36820-78-7

Basic information

• Product Name: 3-FORMYL-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 3-FORMYL-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER;IFLAB-BB F2113-0051;ETHYL 3-FORMYL-5-METHOXY-1H-INDOLE-2-CARBOXYLATE;1H-INDOLE-2-CARBOXYLICACID,3-FORMYL-5-METHOXY-,ETHYLESTER
• CAS NO: 36820-78-7
• Molecular Formula: C₁₃H₁₃NO₄
• Molecular Weight: 247.25
• Product Categories: pharmacetical
• Mol File: 36820-78-7.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 460.8°C at 760 mmHg
• Flash Point: 232.5°C
• Appearance: /
• Density: 1.288g/cm³
• Vapor Pressure: 1.13E-08mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 3-FORMYL-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FORMYL-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER(36820-78-7)
• EPA Substance Registry System: 3-FORMYL-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER(36820-78-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 36820-78-7(Hazardous Substances Data)

Usage

General Description

3-Formyl-5-methoxy-1H-indole-2-carboxylic acid ethyl ester is a chemical compound with the formula C13H13NO4. It is an ethyl ester derivative of 3-formyl-5-methoxy-1H-indole-2-carboxylic acid, an indole derivative commonly used in organic synthesis and medicinal chemistry. The compound has been studied for its potential pharmacological activities, including as an antifungal and antitumor agent. Its structure and properties make it a versatile building block for the synthesis of various pharmaceuticals and biologically active molecules.

InChI:InChI=1/C13H13NO4/c1-3-18-13(16)12-10(7-15)9-6-8(17-2)4-5-11(9)14-12/h4-7,14H,3H2,1-2H3

Upstream product

• 4792-58-9 ethyl 5-methoxy-1H-indole-2-carboxylate 
• 68-12-2 N,N-dimethyl-formamide 
• 4382-54-1 5-methoxy-1H-indole-2-carboxylic acid 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 1315335-92-2 ethyl 1-allyl-3-(tert-butyldiphenylsilyloxy)-5-methoxy-1H-indole-2-carboxylate 
• 16381-42-3 ethyl 5-methoxy-3-methyl-1H-indole-2-carboxylate 
• 16381-50-3 5-methoxy-3-methyl-1H-indole-2-carboxylic acid 
• 1427037-69-1 1-allyl-2-benzyl-5-methoxy-3-oxo-2,3-dihydro-1H-indole-2-carboxylic acid ethyl ester 
• 107891-10-1 N-(8-Methoxy-5H-pyridazino[4,5-b]indol-4-yl)-N'-[1-phenyl-meth-(E)-ylidene]-hydrazine 
• 107891-09-8 N-Isopropylidene-N'-(8-methoxy-5H-pyridazino[4,5-b]indol-4-yl)-hydrazine 
• 107688-09-5 4-hydrazino-8-methoxy-5H-pyridazino<4,5-b>indole 
• 318292-61-4 3-hydroxy-5-methoxyindole-2-carboxylic acid ethyl ester 
• 36820-81-2 8-methoxy-3,5-dihydro-pyridazino[4,5-b]indol-4-one 

Relevant articles and documents

COMPOSITIONS AND METHODS FOR ACTIVATING PYRUVATE KINASE

Provided herein are compositions and methods for activating pyruvate kinase (e.g., in a subject). In particular, provided herein are compositions and methods for treating a disease or condition (e.g., eye disease, blood disorders, or cancer) using pyruvate kinase activators.

Design of C3-Alkenyl-Substituted 2-Indolylmethanols for Catalytic Asymmetric Interrupted Nazarov-Type Cyclization

The C3-alkenyl-substituted 2-indolylmethanols have been designed as a new class of substrates for catalytic asymmetric interrupted Nazarov-type cyclizations. In the presence of chiral phosphoric acid as a mild chiral Br?nsted acid, the interrupted Nazarov

Synthesis and biological evaluation of indolyl-pyridinyl-propenones having either methuosis or microtubule disruption activity

Methuosis is a form of nonapoptotic cell death characterized by an accumulation of macropinosome-derived vacuoles with eventual loss of membrane integrity. Small molecules inducing methuosis could offer significant advantages compared to more traditional anticancer drug therapies that typically rely on apoptosis. Herein we further define the effects of chemical substitutions at the 2-and 5-indolyl positions on our lead compound 3-(5-methoxy-2-methyl-1H-indol-3-yl)-1-(4-pyridinyl)-2-propene-1-one (MOMIPP). We have identified a number of compounds that induce methuosis at similar potencies, including an interesting analogue having a hydroxypropyl substituent at the 2-position. In addition, we have discovered that certain substitutions on the 2-indolyl position redirect the mode of cytotoxicity from methuosis to microtubule disruption. This switch in activity is associated with an increase in potency as large as 2 orders of magnitude. These compounds appear to represent a new class of potent microtubule-active anticancer agents.