Category: 399-76-8

Xu, Hai-Feng; Pan, You-Lu; Li, Gang-Jian; Hu, Xu-Yang; Chen, Jian-Zhong published the artcile< Copper(II)-Catalyzed Direct C-H (Hetero)arylation at the C3 Position of Indoles Assisted by a Removable N,N-Bidentate Auxiliary Moiety>, SDS of cas: 399-76-8, the main research area is arylated indole regioselective preparation; indole arylboronic ester arylation copper catalyst.

The regioselective arylation of inert C3-H bonds in indoles reacting with arylboronates via effective copper-mediated catalysis with the aid of a facile and removable 2-pyridinylisopropyl (PIP) group without ligand participation was reported. This newly established method features high compatibility with diverse functional groups between coupling partners, including both indole substrates and arylboron reagents, consequentially leading to operational simplicity and providing access to generate the desired arylated products I [R = H, 4-Me, 5-MeO, 6-Br, etc.; R1 = Me, Bn; Ar = Ph, 2-thienyl, 3-pyridyl, etc.] in good to excellent yields of up to 97%. Synthetically, the PIP-derived amide moiety could subsequently be readily removed under mild reaction conditions to produce useful indolecarboxylic acids for further transformation.

Journal of Organic Chemistrypublished new progress about Amides, secondary 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, SDS of cas: 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

Sreenivasa Rao, Ramana; Shajan, Femil Joseph; Reddy, D. Srinivasa published the artcile< A route to access imidazol[1,5-a]indole-1,3-diones and pyrrolo[1,2-c]imidazole-1,3-diones>, Quality Control of 399-76-8, the main research area is imidazolindoledione pyrroloimidazoledione preparation; indole pyrrole carboxylic acid aniline carbonyldiimidazole microwave irradiation.

A novel and practical route to synthesize imidazol[1,5-a]indoles I (R = 3,5-Cl, 4-OCF3, 4-iPr, etc.) and pyrrolo[1,2-c]imidazoles via N-H functionalization has been developed. Indole-2-carboxylic acid or pyrrole-2-carboxylic acid with diverse aniline groups and carbonyldiimidazole (CDI), in the presence of a base under microwave conditions, resulted in imidazol[1,5-a]indoles and pyrrolo[1,2-c]imidazoles, resp. The present method is free of work-up and no need for column chromatog. Both title scaffolds can serve as useful heterocyclic scaffolds in medicinal chem. as such, or they can be used as building blocks to construct different classes of useful compounds

Organic & Biomolecular Chemistrypublished new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Quality Control 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

Avula, Sreenivas; Peng, Xudan; Lang, Xingfen; Tortorella, Micky; Josselin, Beatrice; Bach, Stephane; Bourg, Stephane; Bonnet, Pascal; Buron, Frederic; Ruchaud, Sandrine; Routier, Sylvain; Neagoie, Cleopatra published the artcile< Design and biological evaluation of substituted 5,7-dihydro-6H-indolo[2,3-c]quinolin-6-one as novel selective Haspin inhibitors>, HPLC of Formula: 399-76-8, the main research area is dihydroindoloquinolinone preparation; protein kinase haspin inhibition SAR antitumor cytotoxicity mol docking; Haspin kinase; Indoloquinoline; cell viability; docking.

A library of substituted indolo[2,3-c]quinolone-6-ones was developed as simplified Lamellarin isosters. Synthesis was achieved from indole after a four-step pathway sequence involving iodination, a Suzuki-Miyaura cross-coupling reaction and a reduction/lactamization sequence. The inhibitory activity of the 20 novel derivatives was assessed on Haspin kinase. Two of them possessed an IC50 of 1 and 2 nM with selectivity towards a panel of 10 other kinases including the parent kinases DYRK1A and CLK1. The most selective compound exerted addnl. a very interesting cell effect on the osteosarcoma U-2 OS cell line.

Journal of Enzyme Inhibition and Medicinal Chemistrypublished new progress about Antitumor agents. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, HPLC of Formula: 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

Tan, Yu Jia; Li, Ming; Gunawan, Gregory Adrian; Nyantakyi, Samuel Agyei; Dick, Thomas; Go, Mei-Lin; Lam, Yulin published the artcile< Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility>, Application of C9H6FNO2, the main research area is methylamine carboxamide benzothiophene benzoselenophene preparation antimycobacterial lipophilicity.

Indolecarboxamides are potent but poorly soluble mycobactericidal agents. Here, it was found that modifying the incipient scaffold by amide-amine substitution and replacing the indole ring with benzothiophene or benzoselenophene led to striking (10-20-fold) improvements in solubility Potent activity could be achieved without the carboxamide linker but not in the absence of the indole ring. The indolylmethylamine, N-cyclooctyl-6-trifluoromethylindol-2-ylmethylamine (MIC90Mtb 0.13μM, MBC99.9Mtb 0.63μM), exemplifies a promising member that is more soluble and equipotent to its carboxamide equivalent It is also an inhibitor of the mycolate transporter MmpL3, a property shared by the methylamines of benzothiophene and benzoselenophene.

ACS Medicinal Chemistry Letterspublished new progress about Amides, oxo Role: PAC (Pharmacological Activity), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Application 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

Boyd, Olivia; Wang, Gang-Wei; Sokolova, Olga O.; Calow, Adam D. J.; Bertrand, Sophie M.; Bower, John F. published the artcile< Modular Access to Eight-Membered N-Heterocycles by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes>, SDS of cas: 399-76-8, the main research area is aminocyclopropane rhodium regioselective diastereoselective carbonylative heterocyclization; azocane preparation; C−C activation; azocanes; cyclopropanes; rhodium.

Aminocyclopropanes equipped with pendant nucleophiles undergo carbonylative heterocyclization triggered by C-C bond activation to generate eight-membered N-heterocycles, e.g., I. In these processes, intramol. “”capture”” of a rhodacyclopentanone intermediate by an aryl or N-based nucleophile is followed by C-C or C-N bond-forming “”collapse”” to the targets. These studies demonstrate how the combination of cyclopropane strain release and the templating effect of catalytically generated metallacycles can be harnessed to enable otherwise challenging medium ring closures.

Angewandte Chemie, International Editionpublished new progress about C-C bond activation. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, SDS of cas: 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

Ding, Lu; Gao, Run-Duo; You, Shu-Li published the artcile< Palladium(0)-Catalyzed Intermolecular Asymmetric Cascade Dearomatization Reaction of Indoles with Propargyl Carbonate>, Name: 5-Fluoroindole-2-carboxylic acid, the main research area is alkylindolyl methyl malonate preparation propargyl carbonate palladium tandem dearomatization; alkyl methylene dihydrocarbazole dicarboxylate chemoselective regioselective enantioselective preparation; allylic compounds; asymmetric catalysis; cascade reactions; dearomatization; palladium.

An intermol. asym. cascade dearomatization reaction of indole derivatives with propargyl carbonate was developed. The challenges associated with both the chemoselectivity between the carbon and nitrogen nucleophile and the enantioselective control during the formation of an all-carbon quaternary stereogenic center were well addressed by a Pd catalytic system derived from the Feringa ligand. A series of enantioenriched multiply substituted fused indolenines were provided in good yields (71-86%) with excellent enantioselectivity (91-96% ee) and chemoselectivity (3/4>19:1 in most cases).

Chemistry – A European Journalpublished new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Name: 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

DeRatt, Lindsey G.; Lawson, Edward C.; Wang, Chao-Yuan; Kuduk, Scott D. published the artcile< Mild Intramolecular Ring Opening of Oxetanes>, Electric Literature of 399-76-8, the main research area is oxetane carboxamide nucleophile intramol ring opening.

Herein, an intramol. ring opening of oxetane carboxamides with mild nucleophiles, such as nitrogen heterocycles, is presented. The reaction proceeds under metal-free basic conditions which is highly unusual in ring opening reactions of oxetanes. Amide formation and oxetane ring opening/cyclization in a one-pot approach affords high levels of mol. complexity in a single step from simple, readily available substrates.

Organic Letterspublished new progress about Heterocyclic compounds, nitrogen 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, Electric Literature 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

Rassi, Somayeh; Baharfar, Robabeh published the artcile< Synthesis of indole based amides using immobilized lipase on graphene oxide (GO@lipase) as a retrievable heterogeneous nano biocatalyst>, HPLC of Formula: 399-76-8, the main research area is lipase immobilized graphene oxide catalyst preparation thermal stability; indolyl carboxylic acid benzaldehyde alkyl isocyanide lipase Passerini reaction; phenyl alkylamino oxoethyl indolyl carboxylate preparation green chem.

A green and efficient one-pot procedure to achieved indole based amides using Passerini reaction involving indole-2-carboxylic acids, benzaldehydes and alkyl isocyanides in the presence of immobilized lipase on graphene oxide as a heterogeneous nano biocatalyst was developed. This method has the advantages of simple operation, mild reaction conditions and good to excellent yields. The features of this method are highlighted by using a retrievable nanostructure catalyst. This process was asserted to be efficient in the synthesis of indole derivatives

Polyhedronpublished new progress about Amides Role: BPN (Biosynthetic Preparation), BIOL (Biological Study), PREP (Preparation). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, HPLC of Formula: 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

Application of 399-76-8, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 399-76-8, Name is 5-Fluoroindole-2-carboxylic acid, molecular formula is C9H6FNO2. In a Article，once mentioned of 399-76-8

The dopamine D3 receptor subtype has been targeted as a potential neurochemical modulator of the behavioral actions of psychomotor stimulants, such as cocaine. Previous synthetic studies provided structural requirements for high affinity binding to D3 receptors which included a 2,3-dichloro-phenylpiperazine linked to an arylamido function via a butyl chain. To reduce lipophilicity of these agents and further investigate optimal conformation, a second series of 15 novel ligands was designed that included heteroaromatic substitution and unsaturated alkyl linkers. These compounds were synthesized and evaluated for binding at rat D3 and D2 receptors stably expressed in Sf9 cells. D3 binding affinities ranged from Ki=0.6-1080 nM, with a broad range of D3/D2 selectivities (2-97). The discovery of potent, selective and bioavailable D3 receptor ligands will provide essential molecular probes to elucidate the role D3 receptors play in the psychomotor stimulant and reinforcing effects of cocaine.

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Application of 399-76-8, you can also check out more blogs about399-76-8

Reference：
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

Synthetic Route of 399-76-8, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 399-76-8, Name is 5-Fluoroindole-2-carboxylic acid, molecular formula is C9H6FNO2. In a Article，once mentioned of 399-76-8

N-Methyl-D-aspartate (NMDA) receptors are ligand-gated ion channels that mediate a slow, Ca2+-permeable component of excitatory synaptic transmission in the central nervous system and play a pivotal role in synaptic plasticity, neuronal development, and several neurological diseases. We describe a fluorescence-based assay that measures NMDA receptor-mediated changes in intracellular calcium in a BHK-21 cell line stably expressing NMDA receptor NR2D with NR1 under the control of a tetracycline-inducible promoter (Tet-On). The assay selectively identifies allosteric modulators by using supramaximal concentrations of glutamate and glycine to minimize detection of competitive antagonists. The assay is validated by successfully identifying known noncompetitive, but not competitive NMDA receptor antagonists among 1800 screened compounds from two small focused libraries, including the commercially available library of pharmacologically active compounds. Hits from the primary screen are validated through a secondary screen that used two-electrode voltage-clamp recordings on recombinant NMDA receptors expressed in Xenopus laevis oocytes. This strategy identified several novel modulators ofNMDAreceptor function, including the histamine H3 receptor antagonists clobenpropit and iodophenpropit, as well as the vanilloid receptor transient receptor potential cation channel, subfamily V, member 1 (TRPV1) antagonist capsazepine. These compounds are noncompetitive antagonists and the histamine H3 receptor ligand showed submicromolar potency at NR1/NR2B NMDA receptors, which raises the possibility that compounds can be developed that act with high potency on both glutamate and histamine receptor systems simultaneously. Furthermore, it is possible that some actions attributed to histamine H3 receptor inhibition in vivo may also involve NMDA receptor antagonism. Copyright

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Synthetic Route of 399-76-8, you can also check out more blogs about399-76-8

Reference：
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