Category: isoquinoline

Jankovic, Nenad published the artcileDiscovery of the Biginelli hybrids as novel caspase-9 activators in apoptotic machines: Lipophilicity, molecular docking study, influence on angiogenesis gene and miR-21 expression levels, COA of Formula: C2H6N2O, the main research area is Biginelli scaffold selectivity index apoptosis caspase 9 lipophilicity; Apoptosis; Biginelli scaffold; Caspase-9; Lipophilicity; Selectivity index.

In order to investigate potential therapeutically agents, novel products of Biginelli reaction (4a-l) were synthesized and exposed to cytotoxic and caspase activities, angiogenesis, cell cycle distribution, gene and microRNA expression levels, lipophilicity assessment and docking study. Among the twelve novel compounds (4a-l) evaluated for the cytotoxic activity, five of them (4c, 4d, 4f, 4k and 4l) that showed excellent activity on the tested cell lines (HeLa, LS174 and A549) were selected for further evaluation. Interestingly, compound 4f has up to three times higher selectivity index (SI) towards cancer cells than cisplatin (on HeLa, LS174 and A549 SI = 18.2, 13.5 and 11.2, resp.). The obtained results from cell cycle distribution and caspase activity indicate that tested compounds (4c, 4d, 4f, 4k and 4l) promoted caspase-9 activation, implicated in the intrinsic pathway of apoptosis. Lipophilicity of 4a-l was determinate by using reversed-phase high-performance liquid chromatog.

Bioorganic Chemistry published new progress about Angiogenesis (influence on angiogenesis gene). 598-50-5 belongs to class isoquinoline, name is 1-Methylurea, and the molecular formula is C2H6N2O, COA of Formula: C2H6N2O.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Greskowiak, Janek published the artcileThe uncertainty of biodegradation rate constants of emerging organic compounds in soil and groundwater – A compilation of literature values for 82 substances, Application of Diatrizoic Acid, the main research area is soil groundwater EOC biodegradation rate constant; Environmental biodegradation constants; Organic contaminants; Soil and groundwater; Uncertainty.

The present study reports on biodegradation rate constants of emerging organic compounds (EOCs) in soil and groundwater available in the literature. The major aim of this compilation was to provide an assessment of the uncertainty of hydrol. models with respect to the fate of EOCs. The literature search identified a total number of 82 EOCs for which 1st-order rate constants could be derived. It was found that for the majority of compounds degradation rate constants vary over more than three orders of magnitude. Correlation to factors that are well known to affect the degradation rate, such as temperature or redox condition was weak. No correlation at all was found with results from available quant. structure-activity relationship models. This suggests that many unknown site specific or exptl. specific factors influence the degradation behavior of EOCs in the environment. Thus, local and catchment scale predictive models to estimate EOC concentration at receptors, e.g., receiving waters or drinking water wells, need to consider the large uncertainty in 1st-order rate constants As a consequence, applying rate constants that were derived from one experiment or field site investigation to other experiments or field sites should be done with extreme caution.

Water Research published new progress about Biological water purification, biodegradation. 117-96-4 belongs to class isoquinoline, name is Diatrizoic Acid, and the molecular formula is C11H9I3N2O4, Application of Diatrizoic Acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hilpert, Lukas J. published the artcileRhodium-Catalyzed Parallel Kinetic Resolution of Racemic Internal Allenes Towards Enantiopure Allylic 1,3-Diketones, Category: isoquinoline, the main research area is allene diketone parallel kinetic resolution rhodium enantioselective addition catalyst; allylic diketone enantiopure stereoselective preparation; 1,3-diketones; allenes; asymmetric catalysis; parallel kinetic resolution; rhodium.

A rare case of a parallel kinetic resolution of racemic 1,3-disubstituted allenes by means of a rhodium-catalyzed addition to 1,3-diketones furnishing enantiopure allylic 1,3-diketones is described. Mechanistic experiments demonstrate that the different allene enantiomers react in parallel to either the diastereomeric E- or Z-allylic 1,3-diketones with the same absolute configuration of the newly formed stereogenic center. A broad substrate scope demonstrates the synthetic utility of this new method.

Angewandte Chemie, International Edition published new progress about Addition reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Trost, Barry M. published the artcileBranched aldehydes as linchpins for the enantioselective and stereodivergent synthesis of 1,3-aminoalcohols featuring a quaternary stereocenter, Application of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is aminoalc preparation enantioselective diastereoselective; aldehyde Mannich aldol Henry alkyne addition zinc prophenol catalyst.

The use of branched aldehydes e.g., benzyl (S)-(1-(4-fluorophenyl)-2,2-dimethyl-3-oxopropyl)carbamate as versatile linchpins for various Zn-prophenol-catalyzed C-C bond-forming reactions to efficiently construct enantioenriched 1,3-aminoalcs. e.g., I bearing an acyclic quaternary stereogenic center was reported. The ability of the Zn-ProPhenol catalyst to selectively activate ambiphilic aldehydes first as nucleophiles for Mannich reactions and then as electrophiles for aldol, Henry and alkyne addition reactions allows for the one-pot synthesis of complex stereotriads from common building blocks. Moreover, this approach can be diastereodivergent by simply selecting the proper catalyst combination. Overall, this catalytic method directly transforms simple and readily available aldehydes into highly functionalized compounds and provides streamlined access to valuable 1,3-aminoalcs. relevant to the synthesis of biol. important mols.

Nature Catalysis published new progress about Addition reaction catalysts, stereoselective. 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Application of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hu, Jiang-Lin published the artcileRuthenium-Catalyzed Enantioselective Addition of Carboxylic Acids to Allenes, Category: isoquinoline, the main research area is branched allylic ester enantioselective regioselective preparation; allene carboxylic acid addition ruthenium catalyst.

A ruthenium-catalyzed synthetic method for branched allylic esters I [R1 = TBSO(CH2)2, cyclopentyl, Ph(CH2)2, etc.; R2 = i-Pr, 2-thienyl, Ph, etc.] via addition of carboxylic acids to allenes was reported. Ligands were designed and prepared based on Josiphos skeleton, with which reaction achieved up to 95% yield and up to >99% enantiomeric excess. A deuterium labeling experiment was performed and a plausible mechanism was proposed. Enantiopure lactones of five- and six-membered ring were synthesized via a RCM reaction of branched allylic ester product.

ACS Catalysis published new progress about Addition reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jiang, Yuqi published the artcileDiscovery of Second-Generation NLRP3 Inflammasome Inhibitors: Design, Synthesis, and Biological Characterization, Formula: C9H10O3, the main research area is preparation NLRP3 inflammasome inhibitor.

NLRP3 inflammasomes have recently emerged as an attractive drug target for neurodegenerative disorders. In our continuing studies, a new chem. scaffold was designed as selective inhibitors of NLRP3 inflammasomes. Initial characterization of the lead HL16 demonstrated improved, however, nonselective inhibition on the NLRP3 inflammasome. Structure-activity relationship studies of HL16 identified a new lead, 17 (YQ128), with an IC50 of 0.30 ± 0.01μM. Further studies from in vitro and in vivo models confirmed its selective inhibition on the NLRP3 inflammasome and its brain penetration. Furthermore, pharmacokinetic studies in rats at 20 mg/kg indicated extensive systemic clearance and tissue distribution, leading to a half-life of 6.6 h. However, the oral bioavailability is estimated to be only 10%, which may reflect limited GI permeability and possibly high first-pass effects. Collectively, these findings strongly encourage development of more potent analogs with improved pharmacokinetic properties from this new chem. scaffold.

Journal of Medicinal Chemistry published new progress about Central nervous system agents (potential as). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Mase, Nobuyuki published the artcileSynthesis of β-hydroxyaldehydes with stereogenic quaternary carbon centers by direct organocatalytic asymmetric aldol reactions, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is asym aldol reaction aldehyde chiral amine acid catalyst.

A fluorescence detection system was used to identify effective chiral amine/acid combinations as bifunctional catalysts for asym. direct catalytic aldol reactions of α,α-dialkyl aldehydes with aryl aldehydes. With the optimized catalyst system, the reaction of isobutyraldehyde with p-nitrobenzaldehyde provided the α,α-di-Me aldol product in 92% yield with 96% ee.

Angewandte Chemie, International Edition published new progress about Acids Role: CAT (Catalyst Use), USES (Uses). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Leng, Lingying published the artcileRegioselective, Photocatalytic α-Functionalization of Amines, SDS of cas: 5961-59-1, the main research area is amine iridium photocatalyst regioselective addition reaction DFT study.

Photocatalytic α-functionalization of amines provided a mild and atom-economical means to synthesized α-branched amines. Prior examples featured sym. or electronically biased substrates. A controllable α-functionalization of amines in which regioselectivity can be tuned with minor changes to the reaction conditions.

Journal of the American Chemical Society published new progress about Addition reaction catalysts, regioselective. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, SDS of cas: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kim, Byungjun published the artcileStereodivergent Carbon-Carbon Bond Formation between Iminium and Enolate Intermediates by Synergistic Organocatalysis, Category: isoquinoline, the main research area is iminium enolate Michael addition.

Herein a stereodivergent method for the Michael addition of aryl acetic acid esters to α,β-unsaturated aldehydes catalyzed by a combination of a chiral pyrrolidine and a chiral Lewis base has been reported. This reaction proceeds through a synergistic catalytic cycle which consists of one cycle leading to a chiral iminium electrophile and a second cycle generating a nucleophilic chiral enolate for the construction of a carbon-carbon bond. By varying the combinations of catalyst enantiomers, all four stereoisomers of the products with two vicinal stereocenters are accessible with high enantio- and diastereoselectivity. The products of the Michael addition, 1,5-aldehyde esters, can be readily transformed into a variety of other valuable enantioenriched structures, including those bearing three contiguous stereocenters in an acyclic system, thus providing an efficient route to an array of structural and stereochem. diversity.

Journal of the American Chemical Society published new progress about Michael reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Redeker, Maria published the artcileRemoval of iodinated X-ray contrast medium diatrizoate by anaerobic transformation, Application In Synthesis of 117-96-4, the main research area is diatrizoate removal anaerobic transformation wastewater treatment.

The iodinated X-ray contrast medium diatrizoate is known to be very persistent in current wastewater treatment as well as in environmental compartments. In this study, the potential of anaerobic processes in soils, sediments, and during wastewater treatment to remove and transform diatrizoate was investigated. In anaerobic batch experiments with soil and sediment seven biol. formed transformation products (TPs) as well as the corresponding transformation pathway were identified. The TPs resulted from successive deiodinations and deacetylations. The final TP 3,5-diaminobenzoic acid (DABA) was stable under anaerobic conditions. However, DABA was further transformed under air atm., indicating the potential for the mineralization of diatrizoate by combining anaerobic and aerobic conditions. With the development of a methodol. using complementary liquid chromatog.-electrospray ionization-tandem mass spectrometry and liquid chromatog.-inductively coupled plasma-mass spectrometry techniques, all identified TPs were quantified and the mass balance could be closed without having authentic standards for four of the TPs available. The detection and quantification of diatrizoate TPs in groundwater, in tech. wetlands with anaerobic zones, and in a pilot wastewater treatment plant established for anaerobic treatment highlights the transferability and up-scaling of the results attained by laboratory experiments to environmental conditions.

Environmental Science & Technology published new progress about Biological wastewater treatment, anaerobic. 117-96-4 belongs to class isoquinoline, name is Diatrizoic Acid, and the molecular formula is C11H9I3N2O4, Application In Synthesis of 117-96-4.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem