104682-97-5

Usage

Uses

Used in Perfumery and Fragrance Industry:
2-Propenoic acid, 3-(1H-indol-7-yl)-, methyl ester is used as a fragrance ingredient for its pleasant, fruity scent, contributing to the creation of various perfumes and fragrances.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-Propenoic acid, 3-(1H-indol-7-yl)-, methyl ester is utilized as a chemical precursor for the synthesis of indole derivatives. These derivatives possess a range of biological and pharmacological activities, making them valuable in the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
2-Propenoic acid, 3-(1H-indol-7-yl)-, methyl ester is employed as a key intermediate in organic synthesis, enabling the preparation of a variety of chemical products with diverse applications across different industries.

Upstream product

• 114144-20-6 methyl 3-(2,3-dihydroindol-7-yl)acrylate 
• 1074-88-0 1H-indole-7-carbaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 496-15-1 1-indoline 
• 51417-51-7 7-bromo-1H-indole 
• 292638-85-8 acrylic acid methyl ester 
• 53406-38-5 1H-indol-1-amine 
• 5927-18-4 trimethyl phosphonoacetate 
• 120-72-9 indole 
• 93247-78-0 methyl 1H-indole-7-carboxylate 
• 5471-82-9 methyl 3-methyl-2-nitrobenzoate 
• 1074-87-9 indole-7-methanol 
• 104682-96-4 2,3-dihydro-7-iodoindole 
• 104682-95-3 1-acetyl-2,3-dihydro-7-iodoindole 

Downstream Products

• 1314947-18-6 3-(1H-indol-7-yl)-prop-2-en-1-ol 
• 408356-04-7 7-(3-hydroxypropyl)indole 
• 890120-41-9 5-[7-(3-acetoxy-propyl)-1H-indole-3-carbonyl]-4-hydroxy-3-phenyl-furan-2-carboxylic acid methyl ester 
• 890120-39-5 5-[7-(3-acetoxy-propyl)-1H-indole-3-carbonyl]-4-methoxy-3-phenyl-furan-2-carboxylic acid methyl ester 
• 915377-53-6 4-methoxy-5-[7-(2-methoxycarbonyl-ethyl)-1H-indole-3-carbonyl]-3-phenyl-furan-2-carboxylic acid methyl ester 
• 915377-55-8 4-hydroxy-5-[7-(2-methoxycarbonyl-ethyl)-1H-indole-3-carbonyl]-3-phenyl-furan-2-carboxylic acid methyl ester 
• 915377-39-8 methyl 3-(1H-indol-7-yl)propanoate 
• 288371-43-7 (E)-3-(1H-indol-7-yl)acrylic acid 

Relevant academic research and scientific papers

A Modified ToxT Inhibitor Reduces Vibrio cholerae Virulence in Vivo

We have previously designed and synthesized small-molecule inhibitors that reduce Vibrio cholerae virulence in vitro by targeting the transcription factor ToxT. Here we report the synthesis and biological activity of derivatives of our previous bicyclic, fatty acid-like inhibitors. All of the synthesized derivatives show antivirulence activity in vitro. For the most potent compounds, a concentration of 5 μM completely inhibited ToxT-mediated tcpA expression as measured in the β-galactosidase assay. One indole compound, 3-(1-butyl-1H-indol-7-yl)propanoic acid (8), was also effective at inhibiting intestinal colonization in the infant mouse. These modified compounds may serve as good candidates for further anti-cholera drug development.

C7-Indole Amidations and Alkenylations by Ruthenium(II) Catalysis

C7?H-functionalized indoles are ubiquitous structural units of biological and pharmaceutical compounds for numerous antiviral agents against SARS-CoV or HIV-1. Thus, achieving site-selective functionalizations of the C7?H position of indoles, while discri

Rhodium-Catalyzed Regioselective C7-Functionalization of Indole Derivatives with Acrylates by Using an N-Imino Directing Group

An efficient rhodium-catalyzed method for C-H olefination at the C7 position of indoles has been developed. The N-imino directing group was shown to be crucial for high regioselectivity and reactivity of the metal catalyst. The utility of this protocol was further demonstrated through a concise, four-step synthesis of pyroquilon from indole.

Pyrrolo[3,2,1-ij]quinolin-4-one and pyrrolo[3,2,1-ij]quinolin-6-one

The parent pyrrolo[3,2,1-ij]quinolin-4-one and pyrrolo[ 3,2,1-ij]quinolin-6-one ring systems were made by pyrolysis of appropriate acrylates. In the first case, the cyclisation was effected by flash vacuum pyrolysis (FVP) at 950 °C, in the second case a cyclisation-dehydrogenation was carried out in one step by FVP over a tungsten trioxide catalyst at 525 °C. Georg Thieme Verlag Stuttgart.

Sulfur-Directed C7-Selective Alkenylation of Indoles under Rhodium Catalysis

Regioselective direct functionalization of an indole benzenoid fragment has been a significant challenge because of its inherently lower reactivity. In this report, we introduce a Rh-catalyzed C7-selective alkenylation of indole derivatives using a new sulfur directing group N-SCy. A notable feature of this system is that the directing group is readily installed to the indoles and easily removed after the catalysis under mild conditions.

Pyrroloquinolinyl-Pyrrolidine-2,5-Dione Compositions And Methods For Preparing And Using Same

The present invention relates to pyrroloquinolinyl-pyrrolidine-2,5-dione compounds and methods of synthesizing these compounds. The present invention also relates to pharmaceutical compositions containing pyrroloquinolinyl-pyrrolidine-2,5-dione compounds

Pyrrolo[2,3-F] and [3,2-F]Isoquinolinone derivatives as 5-hydroxytryptamine-6 ligands

The present invention provides a compound of formula I or II and the use thereof in the therapeutic treatment of a central nervous system disorder related to or affected by the 5-HT6 receptor.

Regioselective synthesis of 3-aryl-5-(1H-indole-3-carbonyl)-4-hydroxyfuroic acids as potential insulin receptor activators

3-Methoxy-4-aryl-furan-2,5-dicarboxylic acid (8) is selectively converted into its C-5 methylester (6) by treatment with methyl chloroformate followed by decarboxylation in one flask. Acylation of the resulting half ester with a 7-substituted indole was p

The Chemistry of Indoles. XXXIX. A Facile Synthetic Method for 7-Substituted Indoles

A simple four-step synthetic method for 7-iodo-, 7-bromo- and 7-chloroindole was established with high overall yield starting from 2,3-dihydroindole.Several 7-substituted indoles carrying a carbon side chain and 7-methoxyindole were also synthetized.Keywords - thallation; 7-substituted indole; regioselective metalation; 7-iodoindole; 7-bromoindole; 7-chloroindole; 7-methoxyindole; methyl 3-(indol-7-yl)acrylate; 4-(indol-7-yl)-2-methyl-3-buten-2-ol; Heck reaction

The Chemistry of Indoles. XXXIII. Substituent Effect in Regioselective Metalation of 3-Indolecarbaldehyde and Syntheses of Indoles Carrying a Carbon Side Chain at the 4-, 5-, 6-, or 7-Position

The nature of a substituent on the pyrrole ring of 3-indolecarbaldehyde plays a significant role in governing the regioselectivity of metalation.To confirm the structures of the products, various indoles carrying a carbon side chain at the 4-, 5-, 6-, or 7-position were prepared by other methods.Synthesis of 5-substituted 1-hydroxyindoles is also described.Keywords-thallation; mercuration; 4-substituted indole; 5-substituted indole; 6-substituted indole; 7-substituted indole; regioselective metalation; 3-indolecarbaldehyde; thallation-palladation; 1-hydroxyindole