Month: November 2022

Shreiber, Scott T. published the artcileSolvated Nickel Complexes as Stoichiometric and Catalytic Perfluoroalkylation Agents, Formula: C8H10O2, the main research area is nickel perfluoroalkyl complex preparation coupling iodonium diazonium fluoroalkylation; perfluoroalkylarene preparation fluoroalkylation iodonium diazonium nickelate complex; crystal mol structure nickel perfluoroalkyl complex; catalysis; fluorine; nickel; perfluoroalkylation; trifluoromethylation.

The acetonitrile-solvated [(MeCN)Ni(C2F5)3]- was prepared in order to compare and contrast its reactivity with the known [(MeCN)Ni(CF3)3]- towards organic electrophiles. Both [(MeCN)Ni(CF3)3]- and [(MeCN)Ni(C2F5)3]- successfully react with aryl iodonium and diazonium salts as well as alkynyl iodonium salts to give fluoroalkylated organic products. Electrochem. anal. of [(MeCN)NiII(C2F5)3]- suggests that, upon electro-oxidation to [(MeCN)nNiIII(C2F5)3], reductive homolysis of a perfluoroethyl radical occurs, with the concomitant formation of [(MeCN)2NiII(C2F5)2]. Catalytic C-H trifluoromethylations of electron-rich arenes were successfully achieved using either [(MeCN)Ni(CF3)3]- or the related [Ni(CF3)4]2-. Stoichiometric reactions of the solvated nickel complexes reveal that “”ligandless”” nickel is exceptionally capable of serving as reservoir of CF3 groups under catalytically relevant conditions.

Angewandte Chemie, International Edition published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent) (alkynyliodonium compounds). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Rajvanshi, Sandeep Kumar published the artcileIdentification of bioactive phytometabolites in essential oil of African marigold (Tagetes erecta L.) using FT-IR & DART-MS techniques, COA of Formula: C8H10O2, the main research area is Tagetes erecta essential oil bioactive phytometabolite FTIR DARTMS.

Tagetes erecta L. belongs to family Asteraceae, most widely used as ornamental plant, has cosmetic as well as medicines values. Since oil extracted from its plant parts for secondary metabolites present in the plant such as alkaloids, steroids, tannins and phenolic compounds, flavonoids, etc. Oil was extracted from flowers, as well as leaves marigold (Tagetes erecta L.) in fresh form and after processing by solvent extraction method using n-hexane as solvent. Samples were subjected to Fourier transform IR spectroscopy (FT-IR) where spectra of samples have shown the presence of major functional groups viz., alkanes, aromatic, phenols, aliphatic, nitro compounds and amines, etc at wavelength of 3400 to 3480 cm-1 (alc. & phenols), 2850 to 2990 cm-1 (alkanes), 1050 to 1200 cm-1 (aliphatic amines) and 720 to 890 cm-1 (aromatics). Presence of more number of peaks shows the presence of more number of bioactive compounds These samples were further validated by DART Mass Spectrometry where peak at m/z 136 correspond to terpenoids, 151 (ketone), 169 (phenols), 183 (alc.), etc. Presence of phenolic compound galic acid in the samples proves the antioxidant activity of the samples.

Annals of Plant Sciences published new progress about Aliphatic amines Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Arya, Gunjan H. published the artcileThe genetic basis for variation in olfactory behavior in Drosophila melanogaster, Application In Synthesis of 1205-17-0, the main research area is Obp83g Or7a lr40a Gr57a polymorphism olfactory behavior Drosophila; Drosophila melanogaster Genetic Reference Panel; behavioral genetics; genetic networks; genome-wide association analysis; olfactory behavior.

The genetic underpinnings that contribute to variation in olfactory perception are not fully understood. To explore the genetic basis of variation in olfactory perception, we measured behavioral responses to 14 chem. diverse naturally occurring odorants in 260400 flies from 186 lines of the Drosophila melanogaster Genetic Reference Panel, a population of inbred wild-derived lines with sequenced genomes. We observed variation in olfactory behavior for all odorants. Low to moderate broad-sense heritabilities and the large number of tests for genotype-olfactory phenotype association performed precluded any individual variant from reaching formal significance. However, the top variants (nominal P < 5 × 10-5) were highly enriched for genes involved in nervous system development and function, as expected for a behavioral trait. Further, pathway enrichment analyses showed that genes tagged by the top variants included components of networks centered on cyclic guanosine monophosphate and inositol triphosphate signaling, growth factor signaling, Rho signaling, axon guidance, and regulation of neural connectivity. Functional validation with RNAi and mutations showed that 15 out of 17 genes tested indeed affect olfactory behavior. Our results show that in addition to chemoreceptors, variation in olfactory perception depends on polymorphisms that can result in subtle variations in synaptic connectivity within the nervous system. Chemical Senses published new progress about 5-HT1A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Application In Synthesis of 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jeong, Clara H. published the artcileThe impact of iodinated X-ray contrast agents on formation and toxicity of disinfection by-products in drinking water, SDS of cas: 117-96-4, the main research area is iodinated contrast agent toxicity disinfection byproduct drinking water; Disinfection by-products; Iodinated X-ray contrast media; Iodo-DBPs.

The presence of iodinated X-ray contrast media (ICM) in source waters is of high concern to public health because of their potential to generate highly toxic disinfection byproducts (DBPs). The objective of this study was to determine the impact of ICM in source waters and the type of disinfectant on the overall toxicity of DBP mixtures and to determine which ICM and reaction conditions give rise to toxic byproducts. Source waters collected from Akron, OH were treated with five different ICMs, including iopamidol, iopromide, iohexol, diatrizoate and iomeprol, with or without chlorine or chloramine disinfection. The reaction product mixtures were concentrated with XAD resins and the mammalian cell cytotoxicity and genotoxicity of the reaction mixture concentrates was measured. Water containing iopamidol generated an enhanced level of mammalian cell cytotoxicity and genotoxicity after disinfection. While chlorine disinfection with iopamidol resulted in the highest cytotoxicity overall, the relative iopamidol-mediated increase in toxicity was greater when chloramine was used as the disinfectant compared with chlorine. Four other ICMs (iopromide, iohexol, diatrizoate, and iomeprol) expressed some cytotoxicity over the control without any disinfection, and induced higher cytotoxicity when chlorinated. Only iohexol enhanced genotoxicity compared to the chlorinated source water.

Journal of Environmental Sciences (Beijing, China) published new progress about Cytotoxicity Role: OCU (Occurrence, Unclassified), POL (Pollutant), OCCU (Occurrence). 117-96-4 belongs to class isoquinoline, name is Diatrizoic Acid, and the molecular formula is C11H9I3N2O4, SDS of cas: 117-96-4.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Baguia, Hajar published the artcile[(DPEPhos)(bcp)Cu]PF6: a general and broadly applicable copper-based photoredox catalyst, Related Products of isoquinoline, the main research area is diphosphine copper bathocuprione complex preparation catalyst radical cyclization arylation; radical cyclization organic halide diphosphine copper bathocuprione complex catalyst; arylation heteroarene diphosphine copper bathocuprione complex catalyst.

The authors’ group recently reported the use of [(DPEPhos)(bcp)Cu]PF6 as a general Cu-based photoredox catalyst which proved efficient to promote the activation of a broad variety of organic halides, including unactivated ones. These can then participate in various radical transformations such as reduction and cyclization reactions, as well as in the direct arylation of several (hetero)arenes. These transformations provide a straightforward access to a range of small mols. of interest in synthetic chem., as well as to biol. active natural products. Altogether, [(DPEPhos)(bcp)Cu]PF6 acts as a convenient photoredox catalyst which appears to be an attractive, cheap and complementary alternative to the state-of-the-art Ir- and Ru-based photoredox catalysts. Here, the authors report a detailed protocol for the synthesis of [(DPEPhos)(bcp)Cu]PF6, as well as NMR and spectroscopic characterizations, and the authors illustrate its use in synthetic chem. for the direct arylation of (hetero)arenes and radical cyclization of organic halides. In particular, the direct arylation of N-methylpyrrole with 4-iodobenzonitrile to afford 4-(1-methyl-1H-pyrrol-2-yl)benzonitrile and the radical cyclization of N-benzoyl-N-[(2-iodoquinolin-3-yl)methyl]cyanamide to afford natural product luotonin A are detailed. The scope and limitations of this Cu-based photoredox catalyst are also briefly discussed.

Journal of Visualized Experiments published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent) (heteroarenes). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Xia, Yujia published the artcileNH4I-promoted oxidative formation of benzothiazoles and thiazoles from arylacetic acids and phenylalanines with elemental sulfur, Name: 4-Methoxyphenylacetic acid, the main research area is arylbenzothiazole preparation; arylacetic acid amine sulfur oxidative cyclization catalyst ammonium iodide; benzyl arylthiazole preparation; aryl alanine sulfur oxidative cyclization catalyst ammonium iodide.

A NH4I/K3PO4-based catalytic system had been established to enable oxidative formation of thiazole compounds I [R1 = H, MeO; R2 = H, MeO, t-Bu; R3 = H, MeO; R1R2 = HC=CHCH=CH, HC=CHCH=N, HC=CHC(Br)=CH, HC=CHC(4-methoxyphenyl)=CH; R2R3 = OCH2O; Ar = Ph, 3-pyridyl, 2-naphthyl, etc.], II [Ar = Ph, 4-MeC6H4, 2,4-di-ClC6H3, etc.] from arylacetic acids and phenylalanines with elemental sulfur. While the three-component reaction of anilines or β-naphthylamines with arylacetic acids and elemental sulfur afforded benzo[2,1-d]thiazoles I [R1 = H, MeO; R2 = H, MeO, t-Bu; R3 = H, MeO; R2R3 = OCH2O; Ar = Ph] and naphtho[2,1-d]thiazoles, I [R1R2 = HC=CHCH=CH, HC=CHCH=N, HC=CHC(Br)=CH, HC=CHC(4-methoxyphenyl)=CH; Ar = Ph, 3-pyridyl, 2-naphthyl, etc.] the annulation of phenylalanines with elemental sulfur produces 2-benzyl II [Ar = Ph] and 2-benzoylthiazoles. This work well complements previous three-component annulations of benzothiazoles from other coupling partners.

Organic & Biomolecular Chemistry published new progress about Amino acids, analogs Role: RCT (Reactant), RACT (Reactant or Reagent) (phenylalanine). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Name: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Trillo, Paz published the artcileDirect Catalytic Reductive N-Alkylation of Amines with Carboxylic Acids: Chemoselective Enamine Formation and further Functionalizations, Quality Control of 104-01-8, the main research area is catalytic reductive alkylation amine carboxylic acid chemoselective enamine formation.

Direct reductive N-alkylation of secondary amines with carboxylic acids using molybdenum hexacarbonyl (5 mol %) as catalyst and diethoxymethylsilane as reducing agent generate enamines in a straightforward fashion in high yields. The formed enamines are without the need for isolation or purification further reacted with trimethylsilyl cyanide in the same reaction flask to yield α-amino nitriles in good yields. In the optimized reaction conditions equimolar amounts of carboxylic acid and amine are reacted under neat conditions, and a catalytic amount of trifluoroethanol (0.1 mol %) is added along with TMSCN for the cyanation step. The reductive N-alkylation reaction is demonstrated to be highly chemoselective, tolerating a multitude of different functional groups present in the starting carboxylic acids and amines. The reaction is scalable and the generated α-amino nitriles are converted to other useful compounds, e.g., α-amino acids or amino-tetrazoles. In addition, the intermediate enamines are further transformed into triazolines, sulfonylformamidines, pyrimidinediones, and TMS-propargylamines, resp., in high yields under mild reaction conditions. Benzoic acids react with secondary amines under similar conditions to give tertiary amines in high yields, and using this methodol., the biol. active compound Piribedil was isolated in 80% yield in a direct one-pot reaction setup.

ACS Catalysis published new progress about Amidines Role: SPN (Synthetic Preparation), PREP (Preparation) (sulfonylformamidines). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Quality Control of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Niu, Haichan published the artcileStructure Guided Design, Synthesis, and Biological Evaluation of Novel Benzosuberene Analogues as Inhibitors of Tubulin Polymerization, Application In Synthesis of 86-51-1, the main research area is benzosuberene analog tubulin polymerization inhibitor vascular disrupting agent.

A promising design paradigm for small-mol. inhibitors of tubulin polymerization that bind to the colchicine site draws structural inspiration from the natural products colchicine and combretastatin A-4 (CA4). Our previous studies with benzocycloalkenyl and heteroaromatic ring systems yielded promising inhibitors with dihydronaphthalene and benzosuberene analogs featuring phenolic (KGP03 and KGP18; I and II, R = OH) and aniline (KGP05 and KGP156; I and II, R = NH2) congeners emerging as lead agents. These mols. demonstrated dual mechanism of action, functioning as both potent vascular disrupting agents (VDAs) and as highly cytotoxic anticancer agents. A further series of analogs was designed to extend functional group diversity and investigate regioisomeric tolerance. Ten new mols. were effective inhibitors of tubulin polymerization (IC50 < 5 μM) with seven of these exhibiting highly potent activity comparable to CA4, KGP18, and KGP03. For one of the most effective agents, dose-dependent vascular shutdown was demonstrated using dynamic bioluminescence imaging in a human prostate tumor xenograft growing in a rat. Journal of Medicinal Chemistry published new progress about 1,2-Addition reaction (1,2-addition/elimination reaction of benzosuberone derivative). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Application In Synthesis of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Llopis, Natalia published the artcileOxidation of Electron-Rich Arenes Using HFIP-UHP System, Safety of 1,3-Dimethoxybenzene, the main research area is oxidation electron rich arene HFIP UHP; quinone hydroxylated arene preparation green chem.

The straightforward oxidation of electron-rich arenes, namely, phenols, naphthols, and anisole derivatives, under mild reaction conditions, is described by means of the use of an environmentally benign HFIP-UHP system. The corresponding quinones or hydroxylated arenes were obtained in moderate to good yields.

Journal of Organic Chemistry published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent) (electron-rich). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Safety of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Lielpetere, Anna published the artcileFriedel-Crafts Alkylation with Carbenium Ions Generated by Electrochemical Oxidation of Stannylmethyl Ethers, Quality Control of 151-10-0, the main research area is Friedel Crafts alkylation stannylmethyl ether arene electrochem oxidation carbenium.

The electrochem. activation of stannylmethyl ethers was exploited for Friedel-Crafts alkylation of arenes at near-neutral conditions. Single cell anodic oxidation of stannylmethyl ethers leads to oxonium ions which fragment to carbenium ions in the presence of electron rich arenes. Low oxidation potential of stannylmethyl ethers and buffered conditions enable the Friedel-Crafts reaction with a wide range of arenes including the substrates with acid-sensitive groups.

European Journal of Organic Chemistry published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent) (electron-rich). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Quality Control of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem