52535-65-6

Basic information

• Product Name: 4-AMINO-5-METHOXY-1,2-DIMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 4-AMINO-5-METHOXY-1,2-DIMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER;AKOS JY2082621;ETHYL 4-AMINO-5-METHOXY-1,2-DIMETHYL-1H-INDOLE-3-CARBOXYLATE
• CAS NO: 52535-65-6
• Molecular Formula: C14H18N2O3
• Molecular Weight: 262.3
• Mol File: 52535-65-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 96-98 °C
• Boiling Point: 432.3±40.0 °C(Predicted)
• Appearance: /
• Density: 1.21±0.1 g/cm3(Predicted)
• PKA: 3.46±0.10(Predicted)
• CAS DataBase Reference: 4-AMINO-5-METHOXY-1,2-DIMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-5-METHOXY-1,2-DIMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER(52535-65-6)
• EPA Substance Registry System: 4-AMINO-5-METHOXY-1,2-DIMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER(52535-65-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 52535-65-6(Hazardous Substances Data)

Usage

General Description

4-AMINO-5-METHOXY-1,2-DIMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER is a chemical compound with the molecular formula C14H18N2O3. It is an ester derivative of 4-amino-5-methoxy-1,2-dimethyl-1H-indole-3-carboxylic acid. 4-AMINO-5-METHOXY-1,2-DIMETHYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER is a derivative of the indole family and contains an ethyl ester group. It is commonly used as a building block in the synthesis of pharmaceuticals and organic compounds. Its properties and uses make it a valuable chemical in the fields of pharmaceuticals, organic chemistry, and material science.

Upstream product

• 65578-36-1 ethyl N-methyl β-aminocrotonate 
• 141-97-9 ethyl acetoacetate 
• 40963-98-2 ethyl 5-methoxy-1,2-dimethyl-1H-indole-3-carboxylate 
• 15574-49-9 mecarbinate 
• 52535-61-2 ethyl 1,2-dimethyl-5-methoxy-4-nitroindole-3-carboxylate 

Downstream Products

• 930285-79-3 carbonic acid 5-methoxy-1,2-dimethyl-4,7-dioxo-4,7-dihydro-1H-indol-3-ylmethyl ester 4-nitro-phenyl ester 

Relevant articles and documents

PYRROLOBENZODIAZEPINE PRODRUGS AND ANTIBODY CONJUGATES THEREOF

The invention relates generally to pyrrolobenzodiazepine monomer and dimer prodrugs having a glutathione-activated disulfide prodrug moiety, a DT-diaphorase-activated quinone prodrug moiety or a reactive oxygen species-activated aryl boronic acid or aryl boronic ester prodrug moiety. The invention further relates to pyrrolobenzodiazepine prodrug dimer-antibody conjugates.

Indium metal as a reducing agent in organic synthesis

The low first ionisation potential (5.8 eV) of indium coupled with its stability towards air and water, suggest that this metallic element should be a useful reducing agent for organic substrates. The use of indium metal for the reduction of C=N bonds in imines, the heterocyclic ring in benzo-fused nitrogen heterocycles, of oximes, nitro compounds and conjugated alkenes and the removal of 4-nitrobenzyl protecting groups is described. Thus the heterocyclic ring in quinolines, isoquinolines and quinoxalines is selectively reduced using indium metal in aqueous ethanolic ammonium chloride. Treatment of a range of aromatic nitro compounds under similar conditions results in selective reduction of the nitro groups; ester, nitrile, amide and halide substituents are unaffected. Likewise indium in aqueous ethanolic ammonium chloride is an effective method for the deprotection of 4-nitrobenzyl ethers and esters. Indium is also an effective reducing agent under non-aqueous conditions and α-oximino carbonyl compounds can be selectively reduced to the corresponding N-protected amine with indium powder, acetic acid in THF in the presence of acetic anhydride or di-tert-butyl dicarbonate. Conjugated alkenes are also reduced by indium in THF-acetic acid.