different sources, and its role in red tattoo allergy cannot be ascertained.

Contact Dermatitis published new progress about Allergy (tattoo allergy). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, HPLC of Formula: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts