92818-36-5

Usage

Uses

Used in Pharmaceutical Industry:
5-Benzyloxy-2,3-dihydro-1H-indole is used as a potential pharmaceutical compound for its possible anti-inflammatory, antiviral, and anticancer properties. Its unique structure with a benzyl group attached to the oxygen atom of the indole ring may contribute to its biological activities, making it a candidate for further research and development in drug discovery.
Used in Chemical Synthesis:
5-Benzyloxy-2,3-dihydro-1H-indole is used as a chemical intermediate in the synthesis of other compounds. Its unique structure and potential reactivity may be utilized in the development of new chemical entities with specific applications in various industries.

InChI:InChI=1/C15H15NO/c1-2-4-12(5-3-1)11-17-14-6-7-15-13(10-14)8-9-16-15/h1-7,10,16H,8-9,11H2

Upstream product

• 1215-59-4 5-benzyloxy-1H-indole 
• 100-39-0 benzyl bromide 
• 1953-54-4 indol-5-ol 

Downstream Products

• 930789-74-5 (2S,3S)-3-[5-(benzyloxy)-2,3-dihydro-1H-indol-1-yl]-3-phenylpropane-1,2-diol 
• 273408-49-4 7-(2-formyl-4,5-dimethoxy-phenyl)-5-triisopropylsilanyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 
• 170147-76-9 tert-butyl 5-hydroxy-2,3-dihydroindole-1-carboxylate 
• 344904-57-0 5-benzyloxy-1-nitroso-2,3-dihydro-1H-indole 
• 273408-46-1 tert-butyl 5-(benzyloxy)indoline-1-carboxylate 
• 1070956-02-3 5-benzyloxy-2,3-dihydro-indole-1-carbothioic Acid Amide 
• 930790-29-7 (2S,3S)-3-[5-(benzyloxy)-2,3-dihydro-1H-indol-1-yl]-3-(3-fluorophenyl)propane-1,2-diol 

Relevant academic research and scientific papers

Transition-Metal-Free Stereospecific Oxidative Annulative Coupling of Indolines with Aziridines

Tandem C-N bond formation for the oxidative annulation of indolines with aziridines is accomplished employing the combination of DDQ and NaOCl at ambient conditions. Optically active aziridine can be coupled with high enantiomeric purity (>99% ee). The substrate scope, stereocontrol with the enantioenriched substrate, and scale-up are the important practical advantages.

Indoline-1-formamide compound as well as preparation method and medical application thereof

The invention relates to a novel indoline-1-formamide compound for regulating or inhibiting the activity of a vascular endothelial growth factor receptor (VEGFR), a preparation method of the compoundand medical application of the compound. Specifically, t

Re-Catalyzed Annulations of Weakly Coordinating N-Carbamoyl Indoles/Indolines with Alkynes via C?H/C?N Bond Cleavage

Described herein are rhenium-catalyzed [3+2] annulations of N-carbamoyl indoles with alkynes via C?H/C?N bond cleavage, which provide rapid access to fused-ring pyrroloindolone derivatives. For the first time, the weakly coordinating O-directing group was successfully employed in rhenium-catalyzed C?H activation reactions, enabled by the unique catalytic trio of Re2(CO)10, Me2Zn and ZnCl2. Mechanistic studies revealed that aminozinc species plays an important role in the reaction. Based on the mechanistic understanding, a more powerful catalytic trio of Re2(CO)10, [MeZnNPh2]2 and Zn(OTf)2 was devised and applied successfully in the [4+2] annulations of indolines and alkynes affording pyrroloquinolinone derivatives.

mTORC1 MODULATORS

Provided herein, inter alia, are methods and compounds for inhibiting mTORC1 and for treating diseases associated with mTORC1 activity.

Expedient cobalt(II)-catalyzed site-selective C7-arylation of indolines with arylboronic acids

Cobalt(ii)-catalyzed pyrimidyl directing group-assisted C7 arylation of indolines with arylboronic acids has been developed using Mn(OAc)2·4H2O as an oxidant. The use of cobalt(ii)-PCy3 as a catalyst and broad substrate scope are the important practical features.

C4 Pictet-Spengler Reactions for the Synthesis of Core Structures in Hyrtiazepine Alkaloids

The hyrtiazepine alkaloids are a family of bisindole natural products that have the azepinoindole backbone. We developed a biomimetic approach by constructing the azepinoindole core in a one-pot manner through 1,4-diazabicyclo[2.2.2]octane/2,2,2-trifluoroethanol (DABCO/TFE) promoted Pictet-Spengler reaction onto the C-4 position of tryptophan. This strategy allowed the synthesis of common key structures of these families. The key intermediate can be converted into the 3 H -pyrano[2,3- b:5,6- e ′]diindol intermediate present in hyrtimomines A and B, as well as the azepinoindole core present in fargesine..

Design and synthesis of indole, 2,3-dihydro-indole, and 3,4-dihydro-2H-quinoline-1-carbothioic acid amide derivatives as novel HCV inhibitors

An efficient synthetic methodology to provide indole, 2,3-dihydro-indole, and 3,4-dihydro-2H-quinoline-1-carbothioic acid amide derivatives is described. These conformationally restricted heterobicyclic scaffolds were evaluated as a novel class of HCV inhibitors. Introduction of an acyl group at the NH2 of the thiourea moiety has been found to enhance inhibitory activity. The chain length and the position of the alkyl group on the indoline aromatic ring markedly influenced anti-HCV activity. The indoline scaffold was more potent than the corresponding indole and tetrahydroquinoline scaffolds and analogue 31 displayed excellent activity (EC50 = 510 nM) against HCV without significant cytotoxicity (CC50 >50 μM).

Phenylaminopropanol derivatives and methods of their use

The present invention is directed to phenylaminopropanol derivatives of formulae I, II, and III: [image] or a pharmaceutically acceptable salt thereof, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions ameliorated by monoamine reuptake including, inter alia, vasomotor symptoms (VMS), sexual dysfunction, gastrointestinal and genitourinary disorders, chronic fatigue syndrome, fibromyalgia syndrome, nervous system disorders, and combinations thereof, particularly those conditions selected from the group consisting of major depressive disorder, vasomotor symptoms, stress and urge urinary incontinence, fibromyalgia, pain, diabetic neuropathy, schizophrenia, and combinations thereof.

N-aminoindoline derivatives as inhibitors of 5-lipoxygenase

N-Aminoindoline derivatives were prepared and their 5-lipoxygenase inhibitory activities were evaluated in vitro and compared with those of phenidone and NDGA. Compound 4 presents the most effective 5-LO inhibition.