Category: 17082-09-6

Xie, Dengbing; Zhang, Songlin published the artcile< Selective Reduction of Quinolinones Promoted by a SmI2/H2O/MeOH System>, Recommanded Product: (E)-Cinnamoyl chloride, the main research area is dihydroquinolinone preparation; quinolinone selective reduction.

The selective reduction of quinolin-2(1H)-ones promoted by a SmI2/H2O/MeOH system is reported for the first time. The reaction is effectively carried out to afford 3,4-dihydroquinoline-2(1H)-ones under mild conditions in a one-pot fashion with good to excellent yields.

Journal of Organic Chemistry published new progress about Chemoselectivity. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, Recommanded Product: (E)-Cinnamoyl chloride.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Alhazmi, Razan; Tong, Shirley; Darwish, Shaban; Khanjani, Elina; Khungar, Bharti; Chawla, Swati; Zheng, Zhonghui; Chamberlin, Richard; Parang, Keykavous; Yang, Sun published the artcile< Bis-Cinnamamide Derivatives as APE/Ref-1 Inhibitors for the Treatment of Human Melanoma>, Quality Control of 17082-09-6, the main research area is cinnamamide derivative APE inhibitor treatment human melanoma; APE/Ref-1; human melanoma; reactive oxygen species (ROS); redox regulation; small molecular inhibitors.

Human malignant melanoma exhibits imbalances in redox status, leading to activation of many redox-sensitive signaling pathways. APE/Ref-1 is a multifunctional protein that serves as a redox chaperone that regulates many nuclear transcription factors and is an important mechanism in cancer cell survival of oxidative stress. Previous studies showed that APE/Ref-1 is a potential druggable target for melanoma therapy. In this study, we synthesized a novel APE/Ref-1 inhibitor, bis-cinnamoyl-1,12-dodecamethylenediamine (2). In a xenograft mouse model, compound 2 treatment (5 mg/kg) significantly inhibited tumor growth compared to the control group, with no significant systemic toxicity observed We further synthesized compound 2 analogs to determine the structure-activity relationship based on their anti-melanoma activities. Among those, 4-hydroxyphenyl derivative (11) exhibited potent anti-melanoma activities and improved water solubility compared to its parental compound 2. The IC50 of compound 11 was found to be less than 0.1 μM. Compared to other known APE/Ref-1 inhibitors, compound 11 exhibited increased potency in inhibiting melanoma proliferation. As determined by luciferase reporter analyses, compound 2 was shown to effectively inhibit H2O2-activated AP-1 transcription activities. Targeting APE/Ref-1-mediated signaling using pharmaceutical inhibitors is a novel and effective strategy for melanoma treatment with potentially high impact.

Molecules published new progress about Activator protein 1 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, Quality Control of 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Yin, Jinya; Landward, Michael B.; Rainier, Jon D. published the artcile< Photoelectrocyclization Reactions of Amidonaphthoquinones>, COA of Formula: C9H7ClO, the main research area is griffithazanone marcanine preparation antibacterial activity; acrylamide naphthoquinone preparation photoelectrocyclization; azaanthraquinone preparation antibacterial activity.

Readily available acrylamide naphthoquinones, e.g., I (R1 = H, Me; R2 = H, Me, Ph, 2-ClC6H4, 3-MeOC6H4), can be converted into the corresponding aza-anthraquinones, e.g., II, using 6π-photoelectrocyclization reactions. Not only do these reactions not proceed thermally but, as demonstrated here, they can be used to generated a range of aza-anthraquinone and aza-tetracycline derivatives including the natural products griffithazanone A and marcanine A. Several of the aza-anthraquinones showed antibacterial activity.

Journal of Organic Chemistry published new progress about Antibacterial agents. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, COA of Formula: C9H7ClO.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Banovetz, Haley K.; Vickerman, Kevin L.; David, Colton M.; Alkan, Melisa; Stanley, Levi M. published the artcile< Palladium-Catalyzed Intermolecular Alkene Carboacylation via Ester C-O Bond Activation>, SDS of cas: 17082-09-6, the main research area is functionalized ketone diastereoselective preparation; ester preparation bicyclic alkene tetraarylborate carboacylation palladium catalyst.

Palladium-catalyzed intermol. carboacylation of alkenes with ester electrophiles and tetraarylborate nucleophiles was reported. Bicyclic alkenes reacted with a variety of pentafluorophenyl benzoate and alkanoate esters and sodium tetraarylborates to form functionalized ketone products, e.g., I in ≤99% yields. These reactions occurred in the absence of a directing group and demonstrate esters were competent acyl electrophiles for intermol. alkene carboacylation reactions.

Organic Letters published new progress about Acid chlorides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, SDS of cas: 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Guo, Lei; Plietker, Bernd published the artcile< β-Ketoesters as Mono- or Bisnucleophiles: A Concise Enantioselective Total Synthesis of (-)-Englerin A and B>, SDS of cas: 17082-09-6, the main research area is englerin A B enantioselective synthesis; antitumor agents; asymmetric catalysis; natural products; organocatalysis; total synthesis.

A short enantioselective total synthesis of englerin A, a guaiane sesquiterpene with significant in vitro antitumor activity, is reported. Key features of this total synthesis are an organocatalytic asym. decarboxylative aldol reaction, a neighboring-group-participating [4+3] cycloaddition, a novel one-pot Heck coupling/regioselective 1,4-hydrosilylation/Tamao-Fleming oxidation cascade, and a kinetic CBS reduction, generating the optically pure natural product in 6.7% overall yield over twelve steps starting from methylglyoxal. Selective saponification of the more reactive glycolic ester moiety of englerin A also gave (-)-englerin B.

Angewandte Chemie, International Edition published new progress about [4+3] Cycloaddition reaction. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, SDS of cas: 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Daub, Mary Elisabeth; Jung, Hoimin; Lee, Byung Joo; Won, Joonghee; Baik, Mu-Hyun; Yoon, Tehshik P. published the artcile< Enantioselective [2+2] Cycloadditions of Cinnamate Esters: Generalizing Lewis Acid Catalysis of Triplet Energy Transfer>, Quality Control of 17082-09-6, the main research area is cinnamate ester enantioselective cycloaddition photocatalyst Lewis acid cocatalyst.

We report the enantioselective [2+2] cycloaddition of simple cinnamate esters, the products of which are useful synthons for the controlled assembly of cyclobutane natural products. This method utilizes a cocatalytic system in which a chiral Lewis acid accelerates the transfer of triplet energy from an excited-state Ir(III) photocatalyst to the cinnamate ester. Computational evidence indicates that the principal role of the Lewis acid cocatalyst is to lower the absolute energies of the substrate frontier MOs, leading to greater electronic coupling between the sensitizer and substrate and increasing the rate of the energy transfer event. These results suggest Lewis acids can have multiple beneficial effects on triplet sensitization reactions, impacting both the thermodn. driving force and kinetics of Dexter energy transfer.

Journal of the American Chemical Society published new progress about [2+2] Cycloaddition reaction, stereoselective. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, Quality Control of 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Raja, G.; Venkatesh, G.; Al-Otaibi, Jamelah S.; Vennila, P.; Mary, Y. Sheena; Sixto-Lopez, Y. published the artcile< Synthesis, characterization, molecular docking and molecular dynamics simulations of benzamide derivatives as potential anti-ovarian cancer agents>, HPLC of Formula: 17082-09-6, the main research area is cinnamoyl benzamide preparation antiovarian cancer mol docking dynamic simulation.

A novel (E)-N-cinnamoyl-4-methoxybenzamide (CMB) and (E)-3-chloro-N-cinnamoyl-4-methoxybenzamide (CCMB) were synthesized and characterized by using Fourier-transform IR spectroscopy (FT-IR), NMR (NMR) and UV-visible spectroscopy. Theor. vibrational spectra, NMR and some electronic properties of CMB and CCMB have been calculated using D. Functional Theory (DFT), B3LYP functional with a 6-311G++ basis set. UV-Vis spectra obtained by Time-dependent-DFT/ polarizable continuum model (PCM) methods were also compared to exptl. reported spectra. In addition, the mol. electrostatic potential (MEP) and frontier MOs (FMOs) were calculated and discussed for the title compounds The present study examined the use of two mols. as matrix metalloproteinases (MMPs) inhibitors for the treatment of ovarian cancer. Mol. docking results show that both CCMB and CMB bind to MMP-2 with higher affinity (-8.50 and -8.35 kcal/mol) than MMP-1 (-8.24 and -8.07 kcal/mol). According to MD simulations, values of the solvent accessible surface area changed very little from the title mols. During the MD simulation, the number of H-bonds formed between CMB and CCMB towards targets was also determined

Journal of Molecular Structure published new progress about Antitumor agents. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, HPLC of Formula: 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Joseph, Devaneyan; Lee, Sunwoo published the artcile< Reaction of Amide and Sodium Azide for the Synthesis of Acyl Azide, Urea, and Iminophosphorane>, Related Products of 17082-09-6, the main research area is acyl azide sym aromatic urea iminophosphorane preparation; amide sodium azide phosphine substitution Curtius rearrangement.

Amides reacted with NaN3 to give the acyl azides in DMF at 25°C and produce the sym. ureas in THF/H2O at 80°C via the sequential reaction of acyl substitution and Curtius rearrangement. All acyl azides were also obtained from the secondary amides via sequential reaction of p-toluenesulfonyl chloride and NaN3. In addition, keto-stabilized iminophosphoranes were prepared from a one-pot reaction of amides, NaN3, and phosphines.

Organic Letters published new progress about Acyl azides Role: SPN (Synthetic Preparation), PREP (Preparation). 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, Related Products of 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Sherbrook, Evan M.; Jung, Hoimin; Cho, Dasol; Baik, My-Hyun; Yoon, Tehshik P. published the artcile< Bronsted acid catalysis of photosensitized cycloadditions>, Application In Synthesis of 17082-09-6, the main research area is imidazolylpropenone preparation alkene ruthenium Bronsted acid catalyst photochem cycloaddtion; imidazolylcarbonyl cyclobutane preparation diastereoselective.

Authors showed that Bronsted acids can also modulate the reactivity of excited-state organic reactions. Bronsted acids dramatically increase the rate of Ru(bpy)32+-sensitized [2 + 2] photocycloadditions between C-cinnamoyl imidazoles and a range of electron-rich alkene reaction partners. A combination of exptl. and computational studies supported a mechanism in which the Bronsted acid co-catalyst accelerates triplet energy transfer from the excited-state [Ru*(bpy)3]2+ chromophore to the Bronsted acid activated C-cinnamoyl imidazole. Computational evidence further suggested the importance of driving force as well as geometrical reorganization, in which the protonation of the imidazole decreases the reorganization penalty during the energy transfer event.

Chemical Science published new progress about [2+2] Cycloaddition reaction, stereoselective (photochem.). 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, Application In Synthesis of 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Thanneeru, Srinivas; Li, Weikun; He, Jie published the artcile< Controllable Self-Assembly of Amphiphilic Tadpole-Shaped Polymer Single-Chain Nanoparticles Prepared through Intrachain Photo-cross-linking>, HPLC of Formula: 17082-09-6, the main research area is assembly control amphiphilic tadpole diblock polymer single chain nanoparticle; cinnamoyl crosslinking photochem assembly micelle morphol.

We report the use of intramol. crosslinking chem. as a tool to control the self-assembly of amphiphilic diblock copolymers (di-BCPs). Two amphiphilic di-BCPs of poly(N,N’-dimethylacrylamide)-block-polystyrene (PDMA-b-PS) with photo-cross-linkable cinnamoyl groups in either hydrophobic or hydrophilic blocks were prepared using reversible addition-fragmentation chain transfer polymerization Intramol. photo-crosslinking of cinnamoyl groups led to the formation of tadpole-shaped polymer single-chain nanoparticles (SCNPs) consisting of a self-collapsed block as the “”head”” and an un-cross-linked block as the “”tail””. When intramol. photo-crosslinking was carried out in hydrophobic PS blocks, a clear morphol. transition from branched cylindrical micelles (for the linear di-BCP) to completely spherical micelles at a dimerization degree of ∼63% was observed A pattern of morphol. transitions from cylindrical micelles to spherical micelles is observed through stepwise downsizing the length of cylindrical micelles when increasing the self-collapse degree of PS blocks, whereas, in case of photo-crosslinking carried out in hydrophilic PDMA blocks, the size of micelles showed a dramatic increase due to the shift of hydrophobic-to-hydrophilic balance. When the crosslinking degree of PDMA blocks reached >60%, tadpole-shaped SCNPs assembled into nonconventional aggregates with a nonsmooth surface. Our results illustrate the impact of chain topologies on the self-assembly outcomes of amphiphilic di-BCPs, which likely opens a door to control the micellar morphologies from just one parent linear di-BCP, rather than resynthesizing BPCs with different volume fractions of the two blocks.

Langmuir published new progress about [2+2] Photocycloaddition reaction. 17082-09-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C9H7ClO, HPLC of Formula: 17082-09-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics