Tag: M.W=150-200

Chen, Xiaoxue; Zou, Yefang; Wang, Jie; Cao, Zhuoxian; Liu, Jingzi; Li, Yan; Zhao, Yonglong; He, Bin published the artcile< Unexpected small molecules as novel SIRT2 suicide inhibitors>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is sirtuin SIRT2 covalent inhibitors suicide inhibitors deacetylation deacylation; Covalent inhibitors; Deacetylation; Deacylation; SIRT2; Sirtuin; Suicide inhibitors.

A series of sirtuin inhibitor candidates were assembled based on an intermediate ester (1a) our accidently discovered. After screening and evaluation, several SIRT2 selective inhibitors were identified, which can inhibit all the deacetylation, defatty-acylation and debenzoylation of SIRT2. Among these inhibitors, compound 1e was the best SIRT2 selective inhibitors. The primary study on the inhibitory mechanism indicated that compound 1e may be a suicide inhibitor acting as an irreversible way. Given almost all reported sirtuin inhibitors are non-covalent, sirtuin covalent inhibitors are still need to be developed. These findings will facilitate for further development of SIRT2 selective and suicide inhibitors.

Bioorganic & Medicinal Chemistry published new progress about Covalent bond (SIRT2 covalent inhibitors). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wang, Qing-Dong; Yang, Jin-Ming; Fang, Dong; Ren, Jiangmeng; Zeng, Bu-Bing published the artcile< Iodine-catalyzed C3-formylation of indoles using hexamethylenetetramine and air>, Name: 4-Methyl-1H-indole-3-carbaldehyde, the main research area is formylindole preparation chemoselective green chem; indole hexamethylenetetramine formylation reaction iodine catalyst.

An efficient iodine-catalyzed chemoselective 3-formylation of free (N-H) and N-substituted indoles I [R = H, 4-Me, 7-Br, etc.; R1 = H; R2 = Me, Bn, (CH2)4OH, etc.] was achieved by using hexamethylenetetramine (HMTA) in the presence of activated carbon under air atm. This new method could provide 3-formylindoles I (R1 = CHO) in moderate to excellent yields with fairly short reaction times. Moreover, this catalytic formylation of indoles procedure can be applied to gram-scale synthesis.

Tetrahedron Letters published new progress about Chemoselectivity. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Name: 4-Methyl-1H-indole-3-carbaldehyde.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Xing, Siyang; Guo, Junsuo; Wang, Yuhan; Wang, Chenyu; Wang, Kui; Zhu, Bolin published the artcile< General and efficient synthesis of 1,2-dihydropyrrolo[3,4-b]indol-3-ones via a formal [3 + 2] cycloaddition initiated by C-H activation>, Product Details of C10H9NO, the main research area is dihydropyrroloindolone preparation; isocyanate indole cycloaddition rhodium catalyst.

A [Cp*RhCl2]2-catalyzed formal [3 + 2] cycloaddition between isocyanates and indoles with electron-deficient alkenes at the C3-position of the indole moiety and directing groups at the N1-position of the indole moiety was described. Undergoing sequential coupling reaction initiated by C-H activation and aza-Michael addition, a series of 1,2-dihydropyrrolo[3,4-b]indol-3-ones I [R = Et, n-Bu, Bn, etc.; R1 = CO2Et, CO2Me, etc.; R2 = H, F, Cl, etc.; R3 = H, F, Br, etc.; R4 = H, Me, F, etc.; R5 = H, Me] was successfully afforded in moderate to good yields by the formation of one C-C bond and one C-N bond. Interestingly, the pyridyl group at the N1-position of the indole moiety not only played a role as the directing group, but also catalyzed further intramol. Michael addition as a base.

Organic Chemistry Frontiers published new progress about C-H bond activation. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wang, Lei; Fang, Kun; Cheng, Junfei; Li, Yu; Huang, Yahui; Chen, Shuqiang; Dong, Guoqiang; Wu, Shanchao; Sheng, Chunquan published the artcile< Scaffold Hopping of Natural Product Evodiamine: Discovery of a Novel Antitumor Scaffold with Excellent Potency against Colon Cancer>, Application In Synthesis of 399-76-8, the main research area is colon cancer antitumor agents SAR topoisomerase tubulin scaffold apoptosis.

Inspired by the natural product evodiamine, a novel antitumor indolopyrazinoquinazolinone scaffold was designed by scaffold hopping. Structure-activity relationship studies led to the discovery of compound 15j, which shows low nanomolar inhibitory activity against the HCT116 cell line. Further antitumor mechanism studies indicated that compound 15j acted by the dual inhibition of topoisomerase 1 and tubulin and induced apoptosis with G2 cell-cycle arrest. The quaternary ammonium salt of compound 15j (compound 15js) exhibited excellent in vivo antitumor activity (TGI = 66.6%) in the HCT116 xenograft model with low toxicity. Indolopyrazinoquinazolinone derivatives represent promising multitargeting antitumor leads for the development of novel antitumor agents.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Application In Synthesis of 399-76-8.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Nirogi, Ramakrishna; Gagginapally, Shankar Reddy; Shinde, Anil K.; Mohammed, Abdul Rasheed published the artcile< Synthesis of GR125487, a selective 5-HT4 receptor antagonist>, HPLC of Formula: 23077-43-2, the main research area is GR125487 synthesis serotonin receptor 5HT4 antagonist cognition.

The 5-HT4 receptor (5-HT4R) agonists are important in treating gastrointestinal motility disorders. Their role is currently being evaluated for the treatment of cognitive and mood disorders. A selective 5-HT4R antagonist GR 125487 is used in many biol. assays to cross confirm the 5-HT4R agonist’s activity. A practical synthesis of GR 125487 is developed so as to have it in desired quantities. The synthesis consists of seven steps starting from com. available Me 5-fluoroindole 3-carboxylate. The GR 125487 thus synthesized was used in blocking the activity of 5-HT4R agonist compound in animal models of cognition.

Synthetic Communications published new progress about 5-HT4 agonists. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, HPLC of Formula: 23077-43-2.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Gopalaiah, Kovuru; Tiwari, Ankit published the artcile< Synthesis of (E)-3-Alkylideneindolin-2-ones by an Iron-Catalyzed Aerobic Oxidative Condensation of Csp3-H Bonds of Oxindoles and Benzylamines>, Safety of 4-Chloroindolin-2-one, the main research area is alkylideneindolinone preparation iron catalyst oxidative condensation oxindole benzylamine.

A novel synthetic route for the construction of (E)-3-alkylideneindolin-2-ones through iron-catalyzed aerobic oxidative condensation of oxindoles with benzylamines was developed. This oxidative reaction involves a sequence of C-H activation, amine self-condensation, nucleophilic addition, and C-C double bond formation. The synthetic importance of this protocol was demonstrated by preparing tyrosine kinase inhibitors, anticonvulsant and antitumor agents, and other valuable 3-alkylideneindolin-2-one derivatives Key intermediates were isolated and a plausible mechanistic pathway for the reaction is discussed.

European Journal of Organic Chemistry published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Safety of 4-Chloroindolin-2-one.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Sawama, Yoshinari; Nakano, Akihiro; Matsuda, Takumi; Kawajiri, Takahiro; Yamada, Tsuyoshi; Sajiki, Hironao published the artcile< H-D Exchange Deuteration of Arenes at Room Temperature>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is deuterated arene chemoselective preparation; platinum iridium catalyst deuteration arene deuterium oxide under argon.

Arenes underwent C-H deuteration reactions with D2O in the presence of Pt/C, Ir/C, or combinations of both catalysts in isopropanol/D2O under argon at ambient temperature to yield arenes deuterated at the arene C-H bonds.

Organic Process Research & Development published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Chen, Lili; Shen, Jun-Jian; Gao, Qian; Xu, Senmiao published the artcile< Synthesis of cyclic chiral α-amino boronates by copper-catalyzed asymmetric dearomative borylation of indoles>, Product Details of C9H6FNO2, the main research area is cyclic chiral alpha amino boronate preparation; copper catalyzed asym dearomative borylation indole; borylindoline enantioselective preparation crystal mol structure.

A copper(I)-catalyzed dearomative borylation of N-alkoxycarbonyl protected indole-3-carboxylates has been developed. The boron addition in this reaction occurred regioselectively at the 2-position of indoles followed by diastereoselective protonation, affording the corresponding stable cyclic chiral α-amino boronates (2-borylindolines) in moderate to good yields with excellent diastereo- and enantioselectivities. The product 2c could be used as a versatile precursor to undergo subsequent stereoselective transformations, delivering highly functionalized 2,3,3-trisubstituted chiral indolines.

Chemical Science published new progress about Borylation (dearomative). 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Product Details of C9H6FNO2.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Tan, Zhi-Yu; Wu, Ke-Xin; Huang, Lu-Shan; Wu, Run-Shi; Du, Zheng-Yu; Xu, Da-Zhen published the artcile< Iron-catalyzed cross-dehydrogenative coupling of indolin-2-ones with active methylenes for direct carbon-carbon double bond formation>, Electric Literature of 20870-77-3, the main research area is indolinone active methylene iron cross dehydrogenative coupling green; alkene preparation.

The iron-catalyzed cross-dehydrogenative coupling (CDC) of C(sp3)-H/C(sp3)-H bonds to afford olefins by 4H elimination is described. This method employs air (mol. oxygen) as an ideal oxidant, and is performed under mild, ligand-free and base-free conditions. H2O is the only byproduct. Good tolerance of functional groups and high yields have also been achieved. Preliminary mechanistic investigations suggest that the present transformation involves a radical process.

Green Chemistry published new progress about Active methylene compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Electric Literature of 20870-77-3.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Prasad, Bagineni; Das, Rabindra Nath; Jamroskovic, Jan; Kumar, Rajendra; Hedenstroem, Mattias; Sabouri, Nasim; Chorell, Erik published the artcile< The relation between position and chemical composition of bis-indole substituents determines their interactions with G-quadruplex DNA>, Safety of Methyl 1H-indole-7-carboxylate, the main research area is human DNA G quadruplex sidechain bis indole drug target; DNA structures; G-Quadruplexes; bis-indole; drug design; nitrogen heterocycles.

G-quadruplex (G4) DNA structures are linked to fundamental biol. processes and human diseases, which has triggered the development of compounds that affect these DNA structures. However, more knowledge is needed about how small mols. interact with G4 DNA structures. This study describes the development of a new class of bis-indoles (3,3-diindolyl-Me derivatives) and detailed studies of how they interact with G4 DNA using orthogonal assays, biophys. techniques, and computational studies. This revealed compounds that strongly bind and stabilize G4 DNA structures, and detailed binding interactions which for example, show that charge variance can play a key role in G4 DNA binding. Furthermore, the structure-activity relationships generated opened the possibilities to replace or introduce new substituents on the core structure, which is of key importance to optimize compound properties or introduce probes to further expand the possibilities of these compounds as tailored research tools to study G4 biol.

Chemistry – A European Journal published new progress about Animal gene, c-myc Role: BSU (Biological Study, Unclassified), PRP (Properties), BIOL (Biological Study). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Safety of Methyl 1H-indole-7-carboxylate.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles