Tag: M.W=150-200

Cheng, Wei-Chieh published the artcileFurther insights on structural modifications of muramyl dipeptides to study the human NOPD2 stimulating activity, Category: isoquinoline, the main research area is muramyl dipeptide structural modification human NOPD2 stimulating activity; dipeptide muramyl synthesis Staudinger reaction Click chem; Click chem azide alkyne cycloaddition copper catalyst; Biological activity; Innate immunity; Muramyl dipeptide (MDP); NOD2; Peptidoglycan; Structure activity relationship.

A series of muramyl dipeptide (MDP) analogs with structural modifications at the C4 position of MurNAc and on the D-iso-glutamine (isoGln) residue of the peptide part were synthesized. The C4-diversification of MurNAc was conveniently achieved by using CuAAC click strategy to conjugate an azido muramyl dipeptide precursor with structurally diverse alkynes. D-Glutamic acid (Glu), replaced with isoGln, was applied for the structural diversity through esterification or amidation of the carboxylic acid. In total, 26 MDP analogs were synthesized and bio-evaluated for the study of human NOD2 stimulation activity in the innate immune response. Interestingly, MDP derivatives with an ester moiety are found to be more potent than reference compound MDP itself or MDP analogs containing an amide moiety. Among the varied lengths of the alkyl chain in ester derivatives, the MDP analog bearing the D-glutamate dodecyl (C12) ester moiety showed the best NOD2 stimulation potency.

Chemistry – An Asian Journal published new progress about Alkynes 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

To, Tuong A. published the artcileIron-catalyzed one-pot sequential transformations:synthesis of quinazolinones via oxidative Csp3-H bond activation using a new metal-organic framework as catalyst, SDS of cas: 104-01-8, the main research area is iron catalyst preparation; quinazolinone green preparation; phenylacetic acid aminobenzamide tandem activation cyclization iron catalyst; diamine phenylacetic acid tandem activation cyclization iron catalyst.

A new mixed-linker iron-based MOF VNU-21 [Fe3(BTC)(EDB)2·12.27H2O] was synthesized via mixed-linker synthetic strategy using 1,3,5-benzenetricarboxylic acid, 4,4′-ethynylenedibenzoic acid and FeCl2. The VNU-21 was consequently used as a recyclable heterogeneous catalyst in the one-pot synthesis of quinazolinones I [R = H, 2-Me, 4-Br, etc.; R1 = H, 7-Me, 6-F, etc.] via two steps under oxygen atm. The synthetic scheme involved iron-catalyzed oxidative Csp3-H bond activation to achieve decarboxylation of phenylacetic acids and succeeding metal-free oxidative cyclization with 2-aminobenzamides. The VNU-21 was more effective than a series of heterogeneous and homogeneous catalysts. It was possible to reutilized the iron-based framework without a considerable deterioration in catalytic performance.

Journal of Catalysis published new progress about Amides 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, SDS of cas: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Khan, Irfan published the artcileA versatile pre and post Ugi modification for the synthesis of natural product inspired fused peptide-carboline scaffolds as potential anti-leishmanial agents, Name: 4-Methoxyphenylacetic acid, the main research area is natural product synthesis peptide carboline peptidomimetic anti leishmanial agent; leishmanicidal structure activity amastigote promastigote cytotoxicity mol docking pharmacokinetic; amine amino acid isocyanide aldehyde Ugi reaction antiamastigote activity; drug design toxicity carcinogenicity.

A series of novel β-carboline-peptide/tetrahydro-β-carbolines-peptide has been synthesized via natural product inspired mol. hybridization approach. All the hybrids were examined for their anti-leishmanial potential. Most of the screened derivatives exhibited significant in vitro anti-leishmanial activity against promastigote and intracellular amastigotes (IC50 ranging from 2.43 to 7.61μM) than the control, miltefosine (IC50 = 8.2μM), with less cytotoxicity in comparison to the standard drugs (sodium stibogluconate, and miltefosine). Compound (I) was also able to inhibit Leishmania donovani TR (LdTR). A mol. modeling study based on docking and subsequent binding free energy evaluation was carry out in the active site of LdTR to understand their possible binding site. Our results show that prepared β-carboline-peptide/tetrahydro-β-carbolines-peptide represent a new structural lead for anti-leishmanial chemotherapy.

ChemistrySelect published new progress about Amines 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, Name: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Xu, Haiwei published the artcileDesign and synthesis of novel butenolide derivatives and inducing apoptosis in gastric cancer cells, Computed Properties of 86-51-1, the main research area is uncinine preparation antitumor gastric cancer; morpholinomethylbutenolide preparation diastereoselective antitumor apoptosis structure activity.

A new method of preparation for natural product uncinine was reported. According to the method, a series of novel butenolides derivatives I (X = O, CH2, NCH3), II (R = Me, OMe, n = 0, 1) and III [R1 = phenylmethylidene, thiophen-2-ylmethylidene, [3-fluoro-4-(4-methylpiperazin-1-yl)phenyl]methylidene, etc.] were designed and synthesized based on the natural product Uncinine. Most of the synthetic compounds showed significant antiproliferation activity against MGC-803. Among of them, III [R1 = (4-tert-butylphenyl)methylidene] (IV) showed a potent anticancer effect with IC50 of 2.9μmol/L in gastric cancer cell MGC803 and showed good selectivity to gastric cancer cells MGC803, HGC27, SGC7901 and less cytotoxicity in a normal gastric epithelial cell line (GES1). The research on the mol. level suggests that the mechanism of compound IV inducing apoptosis in gastric cancer cells is partially dependent on activation of caspase-9/3.

Youji Huaxue published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Computed Properties of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jha, Anand Mohan published the artcileOligosaccharides as green catalyst for one-pot multicomponent synthesis of spirooxindole derivatives in water, Formula: C9H10O3, the main research area is isatin isatoic anhydride amine cyclodextrin catalyst multicomponent reaction; spiroindolequinazoline preparation green chem; amine benzaldehyde isatoic anhydride cyclodextrin catalyst multicomponent reaction; phenyl quinazolinone preparation green chem.

A one pot synthetic methodol. was developed towards multicomponent synthesis of spiro[indoline-3,2′- quinazoline]-2,4′(3’H)-dione from isatoic anhydride, isatin and primary amines in aqueous medium via supramol. catalysis. An untapped potential of β-Cyclodextrin to mediate multicomponent reactions in aqueous medium was revealed. Developed protocol was further verified by extrapolating the synthetic protocol using different isatin derivatives and amine analogs. In other synthetic scheme, some compounds were synthesized by reaction of various substituted benzaldehydes, Isatoic anhydride and primary amines. Synthesized library of compounds were further characterized using various spectroscopic techniques. During all the synthetic process, the catalytic efficiency of cyclodextrin was exploited. Efficiency of all the three forms of cyclodextrins were tested to find the best reaction for synthesis of spiro compounds The usefulness of β-cyclodextrin was proved by showing its reusability. The essential role of β-cyclodextrin in the synthetic methodol. was further proved by doing the control experiments which showed that no product was formed in the absence of catalyst. The attachment of reactant mol. was also proved by doing 1H NMR of reaction mixture at different time interval in D2O. On the basis of observation, a plausible mechanistic pathway of reaction was proposed. Other two forms of cyclodextrins were also eliminated on the ground of their insuitability in the formation of desired product. Catalyst recovery procedure was established and was used without any significant loss of catalytic activity upto 5 times.

International Journal of Life Science and Pharma Research published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Kalita, Tapasi published the artcileEthyl 2-Cyano-2-(2-Nitrophenylsulfonyloximino)Acetate (ortho-NosylOXY) Mediated One-Pot Racemization Free Synthesis of Ureas, Carbamates, and Thiocarbamates via Curtius Rearrangement, Synthetic Route of 104-01-8, the main research area is urea preparation; carbamate preparation; thiocarbamate preparation; carboxylic acid ethyl cyano nitrophenylsulfonyloximino acetate Curtius rearrangement.

A detailed NMR-based mechanism study is incorporated here. Direct conversion of to ureas RNHC(O)NHR1 (R = Ph, 4-methylphenyl, 4-methoxybenzyl, (tert-butoxycarbonylamino)(phenyl)methyl, etc.; R1 = 4-chlorophenyl, tert-Bu, methoxycarbonylmethyl, etc.), carbamates RNHC(O)OR1 (R = 4-methoxyphenyl, 4-bromophenyl; R1 = 4-nitrobenzyl, 4-methoxybenzyl), and thiocarbamate RNHC(O)SR1 (R = Ph, undecan-1-yl, 2-methoxyphenyl; R1 = 4-chlorobenzyl) in a single pot via Curtius rearrangement is accomplished. One recently established coupling reagent, ethyl-2-cyano-2-(2-nitrophenylsulfonyloximino)acetate (ortho-NosylOXY), is successfully used for the racemization free synthesis of ureas, di-peptidyl ureas, and carbamates with moderate to good yield (82-69%). This single-pot hassle-free procedure works with a diverse range of N-protecting groups Fmoc, Boc, and Cbz. Various amines R1NH2, including aromatic, Me esters of amino acids, tert-butylamine, benzyl alcs. (such as 4-nitrobenzyl alc., 4-methoxybenzyl alc.), and (4-chlorophenyl)-methanethiol, are used as nucleophiles. Racemization suppression, easy removal of byproducts, and less waste generation make this methodol. useful.

Asian Journal of Organic Chemistry published new progress about Amines 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, Synthetic Route of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Zhuo published the artcile4-Aminobenzotriazole (ABTA) as a removable directing group for palladium-catalyzed aerobic oxidative C-H olefination, SDS of cas: 104-01-8, the main research area is cyclic peptide synthesis crystal structure aminobenzotriazole directing group; benzotriazole alkylation arylation; aerobic oxidative olefination palladium catalyst macrocyclization peptidomimetic.

4-Aminobenzotriazole (ABTA) was applied as an effective removable directing group (DG) in Pd-catalyzed C-H activation for the first time. Compared with the widely applied pyridine and quinoline analogs, ABTA showed significantly improved reactivity, achieving aerobic oxidative C-H olefination in excellent yields (up to 95% vs <50% with other reported DGs under identical conditions). Using this new strategy, macrocyclization was achieved to give cyclic peptides in good yields with easy ABTA removal under mild conditions, highlighting the promising potential of this new DG. Organic Letters published new progress about Alkenes 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, SDS of cas: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shambhavi, Chikkabagilu Nagaraju published the artcileRh(III)-Catalyzed Enone Carbonyl/Ketone-Directed Aerobic C-H Olefination of Aromatics with Unactivated Olefins, Product Details of C9H10O3, the main research area is chalcone alkene rhodium catalyst regioselective diastereoselective olefination; alkenyl chalcone preparation.

A Rh(III)-catalyzed weak enone carbonyl/ketone-assisted aerobic oxidative C-H olefination of aromatics with unactivated alkenes was developed. This protocol involves cross-dehydrogenative Heck-type olefination reaction of various substituted biol. relevant chalcones and aromatic ketones such as acetophenones and chromones with various functionalized unactivated olefins in moderate to good yields. Further, ortho-alkylation of chalcones with norbornene was also demonstrated. A possible reaction mechanism involving weak chelation-assisted C-H activation/insertion/β-hydride elimination was proposed and supported by the deuterium labeling studies.

Journal of Organic Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Product Details of C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

He, Yuli published the artcileTerminal-Selective C(sp3)-H Arylation: NiH-Catalyzed Remote Hydroarylation of Unactivated Internal Olefins, Application of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is nickel hydride remote alkene isomerization hydroarylation unactivated olefin; alkyl heteroaryl aryl derivative preparation.

A terminal-selective migratory hydroarylation of unactivated olefins was developed though a NiH-catalyzed alkene isomerization-hydroarylation relay process. This sp3 C-H arylation was achieved with a simple pyrox ligand under mild conditions. The practicality and synthetic flexibility of the method is highlighted by the successful regioconvergent conversion of isomeric mixtures of alkenes to value-added linear arylation products on a gram scale.

Organometallics published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Faulkner, Adele published the artcilePalladium catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes: synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol, Application In Synthesis of 21834-92-4, the main research area is palladium catalyst cyclization oxime ester alkene alpha asym; dihydropyrrole preparation.

The authors report efficient Pd-catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes as the basis of a general entry to α,α-disubstituted pyrrolidine derivatives, e.g. I [R1 = Ph, 2-naphthyl, 4-pyridinyl, etc.]. The authors also demonstrate that catalytic asym. variants of this chem. are feasible by employing a suitable chiral ligand.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 21834-92-4 belongs to class isoquinoline, name is 5-Methyl-2-phenylhex-2-enal, and the molecular formula is C13H16O, Application In Synthesis of 21834-92-4.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem