Month: December 2022

Bakke, J. E. published the artcileMetabolism of 2,6-dichlorobenzonitrile, 2,6-dichlorothiobenzamide in rodents and goats, Application In Synthesis of 3336-34-3, the publication is Xenobiotica (1988), 18(9), 1063-75, database is CAplus and MEDLINE.

Twelve ¹⁴C-labeled metabolites were isolated from either urine or bile from either rats (11 metabolites) or goats (7 metabolites) given single oral doses of 2,6-dichlorobenzo[¹⁴C]nitrile (DCBN). Five of these metabolites were also excreted in urine from rats dosed orally with 2,6-dichlorothiobenz[¹⁴C]-amide (DCTBA). All metabolites from either DCBN or DCTBA were benzonitriles with the following ring substituents: Cl₂, OH (three isomers); Cl₂, (OH)₂; Cl, (OH)₂; Cl, OH, SH; Cl, OH, SCH₃; SCH₃, SOCH₃, OH; Cl₂, S-(N-acetyl)cysteine; Cl, S-(N-acetyl)cysteine; Cl, OH, S-(N-acetyl)cysteine. The thiobenzamide moiety of DCTBA was converted to the nitrile in all the excreted urinary metabolites. No hydrolysis of the nitrile in DCBN to either an amide or an acid was detected. Urine was the major route for excretion; however, enterohepatic circulation occurred. Whole-body autoradiog. of ¹⁴C-DCBN and ¹⁴C-DCTBA in mice showed the presence of bound residues in the mucosa of the nasal cavity, trachea, tongue, esophagus, the kidney, liver, and the intestinal contents.

Xenobiotica published new progress about 3336-34-3. 3336-34-3 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Phenol, name is 2,6-Dichloro-3-hydroxybenzonitrile, and the molecular formula is C7H3Cl2NO, Application In Synthesis of 3336-34-3.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Fan, Pei published the artcileNickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes, Quality Control of 119396-88-2, the publication is Journal of the American Chemical Society (2020), 142(5), 2180-2186, database is CAplus and MEDLINE.

An unprecedented asym. acyl-carbamoylation of pendant alkenes tethered on aryl carbamic chlorides with both aliphatic and aromatic aldehydes has been developed via the cooperative catalysis of a chiral nickel-PHOX complex and tetrabutylammonium decatungstate. This reaction represents the first example of merging hydrogen-atom-transfer photochem. and asym. transition metal catalysis in difunctionalization of alkenes. Using this protocol, a variety of oxindoles bearing a challenging quaternary stereogenic center are furnished under mild conditions in highly enantioselective manner.

Journal of the American Chemical Society published new progress about 119396-88-2. 119396-88-2 belongs to nitriles-buliding-blocks, auxiliary class Fluoride,Nitrile,Benzene,Ether, name is 2-Fluoro-4,5-dimethoxybenzonitrile, and the molecular formula is C9H8FNO2, Quality Control of 119396-88-2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Ioannidis, Stephanos published the artcileDiscovery of pyrazol-3-ylamino pyrazines as novel JAK2 inhibitors, Product Details of C10H11N3O3S, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(23), 6524-6528, database is CAplus and MEDLINE.

Pyridineethyl- and pyrimidineethyl-substituted pyrazoleaminopyrazines such as I (R = Me; X = N) and I (R = H; X = CH) are prepared as selective JAK2 kinase inhibitors for potential use as anticancer agents; the GI₅₀ values for their JAK2 and JAK3 kinase inhibition are determined The activities of selected pyridineethyl- and pyrimidineethyl-substituted pyrazoleaminopyrazines in a functional phosphorylation model in mice and their inhibition of aurora B kinase, cyclin-dependent kinase 2, and TrkA are determined; the pharmacokinetics and pharmacodynamics of I (R = Me; X = N) and of I (R = H; X = CH) in rats and beagles are also determined

Bioorganic & Medicinal Chemistry Letters published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Product Details of C10H11N3O3S.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Reilly, Sean W. published the artcileLate-Stage Carbon Isotope Exchange of Aryl Nitriles through Ni-Catalyzed C-CN Bond Activation, Related Products of nitriles-buliding-blocks, the publication is Journal of the American Chemical Society (2021), 143(12), 4817-4823, database is CAplus and MEDLINE.

A facile one-pot strategy for ¹³CN and ¹⁴CN exchange with aryl, heteroaryl, and alkenyl nitriles using a Ni phosphine catalyst and BPh₃ is described. This late-stage carbon isotope exchange (CIE) strategy employs labeled Zn(CN)₂ to facilitate enrichment using the nonlabeled parent compound as the starting material, eliminating de novo synthesis for precursor development. A broad substrate scope encompassing multiple pharmaceuticals is disclosed, including the preparation of [¹⁴C] belzutifan to illustrate the exceptional functional group tolerance and utility of this labeling approach. Preliminary exptl. and computational studies suggest the Lewis acid BPh₃ is not critical for the oxidative addition step and instead plays a role in facilitating CN exchange on Ni. This CIE method dramatically reduces the synthetic steps and radioactive waste involved in preparation of ¹⁴C labeled tracers for clin. development.

Journal of the American Chemical Society published new progress about 261951-87-5. 261951-87-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Benzene,Ether, name is 4-Methoxy-3-(trifluoromethyl)benzonitrile, and the molecular formula is C9H6F3NO, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Ng, Wing-Hin published the artcileZwitterion-Catalyzed Amino-Dibromination of Nitroalkenes: Scope, Mechanism and Application to The Synthesis of Glycinamides, HPLC of Formula: 5153-73-1, the publication is Asian Journal of Organic Chemistry (2021), 10(5), 1131-1140, database is CAplus.

Herein, a zwitterion-catalyzed aminobromination of nitroalkenes using N-bromosuccinimide as the Br source and the amide donor was reported. The resulting aminobromide products were converted into glycinamides.

Asian Journal of Organic Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, HPLC of Formula: 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wang, Bing published the artcileNovel axial substituted subphthalocyanines and their TiO2 nanocomposites: Synthesis, structure, theoretical calculation and their photocatalytic properties, Recommanded Product: Phthalonitrile, the main research area is titanium dioxide nanocomposite electronic transition photocatalytic property.

For the study, we reported the synthesis and characteristics of two subphthalocyanines H12SubPcB-Br (SubPc-1) and H12SubPcB-OPh2OH (SubPc-2), in addition to their resp. composites with nano-titanium dioxide (TiO2). SubPc-1 and SubPc-2 were composed by the measure of hydrotherm with toluene on the scene. The approaches of DFT and TD-DFT were used to research the electronic structure and optical spectra in the subphthalocyanines. The photocatalytic activities of pristine TiO2 particle and TiO2/SubPc composites went through the test to degrade methyl orange (MO) and bromophenol blue (BB) in irradiance of visible light. It is demonstrated from the results that all the TiO2/SubPc photocatalysts exhibited further improved efficiency approx. 72.4% and 29.2% for the degradation of MO and BB under visible light, in comparison with pure TiO2. Furthermore, the reusability studies showed that photocatalytic activity could be maintained over 84% after five recycles.

Materials Today Communications published new progress about Bond angle. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Recommanded Product: Phthalonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Walden, Melissa T. published the artcileHomoleptic platinum(II) complexes with pyridyltriazole ligands: excimer-forming phosphorescent emitters for solution-processed OLEDs, Category: nitriles-buliding-blocks, the main research area is platinum complex pyridyltriazole ligand phosphorescent emitter OLED solution processing.

Two new homoleptic platinum(II) complexes are reported that feature aryl-appended 5-(2-pyridyl)-1,2,4-triazole chelates acting as NN̂- ligating ions, PtL12 and PtL22. Readily prepared from easily accessible proligands, they offer good solubility in organic solvents, allowing them to be incorporated into OLEDs through solution processing. Crystal structures reveal staggered, face-to-face packing of the π systems in adjacent complexes, but with no close Pt···Pt interactions. The complexes display bright unimol. phosphorescence: for PtL12 and PtL22 resp., λmax = 502 and 514 nm; Φ = 0.21 and 0.48; τ = 5.1 and 4.6 μs in deoxygenated CH2Cl2 at 295 K. Both complexes show a strong propensity to form intensely emissive excimers at higher concentrations: λmax = 585 and 625 nm for PtL12 and PtL22. The photophys. properties in doped and neat thin films have been investigated using steady-state and time-resolved methods. These studies highlight the presence of different environments of bimol. excited states with different lifetimes, those emitting at lowest energy apparently having the longest lifetimes, contrary to what is normally found for unimol. emitters through the effects of vibrational deactivation. The prototype solution-processed OLEDs gave EQEs of 9.6-12.5% for PtL12 and 8.8-11.4% for PtL22, impressive values for solution-processed devices incorporating such simple complexes and only a little inferior to the EQE of 15% achieved using PtL12 in a device prepared by evaporation Compounds of this type have potential to provide the red and green components for white light OLEDs, due to their tunable, uni- and bimol. excited state emission.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about Bond angle. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Garcia-Vazquez, Rocio published the artcileDevelopment of 18F-labeled bispyridyl tetrazines for in vivo pretargeted PET imaging, Quality Control of 100-70-9, the main research area is bispyridyl tetrazines PET imaging nucleophilic substitution; PET; bioorthogonal chemistry; bispyridyl tetrazines; fluorine-18; molecular imaging; pretargeted imaging; tetrazine ligation.

Pretargeted PET imaging is an emerging and fast-developing method to monitor immuno-oncol. strategies. Currently, tetrazine ligation is considered the most promising bioorthogonal reaction for pretargeting in vivo. Recently, we have developed a method to 18F-label ultrareactive tetrazines by copper-mediated fluorinations. However, bispyridyl tetrazines-one of the most promising structures for in vivo pretargeted applications-were inaccessible using this strategy. We believed that our successful efforts to 18F-label H-tetrazines using low basic labeling conditions could also be used to label bispyridyl tetrazines via aliphatic nucleophilic substitution. Here, we report the first direct 18F-labeling of bispyridyl tetrazines, their optimization for in vivo use, as well as their successful application in pretargeted PET imaging. This strategy resulted in the design of [18F]45, which could be labeled in a satisfactorily radiochem. yield (RCY = 16%), molar activity (Am = 57 GBq/μmol), and high radiochem. purity (RCP > 98%). The [18F]45 displayed a target-to-background ratio comparable to previously successfully applied tracers for pretargeted imaging. This study showed that bispyridyl tetrazines can be developed into pretargeted imaging agents. These structures allow an easy chem. modification of 18F-labeled tetrazines, paving the road toward highly functionalized pretargeting tools. Moreover, bispyridyl tetrazines led to near-instant drug release of iTCO-tetrazine-based ′click-to-release′ reactions. Consequently, 18F-labeled bispyridyl tetrazines bear the possibility to quantify such release in vivo in the future.

Pharmaceuticals published new progress about Alkylation. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Quality Control of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tarawneh, Amer H. published the artcileA new and convenient synthetic method for 4-aminoquinoline-3-carbonitrile and its derivatives, Synthetic Route of 1885-29-6, the main research area is aminoquinoline carbonitrile preparation; cyanoethylamino benzonitrile preparation chemoselective Thorpe Ziegler cyclization; anthranilonitrile bromopropanenitrile monoalkylation.

A convenient approach is described for the general synthesis of 4-aminoquinoline-3-carbonitrile I [R = H, 6-Me, 7-Me, 6-F] scaffolds. A series of substituted anthranilonitriles RC6H3(2-CN)NH2 [R = H, 4-Me, 5-Me, 5-F] bearing electron-donating and-withdrawing groups on the arene reacts with 3-bromopropanenitrile and t-BuOK in anhydrous DMF at ca. 24°C. A wide variety of bases have been used to optimize selective mono-N-alkylation. The best conditions lead to the corresponding 2-(cyanoethylamino)benzonitriles RC6H3(2-CN)NH(CH2)2CN in moderate or good yields. Thorpe-Ziegler cyclization of the N-unprotected 2-(cyanoethylamino)benzonitrile analogs with t-BuLi in THF at -78°C gives I in moderate yields. Owing to their vicinal amino and cyano functional groups that can function as enaminonitrile moieties, 4-aminoquinoline-3-carbonitriles I are attractive building blocks frequently used in ring construction.

Heterocycles published new progress about Alkylation. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Synthetic Route of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhou, Zhong published the artcileSilver-Catalyzed Cross Dehydrogenative Coupling between Heteroarenes and Cyclic Ethers under Mild Conditions, COA of Formula: C6H4N2, the main research area is hereroaryl cyclic ether preparation; heteroarene cyclic ether cross dehydrogenative coupling silver catalyst.

A new strategy for the straightforward alkylation of heteroarenes (such as 2-phenylpyridine, 2-methylquinoline, 6-bromo-isoquinoline, etc.) under mild conditions was developed. Silver catalyst was employed for the cross dehydrogenative coupling between heteroarenes and cyclic ethers (such as THF, tetrahydropyran, [1,4]dioxane, [1,3]dioxolane) to construct a new C(sp2)-C(sp3) bond. This reaction was carried out in water under room temperature and applicable to various heteroarenes such as pyridines, quinolines and isoquinolines derivatives with good functional group compatibility.

ChemistrySelect published new progress about Alkylation. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, COA of Formula: C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts