Category: 104-01-8

Delcaillau, Tristan published the artcilePalladium-Catalyzed Carbothiolation of Alkenes and Alkynes for the Synthesis of Heterocycles, Synthetic Route of 104-01-8, the main research area is oxindole thiomethyl preparation; amide alkenyl alkynyl chemoselective intramol carbothiolation palladium catalyst.

The intramol. carbothiolation of unsaturated hydrocarbons, e.g., I (R1 = Me, Et, i-Pr, cyclopentyl, Ph, etc.; R2 = Me, NCCH2, PhCH2, AcOCH2CH2, etc.; R3 = Me, 4-MeOC6H4, 2-naphthyl, 3-pyridyl, etc.), using a palladium-NHC catalyst (NHC = N-heterocyclic carbene) and giving access to a variety of heterocycles, e.g., II, is described. Herein, a single catalyst system enables both initial activation of a C(sp2)-S bond through oxidative addition and formation of a C(sp3)-S bond through a terminal reductive elimination, unlocking a completely atom-economical transfer across alkenes. The reaction tolerates a variety of different functional groups, exhibits excellent chemoselectivity in the presence of competing thioether moieties, and can be applied to various alkenes and alkynes. Furthermore, product derivatization was demonstrated to access a broad variety of sulfur-containing compounds

ACS Catalysis published new progress about Chemoselectivity. 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

Zhong, Dayou published the artcileIron-Catalyzed Intramolecular C-H Amidation of N-Benzoyloxyureas, SDS of cas: 104-01-8, the main research area is arylimidazolidinone preparation; dihydro benzoimidazolon preparation; nitrogen benzoyloxyurea intramol carbon hydroen amidation catalyst iron.

A redox-neutral Fe-catalyzed intramol. C-H amidation of N-benzoyloxyureas was described. This methodol. employed a simple iron complex in situ generated from Fe(OTf)2 and bipyridine as the catalyst and N-benzoyloxyureas as the nitrene precursors without using exogenous oxidants. An array of cyclic ureas I [R1 = Me, n-hexane, Bn, etc.; R2 = Me, Ph, 2-naphthyl, etc.; R3 = H, Me] were synthesized via aliphatic C(sp3)-H amidation in excellent yields. In addition, this catalytic system was also amenable to aryl C(sp2)-H nitrene insertion to provide benzimidazolones II [R1 = Me; R4 = H, MeO, t-Bu, C(O)OMe] in moderate yields.

Chinese Journal of Chemistry published new progress about Amidation (C-H). 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

Lacova, Margita published the artcileA novel and efficient synthesis of 3-aryl-5-(2-hydroxybenzoyl)pyridin-2(1H)-ones by re-cyclization of N-(oxopyranochromenyl)acetamides and their antineoplastic screening, Category: isoquinoline, the main research area is pyridinone preparation oxopyranochromenyl acetamide recyclization antitumor human.

A novel, simple and efficient methodol. for preparation of yet unknown 3-aryl-5-(2-hydroxybenzoyl)pyridin-2(1H)-ones I (R = H, 9-Me, 9-NO2, 8,9-(Me)2; Ar = Ph, 4-MeO, 4-NO2, 1H-tetrazole) by EtONa driven re-cyclization of N-(3-aryl-2-oxo-2,5-dihydropyrano[3,2-c]chromen-5-yl)acetamides II in good yields (80-95%) is reported. The 3-aryl-2-oxo-2,5-dihydropyrano[3,2-c]chromen-5-yl acetates III were prepared by cyclocondensation of 3-formylchromones (4-oxo-4H-chromene-3-carbaldehydes) and acetic acids in 64-86% yields. Acetamides II were obtained by reaction of 3-aryl-2-oxo-2,5-dihydropyrano[3,2-c]chromen-5-yl acetates III with AcNH2 catalyzed by p-TsOH in 80-93% yields. Click chem. precursors were prepared by propargylation of pyridones in 92-98% yields. They can serve for construction of more complex mols. possessing pyridone skeleton. Eleven novel compounds were screened for their anticancer activity on a panel of human tumor cell lines by NCI USA. These compounds selectively inhibit the growth of some of the tumor cell lines at 10-5 M (up to -33% compared to a control). The most sensitive tumor cell lines originated from kidney, breast, skin, ovary, blood and lung.

Chemical Papers published new progress about Antitumor agents. 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

Jadhav, Bhagwat S. published the artcileSynthesis and In-silico Identification of New Bioactive 1,3,4-oxadiazole Tagged 2,3-dihydroimidazo[1,2-a]pyridine Derivatives, Quality Control of 104-01-8, the main research area is oxadiazolyl imidazopyridine mycobacterium tuberculosis antitumor human mol docking.

A set of five new 1,3,4-oxadiazolyl-imidazo-1,2-pyridine derivatives I (R = Bn, 2-ClC6H4CH2, 4-MeOC6H4, etc.) was synthesized and screened in-vitro for their antibacterial activity against Mycobacterium tuberculosis (H37 RV strain) ATCC No-27294. Results: Compound I (R = 2-ClC6H4CH2) displayed potent antitubercular activity at MIC 6.25μg/mL. In-silico mol. docking studies were performed for the evaluation of the binding patterns of compounds I in the binding site of proteins like, Pantothenate synthatase and enoyl acyl reductase inhibitor. The outcomes of the in-vitro antitubercular studies were in good agreement with the mol. docking studies. These newly synthesized compounds were found to have a good ADMET profile. Authors also explored possible anticancer activity using in-silico methods. These results show that readily synthesized 1,3,4-oxadiazolyl-imidazo-1,2-pyridine derivatives I are attracting a new class of potent anti-TB targets as well as possible anticancer activity that worth addnl. opportunities for improvements.

Current Bioactive Compounds published new progress about Antitumor agents. 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

Wang, Guangcheng published the artcileDesign, synthesis and biological evaluation of isoxazole-naphthalene derivatives as anti-tubulin agents, Quality Control of 104-01-8, the main research area is isoxazole naphthalenyl preparation antitumor activity mol docking.

In this study, a novel series of isoxazole-naphthalene hybrids I [R = 2-ClC6H4, 4-EtOC6H4, 3,4,5-(MeO)3C6H2, 2H-1,3-benzodioxol-5-yl, etc.] as tubulin polymerization inhibitors were designed, synthesized and evaluated for their anti-proliferative activities against human breast cancer cell line MCF-7. Most of the synthesized compounds I exhibited moderate to potent antiproliferative activity (IC50 < 10.0μM), as compared to cisplatin (15.24 ± 1.27μM). Among them, compound I (R = 4-EtOC6H4) was found to be the most active compound with IC50 value of 1.23 ± 0.16μM. Mechanistic studies revealed that this compound arrested cell cycle at G2/M phase and induced apoptosis. Furthermore, in vitro tubulin polymerization assay showed that the compound I (R = 4-EtOC6H4) displayed better inhibition activity on tubulin polymerization (IC50 = 3.4μM) than colchicine (IC50 = 7.5μM). Mol. docking study also revealed that this compound binds to the colchicine binding site of tubulin. Arabian Journal of 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, Quality Control of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Guangcheng published the artcileDesign, synthesis, molecular modeling, and biological evaluation of pyrazole-naphthalene derivatives as potential anticancer agents on MCF-7 breast cancer cells by inhibiting tubulin polymerization, Category: isoquinoline, the main research area is pyrazole naphthalene preparation docking anticancer human tubulin polymerization inhibition; Anticancer; Naphthalene; Pyrazole; Tubulin polymerization inhibitor.

A new series of pyrazole-naphthalene derivatives I (R = 4-Me, 3-MeO, 4-EtO, etc.) have been synthesized and evaluated for their anticancer activity against human breast cancer cell lines (MCF-7). Most of newly synthesized compounds, except I (R = 3,4-(MeO)2, 4-F, 3-Cl) exhibited potent antiproliferative activity in the range of IC50 = 2.78 +/- 0.24μM – 9.13 +/- 0.47μM. Among them, compound I (R = 4-EtO) (IC50 = 2.78 +/- 0.24μM), bearing ethoxy at the 4-position of the Ph ring, was found to be the most active compound in this series of compounds, with five folds more active than the standard drug cisplatin (IC50 = 15.24 +/- 1.27μM). In addition, compound I (R = 4-EtO) and colchicine showed the same ability to inhibit tubulin polymerization with the IC50 values of 4.6μM and 6.7μM, resp. Cellular mechanism studies elucidated that compound I (R = 4-EtO) arrested the cell cycle at G2/M phase and induced apoptosis. Furthermore, mol. docking anal. revealed that compound I (R = 4-EtO) formed stable interactions in the colchicine-binding site of tubulin.

Bioorganic 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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Si, Dongjuan published the artcileDesign, synthesis and biological evaluation of novel pyrrolidone-based derivatives as potent p53-MDM2 inhibitors, COA of Formula: C9H10O3, the main research area is pyrrolidone derivative design synthesis antitumor activity; p53 MDM2 inhibitor pyrrolidone derivative structure activity relationship; Chalcone; Virtual screening; p53-MDM2; p53-MDM2 inhibitors; pyrrolidone.

Inhibition of the interactions of the tumor suppressor protein p53 with its neg. regulators MDM2 in vitro and in vivo, representing a valuable therapeutic strategy for cancer treatment. The natural product chalcone exhibited moderate inhibitory activity against MDM2, thus based on the binding mode between chalcone and MDM2, a hit unsaturated pyrrolidone scaffold was obtained through virtual screening. Several unsaturated pyrrolidone derivatives were synthesized and biol. evaluated. As a result, because the three critical hydrophobic pockets of MDM2 were occupied by the substituted-Ph linked at the pyrrolidone fragment, compound I demonstrated good binding affinity with the MDM2. Addnl., compound I also showed excellent antitumor activity and selectivity, and no cytotoxicity against normal cells in vitro. The further antitumor mechanism studies were indicated that compound I could successfully induce the activation of p53 and corresponding downstream p21 proteins, thus successfully causing HCT116 cell cycle arrest in the G1/M phase and apoptosis. Thus, the novel unsaturated pyrrolidone p53-MDM2 inhibitors could be developed as novel antitumor agents.

Bioorganic 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Plewe, Michael B. published the artcileSAR studies of 4-acyl-1,6-dialkylpiperazin-2-one arenavirus cell entry inhibitors, Quality Control of 104-01-8, the main research area is acyl dialkyl piperazinone preparation structure arenavirus cell entry inhibitor; Arenavirus; Entry inhibitor; Junin; Lassa; Machupo; Piperazinone.

Old World (Africa) and New World (South America) arenaviruses are associated with human hemorrhagic fevers. Efforts to develop small mol. therapeutics have yielded several chem. series including the 4-acyl-1,6-dialkylpiperazin-2-ones. Herein, we describe an extensive exploration of this chemotype. In initial Phase I studies, R1 and R4 scanning libraries were assayed to identify potent substituents against Old World (Lassa) virus. In subsequent Phase II studies, R6 substituents and iterative R1, R4 and R6 substituent combinations were evaluated to obtain compounds with improved Lassa and New World (Machupo, Junin, and Tacaribe) arenavirus inhibitory activity, in vitro human liver microsome metabolic stability and aqueous solubility

Bioorganic & Medicinal Chemistry Letters published new progress about Antiviral agents. 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

Li, Guangzhe published the artcileTotal synthesis and biological evaluation of 7-hydroxyneolamellarin A as hypoxia-inducible factor-1α inhibitor for cancer therapy, Application of 4-Methoxyphenylacetic acid, the main research area is hydroxyneolamellarin antitumor agent HIF alpha inhibitor; 7-Hydroxyneolamellarin A; Anti-tumor; HIF-1α inhibition; Total synthesis.

7-Hydroxyneolamellarin A (7-OH-Neo A, 1), a natural marine product derived from sponge Dendrilla nigra, was first synthesized with 10% overall yield under the instruction of convergent synthetic strategy. We found that 7-Hydroxyneolamellarin A could attenuate the accumulation of hypoxia-inducible factor-1α (HIF-1α) protein and inhibit vascular epidermal growth factor (VEGF) transcriptional activity, showing well inhibitory effect on HIF-1 signaling pathway. Meantime, 7-Hydroxyneolamellarin A had the well anti-tumor activities, such as inhibiting tumor angiogenesis, proliferation, migration and invasion. More importantly, 7-Hydroxyneolamellarin A exhibited profound anti-tumor effect in mice breast cancer model by suppressing the accumulation of HIF-1α in tumor tissue. Mechanism study demonstrated that 7-Hydroxyneolamellarin A might target the protein with the ability of stabilizing HIF-1α in hypoxia. Due to the excellent water solubility, superior anti-tumor activity and good biocompatibility, 7-OH-Neo A shows the promising potential for being exploited as an anti-tumor agent in near future.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 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

Cai, Shi published the artcileDesign, synthesis and biological evaluation of bicyclic carboxylic acid derivatives as IDO1 inhibitors, Application In Synthesis of 104-01-8, the main research area is immunotherapy tryptophan IDO1 inhibitors Hela cell assay; Hela cell assay; IDO1 inhibitors; Immunotheraphy; l-tryptophan.

Indoleamine 2,3-dioxygenase 1 (IDO1) plays a vital role in tumor immune escape and has emerged as a promising target for cancer immunotherapy. In this study, a novel series of bicyclic carboxylic acid derivatives were designed, synthesized and evaluated for inhibitory activities against IDO1. Among these, compound 9c exhibited strong IDO1 inhibitory activity (HeLa cellular IC50 = 2.6 nM, THP-1 cellular IC50 = 11.2 nM). Further anti-tumor studies in vivo have shown that compound 9c has a great inhibitory effect on tumor growth in mice CT26 model as a single agent or in combination with 5-fluorouracil (inhibition rate was 53.9% and 92.7%, resp.). These results indicate that compound 9c is a effective IDO1 inhibitor for further investigation.

Bioorganic 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, Application In Synthesis of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem