Category: isoquinoline

Pan, Yang; Li, Jiangtao; Li, Zhefeng; Huang, Feng; Ma, Xiaofeng; Jiao, Wei; Shao, Huawu published the artcile< An efficient and facile strategy for trifluoromethylation and perfluoroalkylation of isoquinolines and heteroarenes>, Product Details of C10H9NO, the main research area is trifluoromethyl heteroarene preparation regioselective; heteroarene trimethyltrifluoromethylsilane trifluoromethylation; perfluoroalkyl heteroarene preparation regioselective; trimethyltrifluoroalkylsilane heteroarene perfluoroalkylation.

An effective and regioselective strategy for trifluoromethylation and perfluoroalkylation of isoquinolines I (R1 = OMe, Ph, Br, etc.; R2 = H, formyl, OMe, NO2; R3 = Me, 2-phenylethynyl, Cl, etc.; R4 = H, OMe; R5 = H, Ph, Br) and heteroarenes R6H (R6 = phenanthridin-6-yl, thieno[2,3-c]pyridin-7-yl, quinazolin-2-yl, etc.) was developed. By combination of TMSCnF2n+1 (n = 1, 2, 3) with PIFA, the method achieved the corresponding perfluoroalkylated products R6CnF2n+1 (n = 1, 2, 3) with broad functional group tolerance.

Chemical Communications (Cambridge, United Kingdom) published new progress about Density functional theory, B3LYP. 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Huang, Cheng; Qiao, Jia; Ci, Rui-Nan; Wang, Xu-Zhe; Wang, Yang; Wang, Jing-Hao; Chen, Bin; Tung, Chen-Ho; Wu, Li-Zhu published the artcile< Quantum dots enable direct alkylation and arylation of allylic C(sp3)-H bonds with hydrogen evolution by solar energy>, Category: isoquinoline, the main research area is alkene amine preparation quantum dot photocatalyst cross coupling alkylation; heteroarene alkene quantum dot photocatalyst arylation; cadmium sulfide quantam dot preparation; quantum dot cadmium selenide preparation.

A general and mild strategy using semiconductor quantum dots (QDs) as photocatalysts for coupling a broad range of available allylic C(sp3)-H bonds with α-amino C-H bonds or heteroarenes, resp., under sunlight irradiation (> 85 examples) was reported. The protocol bypasses stoichiometric oxidant or reductant and pre-functionalization of both the coupling partners and produces hydrogen (H2) as the byproduct. The outstanding efficiency and selectivity and step- and atom-economy represents the first direct alkylation and arylation of allylic C(sp3)-H bonds with hydrogen evolution powered by solar energy.

Chem published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liu, Shihui; Pan, Peng; Fan, Huaqiang; Li, Hao; Wang, Wei; Zhang, Yongqiang published the artcile< Photocatalytic C-H silylation of heteroarenes by using trialkylhydrosilanes>, Safety of 5-Methoxyisoquinoline, the main research area is photocatalytic silylation heteroarene hydrosilane green chem.

The efficient and selective C-H silylation of heteroarenes, especially the pharmaceutically relevant electron-deficient heteroarenes, represents a great challenge in organic synthesis. Herein we wish to report a distinctive visible light-promoted photocatalytic C-H silylation approach that enables the direct coupling of trialkylhydrosilanes with both electron-deficient and -rich heteroarenes as well as with cyano-substituted arenes in moderate to high yields and with good regioselectivity. The protocol features operational simplicity, mild reaction conditions, and the use of safe and readily available Na2S2O8, bis(trimethylsilyl) peroxide (BTMSPO) or iPr3SiSH as the radical initiators. Notably, the challenging bulky and inert trialkylhydrosilanes, such as (t-butyldimethyl)silane (tBuMe2SiH) and (triisopropyl)silane (iPr3SiH), work smoothly with the protocol. Moreover, despite the higher stability of tBuMe2Si silylation products, our studies revealed their great reactivity and versatility in diverse C-Si-based chem. transformations, providing an operationally simple, low-cost, and environmentally benign synthetic technol. for mol. construction and elaboration.

Chemical Science published new progress about Green chemistry. 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, Safety of 5-Methoxyisoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Khanapure, Subash P.; Han, Wei; Swartling, Dan J.; Biehl, Edward R. published the artcile< Synthesis of fluorine-substituted anthraquinones and aza-anthraquinones>, Name: 6,9-Difluorobenzo[g]isoquinoline-5,10-dione, the main research area is fluoro anthraquinone azaanthraquinone; anthraquinone fluoro; benzquinolinone fluoro; mitoxantrone fluoroanthraquinone intermediate; ametantrone fluoroanthraquinone intermediate; aza anthraquinone fluoro.

Using 1,4-dipolar-aryne cycloaddition methodol., a convenient, short synthesis of several fluoroanthraquinones I (R1 = H, methoxy, methoxymethoxy; n = integer) is presented which involves the reaction of haloarenes and 3-cyanophthalides in the presence of lithium diisopropylamide (LDA) in THF. The fluorine substituent(s) can be introduced by using fluorine-substituted haloarenes and/or 3-cyanophthalides. Similarly, fluorine-substituted pyridines, i.e. (fluoro)benz[g]isoquinoline-5,10-diones, II (R1 = H, methoxy, methoxymethoxy; n = integer) can be prepared by treating fluorine-substituted cyanophthalides and halopyridines in the presence of lithium diisopropylamide.

Journal of Fluorine Chemistry published new progress about 1,3-Dipolar cycloaddition reaction. 144511-13-7 belongs to class isoquinoline, and the molecular formula is C13H5F2NO2, Name: 6,9-Difluorobenzo[g]isoquinoline-5,10-dione.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Dong, Jianyang; Wang, Xiaochen; Song, Hongjian; Liu, Yuxiu; Wang, Qingmin published the artcile< Photoredox-Catalyzed Redox-Neutral Minisci C-H Formylation of N-Heteroarenes>, Recommanded Product: 5-Methoxyisoquinoline, the main research area is heteroarene dioxoisoindolinyl diethoxyacetate iridium photocatalyst regioselective Minisci formylation; formyl heteroarene preparation.

A protocol for redox-neutral Minisci C-H formylation of N-heteroarenes using 1,3-dioxoisoindolin-2-yl 2,2-diethoxyacetate as a formyl equivalent at room temp was reported. This scalable benchtop protocol offered a distinct advantage over traditional reductive carbonylation and Minisci C-H formylation methods in not requiring the use of carbon monoxide, pressurized gas, a stoichiometric reductant, or a stoichiometric oxidant.

Advanced Synthesis & Catalysis published new progress about Aromatic nitrogen heterocycles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, Recommanded Product: 5-Methoxyisoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liao, Lan-Shan; Tan, Lin-Jie; Chen, Yin; Yang, Qi-Yuan; Choudhary, Muhammad Iqbal; Pan, Ying-Ming; Tang, Hai-Tao; Su, Gui-Fa; Liang, Hong; Chen, Zhen-Feng published the artcile< One-pot synthesis of oxoaporphines as potent antitumor agents and investigation of their mechanisms of actions>, Reference of 721401-43-0, the main research area is oxoporphine derivative preparation antitumor agents; Antitumor activity; Apoptosis; Cell cycle; Oxoaporphine.

An efficient one-pot reaction for the synthesis of oxoaporphine alkaloids has been developed. Twenty-three compounds of oxoaporphine alkaloids were prepared and assessed for their antitumor activities. Most compounds inhibited the growth of T-24 tumor cells in vitro. Particularly, I displayed the most potent activity with an IC50 value of 0.5μM, which was 19-fold more potent than the parent compound 4. The substitution at C3-position of oxoaporphine core by -NO2 significantly enhanced the anticancer activity. Mechanism studies indicated that II and I induced cell cycle arrest at G2/M phase; in contrast, III induced cell cycle arrest at the S phase. Increase of mitochondrial ROS/Ca2+ and decrease of MMP, accompanied by activation of caspase-3/9, were observed in T-24 cells after exposure to compounds I, II and III, suggesting that the mitochondrial pathway was involved in the induced apoptosis. Moreover, compound I effectively inhibited tumor growth in a mouse xenograft model bearing T-24.

European Journal of Medicinal Chemistry published new progress about Alkaloids Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), BIOL (Biological Study), PREP (Preparation). 721401-43-0 belongs to class isoquinoline, and the molecular formula is C9H8BNO2, Reference of 721401-43-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Cheng, Yunfeng; Ni, Nanting; Yang, Wenqian; Wang, Binghe published the artcile< A New Class of Fluorescent Boronic Acids That Have Extraordinarily High Affinities for Diols in Aqueous Solution at Physiological pH>, Application of C9H8BNO2, the main research area is fluorescent boronate high affinity diol aqueous solution physiol pH.

The boronic acid group is an important recognition moiety for sensor design. Herein, the authors report a series of isoquinolinylboronic acids that have extraordinarily high affinities for diol-containing compounds at physiol. pH. In addition, 5- and 8-isoquinolinylboronic acids also showed fairly high binding affinities towards D-glucose (Ka=42 and 46 M-1, resp.). For the first time, weak but encouraging binding of cis-cyclohexanediol was found for these boronic acids. Such binding was coupled with significant fluorescence changes. Furthermore, 4- and 6-isoquinolinylboronic acids also showed the ability to complex Me α-D-glucopyranose (Ka=3 and 2 M-1, resp.).

Chemistry – A European Journal published new progress about Affinity. 721401-43-0 belongs to class isoquinoline, and the molecular formula is C9H8BNO2, Application of C9H8BNO2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pumuye, Paul P.; Evison, Benny J.; Konda, Shyam K.; Collins, J. Grant; Kelso, Celine; Medan, Jelena; Sleebs, Brad E.; Watson, Keith; Phillips, Don R.; Cutts, Suzanne M. published the artcile< Formaldehyde-activated WEHI-150 induces DNA interstrand crosslinks with unique structural features>, Computed Properties of 144511-13-7, the main research area is formaldehyde WEHI150 DNA interstrand crosslink; Anthracenediones; Cancer chemotherapy; DNA sequence specificity; Drug-DNA adducts; Mitoxantrone analogues.

Mitoxantrone is an anticancer anthracenedione that can be activated by formaldehyde to generate covalent drug-DNA adducts. Despite their covalent nature, these DNA lesions are relatively labile. It was recently established that analogs of mitoxantrone featuring extended side-chains terminating in primary amino groups typically yielded high levels of stable DNA adducts following their activation by formaldehyde. In this study we describe the DNA sequence-specific binding properties of the mitoxantrone analog WEHI-150 which is the first anthracenedione to form apparent DNA crosslinks mediated by formaldehyde. The utility of this compound lies in the versatility of the covalent binding modes displayed. Unlike other anthracenediones described to date, WEHI-150 can mediate covalent adducts that are independent of interactions with the N-2 of guanine and is capable of adduct formation at novel DNA sequences. Moreover, these covalent adducts incorporate more than one formaldehyde-mediated bond with DNA, thus facilitating the formation of highly lethal DNA crosslinks. The versatility of binding observed is anticipated to allow the next generation of anthracenediones to interact with a broader spectrum of nucleic acid species than previously demonstrated by the parent compounds, thus allowing for more diverse biol. activities.

Bioorganic & Medicinal Chemistry published new progress about Crosslinking agents. 144511-13-7 belongs to class isoquinoline, and the molecular formula is C13H5F2NO2, Computed Properties of 144511-13-7.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hu, Yijie; Ye, Liufeiyang; Chen, Jie; Zhang, Hui; Deng, Hongmei; Lin, Jin-Hong; Cao, Weiguo published the artcile< An Efficient Construction of CF3-Substituted Spirooxindole-Fused Benzo[a]quinolizidines by a Three-Component Cyclization>, Recommanded Product: 5-Methoxyisoquinoline, the main research area is isoquinoline perfluoroalkylpropiolate oxoindolinylidene propanedinitrile three component cyclization; perfluoroalkyl dicyano spirooxindoline benzoquinolizidine carboxylate preparation.

A convenient three-component cyclization was described for the efficient construction of CF3-substituted spirooxindole-fused benzo[a]quinolizidines by using CF3-propiolate as a building block. This attractive protocol may find great synthetic utility since CF3-containing complex structures were installed by a one-step cyclization under mild conditions.

European Journal of Organic Chemistry published new progress about Alkynes, fluoro Role: RCT (Reactant), RACT (Reactant or Reagent). 90806-58-9 belongs to class isoquinoline, and the molecular formula is C10H9NO, Recommanded Product: 5-Methoxyisoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Berthel, Steven J.; Marks, Ian M.; Yin, Xuefeng; Mischke, Steven G.; Orzechowski, Lucja; Pezzoni, Gabriella; Sala, Franca; Vassilev, Lyubomir T. published the artcile< Identification of phenyl-pyridine-2-carboxylic acid derivatives as novel cell cycle inhibitors with increased selectivity for cancer cells>, Application In Synthesis of 721401-43-0, the main research area is phenylpyridine carboxylate derivative preparation structure activity antitumor cell cycle; Ro414439 cell cycle antitumor breast cancer mitosis structure activity.

Ro 41-4439, a phenyl-pyridine-2-carboxylic acid derivative, was identified by a cell-based screening approach that exploits the differences between normal and cancer cells in their sensitivity to cytotoxic agents. This compound showed low micromolar antiproliferative activity and cytotoxicity against a broad panel of human cancer cell lines in vitro, and over 10-fold selectivity to cancer cells when tested in parallel with a panel of proliferating normal human cells. Cytotoxicity of Ro 41-4439 is due to arrest of cell cycle progression in mitosis followed by induction of apoptosis. Four-week treatment of nude mice bearing established mammary tumor xenografts (MDA-MB-435) with well-tolerated doses of the compound showed 73% inhibition of tumor growth. Limited exploration of structure-activity relationships involving side chain length, and aryl and pyridine rings allowed for the identification of more potent analogs.

Anti-Cancer Drugs published new progress about Antitumor agents. 721401-43-0 belongs to class isoquinoline, and the molecular formula is C9H8BNO2, Application In Synthesis of 721401-43-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem