191846-77-2

Basic information

• Product Name: 1H-Indole-3-carboxaldehyde, 4-amino-5-methoxy-1-methyl-
• Synonyms: 4-Amino-5-methoxy-1-methyl-1H-indole-3-carbaldehyde;4-amino-5-methoxy-1-methylindole-3-carboxaldehyde
• CAS NO: 191846-77-2
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.228
• Mol File: 191846-77-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Indole-3-carboxaldehyde, 4-amino-5-methoxy-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-carboxaldehyde, 4-amino-5-methoxy-1-methyl-(191846-77-2)
• EPA Substance Registry System: 1H-Indole-3-carboxaldehyde, 4-amino-5-methoxy-1-methyl-(191846-77-2)

Safety Data

• Hazardous Substances Data: 191846-77-2(Hazardous Substances Data)

Usage

Chemical Class

The compound belongs to the indole class of organic compounds.

Molecular Structure

The compound is a derivative of indole with a carboxaldehyde group at the 3-position, an amino group at the 4-position, a methoxy group at the 5-position, and a methyl group at the 1-position.

Biological Activities

The compound has potential biological activities and is studied for its pharmacological properties.

Medicinal Applications

The compound has potential as an antiviral, antibacterial, and antitumor agent.

Organic Synthesis

The compound is a valuable intermediate in organic synthesis, particularly in the production of pharmaceuticals and other compounds with medicinal applications.

Upstream product

• 7440-31-5 stannane 
• 191846-76-1 5-methoxy-1-methyl-4-nitro-1H-indole-3-carbaldehyde 
• 1006-94-6 5-methoxylindole 
• 39974-94-2 5-methoxy-1-methyl-1H-indole-3-carbaldehyde 
• 10601-19-1 5-methoxyindole-3-carboxaldehyde 

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.

INDQ/NO, a bioreductively activated nitric oxide prodrug

The design, synthesis, and development of INDQ/NO, a novel nitric oxide (NO) prodrug targeted by a bioreductive trigger, are described. INDQ/NO, an indolequinone-diazeniumdiolate is found to be metabolized to produce NO by DT-diaphorase, a bioreductive enzyme that is overexpressed in certain cancers and hypoxic tumors. Cell-based assays revealed that INDQ/NO induces DNA damage and is a potent inhibitor of cancer cell proliferation.

2-cyclopropylindoloquinones and their analogues as bioreductively activated antitumor agents: Structure-activity in vitro and efficacy in vivo

A series of 2-cycloalkyl- and 2-alkyl-3-(hydroxymethyl)-1- methylindoloquinones and corresponding carbamates have been synthesized and substituted in the 5-position with a variety of substituted and unsubstituted aziridines. Cytotoxicity against hypoxic c