Category: 269411-71-4

Shimoda, Yoko published the artcileSynthesis and Evaluation of Novel Radioligands Based on 3-[5-(Pyridin-2-yl)-2H-tetrazol-2-yl]benzonitrile for Positron Emission Tomography Imaging of Metabotropic Glutamate Receptor Subtype 5, Recommanded Product: 3-Amino-5-methoxybenzonitrile, the main research area is pyridinyltetrazolylbenzonitrile radioligand preparation positron emission tomog; benzonitrile metabotropic glutamate receptor subtype 5 binding affinity lipophility.

We found out 3-[5-(pyridin-2-yl)-2H-tetrazol-2-yl]benzonitrile analogs as the candidate for positron emission tomog. (PET) imaging agents of metabotropic glutamate receptor subtype 5 (mGluR5). Among these compounds, 3-methyl-5-(5-(pyridin-2-yl)-2H-tetrazol-2-yl)benzonitrile (I, X = CH3) exhibited high binding affinity (Ki = 9.4 nM) and moderate lipophilicity (cLogD, 2.4). Subsequently, I (X = 11CH3) was radiosynthesized at 25 ± 14% radiochem. yield (n = 11) via C-[11C]methylation of the arylstannyl precursor 15 with [11C]methyl iodide. In vitro autoradiog. and PET assessments using I (X = 11CH3) showed high specific binding in the striatum and hippocampus, two brain regions enriched with mGluR5. Moreover, test-retest PET studies with I (X = 11CH3) indicated high reliability to quantify mGluR5 d., such as the intraclass correlation coefficient (0.90) and Pearson r (0.91) in the striatum of rat brain. We demonstrated that I (X = 11CH3) is a useful PET ligand for imaging and quant. anal. of mGluR5. Furthermore, I (X = 11CH3) might be modified using its skeleton as a lead compound

Journal of Medicinal Chemistry published new progress about Brain. 269411-71-4 belongs to class nitriles-buliding-blocks, name is 3-Amino-5-methoxybenzonitrile, and the molecular formula is C8H8N2O, Recommanded Product: 3-Amino-5-methoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reich, Siegfried H. published the artcileSubstituted Benzamide Inhibitors of Human Rhinovirus 3C Protease: Structure-Based Design, Synthesis, and Biological Evaluation, Related Products of nitriles-buliding-blocks, the main research area is unsaturated cinnamate ester benzamide preparation rhinovirus protease inhibitor; library unsaturated cinnamate ester benzamide preparation rhinovirus protease inhibitor; structure benzamide rhinovirus protease inhibition; crystal structure rhinovirus 3C protease benzamide unsaturated cinnamate ester.

A series of nonpeptide benzamide-containing inhibitors of human rhinovirus (HRV) 3C protease (3CP) was identified using structure-based design. The design, synthesis, and biol. evaluation of these inhibitors are reported. A Michael acceptor was combined with a benzamide core mimicking the P1 recognition element of the natural 3CP substrate. α,β-Unsaturated cinnamate esters such as I irreversibly inhibited the 3CP and displayed antiviral activity (EC50 0.60 μM, HRV-16 infected H1-HeLa cells). On the basis of cocrystal structure information, a library of substituted benzamide derivatives was prepared using parallel synthesis on solid support. A 1.9 Å cocrystal structure of a benzamide inhibitor II in a complex with 3CP revealed a binding mode similar to that initially modeled wherein covalent attachment of the nucleophilic cysteine residue is observed Benzamide-containing unsaturated ketone inhibitors displayed potent reversible inhibition but were inactive in the cellular antiviral assay and were found to react with nucleophilic thiols such as DTT.

Journal of Medicinal Chemistry published new progress about Combinatorial library. 269411-71-4 belongs to class nitriles-buliding-blocks, name is 3-Amino-5-methoxybenzonitrile, and the molecular formula is C8H8N2O, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Du, Huang-Chi published the artcileSynthesis of 5-substituted tetrazoles via DNA-conjugated nitrile, Computed Properties of 269411-71-4, the main research area is nitrile DNA conjugated sodium azide zinc cycloaddition; tetrazole substituted DNA conjugated preparation.

A zinc bromide-catalyzed synthesis of 5-substituted tetrazoles via DNA-conjugated nitriles using sodium azide has been developed. The protocol offered moderate to excellent yields of tetrazoles with a broad range of substrates, including a variety of functionalized aromatic, heterocyclic, and aliphatic nitriles. In addition, the electronic effect within the substrate scope was evaluated. DNA fidelity was assessed by ligation efficiency and amplifiability anal. The ability to generate tetrazoles expands the diversity of heterocycles in the preparation of DNA-encoded chem. libraries.

Organic & Biomolecular Chemistry published new progress about 1,3-Dipolar cycloaddition catalysts. 269411-71-4 belongs to class nitriles-buliding-blocks, name is 3-Amino-5-methoxybenzonitrile, and the molecular formula is C8H8N2O, Computed Properties of 269411-71-4.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Garcia-Vazquez, Rocio published the artcileDirect Cu-mediated aromatic 18F-labeling of highly reactive tetrazines for pretargeted bioorthogonal PET imaging, COA of Formula: C8H8N2O, the main research area is fluoro isotope labeled aryl tetrazine preparation PET imaging.

In this work, a simple, scalable and reliable direct 18F-labeling procedure was developed. Initially the applicability of different leaving groups and labeling methods was studied to develop this procedure. The copper-mediated 18F-labeling exploiting stannane precursors showed the most promising results. This approach was then successfully applied to a set of tetrazines, including highly reactive H-tetrazines, suitable for pretargeted PET imaging. The labeling succeeded in radiochem. yields (RCYs) of up to approx. 25%. The new procedure was then applied to develop a pretargeting tetrazine-based imaging agent. The tracer was synthesized in a satisfactory RCY of ca. 10%, with a molar activity of 134 ± 22 GBq μmol-1 and a radiochem. purity of >99%. Further evaluation showed that the tracer displayed favorable characteristics (target-to-background ratios and clearance) that may qualify it for future clin. translation.

Chemical Science published new progress about Positron emission tomography. 269411-71-4 belongs to class nitriles-buliding-blocks, name is 3-Amino-5-methoxybenzonitrile, and the molecular formula is C8H8N2O, COA of Formula: C8H8N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 269411-71-4, The chemical industry reduces the impact on the environment during synthesis 269411-71-4, name is 3-Amino-5-methoxybenzonitrile, I believe this compound will play a more active role in future production and life.

The alcohol Ih (15 mg) was dissolved in dry DCE and 20 mg of sodium bicarbonate was added, followed by 2 ml of a phosgene solution in toluene (20%). The reaction mixture was stirred at room temperature for 3 h (full conversion to chloroimidate according to LC-MS) and then concentrated by rotary evaporation and dried from excess of phosgene in high vacuum (1.5 h). The dry reaction mixture was transferred into a “microwave” vial (2-5 ml), mixed with dry DCE (3 ml), 3-amino-5-methoxy- benzonitrile (2 eq), potassium carbonate (9 mg, 1.5 eq), pulverized molecular sieves (4A, 5 mg) and heated in a microwave at 100 0C for 45 min. The reaction mixture was passed through short pad of silica (eluent DCM, then 10% methanol in DCM). The resulting fractions containing the desired carbamate compound were combined, concentrated by rotary evaporation and purified by column chromatography on YMC silica (15 g, ethyl acetate/petroleum ether 1 :3 to remove excess of aniline, followed by dichloromethane and then 2% methanol in dichloromethane) to give the title compound as a powder (15 mg, 8%), [M+H]+ 628.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Amino-5-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2008/96001; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 269411-71-4, name is 3-Amino-5-methoxybenzonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 269411-71-4, HPLC of Formula: C8H8N2O

Cyclopropylmagnesium bromide (1M in 2-Me THF, 20 mL, 20.00 mmol) was added to a mixture of 3-amino-5-methoxybenzonitrile (1 g, 6.75 mmol) and copper(I) bromide (20 mg, 0.139 mmol) in THF (10 mL) at rt under N2. The mixture was stirred for 1 h at rt then heated under reflux for 2 h. The mixture was cooled and aq. 1M HCl (20 mL) added and stirred for 1 h. The mixture was partitioned between EtOAc (100 mL) and aq NaHCO3 (50 mL), the organic layer separated, dried (MgSO4), filtered and evaporated under reduced pressure. The crude product was purified by chromatography on silica gel (40 g column, 0-40% EtOAc/isohexane) to afford the sub-title compound (71 mg) as an orange oil. 1H NMR (CDCl3) 400 MHz, delta: 6.95-6.93 (m, 2H), 6.42 (t, 1H), 3.82 (s, 3H), 3.80 (s, 2H), 2.62-2.56 (m, 1H), 1.23-1.19 (m, 2H), 1.03-0.99 (m, 2H). LCMS m/z 192 (M+H)+ (ES+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Amino-5-methoxybenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Topivert Pharma Limited; Respivert Limited; BAKER, Thomas Matthew; FYFE, Matthew Colin Thor; HARBOTTLE, Gareth William; HASIMBEGOVIC, Vedran; MEGHANI, Premji; RIGBY, Aaron; SAMBROOK-SMITH, Colin; THOM, Stephen Malcolm; US2014/296208; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts