Tag: M.W=150-200

Henry, Martyn C. published the artcileOne-pot ortho-amination of aryl C-H bonds using consecutive iron and copper catalysis, Formula: C9H10O3, the main research area is arene nucleophile regioselective amination bond activation iron copper catalyst.

A one-pot approach for ortho-coupling of arenes with non-activated N-nucleophiles has been developed using sequential iron and copper catalysis. Regioselective ortho-activation of anisoles such as p-phenylanisole, 4-methoxyanisole, 3,4-dimethylanisole, etc. anilines such as 4-aminobenzonitrile, 4-nitroaniline, 4-methylaniline, etc. and p-cresol was achieved through iron(III) triflimide catalyzed iodination, followed by a copper(I)-catalyzed, ligand-assisted coupling reaction with N-heterocycle such as pyrazole, imidazole, pyrrole, 2-pyrrolidinone, amides such as benzamide, p-toluamide and sulfonamide-based nucleophiles such as benzenesulfonamide, p-toluenesulfonamide, p-chlorobenzenesulfonamide, methanesulfonamide. The synthetic utility of this one-pot, two-step method for the direct amination of ortho-aryl C-H bonds was demonstrated with the late-stage functionalization of 7-methoxy-1-methyl-3,4-dihydro-1H-quinolin-2-one. This allowed the preparation of a TRIM24 bromodomain inhibitor I [R = C6H5S(O)2NH] and a series of novel analogs I [R = C6H5C(O)NH, 2-oxopyrrolidin-1-yl, 1H-pyrazol-1-yl, etc.].

Organic & Biomolecular Chemistry published new progress about Amination catalysts (regioselective). 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

Kovalenko, Oksana P. published the artcileDual-target inhibitors of mycobacterial aminoacyl-tRNA synthetases among N-benzylidene-N′-thiazol-2-yl-hydrazines, Category: isoquinoline, the main research area is benzylidenyl thiazolyl hydrazine preparation; aminoacyltRNA synthetase inhibition tuberculostatics mol docking SAR.

Effective treatment of tuberculosis is challenged by the rapid development of Mycobacterium tuberculosis (Mtb) multidrug resistance that presumably could be overcome with novel multi-target drugs. Aminoacyl-tRNA synthetases (AARSs) are an essential part of protein biosynthesis machinery and attractive targets for drug discovery. Here, we exptl. verify a hypothesis of simultaneous targeting of structurally related AARSs by a single inhibitor. We previously identified a new class of mycobacterial leucyl-tRNA synthetase inhibitors, N-benzylidene-N′-thiazol-2-yl-hydrazines. Mol. docking of a library of novel N-benzylidene-N′-thiazol-2-yl-hydrazine derivatives into active sites of M. tuberculosis LeuRS (MtbLeuRS) and MetRS (MtbMetRS) resulted in a panel of the best ranking compounds, which were then evaluated for enzymic potency. Screening data revealed 11 compounds active against MtbLeuRS and 28 compounds active against MtbMetRS. The hit compounds display dual inhibitory potency as demonstrated by IC50 values for both enzymes. Compound I is active against Mtb H37Rv cells in in vitro bioassays.

MedChemComm published new progress about Aminoacyl-tRNA synthetase inhibitors. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Kanghui published the artcileIdentification of Components in Citri Sarcodactylis Fructus from Different Origins via UPLC-Q-Exactive Orbitrap/MS, SDS of cas: 86-51-1, the main research area is citri sarcodactylis fructus foshou.

To systematically analyze the chem. constituents of Citri Sarcodactylis Fructus (CSF) from different origins, an efficient approach based on ultraperformance liquid chromatog. plus Q-Exactive Orbitrap tandem mass spectrometry (UPLC-Q-Exactive Orbitrap/MS) detection for the discrimination of chem. components from of 15 batches of CSF from four main origins was used in this research. Through parent peaks, fragment peaks, fragmentation characteristics, and comparative anal. with the literature and reference standards, a total of 77 components from the methanol extracts including 18 coumarins, 24 flavonoids, seven organic acids, three limonoids, and 25 other compounds were detected and identified. Among them, 15 components have not been reported previously in the CSF. Notably, the stachydrine peak initially showed a higher content in the total ion current chromatogram. Overall, CSF produced in the Zhejiang province contained a richer variety of chem. compositions These observations provided a theor. basis for the further quality assessment and application of CSF.

ACS Omega published new progress about Citrus medica sarcodactylis (dried fruit). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, SDS of cas: 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hatt, H. published the artcileCloning, functional expression and characterization of a human olfactory receptor, Category: isoquinoline, the main research area is review olfactory receptor odorant recognition.

A review with 16 references The human olfactory system can recognize and discriminate a large number of different odorant mols. The detection of chem. distinct odorants begins with the binding of an odorant ligand to a specific receptor protein on the olfactory neuron cell surface. To address the problem of olfactory perception at a mol. level, we have cloned, functionally expressed and characterized the first human olfactory receptor (OR 17-40). Application of a mixture of hundred different odorants elicited a transient increase in intracellular calcium at HEK 293-cells which were transfected with a plasmid containing the receptor encoding DNA and a membrane import sequence. By subdividing the odorant mixture in smaller groups we could identify a single component which represented the only effective substance: helional. Testing some structurally closely related mols. we found only one other compound which also could activate the receptor: heliotropyl acetone. All other compounds tested were completely ineffective. These findings represent the beginning of mol. understanding of odorant recognition in humans.

Cellular and Molecular Biology (Paris) published new progress about Odor and Odorous substances (recognition). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liang, Lixin published the artcileCatalytic Asymmetric Alkynylation of 3,4-Dihydro-β-carbolinium Ions Enables Collective Total Syntheses of Indole Alkaloids, Formula: C9H10O3, the main research area is asym alkynylation carbolinium ion copper catalyst; indole alkaloid stereoselective total synthesis copper catalyst; alkynylation; copper catalysis; indole alkaloids; tetrahydro-β-carbolines; total synthesis.

Chiral tetrahydro-β-carboline (THβC) is not only a prevailing structural feature of many natural alkaloids but also a versatile synthetic precursor for a vast array of monoterpenoid indole alkaloids. Asym. synthesis of C1-alkynyl THβCs remains rarely explored and challenging. Herein, the authors describe the development of two complementary approaches for the catalytic asym. alkynylation of 3,4-dihydro-β-carbolinium ions with up to 96% yield and 99% ee. The utility of chiral C1-alkynyl THβCs was demonstrated by the collective total syntheses of seven indole alkaloids: harmicine, eburnamonine, desethyleburnamonine, larutensine, geissoschizol, geissoschizine, and akuammicine.

Angewandte Chemie, International Edition published new progress about Alkynylation catalysts (stereoselective). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jacquier, Valerie published the artcileCharacterization of an extended receptive ligand repertoire of the human olfactory receptor OR17-40 comprising structurally related compounds, Product Details of C11H12O3, the main research area is olfactory receptor OR1740 transport membrane odorant structure olfaction; helional lilial foliaver cyclosal aldehyde methyltolylpropionaldehyde OR1740 receptor; methylhydrocinnamaldehyde methylphenylpentanal trifernal piperonal vanillin OR1740 receptor recognition; hydrocinnamaldehyde bourgeonal methylcinnamaldehyde aldehyde methyl group carbon chain OR1740.

Mol. properties of odorant compounds essential for activation of the human olfactory receptor hOR17-40 were investigated using a collection of 23 variants of its cognate ligand helional. Coupling receptor activation to an optically detectable intracellular Ca2+ ion flux allowed dose-dependent screening of different odorant mols. in human embryonic kidney (HEK)293 cells. We found an extended collection of activating ligands and provide first evidence for hOR17-40-specific antagonists. The C-terminal fusion of enhanced green fluorescent protein to the hOR17-40 retained full receptor function and permitted the selection of cells with defined receptor expression levels, which was an essential step for optimizing our screening protocol. Interestingly, cells with a low EGFP fluorescence intensity exhibited efficient hOR17-40 cell surface targeting and odorant-evoked signal transduction; in contrast, highly fluorescent cells displayed mainly incorrectly targeted, intracellular receptors. Fluorescence-activated cell sorting was used to sep. hOR17-40-expressing cells on the basis of their endogenous EGFP fluorescence intensity, thereby increasing the fraction of odorant-responsive cells to up to 80% of the total cell number

Journal of Neurochemistry published new progress about Cell membrane (OR17-40 translocation to). 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

Wang, Jian-Ta published the artcileNovel berberine-based derivatives with potent hypoglycemic activity, Related Products of isoquinoline, the main research area is berberine derivative preparation mol docking hypoglycemic diabetes type two; AMP-activated protein kinase; Berberine; Hypoglycemic activity; Synthesis; Type 2 diabetes.

Four series of berberine derivatives were designed and synthesized. All the synthetic compounds were screened for in vitro glucose consumption activity in HepG2 cell lines. The results showed that most of the tested compounds exhibited potent hypoglycemic activity, and the most potent compound I exhibited its potency by 3.23-fold of berberine, 1.39-fold of metformin and 1.20-fold of rosiglitazone, resp. Western blot assay indicated these novel berberine-based derivatives executed their glucose-decreasing activity via the activation of AMPK pathway.

Bioorganic & Medicinal Chemistry Letters published new progress about AMP-activated protein kinase activators. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Gati, Wafa published the artcileA highly diastereoselective “”super silyl”” governed aldol reaction: synthesis of α,β-dioxyaldehydes and 1,2,3-triols, Computed Properties of 1205-17-0, the main research area is stereoselective silyl aldol addition synthesis dioxyaldehyde monosaccharide catalyzed triflimide.

A highly diastereoselective approach for the synthesis of protected α,β-dioxyaldehydes derived from (Z)-tris(trimethylsilyl)silyl “”super silyl”” enol ethers is described. A general and highly syn-stereoselective aldol reaction directed by the “”super silyl”” group catalyzed by triflimide (HNTf2) is developed providing α,β-dioxyaldehydes and 1,2,3-triol fragments which can be a useful platform for the elaboration of natural and unnatural sugar derivatives

Chemical Science published new progress about Aldol addition catalysts, stereoselective. 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Computed Properties of 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yuan, Yu-Chao published the artcileEnantiopure isothiourea@carbon-based support: stacking interactions for recycling a lewis base in asymmetric catalysis, HPLC of Formula: 104-01-8, the main research area is chiral isothiourea functionalized pyrene preparation; oxazolidinone oxaziridine arylacetic anhydride isothiourea Lewis base asym catalysis.

The synthesis of a chiral isothiourea (hyperBTM) I functionalized by a pyrene moiety was described via click chem. This new enantiopure Lewis base was used as supported catalyst thanks to its immobilization on reduced graphene oxide via strong π-π interactions between the polyaromatic core and the carbon support. The synthesis of scalemic oxazolidin-4-ones II [Ar = Ph, 2-naphthyl, 4-FPh, 4-MeOPh] from oxaziridines and arylacetic anhydrides was chosen as a test reaction to assess the validity of the process, this transformation having never been carried out under recycling conditions. Optimization of the reaction conditions led to the synthesis of the targeted products in high yields and good to excellent enantioselectivity values with the supported catalyst. Recovery of the active species occurred by simple filtration, the immobilized catalyst was then successfully reengaged in seven consecutive cycles while maintaining its efficiency. The robustness of this chiral organic isothiourea was also demonstrated in an original multi-substrate procedure.

Organic Chemistry Frontiers published new progress about [3+2] Cycloaddition reaction, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, HPLC of Formula: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Mondal, Atanu published the artcilePhosphine-Catalyzed Intramolecular Vinylogous Aldol Reaction of α-Substituted Enones, Related Products of isoquinoline, the main research area is indenone preparation diastereoselective; substituted enone intramol aldol phosphine catalyst.

The first phosphine-catalyzed intramol. vinylogous aldol reaction (IVAR) of α-substituted enones was demonstrated. This strategy provided access to various pentannulated (hetero)arenes and dibenzocycloheptanones incorporated with two contiguous stereocenters, one of which is an all-carbon quaternary center. The scope of this work was further broadened through elaborations of the IVAR adducts to (i) benzannulated nine-membered carbocyclic systems, (ii) interesting classes of 1,3-dienes, 1,3,5-trienes, and 1-yn-3,5-dienes, and (iii) the analogs of echinolactone D and russujaponol F.

Organic Letters published new progress about Aldol condensation catalysts, stereoselective. 21834-92-4 belongs to class isoquinoline, name is 5-Methyl-2-phenylhex-2-enal, and the molecular formula is C13H16O, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem