Day: October 12, 2022

Sun, Nana; Wang, Chiming; Wang, Hailong; Gao, Xuewang; Jiang, Jianzhuang published the artcile< Photonic Switching Porous Organic Polymers toward Reversible Control of Heterogeneous Photocatalysis>, Related Products of 90806-58-9, the main research area is photonic switching porous organic polymer photocatalysis; diarylethene; photocatalysis; photoswitchable; porous organic polymers; porphyrin.

Sonogashira-Hagihara coupling reaction of photoswitchable dithienylethene (AEDTE) with metal-free 5,10,15,20-tetrakis(4-iodophenyl)porphyrin and its metal derivatives (MTIPP, M = H2, Zn(II), Fe(II)) results in three porous organic polymers (POPs) including AEDTE-H2TIPP-POP, AEDTE-ZnTIPP-POP, and AEDTE-FeTIPP-POP. The morphol., components, and structures of newly obtained POPs have been examined by a range of spectroscopic and microscopic techniques including IR spectroscopy (IR), solid-state UV-vis diffuse reflectance spectroscopy, thermogravimetric anal. (TGA), powder X-ray diffraction, SEM, and transmission electron microscopy. The porous structures have been estimated by nitrogen and carbon dioxide sorption isotherms at 77 and 196 K, resp. The open-AEDTE-H2TIPP-POP with AEDTE in an open form was revealed to be an effective and stable heterogeneous photocatalyst for visible light-driven oxidation of N-methylpyridinium salts possibly because of its relatively large sp. surface area. In particular, a proof-of-concept of photoswitchable POP photocatalysts has been established using different light irradiation upon open-AEDTE-H2TIPP-POP to control its heterogeneous photocatalytic behaviors because of the adjustment over the electron transfer process and porous structures through photoisomerization of AEDTE. The present result highlights the bright perspective of photoswitching POPs in the field of materials chem. and catalysis community.

ACS Applied Materials & Interfaces published new progress about Density functional theory, B3LYP. 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, Related Products of 90806-58-9.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhu, Gui-Dong; Gong, Jianchun; Claiborne, Akiyo; Woods, Keith W.; Gandhi, Viraj B.; Thomas, Sheela; Luo, Yan; Liu, Xuesong; Shi, Yan; Guan, Ran; Magnone, Shayna R.; Klinghofer, Vered; Johnson, Eric F.; Bouska, Jennifer; Shoemaker, Alexander; Oleksijew, Anatol; Stoll, Vincent S.; De Jong, Ron; Oltersdorf, Tilman; Li, Qun; Rosenberg, Saul H.; Giranda, Vincent L. published the artcile< Isoquinoline-pyridine-based protein kinase B/Akt antagonists: SAR and in vivo antitumor activity>, Synthetic Route of 552331-06-3, the main research area is isoquinoline pyridine derivative preparation Akt kinase inhibitor.

The structure-activity relationships of a series of isoquinoline-pyridine-based protein kinase B/Akt antagonists have been investigated in an effort to improve the major shortcomings of the lead compound (I), including poor pharmacokinetic profiles in several species (e.g., mouse iv t1/2 = 0.3 h, po F = 0%). Chlorination at C-1 position of the isoquinoline improved its pharmacokinetic property in mice (iv t1/2 = 5.0 h, po F = 51%) but resulted in >500-fold drop in potency. In a mouse MiaPaCa-2 xenograft model, an amino analog (II) significantly slowed the tumor growth, however was accompanied by toxicity.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 552331-06-3 belongs to class isoquinoline, and the molecular formula is C9H5BrClN, Synthetic Route of 552331-06-3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pan, Guihua; He, Changli; Chen, Min; Xiong, Qian; Cao, Weidi; Feng, Xiaoming published the artcile< Synthesis of dihydroisoquinoline and dihydropyridine derivatives via asymmetric dearomative three-component reaction>, Quality Control of 90806-58-9, the main research area is dihydroisoquinoline dihydropyridine diastereoselective enantioselective; heteroarene allenoate methyleneindolinone asym dearomative three component reaction.

Authors report the first asym. three-component nucleophilic addition/dearomative [4+2] cycloaddition/isomerization cascade of transient dipoles generated from N-heteroarenes and allenoates with methyleneindolinones in the presence of chiral N,N’-dioxide/metal complexes. This tandem reaction enabled rapid access to versatile chiral polycyclic N-heterocycles with good to excellent enantioselectivities under mild reaction conditions in spite of the strong background reaction, including 1,2-dihydroisoquinoline, 1,2-dihydropyridine derivatives, and others. Meanwhile, a series of control experiments were conducted to elucidate the reaction mechanism and the roles of additives.

CCS Chemistry published new progress about [4+2] Cycloaddition reaction. 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, Quality Control of 90806-58-9.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Alamudun, Sophya F.; Tanovitz, Kyle; Fajardo, April; Johnson, Kaitlind; Pham, Andy; Jamshidi Araghi, Tina; Petit, Andrew S. published the artcile< Structure-Photochemical Function Relationships in Nitrogen-Containing Heterocyclic Aromatic Photobases Derived from Quinoline>, COA of Formula: C10H9NO, the main research area is nitrogen containing heterocyclic aromatic photobasicity structure photochem function relationship.

Photobases are compounds that become strong bases after electronic excitation. Recent exptl. studies have highlighted the photobasicity of the 5-R quinoline compounds, demonstrating a strong substituent dependence to the pKa*. In this paper, we describe our systematic study of how the thermodn. driving force for photobasicity is tuned through substituents in four families of nitrogen-containing heterocyclic aromatics We show that substituent position and identity both significantly impact the pKa*. We demonstrate that the substituent effects are additive and identify many disubstituted compounds with substantially greater photobasicity than the most photobasic 5-R quinoline compound identified previously. We show that the addition of a second fused benzene ring to quinoline, along with two electron-donating substituents, lowers the S0 → SPBS vertical excitation energy into the visible region while still maintaining a pKa* > 14. Overall, the structure-function relationships developed in this study provide new insights to guide the development of new photocatalysts that employ photobasicity.

Journal of Physical Chemistry A published new progress about Aromatic nitrogen heterocycles Role: PRP (Properties). 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, COA of Formula: C10H9NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wu, Yue; Guo, Peng; Chen, Long; Duan, Weijie; Yang, Zengzhuan; Wang, Tao; Chen, Ting; Xiong, Fei published the artcile< Iron-catalyzed tandem oxidative coupling and acetal hydrolysis reaction to prepare formylated benzothiazoles and isoquinolines>, Electric Literature of 90806-58-9, the main research area is azole dioxolone iron tandem Minisci type oxidative coupling hydrolysis; carbonyl azole preparation green chem; isoquinoline dioxolone iron tandem Minisci type oxidative coupling hydrolysis; formylisoquinoline preparation green chem.

The direct formylation of benzothiazoles and isoquinolines was reported. The reaction features a novel iron-catalyzed Minisci-type oxidative coupling process using com. available 1,3-dioxolane as a formylated reagent followed by acetal hydrolysis without a separation process. The reaction was performed under exceedingly mild reaction conditions and exhibited broad functional group tolerance.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkyl aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, Electric Literature of 90806-58-9.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Mansour, Oula C.; Evison, Benny J.; Sleebs, Brad E.; Watson, Keith G.; Nudelman, Abraham; Rephaeli, Ada; Buck, Damian P.; Collins, J. Grant; Bilardi, Rebecca A.; Phillips, Don R.; Cutts, Suzanne M. published the artcile< New Anthracenedione Derivatives with Improved Biological Activity by Virtue of Stable Drug-DNA Adduct Formation>, Recommanded Product: 6,9-Difluorobenzo[g]isoquinoline-5,10-dione, the main research area is anthracenedione amino derivative DNA adduct formation.

Mitoxantrone is an anticancer agent that acts as a topoisomerase II poison, however, it can also be activated by formaldehyde to form DNA adducts. Pixantrone, a 2-aza-anthracenedione with terminal primary amino groups in its side chains, forms formaldehyde-mediated adducts with DNA more efficiently than mitoxantrone. Mol. modeling studies indicated that extension of the “”linker”” region of anthracenedione side arms would allow the terminal primary amino greater flexibility and thus access to the guanine residues on the opposite DNA strand. New derivatives based on the pixantrone and mitoxantrone backbones were synthesized, and these incorporated primary amino groups as well as extended side chains. The stability of DNA adducts increased with increasing side chain length of the derivatives A mitoxantrone derivative bearing extended side chains (I) formed the most stable adducts with ∼100-fold enhanced stability compared to mitoxantrone. This finding is of great interest because long-lived drug-DNA adducts are expected to perturb DNA-dependent functions at all stages of the cell cycle.

Journal of Medicinal Chemistry published new progress about Acute promyelocytic leukemia. 144511-13-7 belongs to class isoquinoline, and the molecular formula is C13H5F2NO2, Recommanded Product: 6,9-Difluorobenzo[g]isoquinoline-5,10-dione.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Guo, Ya-Ru; Wu, Peng-Xiang; Xu, Han-Mei; Qi, Wei-Yan published the artcile< A new 1,5-dihydroxy-4-methoxyisoquinoline from Scolopendra subspinipes mutilans>, Safety of Isoquinolin-4-ol, the main research area is dihydroxymethoxyisoquinoline Scolopendra; Scolopendra subspinipes mutilans ; Cancer; Cytotoxic activities; Isoquinoline alkaloid; Migration.

A new isoquinoline, 1,5-dihydroxy-4-methoxyisoquinoline (1), was obtained from Scolopendra subspinipes mutilans. Compound 1 showed moderate cytotoxicity on tumor cells with IC50 values ranging from 13 to 26 μM against five esophageal squamous cancer cells whereas low cytotoxicity against normal human esophageal epithelial cells. Isoquinoline ring oxidized at C(1), C(4), and C(5) can enhance its cytotoxicity. In addition, compound 1 showed potent inhibitory effect (inhibition rate > 50% at 13 μM) on cell migration in human umbilical vein endothelial cells. This article mainly studies the structure and activity of 1, and more modification of 1 as a potential anticancer agent.

Chemistry & Biodiversity published new progress about Antitumor agents. 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Safety of Isoquinolin-4-ol.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kazmi, M. Zain H.; Rygus, Jason P. G.; Ang, Hwee Ting; Paladino, Marco; Johnson, Matthew A.; Ferguson, Michael J.; Hall, Dennis G. published the artcile< Lewis or Bronsted? A Rectification of the Acidic and Aromatic Nature of Boranol-Containing Naphthoid Heterocycles>, COA of Formula: C9H7NO, the main research area is aromatic nature Boranol Containing naphthoid heterocycles Lewis Bronsted.

Boron-containing heterocycles are important in a variety of applications from drug discovery to materials science; therefore a clear understanding of their structure and reactivity is desirable to optimize these functions. Although the boranol (B-OH) unit of boronic acids behaves as a Lewis acid to form a tetravalent trihydroxyborate conjugate base, it has been proposed that pseudoarom. hemiboronic acids may possess sufficient aromatic character to act as Bronsted acids and form a boron oxy conjugate base, thereby avoiding the disruption of ring aromaticity that would occur with a tetravalent boronate anion. Until now no firm evidence existed to ascertain the structure of the conjugate base and the aromatic character of the boron-containing ring of hemiboronic “”naphthoid”” isosteres. Here, these questions are addressed with a combination of exptl., spectroscopic, X-ray crystallog., and computational studies of a series of model benzoxazaborine and benzodiazaborine naphthoids. Although these hemiboronic heterocycles are unambiguously shown to behave as Lewis acids in aqueous solutions, boraza derivatives possess partial aromaticity provided their nitrogen lone electron pair is sufficiently available to participate in extended delocalization. As demonstrated by dynamic exchange and crossover experiments, these heterocycles are stable in neutral aqueous medium, and their measured pKa values are consistent with the ability of the endocyclic heteroatom substituent to stabilize a partial neg. charge in the conjugate base. Altogether, this study corrects previous inaccuracies and provides conclusions regarding the properties of these compounds that are important toward the methodical application of hemiboronic and other boron heterocycles in catalysis, bioconjugation, and medicinal chem.

Journal of the American Chemical Society published new progress about Aromaticity. 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, COA of Formula: C9H7NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jiang, Xingjun; He, Jianbo; Chen, Hongli; Yang, Weiqing; Zhang, yuanyuan; Ma, Menglin published the artcile< Copper-catalyzed hydrolysis of bromoisoquinolines: preparation of hydroxyisoquinolines>, Category: isoquinoline, the main research area is hydroxyisoquinoline preparation; bromoisoquinoline copper catalyst hydrolysis.

A complex phenomenon was observed in the process of preparing hydroxyisoquinoline through copper-catalyzed hydrolysis of bromoisoquinoline. The copper (II) complexes of hydroxyisoquinoline (L2Cu.5H2O) were characterized by high resolution mass spectra, thermogravimetric anal., IR, 1H NMR (NMR), and 2D-NMR. The Cu (II) complexes were mononuclear and coordinated with oxygen and nitrogen atom of two hydroxyisoquinoline and five water mols. in which a strong hydrogen bond was present. Two optimized methods were studied to prevent the formation of copper (II) complexes. The isoquinoline with 4, 5, 6, 7, and 8 hydroxyl substitutions were successfully prepared by copper-catalyzed hydrolysis of corresponding bromoisoquinoline and then workup by sodium sulfide or adjusted pH by dry ice or carbon dioxide gas.

Indian Journal of Heterocyclic Chemistry published new progress about Hydrolysis. 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chopard, Claude; Bertho, Gildas; Prange, Thierry published the artcile< Naphthalene dioxygenase catalyzed cis-dihydroxylation of bicyclic aza arenes>, Recommanded Product: Isoquinolin-4-ol, the main research area is quinoline isoquinoline phthalazine naphthalene dioxygenase catalyst dihydroxylation biocatalyst enzyme; naphthyridine quinoxaline quinazoline cinnoline naphthalene dioxygenase catalyst dihydroxylation.

The scope of the biotransformation of a series of aza arene compounds by recombinant whole-cells of Escherichia coli JM109(DE3)(pDTG141) expressing the naphthalene dioxygenase system (NDOS) from Pseudomonas sp. NCIB 9616-4 was explored. The present study establishes that several bicyclic aza arenes are good substrates in the NDO-catalyzed reaction, giving cis-dihydrodiol derivatives Monohydroxylated products were also observed (quinolinemethanol, quinolinol, isoquinolinol, isoquinolinemethanol, phthalazinol, cinnolinol, quinazolinol).

RSC Advances published new progress about Aromatic alcohols Role: BPN (Biosynthetic Preparation), BIOL (Biological Study), PREP (Preparation) (aza arene alc. derivatives). 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Recommanded Product: Isoquinolin-4-ol.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem