Category: 5653-62-3

Nelson, Derek W. published the artcileStructure-Activity Relationship Studies on a Series of Novel, Substituted 1-Benzyl-5-phenyltetrazole P2X7 Antagonists, Name: 2,3-Dimethoxybenzonitrile, the main research area is enzylphenyltetrazole derivative SAR preparation P2X7 receptor antagonist.

1-Benzyl-5-aryltetrazoles were discovered to be novel antagonists for the P2X7 receptor. Structure-activity relationship (SAR) studies were conducted around both the benzyl and Ph moieties. In addition, the importance of the regiochem. substitution on the tetrazole was examined Compounds were evaluated for activity to inhibit calcium flux in both human and rat recombinant P2X7 cell lines using fluorometric imaging plate reader technol. Analogs were also assayed for their ability to inhibit IL-1β release and to inhibit P2X7-mediated pore formation in human THP-1 cells. Compound 15d was advanced to efficacy studies in a model of neuropathic pain where significant reversal of mech. allodynia was observed at doses that did not affect motor coordination.

Journal of Medicinal Chemistry published new progress about Allodynia. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Name: 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Huang, Yunsheng published the artcileSynthesis of 2-(2,3-dimethoxyphenyl)-4-(aminomethyl)imidazole analogues and their binding affinities for dopamine D2 and D3 receptors, Name: 2,3-Dimethoxybenzonitrile, the main research area is imidazolemethanamine dimethoxyphenyl bromodimethoxyphenyl preparation dopamine receptor; imidazolylmethyl methoxyisoquinoline preparation dopamine receptor.

A series of 2-(2,3-dimethoxyphenyl)-4-(aminomethyl)imidazole derivatives was prepared and their affinity for dopamine D2 and D3 receptors was measured using in vitro binding assays. Several oxadiazole analogs were also prepared and tested for their affinity for dopamine D2 and D3 receptors. The results of receptor binding studies indicated that the incorporation of an imidazole moiety between the Ph ring and the basic nitrogen did not significantly increase the selectivity for dopamine D3 receptors, whereas the incorporation of an oxadiazole at the same region resulted in a total loss of affinity for both dopamine receptor subtype binding sites. The most selective compound in this series is 6,7-dimethoxy-2-[[2-(2,3-dimethoxyphenyl)-1H-imidazol-4-yl]methyl]-1,2,3,4-tetrahydroisoquinoline, which has a D3 receptor affinity of 21 nM and a 7-fold selectivity for D3 vs. D2 receptors. The binding affinity for σ1 and σ2 receptors was also measured, and the results showed that several analogs were selective σ1 receptor ligands.

Bioorganic & Medicinal Chemistry published new progress about Dopamine antagonists. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Name: 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Al-Hamdany, Raad published the artcileDiels-Alder reaction of o-benzoquinone, Product Details of C9H9NO2, the main research area is Diels Alder benzoquinone cyclopentadiene; regiochemistry Diels Alder benzoquinone.

Diels-Alder reaction between o-benzoquinones carrying an electron withdrawing group at position 3 and cyclopentadiene are reported. In these reactions the quinone behaves as a dienophile, but afforded a monoadduct I (R = CHO, COMe, CN, CO2Me, COPh), which resulted from the addition of cyclopentadiene abnormally to the unsubstituted side of the quinone.

Journal of the Iraqi Chemical Society published new progress about Diels-Alder reaction. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Product Details of C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bergeron, Raymond J. published the artcilePartition-Variant Desferrithiocin Analogues: Organ Targeting and Increased Iron Clearance, Formula: C9H9NO2, the main research area is desferrithiocin analog organ targeting iron clearance.

Altering the lipophilicity (log Papp) of desferrithiocin analogs can change the organ distribution of the chelators and lead to enhanced iron clearance. For example, alkylation of (S)-2-(2,4-dihydroxyphenyl)-4,5-dihydro-4-methyl-4-thiazolecarboxylic acid [(S)-4′-(HO)-DADFT] and its analogs to more lipophilic compounds, such as (S)-4,5-dihydro-2-(2-hydroxy-4-methoxyphenyl)-4-methyl-4-thiazolecarboxylic acid [(S)-4′-(CH3O)-DADFT], provides ligands that achieved between a 3- and 8-fold increase in chelator concentrations in the heart, liver, and pancreas (the organs most at risk in iron-overload disease) of treated rodents. The 4′-O-methylated compounds are demethylated to their hydroxylated counterparts in rodents; furthermore, this O-demethylation takes place in both rodent and human liver microsomes. The relationship between chelator lipophilicity and iron-clearing efficacy in the iron-overloaded Cebus apella primate is further underscored by a comparison of the iron-clearing efficiency of (S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-4-methyl-4-thiazolecarboxylic acid [(S)-3′-(HO)-DADFT] and its 3′-(CH3O) counterpart. Finally, these DFT analogs are shown to be both inhibitors of the iron-mediated oxidation of ascorbate as well as effective radical scavengers.

Journal of Medicinal Chemistry published new progress about Biological transport. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kim, Michelle B. published the artcileThe Synthesis and Antimicrobial Activity of Heterocyclic Derivatives of Totarol, Quality Control of 5653-62-3, the main research area is totarol heterocyclic derivative preparation antimicrobial.

The synthesis and antimicrobial activity of heterocyclic analogs of the diterpenoid totarol, e.g., I, are described. An advanced synthetic intermediate with a ketone on the A-ring is used to attach fused heterocycles, and a carbon-to-nitrogen atom replacement is made on the B-ring by de novo synthesis. A-ring analogs with an indole attached exhibit, for the first time, enhanced antimicrobial activity relative to the parent natural product. Preliminary experiments demonstrate that the indole analogs do not target the bacterial cell division protein FtsZ as had been hypothesized for totarol.

ACS Medicinal Chemistry Letters published new progress about Antibacterial agents. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Quality Control of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Krasavin, Mikhail published the artcileDiscovery and SAR exploration of N-aryl-N-(3-aryl-1,2,4-oxadiazol-5-yl)amines as potential therapeutic agents for prostate cancer, Application of 2,3-Dimethoxybenzonitrile, the main research area is structure activity relationship N aryl oxadiazol amine derivative antiproliferative; prostate carcinoma.

A new chem. series of antiproliferative compounds was identified via high-throughput screening on DU-145 human prostate carcinoma cell line (hit compound potency – 5.7 μM). Exploration of the two peripheral diversity vectors of the hit mol. in a hit-targeted library and testing of the resulting compounds led to SAR generalizations and identification of the ‘best’ pharmacophoric moieties. The latter were merged in a single compound that exhibited a 200-fold better potency than the original hit compound Specific cancer cell cytotoxicity was confirmed for the most potent compounds

Chemistry Central Journal published new progress about Antiproliferative agents. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Application of 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Al-Qaradawi, S. published the artcileFactors influencing the reaction-mode selectivity and regiochemistry of intermolecular photocycloaddition reactions of ethenes to polysubstituted benzenes, Product Details of C9H9NO2, the main research area is photocycloaddition ethene benzene derivative.

The photoreactions of 2,3-, 2,4-, 2,6-, 3,4-, and 3,5-dimethoxybenzonitriles and 2′- and 4′-methoxyacetophenones with cyclopentene and Et vinyl ether have been investigated. Meta photocycloaddition is the major process for the benzonitriles with cyclopentene, and regiochem. features reflect the influence of polar factors along the reaction pathway. The enol ether yields ortho cycloadducts exclusively from all the benzenoid derivatives The thermal ring opening of the primary photoadduct and the photolability of the cycloocta-1,3,5-triene isomer depend markedly on the position of the substituents.

Recueil des Travaux Chimiques des Pays-Bas published new progress about Photocycloaddition reaction. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Product Details of C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kim, Michelle B. published the artcileSynthesis of Antimicrobial Natural Products Targeting FtsZ: (+)-Totarol and Related Totarane Diterpenes, Computed Properties of 5653-62-3, the main research area is totarol total synthesis diastereoselective cyclization; totaradiol total synthesis diastereoselective cyclization; totarolone total synthesis diastereoselective cyclization.

An efficient, convergent synthesis of totarol (I) by a diastereoselective epoxide/alkene/arene bicyclization is described. The reported synthesis enables the preparation of related diterpenes totaradiol(II) and totarolone (III) as well as previously unavailable derivatives that exhibit comparable inhibition of the bacterial cell division protein FtsZ.

Organic Letters published new progress about Cyclization, stereoselective. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Computed Properties of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Norman, Derek P. G. published the artcileNucleophilic Aromatic Substitution Reactions of Novel 5-(2-Methoxyphenyl)tetrazole Derivatives with Organolithium Reagents, Formula: C9H9NO2, the main research area is nucleophilic aromatic substitution cumyl methoxyphenyltetrazole organolithium; methylphenylethyl methoxyphenyl tetrazole protection deprotection.

It was demonstrated that 5-aryltetrazoles protected by an N-cumyl group react with a variety of common organolithium reagents to give a facile nucleophilic aromatic substitution of either one or two nucleofugic methoxy groups situated ortho to the tetrazole ring. The employment of tetrazole protection during these reactions provides for milder and more versatile reaction conditions, as well as a generally more economical use of the organometallic reagent than was previously described for the substitution of 5-(2-fluorophenyl)-1H-tetrazole. It was also shown that the cumyl-protected tetrazole ring is generally stable under strongly basic reaction conditions, although it can be removed efficiently by hydrogenolysis or by treatment with boron trifluoride etherate in the presence of a carbocation scavenger. Thus, N-cumylation/decumylation may offer a potentially versatile new protection strategy for the tetrazole moiety.

Journal of Organic Chemistry published new progress about Nucleophilic substitution reaction. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Wandi published the artcileSynthesis of nitriles via palladium-catalyzed water shuffling from amides to acetonitrile, HPLC of Formula: 5653-62-3, the main research area is amide dehydration palladium; nitrile preparation; palladium dehydration catalyst.

Palladium-catalyzed synthesis of nitriles from amides has been described. Two similar, but complementary reaction conditions have been identified to convert various amides including α,β,γ,δ-unsaturated amides, cinnamides, aromatic amides and alkyl amides to the corresponding nitriles in good to excellent yield.

Organic & Biomolecular Chemistry published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts