Month: November 2022

Zhang, Yaling published the artcileNovel 4-arylaminoquinazolines bearing N,N-diethyl(aminoethyl)amino moiety with antitumor activity as EGFRwt-TK inhibitor, Safety of 2-Aminobenzonitrile(Flakes or Chunks), the main research area is arylaminoquinazoline synthesis antcancer EGFR apoptosis cell cycle cancer; -diethyl(aminoethyl)amino moiety; Quinazoline derivatives; antiproliferative activities; molecular docking; wild type epidermal growth factor receptor tyrosine kinase (EGFR-TK).

Herein, four novel 4-arylaminoquinazoline derivatives with N,N-diethyl(aminoethyl)amino moiety were designed, synthesized and evaluated on biol. activities in vitro. All synthesized compounds have inhibitory effects against tumor cells (SW480, A549, A431 and NCI-H1975). In particular, 4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-6-(5-((N,N-diethyl(aminoethyl))aminomethyl)furan-2-yl)quinazoline () and 6-(5-((N,N-diethylethyl)aminomethyl)furan-2-yl)-4-(4-(E)-(propen-1-yl)phenylamino)quinazoline () were potent antitumor agents which showed high antiproliferative activities against tumor cells in vitro. Moreover, compound could induce late apoptosis of A549 cells at high concentrations and arrest cell cycle of A549 cells in the G0/G1 phase at tested concentrations Also, compound could inhibit the activity of wild type epidermal growth factor receptor tyrosine kinase (EGFRwt-TK) with IC50 value of 15.60 nM. Mol. docking showed that compound formed three hydrogen bonds with EGFRwt-TK, while lapatinib formed only two hydrogen bonds with the receptor protein. It is believed that this work would be giving a reference for developing anti-cancer drugs targeted EGFR-TK.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about Antitumor agents. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Safety of 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhuo, Liang published the artcileAerobic Visible-Light Induced Intermolecular S-N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions, Product Details of C6H4N2, the main research area is thiadiazole preparation green chem; thioamide photochem desulfurization oxidative cyclization.

Aerobic visible-light induced intermol. S-N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles I (R = Ph, 4-methoxyphenyl, thiophen-3-yl, etc.; R1 = 4-methoxyphenyl, 2,6-dimethylphenyl, thiophen-2-yl, etc.) can be obtained from thioamides R/R1C(S)NH2. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S-N bonds.

European Journal of Organic Chemistry published new progress about Antitumor agents. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Product Details of C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Xingshu published the artcileIn Vivo Albumin Traps Photosensitizer Monomers from Self-Assembled Phthalocyanine Nanovesicles: A Facile and Switchable Theranostic Approach, Computed Properties of 91-15-6, the main research area is albumin photosensitizer self assembly phthalocyanine nanovesicle switchable theranostic.

Albumin is a promising candidate as a biomarker for potential disease diagnostics and has been extensively used as a drug delivery carrier for decades. In these two directions, many albumin-detecting probes and exogenous albumin-based nanocomposite delivery systems have been developed. However, there are only a few cases demonstrating the specific interactions of exogenous probes with albumin in vivo, and nanocomposite delivery systems usually suffer from tedious fabrication processes and potential toxicity of the complexes. Herein, we demonstrate a facile “”one-for-all”” switchable nanotheranostic (NanoPcS) for both albumin detection and cancer treatment. In particular, the in vivo specific binding between albumin and PcS, arising from the disassembly of injected NanoPcS, is confirmed using an inducible transgenic mouse system. Fluorescence imaging and antitumor tests on different tumor models suggest that NanoPcS has superior tumor-targeting ability and the potential for time-modulated, activatable photodynamic therapy.

Journal of the American Chemical Society published new progress about Antitumor agents. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Computed Properties of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lelieveldt, Lianne P. W. M. published the artcileVinylboronic acid-caged prodrug activation using click-to-release tetrazine ligation, Safety of Picolinonitrile, the main research area is vinylboronic acid cage prodrug click controlled release tetrazine ligation.

Bioorthogonal reactions can be performed selectively in the presence of any biol. functional group and are widely used to achieve site-selective chem. modifications of biomols. The click-to-release reaction is a bioorthogonal bond-cleavage variant that has gained much interest over the last few years. The bioorthogonal reaction between tetrazines and trans-cyclooctenes or vinyl ethers, for example, initiates the release of a small mol. immediately after the cycloaddition with tetrazines. Recently, our group reported that vinylboronic acids (VBAs) give exceptionally high reaction rates in the bioorthogonal inverse electron-demand Diels-Alder reaction with tetrazines that are substituted with boron-coordinating ligands. In the present study, we show that VBAs can be used in a click-to-release variant and demonstrate its bioorthogonality with a VBA-protected doxorubicin prodrug. We show that the cytotoxicity of doxorubicin is silenced by the attachment of the VBA, and activity can be largely restored upon the reaction with a tetrazine, inducing cell death.

Organic & Biomolecular Chemistry published new progress about Antitumor agents. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Uruma, Yoshiyuki published the artcileSynthesis and biological evaluation of glucose conjugated phthalocyanine as a second-generation photosensitizer, Synthetic Route of 91-15-6, the main research area is glucose conjugated phthalocyanine preparation PDT photosensitizer cancer; Glucose; Hypoxia; Near-infrared (NIR) irradiation; Photodynamic therapy (PDT); Photosensitizers (PSs); Phthalocyanine (Pc).

Photodynamic therapy (PDT) is a treatment method using light and photosensitizers (PSs), which is categorized as a non-invasive surgery treatment for cancers. When the tumor is exposed to a specific light, the PSs become active and generate reactive oxygen species (ROS), mainly singlet oxygen which kills nearby cancer cells. PDT is becoming more widely recognized as a valuable treatment option for localized cancers and pre-cancers of skin as it has no long-term effects on the patient. But, due to the limited penetration rate of light into the skin and other organs, PDT can’t be used to treat large cancer cells or cancer cells that have grown deeply into the skin or other organs. Hence, in this study, our focus centers on synthesizing glucose-conjugated phthalocyanine (Pc) compatible with near-IR (NIR) irradiation as second-generation photosensitizer, so that PDT can be used in a wider range to treat cancers without obstacles.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Synthetic Route of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xu, Yiming published the artcileNew modification strategy of matrine as Hsp90 inhibitors based on its specific L conformation for cancer treatment, Formula: C7H6N2, the main research area is radicicol thermal shift assay anticancer activity mechanism of action; Anticancer activity; L-shaped matrine derivatives; Mechanism of action; Radicicol; Thermal shift assay.

The similarity of spatial structure between radicicol and matrine urged us to perform conformation modification of matrine, followed by L-shaped matrine derivatives, 6, 12, 21a-h and 22a-h were originally designed, synthesized and evaluated for Hsp90N inhibitors as anticancer agents. TSA (Thermal Shift Assay) results indicated that 21e, 22a-c and 22e-g exhibited strong binding force against Hsp90N with|ΔTm| > 3, meanwhile, MTT assay also revealed these compounds displayed potent anticancer activity with IC50 values below 25μM against HepG2, HeLa and MDA-MB-231 cells lines. Then, compound 22g with a high ΔTm = 10.92 was chosen as a representative to perform further mechanism study. It can induce cell apoptosis, arrest the cell cycle at the S phase and decrease the expression level of Hsp90 in Hela cell. These results originally provided targeted modification strategy for matrine derivatives to serve as Hsp90 inhibitors for cancer therapy.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zheng, Ke published the artcileNovel pH-Triggered Doxorubicin-Releasing Nanoparticles Self-Assembled by Functionalized β-Cyclodextrin and Amphiphilic Phthalocyanine for Anticancer Therapy, Application of Phthalonitrile, the main research area is cyclodextrin nanotheranostic pH sensitive release combination therapy phthalocyanine; combination therapy; cyclodextrin; nanotheranostics; pH-sensitive release; phthalocyanine.

Cyclodextrins (CDs), as pharmaceutical excipients with excellent biocompatibility, non-immunogenicity, and low toxicity in vivo, are widely used to carry drugs by forming inclusion complexes for improving the solubility and stability of drugs. However, the limited space of CDsâ€?lipophilic central cavity affects the loading of many drugs, especially with larger mols. In this study, β-CDs were modified by acetonization to improve the affinity for the chemotherapy drug doxorubicin (DOX), and doxorubicin-adsorbing acetalated β-CDs (Ac-CD:DOX) self-assembled to nanoparticles, followed by coating with the amphiphilic zinc phthalocyanine photosensitizer ZnPc-(PEG)5 for antitumor therapy. The final product ZnPc-(PEG)5:Ac-CD:DOX was demonstrated to have excellent stability and pH-sensitive drug release characteristics. The cell viability and apoptosis assay showed synergistic cytotoxic effects of chemotherapy and phototherapy. The mechanism of cytotoxicity was analyzed in terms of intracellular reactive oxygen species, mitochondrial membrane potential, and subcellular localization. More importantly, in vivo experiments indicated that ZnPc-(PEG)5:Ac-CD:DOX possessed significant tumor targeting, prominent antitumor activity, and less side effects. Our strategy expands the application of CDs as drug carriers and provides new insights into the development of CD chem.

ACS Applied Materials & Interfaces published new progress about Antitumor agents. 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Application of Phthalonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shakya, Bhushan published the artcile2-Pyridineformamide N(4)-ring incorporated thiosemicarbazones inhibit MCF-7 cells by inhibiting JNK pathway, Computed Properties of 100-70-9, the main research area is neoplasm antitumor 2 pyridineformamide thiosemicarbazone JNK pathway; 2-Pyridineformamide thiosemicarbazone; A375; A431; Cell viability; HeLa; MCF-7.

In an effort to develop a more potent anticancer therapeutic agent, a series of 2-pyridineformamide thiosemicarbazones (I) (R = H, 4-CH3, 5-F, 6-CH3; heterocycle = pyrrolidine, piperidine, morpholine, thiomorpholine, azepane, 1-(2-pyridinyl)-piperazine) have been synthesized and evaluated for their anti-cancer activities against the cancer cells MCF-7 (breast cancer cell line), A-431 and A375 (epidermoid carcinoma cell line), and HeLa (cervical cancer cell line) using MTT assay. All these 2-pyridineformamide thiosemicarbazones exhibited anti-proliferative activities towards these cell lines. 5FAmPyrr(II) possess most profound effects against MCF-7 cells with IC50 of 0.9 μM. In flow cytometry using Propidium Iodide, II was found to induce cell death significantly in a dose dependent manner (100 nM-3 μM) and inhibited colony formation of MCF-7 cells. This compound induced pro-apoptotic protein Bax and inhibited anti apoptotic protein Bcl-2 as well as both c-Jun and Jun N-terminal kinase (abbreviated as JNK) in concentration dependent manner. Further pro-caspase 3 and PARP were inhibited by II at concentration of 3 μM. The results suggest that II exhibit anticancer potency and induced cell death by inhibiting MAPK signaling and inducing intrinsic apoptotic pathway. All these indicate that 2-pyridineformamide thiosemicarbazones could be developed as future therapeutics agents to treat cancer.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Computed Properties of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. 22. Synthesis and properties of 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones, Quality Control of 73217-11-5, the main research area is haloanthranilic acid heterocyclization bromomethylphenylacetonitrile; isoquinolinium bromide halophenyl preparation heterocyclization; isoquinoquinazolinone derivative preparation rearrangement.

The reaction of 3-haloanthranilic acids with [o-(bromomethyl)phenyl]acetonitrile gave 2-(2-carboxy-6-halophenyl)-1,4-dihydro-3(2H)-isoquinolinium bromides. (2-Chlorophenyl)isoquinolinium bromides are readily converted to 4-R-6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones, e.g., I, by heating >145°, but (2,4-dibromophenyl)isoquinolinium bromide only on fusing with anthranilic acid. The effect of the nature and position of substituents in the quinazoline fragment of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones, e.g., II, on the rate of rearrangement to 6,11-dihydro-13H-isoquino[3,2-b]quinazol-13-ones has been studied. The oxidation and borohydride reduction of 6,11-dihydro-13H-isoquino[3,2-b]quinazol-13-ones has been studied.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Heterocyclization. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Quality Control of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Xiao-Meng published the artcile4-(3-Fluoro-4-methoxyphenyl)-1-(4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1H-imidazole, Application of a-Tosyl-(4-methoxybenzyl) isocyanide, the main research area is crystal structure fluoromethoxyphenylmethoxyphenyltrimethoxyphenylimidazole; mol structure fluoromethoxyphenylmethoxyphenyltrimethoxyphenylimidazole; imidazole fluoromethoxyphenylmethoxyphenyltrimethoxyphenyl crystal mol structure.

In 4-(3-fluoro-4-methoxyphenyl)-1-(4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1H-imidazole, C26H25FN2O5, the fluoromethoxy-, methoxy- and trimethoxy-substituted benzene rings form dihedral angles of 12.65(2), 84.15(2) and 55.67(2)°, resp., with the imidazole ring. The crystal structure is stabilized weak intermol. C-H···F and C-H···O H bonds. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about Crystal structure. 263389-54-4 belongs to class nitriles-buliding-blocks, name is a-Tosyl-(4-methoxybenzyl) isocyanide, and the molecular formula is C16H15NO3S, Application of a-Tosyl-(4-methoxybenzyl) isocyanide.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts