24370-88-5

Usage

Structure

An ester of the carboxylic acid 1H-indole-2-carboxylic acid, with a phenylmethyl group attached to the indole ring, and an ethyl group attached to the carboxylic acid moiety.

Appearance

Yellow to brown powder

Molecular weight

318.37 g/mol

Usage

Organic synthesis and pharmaceutical research as a building block for the synthesis of various biologically active compounds, including potential drug candidates.

Applications

Development of new pharmaceuticals, agrochemicals, and chemical intermediates.

Upstream product

• 105-36-2 ethyl bromoacetate 
• 143360-89-8 o-(phenylethynyl)trifluoroacetanilide 
• 64920-29-2 2-oxo-4-phenylbutanoic acid ethyl ester 
• 64-17-5 ethanol 
• 24370-85-2 4-phenyl-2-phenylhydrazono-butyric acid 
• 710-11-2 2-oxo-4-phenylbutyric acid 
• 5337-63-3 ethyl 2-(2-phenylethyl)acetoacetate 
• 17507-56-1 ethyl 2-diazo-2-(diethoxyphosphoryl)acetate 
• 835-38-1 1-(2-aminophenyl)-2-phenylethanone 
• 77069-13-7 ethyl 3-benzoylindole-2-carboxylate 
• 284496-13-5 [(2-Phenylethynyl-phenyl)-(2,2,2-trifluoro-acetyl)-amino]-acetic acid ethyl ester 
• 623-48-3 ethyl iodoacetae 

Downstream Products

• 324002-25-7 ethyl 3-benzyl-1-(3-dimethylaminopropyl)-1H-indole-2-carboxylate 
• 441800-92-6 3-benzyl-1H-indole-2-carbohydrazide 
• 324002-16-6 3-benzyl-1-(3-dimethylamino-propyl)-1H-indole-2-carboxylic acid 
• 573983-43-4 3-benzyl-1-(4-methoxy-2-nitro-phenyl)-1H-indole-2-carboxylic acid ethyl ester 
• 573983-39-8 3-benzyl-1-(4-chloro-2-nitro-phenyl)-1H-indole-2-carboxylic acid ethyl ester 
• 24370-92-1 ethyl 3-benzyl-1-methyl-1H-indole-2-carboxylate 
• 573983-53-6 7-benzyl-3-methoxy-5H-indolo[1,2-a]quinoxalin-6-one 
• 573983-49-0 7-benzyl-3-chloro-5H-indolo[1,2-a]quinoxalin-6-one 
• 573983-47-8 7-benzyl-5H-indolo[1,2-a]quinoxalin-6-one 

Relevant academic research and scientific papers

Synthesis of substituted indolo[1,2-a]quinoxalines

1-(2-Nitrophenyl)indole-2-carboxylates 5, obtained by the N-arylation of indole-2-carboxylates 4, on catalytic reductive cyclization afford indolo[1,2-a]quinoxalino-6(5H)-ones 6. These compounds on reduction with LAH in ether/THF yielded indolo[1,2-a]quin

3-substituted indole antiproliferative angiogenesis inhibitors

3-Substituted indole carbohydrazides having the formula are useful for inhibiting angiogenesis and cell proliferation. Also disclosed are compositions which inhibit angiogenesis and cell proliferation and methods of inhibiting angiogenesis and cancer in a mammal.

Construction of heterocyclic compounds by use of α-diazophosphonates: New one-pot syntheses of indoles and isocoumarins

(Matrix Presented) α-Diazophosphonates, which have extremely useful properties from a synthetic point of view, are disclosed as 1,1-ambiphilic one-carbon building blocks for one-pot construction of various heterocyclic compounds. They are easily prepared and have higher stability by the effect of the phosphoryl group than corresponding α-diazocarbonyl compounds. Using this synthon, we have developed a novel, mild, and efficient synthetic method of 2,3-disubstituted indoles and 3,4-disubstituted isocoumarins.

Synthesis of 2-acyl- and 2-ethoxycarbonyl-3-alkylindoles from o-alkynyltrifluoroacetanilides

The reaction of readily available o-alkynyltrifluoroacetanilides with ethyl iodoacetate, ethyl bromoacetate or α-bromoke-tones in the presence of K2CO3 affords 2-ethoxycarbonyl- and 2-acyl-3-alkylindoles in good to high yield. The synthesis proceeds via an in situ sequential alkylation-cyclization process. Thieme Stuttgart.

The palladium-catalyzed reaction of o-alkynyltrifluoroacetanilides with alkyl halides. An entry into 2-substituted 3-alkylindoles

Indolylcarboxylate esters 2 and 2-substituted-3-benzylindoles 4 are prepared usually in good yield through the palladium-catalyzed reaction of o- alkynyltrifluoro acetanilides with ethyl iodoacetate or benzyl bromide. Best results are obtained by employing Pd2(dba)3 and tris(2,4,6- trimethoxyphenyl)phosphine in THF.

Synthesis of novel 3- and 5-substituted indole-2-carboxamides

The preparation of several novel 3,5-substituted-indole-2-carboxamides is described. A 5-nitro-indole-2-carboxylate was elaborated to the 3-benzhydryl ester, N-substituted ester, and carboxylic acid intermediates, followed by conversion to the amide and t

Synthesis and biological activity of N-(aminoiminomethyl)-1H-indole carboxamide derivatives as Na+/H+ exchanger inhibitors

A series of N-(aminoiminomethyl)-1H-indole carboxamide derivatives were synthesized and their inhibitory potencies against the Na+/H+ exchanger were measured. Variation of the carbonylguanidine group at the 2- to 7- position of the indole ring system showed that a substitution at the 2- position improved the Na+/H+ exchanger inhibitory activity the most in vitro. This led to the synthesis and evaluation of an extensive series of N- (aminoiminomethyl)-1H-indole-2-carboxamide derivatives. Derivatives having an alkyl or substituted alkyl group at the 1-position of the indole ring system showed higher levels of in vitro activities. N-(aminoiminomethyl)-1-(2- phenylethyl)-1H-indole-2-carboxamide (49) had the strongest activity.