Tag: M.W=200-250

Yao, Zhi-Li; Wang, Lei; Shao, Nan-Qi; Guo, Yin-Long; Wang, Dong-Hui published the artcile< Copper-Catalyzed ortho-Selective Dearomative C-N Coupling of Simple Phenols with O-Benzoylhydroxylamines>, Formula: C12H13FN2O, the main research area is aminocyclohexadienone regioselective preparation; copper catalyst regioselective dearomative coupling phenol benzoylhydroxylamine; mechanism lack radical inhibition dearomative coupling phenol benzoylhydroxylamine.

In the presence of Cu(OTf)2 and LiOt-Bu in THF, 2,6-disubstituted phenols such as 2,6-dimethylphenol underwent regioselective dearomative coupling reactions with secondary O-benzoylhydroxylamines such as 4-(benzoyloxy)morpholine to yield aminocyclohexadienones such as I. Lack of inhibition with radical trapping agents, lack of rearrangement with a cyclopropylated phenol, and mass spectrometric detection of intermediates in the reaction support a mechanism involving either a single-electron transfer process involving attack of an N-centered radical onto the phenol or a two-electron pathway involving addition of phenol to an electrophilic Cu(III)-amino complex via an inner-sphere process.

ACS Catalysis published new progress about Amines, keto Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (aminocyclohexadienones). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Formula: C12H13FN2O.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Zhou, Xueying; Xu, Yaling; Wang, Caihong; Wu, Ge published the artcile< Cu-catalyzed vinylamination of S-alkylisothiouronium salts with maleimides and alkylamines>, HPLC of Formula: 84163-77-9, the main research area is aminoalkylthiolated maleimide preparation; alkylisothiouronium salt maleimide alkylamine vinylamination copper catalyst.

A copper-catalyzed vinylamination of S-alkylisothiouronium salts with maleimide and organic amines with the assistance of FeCl3, enabling the preparation of structurally diverse aminoalkylthiolated maleimides and applying them to late-stage modification of pharmaceuticals is reported. Importantly, this strategy makes it possible to introduce the SCD3 functional group into the maleimide skeleton by using the prepared S-trideuteromethyl isothiouronium iodide. Preliminary mechanistic investigation shows that FeCl3 is essential to the current multi-component reaction by triggering S-alkylisothiouronium salts.

Applied Organometallic Chemistry published new progress about Amination. 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, HPLC of Formula: 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Huang, Ling; Gao, Lanchang; Zhang, Xiaohua; Yin, Lei; Hu, Jintao; Song, Ting; Chen, Yin published the artcile< Synthesis and pharmacological evaluation of piperidine (piperazine)-amide substituted derivatives as multi-target antipsychotics>, Name: 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole, the main research area is piperidine piperazine amide derivative antipsychotic; Amide; Antipsychotic; Multi-target; Piperazine; Piperidine.

We report the optimization of a series of novel amide-piperidine (piperazine) derivatives using the multiple ligand approach with dopamine and serotonin receptors. Of the derivatives, compound 11 (I) exhibited high affinity for the D2, 5-HT1A, and 5-HT2A receptors, but low affinity for the 5-HT2C and histamine H1 receptors and human ether-a-go-go-related gene (hERG) channels. In vivo, compound 11 reduced apomorphine-induced climbing, MK-801-induced hyperactivity and DOI-induced head twitching without observable catalepsy, even at the highest dose tested. In addition, it exhibited suppression in a CAR test. Furthermore, in a novel object recognition task, it displayed pro-cognition properties. Therefore, compound 11 is a promising candidate multi-target antipsychotic.

Bioorganic & Medicinal Chemistry Letters published new progress about 5-HT1A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Name: 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Pedersen, Simon S.; Donslund, Aske S.; Mikkelsen, Jesper H.; Bakholm, Oskar S.; Papp, Florian; Jensen, Kim B.; Gustafsson, Magnus B. F.; Skrydstrup, Troels published the artcile< A Nickel(II)-Mediated Thiocarbonylation Strategy for Carbon Isotope Labeling of Aliphatic Carboxamides>, Computed Properties of 84163-77-9, the main research area is aliphatic carboxamide preparation; alkyl zinc halide methyldiphenylsilanecarboxylic acid amine thiocarbonylation nickel catalyst; aliphatic carboxamides; aminocarbonylation; isotope labeling; nickel; thioesters.

A series of pharmaceutically relevant small mols. and biopharmaceuticals bearing aliphatic carboxamides have been successfully labeled with carbon-13. Key to the success of this novel carbon isotope labeling technique is the observation that 13C-labeled Ni(II)-acyl complexes, formed from a 13CO insertion step with Ni(II)-alkyl intermediates, rapidly react in less than one minute with 2,2′-dipyridyl disulfide to quant. form the corresponding 2-pyridyl thioesters. Either the use of 13C-SilaCOgen or 13C-COgen allows for the stoichiometric addition of isotopically labeled carbon monoxide. Subsequent one-pot acylation of a series of structurally diverse amines provides the desired 13C-labeled carboxamides in good yields. A single electron transfer pathway is proposed between the Ni(II)-acyl complexes and the disulfide providing a reactive Ni(III)-acyl sulfide intermediate, which rapidly undergoes reductive elimination to the desired thioester. By further optimization of the reaction parameters, reaction times down to only 11 min were identified, opening up the possibility of exploring this chem. for carbon-11 isotope labeling. Finally, this isotope labeling strategy could be adapted to the synthesis of 13C-labeled liraglutide and insulin degludec, representing two antidiabetic drugs.

Chemistry – A European Journal published new progress about Acylation. 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Computed Properties of 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Krol, Marek; Slifirski, Grzegorz; Kleps, Jerzy; Ulenberg, Szymon; Belka, Mariusz; Baczek, Tomasz; Siwek, Agata; Stachowicz, Katarzyna; Szewczyk, Bernadeta; Nowak, Gabriel; Duszynska, Beata; Herold, Franciszek published the artcile< Synthesis of novel pyrido[1,2-c]pyrimidine derivatives with 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole moiety as potential SSRI and 5-HT1A receptor ligands>, Quality Control of 84163-77-9, the main research area is pyridopyrimidine piperidinyl benzisoxazole preparation hydroxytryptamine receptor serotonin transporter ligand; antidepressants; drug design; dual 5-HT1A/SERT activity; pyrido[1,2-c]pyrimidines.

Two series of novel 4-aryl-2H-pyrido[1,2-c]pyrimidines I (R = Ph, 2-MeC6H4, 4-MeOC6H4, 4-FC6H4, etc.) and 4-aryl-5,6,7,8-tetrahydropyrido[1,2-c]pyrimidines II (R as above) were synthesized. The chem. structures of the new compounds were confirmed by 1H and 13C NMR spectroscopy and ESI-HRMS spectrometry. The affinities of all compounds for the 5-HT1A receptor and serotonin transporter protein (SERT) were determined by in vitro radioligand binding assays. The test compounds demonstrated very high binding affinities for the 5-HT1A receptor of all derivatives in the both series and generally low binding affinities for the SERT protein, with the exception of compounds I (R = Ph) and II (R = 4-MeOC6H4). Extended affinity tests for the receptors D2, 5-HT2A, 5-HT6 and 5-HT7 were conducted with regard to selected compounds I (R = Ph, 2-ClC6H4) and II (R = 4-MeOC6H4, 4-FC6H4). All four compounds demonstrated very high affinities for the D2 and 5-HT2A receptors. Compounds I (R = Ph) and II (R = 4-MeOC6H4) also had high affinities for 5-HT7, while I (R = 2-ClC6H4) and II (4-FC6H4) held moderate affinities for this receptor. Compounds I (R = Ph) and II (R = 4-MeOC6H4) were also tested in vivo to identify their functional activity profiles with regard to the 5-HT1A receptor, with I (R = Ph) demonstrating the activity profile of a presynaptic agonist. Metabolic stability tests were also conducted for the compounds I (R = Ph, 2-ClC6H4).

International Journal of Molecular Sciences published new progress about 5-HT1A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Quality Control of 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Gao, Lanchang; Yang, Zhengge; Xiong, Jiaying; Hao, Chao; Ma, Ru; Liu, Xin; Liu, Bi-Feng; Jin, Jian; Zhang, Guisen; Chen, Yin published the artcile< Design, synthesis and biological investigation of flavone derivatives as potential multi-receptor atypical antipsychotics>, SDS of cas: 84163-77-9, the main research area is flavone preparation antipsychotic dopamine serotonin receptor; atypical antipsychotics; dopamine; multi-target; serotonin.

The design of a series of novel flavone derivatives I (X = N, CH; Ar = 2-methoxyphenyl, 6-fluorobenzo[d]isoxazol-3-yl, pyrimidin-2-yl, etc.; n = 1, 2), II (m = 1, 2) and III (R1 = H, Cl; R2 = H, Me) was synthesized as potential broad-spectrum antipsychotics by using multi-receptor affinity strategy between dopamine receptors and serotonin receptors. Among them, I (X = CH, Ar = 6-fluorobenzo[d]isoxazol-3-yl, n = 2), (IV) exhibited a promising preclin. profile. Compound IV not only showed high affinity for dopamine D2, D3, and serotonin 5-HT1A, 5-HT2A receptors, but was also endowed with low to moderate activities on 5-HT2C, α1, and H1 receptors, indicating a low liability to induce side effects such as weight gain, orthostatic hypotension and QT prolongation. In vivo behavioral studies suggested that compound IV has favorable effects in alleviating the schizophrenia-like symptoms without causing catalepsy. Taken together, compound V has the potential to be further developed as a novel atypical antipsychotic.

Molecules published new progress about 5-HT1A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, SDS of cas: 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Marganakop, Sheetal B.; Kamble, Ravindra R.; Sannaikar, Madivalagouda S.; Bayannavar, Praveen K.; Kumar, S. Madan; Inamdar, Sanjeev R.; Shirahatti, Arunkumar M.; Desai, Saleem M.; Joshi, Shrinivas D. published the artcile< SCXRD, DFT and molecular docking based structural analyses towards novel 3-piperazin-1-yl-benzo[d]isothiazole and 3-piperidin-4-yl-benzo[d]isoxazoles appended to quinoline as pharmacological agents>, Safety of 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole, the main research area is quinoline piperazinyl benzoisothiazole benzoisoxazole preparation antibacterial antifungal DFT; bromomethyl chloroquinoline benzothiazole benzoxazole nucleophilic substitution reaction.

Novel quinoline containing 3-piperazin-1-yl-benzo[d]isothiazoles and 3-piperidin-4-yl-benzo[d]isoxazole were synthesized. Hirshfeld surface, electrostatic potential maps were obtained resp. from SCXRD and DFT studies. These compounds were analyzed for in vitro antimicrobial activity and correlated with energy difference (ΔE) between HOMO and LUMO energy levels obtained from DFT and correlated with ΔE of standard drug to explain the activity. Further the antimicrobial activity was corroborated by docking against various target enzymes. The present work provided some hints for developing novel antimicrobial quinoline derivatives

Journal of Molecular Structure published new progress about Antibacterial agents. 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Safety of 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Sarva, Santhisudha; Gundluru, Mohan; Kolathur, Vasudha; Cirandur, Suresh Reddy published the artcile< Green synthesis and antimicrobial activities of diphenyl substituted aryl phosphoramidates>, Quality Control of 84163-77-9, the main research area is diphenyl aryl phosphoramidate green preparatn antimicrobial activity.

A green, facile and an efficient protocol has been used for the synthesis of new series of di-Ph substituted aryl phosphoramidates by the reaction of di-Ph phosphoryl chloride and various primary/secondary amines using THF as solvent. 1,4-dimethylpiperazine (DMP) was entrenched as a suitable base for catalyzing the formation of a P-N linkage. 1H-NMR, 13C-NMR, 31P-NMR and mass spectral studies were used to characterize all the title compounds The newly synthesized phosphoramidates were screened for their antimicrobial activity. Most of the compounds depicted good to moderate antimicrobial activity when compared to the standard

Organic Communications published new progress about Antibacterial agents. 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Quality Control of 84163-77-9.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Paul, Anirudra; Seidel, Daniel published the artcile< α-Functionalization of Cyclic Secondary Amines: Lewis Acid Promoted Addition of Organometallics to Transient Imines>, COA of Formula: C12H13FN2O, the main research area is cyclic secondary amine alpha functionalization Lewis acid organometallic imine.

Cyclic imines, generated in situ from their corresponding N-lithiated amines and a ketone hydride acceptor, undergo reactions with a range of organometallic nucleophiles to generate α-functionalized amines in a single operation. Activation of the transient imines by Lewis acids that are compatible with the presence of lithium alkoxides is crucial to accommodate a broad range of nucleophiles including lithium acetylides, Grignard reagents, and aryllithiums with attenuated reactivities.

Journal of the American Chemical Society published new progress about Alkali metal alkoxides, lithium alkoxides Role: RGT (Reagent), RACT (Reactant or Reagent). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, COA of Formula: C12H13FN2O.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

He, Ze-Liang; Zhang, Yi; Chen, Zhi-Chao; Du, Wei; Chen, Ying-Chun published the artcile< Cascade Multicomponent Assemblies Involving 1,3-Enynes via Auto-Tandem Palladium Catalysis>, Product Details of C12H13FN2O, the main research area is chromene preparation chemoselective regioselective diastereoselective; enyne carbonyl organoboronic reagent nucleophile cascade multicomponent palladium catalyst; dihydroquinoline preparation chemoselective regioselective diastereoselective; benzoxepine preparation chemoselective regioselective diastereoselective; annulated indole preparation chemoselective regioselective diastereoselective.

Here, a three-component auto-tandem reaction of 1,3-enyne-tethered carbonyls 2-R4C(O)-3-R-4-R1-5-R2-6-R3C6O(CH2)nCCCH=CH2 (R = H, Me; R1 = H, t-Bu, MeO; RR1 = -CH=CH-CH=CH-; R2 = H, Cl, Me; R3 = H, Cl; R4 = H, Me; n = 1, 2), organoboronic reagents R5B(OH)2 (R5 = Et, styryl, 2-naphthyl, benzofuran-3-yl, etc.), and suitable nucleophiles R6H [R6 = morpholino, methylbenzylamino, 2-hydroxy-1-naphthyl] catalyzed by palladium, proceeding through consecutive intramol. vinylogous addition, Suzuki coupling, and allylic alkylation was reported. This process exhibited high chemo- and regioselectivity with 1,3,4-trifunctionalization of the 1,3-enyne motif, and a wide range of 2H-chromenes and benzo[b]oxepine I, 1,2-dihydroquinoline II, 1,7-annulated indole III, and other frameworks was efficiently constructed in fair to good yields and E/Z selectivity.

Organic Letters published new progress about Addition reaction (vinylogous). 84163-77-9 belongs to class benzisoxazole, and the molecular formula is C12H13FN2O, Product Details of C12H13FN2O.

Referemce:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics