117235-22-0

Usage

Uses

Used in Organic Synthesis:
(5-Bromo-1H-indol-3-yl)-acetic acid methyl ester is used as a building block for the synthesis of more complex organic molecules, contributing to the development of novel chemical structures and compounds.
Used in Pharmaceutical Applications:
(5-Bromo-1H-indol-3-yl)-acetic acid methyl ester is used as a potential therapeutic agent for the treatment of various diseases, leveraging its biological activity and versatility in drug design.
Used in Agrochemical Applications:
(5-Bromo-1H-indol-3-yl)-acetic acid methyl ester is used as a potential plant growth regulator or hormone, aiming to enhance crop yield and quality through its influence on plant development and growth processes.
Used in Research and Development:
(5-Bromo-1H-indol-3-yl)-acetic acid methyl ester is used as a valuable compound in scientific research, facilitating the exploration of new chemical reactions, mechanisms, and potential applications in various fields.

Upstream product

• 67-56-1 methanol 
• 40432-84-6 (5-bromo-1H-indol-3-yl)-acetic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 75-77-4 chloro-trimethyl-silane 
• 10075-50-0 5-bromo-1H-indole 
• 830-93-3 N-[(5-bromo-1H-indol-3-yl)methyl]-N,N-dimethylamine 
• 774-14-1 (5-bromo-1H-indol-3-yl)-acetonitrile 

Downstream Products

• 32774-29-1 2-(5-Bromo-1H-indol-3-yl)ethanol 
• 1334298-70-2 methyl 2-(1-methyl-5-phenyl-1H-indol-3-yl)acetate 
• 1334298-34-8 2-(1-methyl-5-phenyl-1H-indol-3-yl)ethanol 
• 1334298-71-3 methyl 2-(5-mesityl-1-methyl-1H-indol-3-yl)acetate 
• 1334298-35-9 2-(5-mesityl-1-methyl-1H-indol-3-yl)ethanol 
• 1368633-66-2 C₁₇H₁₅NO₂ 
• 1334298-76-8 2-(1-methyl-5-phenyl-1H-indol-3-yl)-N-tosylacetamide 
• 1334298-38-2 4-methyl-N-(2-(1-methyl-5-phenyl-1H-indol-3-yl)ethyl)benzenesulfonamide 
• 1334298-77-9 2-(5-mesityl-1-methyl-1H-indol-3-yl)-N-tosylacetamide 
• 1334298-39-3 N-(2-(5-mesityl-1-methyl-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide 
• 1334298-55-3 3a-fluoro-5-mesityl-8-methyl-1-tosyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole 
• 142273-20-9 kenpaullone 

Relevant academic research and scientific papers

ANTI-INFECTIVE HETEROCYCLIC COMPOUNDS AND USES THEREOF

The present invention relates to heterocyclic compounds of Formula F-I useful as anti-infective agents. The present invention further relates to a method of treating an infection by administering such compounds, and to pharmaceutical compositions comprising such compounds.

Design, Synthesis, and Evaluation of Novel Auxin Mimic Herbicides

Due to the key roles of auxins as master regulators of plant growth, there is considerable interest in the development of compounds with auxin-like properties for growth management and weed control applications. Herein, we describe the design and multiste

New synthetic approach to paullones and characterization of their SIRT1 inhibitory activity

A series of 7,12-dihydroindolo[3,2-d][1]benzazepine-6(5H)-ones (paullones) substituted at C9/C10 (Br) and C2 (Me, CF3, CO2Me) have been synthesized by a one-pot Suzuki-Miyaura cross-coupling of an o-aminoarylboronic acid and methyl 2-iodoindoleacetate followed by intramolecular amide formation. Other approaches to the paullone scaffold based on Pd-catalyzed C-H activation were unsuccessful. In vitro enzymatic assay with recombinant human SIRT-1 indicated a strong inhibitory profile for the series, in particular the analogue with a methoxycarbonyl group at C2 and a bromine at C9. These compounds are, in general, inducers of granulocyte differentiation of the U937 acute leukemia cell line and cause a marked increase in pre-G1 of the cell cycle.

SMALL MOLECULE INHIBITORS OF ISOPRENYLCYSTEINE CARBOXYL METHYLTRANSFERASE WITH POTENTIAL ANTICANCER ACTIVITY

The present invention generally relates to inhibitors of isoprenylcysteine carboxyl methyltransferase (Icmt), in particularly to compounds that inhibit Icmt activity and pharmaceutical compositions thereof. The invention also relates to methods of disease treatment using the same.

Organocatalyzed enantioselective fluorocyclizations

Enantioenriched fluorinated heterocycles can be prepared through fluorocyclizations of prochiral indoles (see scheme; Ts=tosyl, Bn=benzyl, Boc=tert-butoxycarbonyl). More than twenty examples for this cascade fluorination-cyclization, which is catalyzed by cinchona alkaloids and employs N-fluorobenzenesulfonimide as the electrophilic fluorine source have been explored, and an unprecedented catalytic asymmetric difluorocyclization has also been identified.

Amino derivatives of indole as potent inhibitors of isoprenylcysteine carboxyl methyltransferase

The enzyme isoprenylcysteine carboxyl methyltransferase (Icmt) plays an important role in the post-translational modification of proteins that are involved in the regulation of cell growth. The indole acetamide cysmethynil is by far the most potent and widely investigated Icmt inhibitor, but it has modest antiproliferative activity and may have pharmacokinetic limitations due to its lipophilic character. We report here that cysmethynil can be structurally modified to give analogues that are as potent in inhibiting Icmt but with significantly greater antiproliferative activity. Key modifications were the replacement of the acetamide side chain by tertiary amino groups, the n-octyl side chain by isoprenyl and the 5-m-tolyl ring by fluorine. Moreover, these analogues have lower lipophilicities that could lead to improved pharmacokinetic profiles.

Structure-activity relationships of 2,N6,5′-substituted adenosine derivatives with potent activity at the A2B adenosine receptor

2, N6, and 5′-substituted adenosine derivatives were synthesized via alkylation of 2-oxypurine nucleosides leading to 2-arylalkylether derivatives. 2-(3-(Indolyl)ethyloxy)adenosine 17 was examined in both binding and cAMP assays and found to be a potent agonist of the human A2BAR. Simplification, altered connectivity, and mimicking of the indole ring of 17 failed to maintain A2BAR potency. Introduction of N6-ethyl or N6-guanidino substitution, shown to favor A2BAR potency, failed to enhance potency in the 2-(3-(indolyl)- ethyloxy)adenosine series. Indole 5″- or 6″-halo substitution was favored at the A2BAR, but a 5′-N-ethylcarboxyamide did not further enhance potency. 2-(3″-(6″-Bromoindolyl)ethyloxy)adenosine 28 displayed an A2BAR EC50 value of 128 nM, that is, more potent than the parent 17 (299 nM) and similar to 5′-N- ethylcarboxamidoadenosine (140 nM). Compound 28 was a full agonist at A 2B and A2AARs and a low efficacy partial agonist at A 1 and A3ARs. Thus, we have identified and optimized 2-(2-arylethyl)oxo moieties in AR agonists that enhance A2BAR potency and selectivity.

REACTIVE HETEROCYCLIC DERIVATIVES AND METHODS FOR THEIR SYNTHESIS AND USE

The present invention describes molecules having a core structure that is an indole or an indolene that is modified to provide a functional moiety, and methods for their synthesis and use. Such functionalized heterocyclic derivatives may be used in a variety of assay formats.

COMPOUNDS AND METHODS FOR MODULATING FXR

Compounds of formula. wherein variables are as defined herein and their pharmaceutical compositions and methods of use are disclosed as useful for treating dyslipidemia and related diseases.

Indole acetic acid acyl guanidines as beta-secretase inhibitors

There is provided a series of substituted acyl guanidines of Formula (I) or a stereoisomer; or a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R4, R5, R6, R7, and