Category: isoquinoline

Felicetti, Tommaso published the artcileSustainable, three-component, one-pot procedure to obtain active anti-flavivirus agents, Product Details of C9H10O3, the main research area is pyridobenzothiazolone preparation antiflaviviral NS5 polymerase inhibition Dengue Zika antitumor; Antiviral agents; Dengue inhibitors; NS5 polymerase; One-pot procedure; Three-component reaction (3CR); Zika inhibitors.

The development of a new and sustainable three-component reaction (3CR) that can be combined with a basic hydrolysis in a one-pot procedure has been reported to obtain the pyridobenzothiazole (PBTZ) scaffold, thus reducing the number of synthetic steps, improving yields and saving time. 3CR was significantly explored in order to demonstrate its wide scope by using different starting materials. Taking advantage of these procedures, a new set of PBTZ analogs was synthesized and tested as anti-DENV-2 and anti-ZIKV agents. Compound I inhibited DENV-2 NS5 polymerase with an IC50 of 10.4μM and represented the best anti-flavivirus compound of the new series by inhibiting DENV-2- and ZIKV-infected cells with EC50 values of 1.2 and 5.0μM, resp., that translates into attractive selectivity indexes (SI – 83 and 20, resp.). These results strongly reaffirm PBTZ derivatives as promising anti-flavivirus agents that now can be synthesized through a convenient and sustainable 3CR in order to obtain more potent compounds for further pre-clin. development studies.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Product Details of C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Abrams, Roman published the artcileTriarylmethanes and their Medium-Ring Analogues by Unactivated Truce-Smiles Rearrangement of Benzanilides, HPLC of Formula: 5961-59-1, the main research area is preparation triarylmethane medium ring analog; unactivated Truce Smiles rearrangement benzanilide intramol nucleophilic aromatic substitution; Hammett plot; SNAr; Truce-Smiles rearrangement; medium ring; triarylmethane.

Intramol. nucleophilic aromatic substitution (Truce-Smiles rearrangement) of the anions of 2-benzyl benzanilides leads to triarylmethanes in an operationally simple manner. The reaction succeeds even without electronic activation of the ring that plays the role of electrophile in the SNAr reaction, being accelerated instead by the preferred conformation imposed by the tertiary amide tether. The amide substituent of the product may be removed or transformed into alternative functional groups. A ring-expanding variant (n to n+4) of the reaction provided a route to doubly benzo-fused medium ring lactams of 10 or 11 members. Hammett anal. returned a ρ value consistent with the operation of a partially concerted reaction mechanism.

Angewandte Chemie, International Edition published new progress about Reaction mechanism. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, HPLC of Formula: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Scattolin, Thomas published the artcileA Nucleophilic Deprotection of Carbamate Mediated by 2-Mercaptoethanol, Application of 4-Methoxy-N-methylaniline, the main research area is carbamate mercaptoethanol nucleophilic deprotection; secondary amine preparation.

Carbamates, typically used for the protection of amines, including Cbz, Alloc, and Me carbamate, was readily deprotected by treatment with 2-mercaptoethanol in the presence of potassium phosphate tribasic in N,N-dimethylacetamide at 75°C. This nucleophilic deprotection protocol was superior to the standard hydrogenolysis or Lewis acid-mediated deprotection conditions for substrates bearing a functionality sensitive to these more traditional methods.

Organic Letters published new progress about Free energy. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Application of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Stivanin, Mateus L. published the artcileBlue Light-Promoted N-H Insertion of Carbazoles, Pyrazoles and 1,2,3-Triazoles into Aryldiazoacetates, Application of 4-Methoxyphenylacetic acid, the main research area is carbazole diazophenylacetate photochem insertion reaction; carbazolyl phenylacetate preparation; pyrazole diazophenylacetate photochem regioselective insertion reaction; pyrazolyl phenylacetate preparation; triazole diazophenylacetate photochem regioselective insertion reaction; triazolyl phenylacetate preparation.

Blue light irradiation of aryldiazoacetates led to the formation of free carbenes, which reacted with carbazoles, pyrazoles and 1,2,3-triazoles to afford the corresponding N-H inserted products. These reactions were performed under air and at room temperature, allowing the mild preparation of a variety of motifs found in biol. relevant targets.

Advanced Synthesis & Catalysis published new progress about Carboxylic acids, alkyl esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Application of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Qi published the artcileCatalytic Asymmetric Disulfuration by a Chiral Bulky Three-Component Lewis Acid-Base, Application In Synthesis of 1205-17-0, the main research area is dicarbonyl disulfide methoxy Lewis acid base asym disulfuration; disulfide keto stereoselective preparation; chiral primary amines; disulfuration; enamines; frustrated Lewis pairs; organocatalysis.

A three-component Lewis acid-base (Lewis trio) involving a bulky chiral primary amine, B(C6F5)3 and a bulky tertiary amine has been developed as an effective enamine catalyst for enantioselective disulfuration reactions. The bulky tertiary amine was found to activate a bulky primary-tertiary diamine-borane Lewis pair for enamine catalysis via frustrated interaction. The resulted chiral bulky Lewis trio (BLT) allows for the construction of chiral disulfides via direct disulfuration with β-ketocarbonyls or α-branched aldehydes in a practical and highly stereocontrolled manner.

Angewandte Chemie, International Edition published new progress about Enamines Role: CAT (Catalyst Use), SPN (Synthetic Preparation), USES (Uses), PREP (Preparation). 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

Lang, Simon B. published the artcileActivation of Alcohols with Carbon Dioxide: Intermolecular Allylation of Weakly Acidic Pronucleophiles, SDS of cas: 1205-17-0, the main research area is nitroalkane allyl alc carbon dioxide palladium allylation catalyst; nitrile allyl alc carbon dioxide palladium allylation catalyst; aldehyde allyl alc carbon dioxide palladium allylation catalyst; allylated product preparation.

The direct coupling of allyl alcs. with nitroalkanes, nitriles, and aldehydes using catalytic Pd(PPh3)4 has been accomplished via activation of C-OH bonds with CO2. The in situ formation of carbonates from alcs. and CO2 facilitates oxidative addition to Pd to form reactive π-allylpalladium intermediates. In addition, the formation of a strong base activates nucleophiles toward the reaction with the π-allylpalladium electrophile. Overall, this atom economical reaction provides a new C-C bond without the use of an external base and generates water as the only byproduct.

Organic Letters published new progress about Alkanes, nitro Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, SDS of cas: 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Abrams, Dylan J. published the artcileToward a mild dehydroformylation using base-metal catalysis, Product Details of C11H12O3, the main research area is aldehyde tungsten cobalt catalyst dehydroformylation; alkene preparation regioselective.

A base-metal catalyzed, mild dehydroformylation method that incorporated benefits from earlier methods while avoiding several of their resp. disadvantages was designed. Importantly, the cooperative base metal catalysis presented a powerful, mechanistically unique approach to reactions which were difficult to achieve using conventional catalyst design was showed.

Chemical Science published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Product Details of C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shishlikova, Maria A. published the artcileDirected Synthesis of Regioisomeric Monoaryl-Substituted Pyridines Containing a Tricyanobutadiene Fragment and Study on Their Optical Properties, Category: isoquinoline, the main research area is tricyanobutadieyl pyridine preparation regioselective optical study; chlorocinnamaldehyde malononitrile dimer heterocyclization; arylmalondialdehyde malononitrile dimer heterocyclization; enaminoketone malononitrile dimer heterocyclization.

A series of regioisomeric monoaryl-substituted pyridines I (Ar = H, Ph, 4-methoxyphenyl, 3,4-dimethoxyphenyl; Ar1 = H, Ph, 4-methoxyphenyl, 3,4-dimethoxyphenyl; Ar2 = H, Ph, 4-methoxyphenyl, 3,4-dimethoxyphenyl) containing a tricyanobutadiene fragment was prepared using modified known and novel developed synthetic approaches. Advantages and limitations of the used methods were discussed. Dependence of the optical absorption and emission characteristics on the position of aromatic substituent was studied. An unusual intramol. charge transfer from malononitrile fragment to the pyridine ring was found, which was consistent with observed exptl. and theor. data.

ChemistrySelect published new progress about Alkyl aryl ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Su, Yong-Liang published the artcileAsymmetric α-Allylation of Aldehydes with Alkynes by Integrating Chiral Hydridopalladium and Enamine Catalysis, Application In Synthesis of 1205-17-0, the main research area is alkenal derivative enantioselective preparation; alkyne aldehyde enantioselective allylation palladium catalyst.

A palladium-catalyzed asym. α-allylation of aldehydes with alkynes has been established by integrating the catalysis of enamine and chiral hydridopalladium complex that is reversibly formed from the oxidative addition of Pd(0) to chiral phosphoric acid. The ternary catalyst system, consisting of an achiral palladium complex, a primary amine, and a chiral phosphoric acid allows the reaction to tolerate a wide scope of α,α-disubstituted aldehydes and alkynes, affording the corresponding allylation products in high yields and with excellent levels of enantioselectivity.

Organic Letters published new progress about Allylation. 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

Farooq, Saleem published the artcileDihydropyrimidinones: efficient one-pot green synthesis using Montmorillonite-KSF and evaluation of their cytotoxic activity, Application In Synthesis of 86-51-1, the main research area is Montmorillonite KSF support heteropoly acid catalyst preparation surface area; aldehyde acetoacetate urea heterogeneous catalyst Biginelli reaction green chem; dihydropyrimidinone preparation antitumor cytotoxicity SAR docking.

A simple, efficient, cost-effective, recyclable and green approach was developed for the synthesis of new dihydropyrimidinone analogs I [X = O, S; R = Ph, (E)-2-(4-methoxyphenyl)vinyl, 1-chloro-3,4-dihydronaphthalenyl, etc.] via Biginelli reaction. The methodol. involved a multicomponent reaction catalyzed by “”HPA-Montmorillonite-KSF”” as a reusable and heterogeneous catalyst. This method gave an efficient and much improved modification of the original Biginelli reaction, in terms of yield and short reaction times under solvent free conditions. All the derivatives were subjected to cytotoxicity screening against a panel of four different human cancer cell lines viz. colon (Colo-205), prostate (PC-3), leukemia (THP-1) and lung (A549) to check their effect on percentage growth. MTT [3-(4,5-dimethylthiazol-yl)-diphenyl tetrazoliumbromide] cytotoxicity assay was employed to check IC50 values. Of the synthesized analogs, I [X = O, R = (E)-2-(4-methoxyphenyl)vinyl] showed the best activity with IC50 of 7.1 ± 0.8, 13.1 ± 1.4, 13.8 ± 0.9 and 14.7 ± 1.1μM against lung (A549), leukemia (THP-1), prostate (PC-3) and colon (Colo-205) cancer lines, resp. Synthesized compound I [X = O, R = (E)-2-(4-methoxyphenyl)vinyl] were further checked for its effect on cancer cell properties through clonogenic (colony formation) and scratch motility (wound healing) assays and thereby were found that it reduced both the colony formation and migratory properties of the lung cancer cell line (A549). Mol. docking studies were performed with I [X = O, R = (E)-2-(4-methoxyphenyl)vinyl], which showed its binding mode.

RSC Advances published new progress about Antitumor agents. 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