290333-14-1

Basic information

• Product Name: 1H-Indole-2-carboxylic acid, 7-bromo-4-(phenylmethoxy)-, ethyl ester
• CAS NO: 290333-14-1
• Molecular Formula: C18H16BrNO3
• Molecular Weight: 374.234
• Mol File: 290333-14-1.mol

Chemical Properties

• CAS DataBase Reference: 1H-Indole-2-carboxylic acid, 7-bromo-4-(phenylmethoxy)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-carboxylic acid, 7-bromo-4-(phenylmethoxy)-, ethyl ester(290333-14-1)
• EPA Substance Registry System: 1H-Indole-2-carboxylic acid, 7-bromo-4-(phenylmethoxy)-, ethyl ester(290333-14-1)

Safety Data

• Hazardous Substances Data: 290333-14-1(Hazardous Substances Data)

Usage

Structure

Ethyl ester derivative of 7-bromo-4-(phenylmethoxy) indole-2-carboxylic acid

Parent compound

Indole-2-carboxylic acid

Usage

Medicinal chemistry and drug discovery research

Biological activities

Potential cytotoxic and anticancer properties

Synthesis

Can be synthesized through various chemical reactions

Value

Valuable tool for researchers in the field of pharmaceuticals and medicinal chemistry

Upstream product

• 1761-61-1 5-bromosalicyclaldehyde 
• 100-39-0 benzyl bromide 
• 121124-94-5 2-benzyloxy-5-bromobenzaldehyde 
• 290333-13-0 ethyl 2-azido-3-(2-benzyloxy-5-bromophenyl)propenoate 

Downstream Products

• 922507-06-0 ethyl 4-(benzyloxy)-7-bromo-1-(2-chloro-allyl)-1H-indole-2-carboxylate 
• 341998-52-5 1-[4-benzyloxy-7-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-dimethylamino-propenone 
• 290333-08-3 N-tosyl-3-acetyl-4-benzyloxy-7-bromoindole 
• 290333-16-3 4-benzyloxy-7-bromo-3-[(2-amino)pyrimidin-4-yl]indole 
• 290333-12-9 3-acetyl-4-benzyloxy-7-bromoindole 
• 290333-11-8 4-benzyloxy-7-bromoindole 
• 922507-11-7 ethyl 9-(benzyloxy)-5-hydroxy-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate 
• 922507-15-1 ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate 
• 290333-15-2 4-benzyloxy-7-bromoindole-2-carboxylic acid 

Relevant articles and documents

Cyclization of free radicals at the C-7 position of ethyl indole-2-carboxylate derivatives: An entry to a new class of duocarmycin analogues

Aryl free-radicals generated at the C-7 position of ethyl indole-2-carboxylates bearing N-allyl and propargylic groups triggered intramolecular cyclizations to furnish a new class of Duocarmycin analogues, formal ethyl pyrrolo[3,2,1-ij]quinoline-2-carboxylate derivatives, through the less favorable 6-endo-trig cyclization mode.

Synthesis of the indole alkaloids meridianins from the tunicate Aplidium meridianum

The marine natural products meridianins A and C-E have been synthesized for the first time starting from the appropriate N-tosyl-3-acetylindole. A facile two-step conversion of N-tosyl-3-acetylindoles to the corresponding meridianins by treatment with dimethylformamide dimethylacetal and further cyclization of the resulting enaminone with aminoguanidine is described. This method has also been applied for the preparation of the 3-[(2-amino)pyrimidin-4-yl]-7-azaindole.

Synthetic studies towards the 2-aminopyrimidine alkaloids variolins and meridianins from marine origin

A nine-step synthesis of 9-amino-4-methoxypyrido[3',2':4,5]pyrrolo[1,2- c]pyrimidine, a tricyclic ring system present in the marine alkaloids variolins is described. The natural marine products meridianins C-E have been synthesized for the first time starting from N-protected 3-acylindoles. (C) 2000 Elsevier Science Ltd.