7555-94-4

Usage

Uses

Used in Scientific Research:
4-Methoxy-2,3-dihydro-1H-indole is used as a research tool for studying the chemical and biological properties of indole derivatives. Its unique structure allows scientists to explore its interactions with other molecules and its potential applications in various fields.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 4-Methoxy-2,3-dihydro-1H-indole is used as a key intermediate in the synthesis of new drugs. Its specific structural features can be leveraged to develop compounds with novel therapeutic effects, potentially leading to the discovery of new treatments for various diseases.
Used in Chemical Synthesis:
4-Methoxy-2,3-dihydro-1H-indole is employed as a building block in the synthesis of complex organic molecules. Its reactivity and structural characteristics make it a valuable component in the creation of new chemical entities with diverse applications.
Used in Material Science:
The unique properties of 4-Methoxy-2,3-dihydro-1H-indole may also find applications in material science, where it could be used to develop new materials with specific properties, such as improved conductivity, stability, or responsiveness to external stimuli.

InChI:InChI=1/C9H11NO/c1-11-9-4-2-3-8-7(9)5-6-10-8/h2-4,10H,5-6H2,1H3

Upstream product

• 2045-79-6 o-methoxy-2-phenylethylamine 
• 4837-90-5 4-methoxy-1H-indole 
• 2380-94-1 1H-indol-4-ol 

Downstream Products

• 295325-62-1 1-[(S)-(4-amino-4-carboxybutanoyl)]-4-methoxy-7-nitroindoline 
• 4837-90-5 4-methoxy-1H-indole 
• 1316316-45-6 1-(2-aminoacetyl)-4-methoxy-7-nitroindoline hydrochloride 
• 278794-25-5 2-Hydroxy-3-(4-methoxyindolin-1-yl)-3-phenylpropanol 
• 314760-17-3 4-methoxy-7-nitrosoindole 
• 881829-87-4 {1-[2-(1,1-diphenylethylsulfanyl)ethyl]-2,3-dihydro-1H-indol-4-yloxy}acetic acid methyl ester 

Relevant academic research and scientific papers

Development of 4-methoxy-7-nitroindolinyl (MNI)-caged auxins which are extremely stable in planta

Phytohormone auxin is a master regulator in plant growth and development. Regulation of cellular auxin level plays a central role in plant development. Auxin polar transport system modulates an auxin gradient that determines plant developmental process in

Tenualexin, other phytoalexins and indole glucosinolates from wild cruciferous species

In general, the chemodiversity of phytoalexins, elicited metabolites involved in plant defense mechanisms against microbial pathogens, correlates with the biodiversity of their sources. In this work, the phytoalexins produced by four wild cruciferous species (Brassica tournefortii, Crambe abyssinica (crambe), Diplotaxis tenuifolia (sand rocket), and Diplotaxis tenuisiliqua (wall rocket)) were identified and quantified by HPLC with photodioarray and electrospray mass detectors. In addition, the production of indole glucosinolates, biosynthetic precursors of cruciferous phytoalexins, was evaluated. Tenualexin, (=2-(1,4-dimethoxy-1H-indol-3-yl)acetonitrile), the first cruciferous phytoalexin containing two MeO substituents in the indole ring, was isolated from D. tenuisiliqua, synthesized, and evaluated for antifungal activity. The phytoalexins cyclobrassinin and spirobrassinin were detected in B. tournefortii and C. abyssinica, whereas rutalexin and 4-methoxybrassinin were only found in B. tournefortii. D. tenuifolia, and D. tenuisiliqua produced 2-(1H-indol-3-yl)acetonitriles as phytoalexins. Because tenualexin appears to be one of the broad-range antifungals occurring in crucifers, it is suggested that D. tenuisiliqua may have disease resistance traits important to be incorporated in commercial breeding programs. Copyright

Synthesis of a caged glutamate for efficient one- and two-photon photorelease on living cells

We have synthesized a biologically inert, photosensitive derivative of the major excitatory amino acid, L-glutamate (which we call MDNI-glu) that makes more efficient use of incident light than all other caged glutamates. Laser flash photolysis of MDNI-glu in acutely isolated hippocampal brain slices evoked a rapid increase in intracellular Ca2+ concentration in astrocytes. The Royal Society of Chemistry 2005.

Palladium-Catalyzed Direct and Specific C-7 Acylation of Indolines with 1,2-Diketones

The indole scaffold is a ubiquitous and useful substructure, and extensive investigations have been conducted to construct the indole framework and/or realize indole modification. Nevertheless, the direct selective functionalization on the benzenoid core must overcome the high activity of the C-3 position and still remains highly challenging. Herein, a palladium-catalyzed direct and specific C-7 acylation of indolines in the presence of an easily removed directing group was developed. This strategy usually is considered as a practical strategy for the preparation of acylated indoles because indoline can be easily converted to indole under oxidation conditions. In particular, our strategy greatly improved the alkacylation yield of indolines for which only an unsatisfactory yield could be achieved in the previous studies. Furthermore, the reaction can be scaled up to gram level in the standard reaction conditions with a much lower palladium loading (1 mol %).

Lactam derivative as well as preparation method and medical application thereof

The invention relates to lactam derivatives, and a preparation method and medical application thereof. Specifically, the invention relates to lactam derivatives as shown in a general formula (I), a preparation method of the lactam derivatives, pharmaceuti

mTORC1 MODULATORS

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

HYDROGELS AND USE THEREOF IN ANASTOMOSIS PROCEDURES

This disclosure provides novel hydrogels that can undergo multiple gel-sol transitions and methods of making and using such hydrogels, particularly in anastomosis procedures. The peptide hydrogels comprising a fibrillar network of peptides that are in an amphiphilic β-hairpin conformation. The peptides comprise photo-caged glutamate residues with a neutral photocage that can be photolytically selectively uncaged to disrupt the fibrillar network and trigger an irreversible gel- sol phase transition of the hydrogel. Isolated peptides for making the disclosed hydrogels are provided, as are methods of using the peptide hydrogels in anastomosis procedures.

An Fmoc-compatible method for synthesis of peptides containing photocaged aspartic acid or glutamic acid

A new method compatible with 9-fluorenylmethoxycarbonyl (Fmoc) solid phase peptide synthesis (SPPS) was developed to synthesize photocaged peptides carrying the photosensitive 4-methoxy-7-nitroindoline (MNI) group on the side chain of aspartic acid (Asp) and glutamic acid (Glu). The caged building blocks, Fmoc-Asp(MNI)-OH and Fmoc-Glu(MNI)-OH, could be readily synthesized on multi-gram scale. An important advantage of the new method is that the MNI group prevents the formation of aminosuccinyl side products and pyrrolidones during Fmoc SPPS and has rapid photolysis kinetics. Thus our method provides a useful approach for photocaging of peptides and proteins at side chain carboxylic groups.

Palladium-catalyzed synthesis of N-tert-prenylindoles

Palladium-catalyzed N-tert-prenylations of indoles, tricarbonylchromium- activated indoles, and indolines that occur in high yields (up to 94%) with high tert-prenyl-to-n-prenyl selectivity (up to 12:1) are reported.

Discovery of novel N -β- d -Xylosylindole derivatives as sodium-dependent glucose cotransporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes

A novel series of N-linked β-d-xylosides were synthesized and evaluated for inhibitory activity against sodium-dependent glucose cotransporter 2 (SGLT2) in a cell-based assay. Of these, the 4-chloro-3-(4-cyclopropylbenzyl) -1-(β-d-xylopyranosyl)-1H-indole 19m was found to be the most potent inhibitor, with an EC50 value similar to that of the natural SGLT2 inhibitor phlorizin. Further studies in Sprague-Dawley (SD) rats indicated that 19m significantly increased urine glucose excretion in a dose-dependent manner with oral administration. The antihyperglycemic effect of 19m was also observed in streptozotocin (STZ) induced diabetic SD rats. These results described here are a good starting point for further investigations into N-glycoside SGLT2 inhibitors.