27034-51-1

Basic information

• Product Name: 6-Chloroindole-2-carboxylic acid ethyl ester
• Synonyms: SPECS AP-283/40634148;6-CHLOROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER;6-Chloroindole-2-Carboxylic Acid Ethyl Acid;Ethyl 6-chloroindole-2-carboxylate;6-CHLORO-2-INDOLECARBOXYLIC METHYL ESTER;Ethyl 6-Chloroindole-2-Carboxylicate;6-CHLORO-2-INDOLECARBOXYLIC;6-Chloroindole-2-carboxylic acid ethyl ester ,99%
• CAS NO: 27034-51-1
• Molecular Formula: C₁₁H₁₀ClNO₂
• Molecular Weight: 223.66
• Product Categories: Indole/indoline/oxindole;Indole and Indoline;Indole;Indoles
• Mol File: 27034-51-1.mol
• Article Data: 25

Chemical Properties

• Melting Point: 169-171 °C
• Boiling Point: 374.999 °C at 760 mmHg
• Flash Point: 180.594 °C
• Appearance: /Solid
• Density: 1.329 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 14.11±0.30(Predicted)
• CAS DataBase Reference: 6-Chloroindole-2-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloroindole-2-carboxylic acid ethyl ester(27034-51-1)
• EPA Substance Registry System: 6-Chloroindole-2-carboxylic acid ethyl ester(27034-51-1)

Safety Data

• Hazardous Substances Data: 27034-51-1(Hazardous Substances Data)

Usage

General Description

6-Chloroindole-2-carboxylic acid ethyl ester is a chemical compound with the molecular formula C12H10ClNO2. It is a derivative of indole, a heterocyclic aromatic organic compound, and has a chlorine atom attached to the second carbon of the indole ring. The ethyl ester group is attached to the carboxylic acid group, making it more soluble in organic solvents. 6-Chloroindole-2-carboxylic acid ethyl ester has potential applications in pharmaceutical and agricultural industries, as it can be used as a building block in the synthesis of various bioactive compounds and agrochemicals. It is also used as an intermediate in the production of other chemical compounds.

InChI:InChI=1/C11H10ClNO2/c1-2-15-11(14)10-5-7-3-4-8(12)6-9(7)13-10/h3-6,13H,2H2,1H3

Upstream product

• 16732-75-5 6-chloro-1H-indole-2-carboxylic acid 
• 64-17-5 ethanol 
• 134747-24-3 (E)-ethyl 2-(2-(3-chlorophenyl)hydrazin-1-ylidene)propanoate 
• 617-35-6 2-oxo-propionic acid ethyl ester 
• 108-42-9 3-chloro-aniline 
• 1906-82-7 ethyl acetamidoacetate 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 93634-55-0 (Z)-4-(4-chlorobenzylidene)-2-methyloxazol-5(4H)-one 
• 132165-55-0 ethyl (Z)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate 
• 127-17-3 2-oxo-propionic acid 
• 14763-20-3 3-chlorophenyl hydrazine 
• 89-59-8 4-chloro-2-nitrotoluene 
• 95-92-1 oxalic acid diethyl ester 
• 22121-86-4 ethyl 2-ethoxyacrylate 

Downstream Products

• 135055-89-9 Ethyl 6-chloro-1-phenylindole-2-carboxylate 
• 16732-75-5 6-chloro-1H-indole-2-carboxylic acid 
• 43142-81-0 ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate 
• 53590-58-2 (6-chloro-1H-indol-2-yl)methanol 

Relevant articles and documents

INDOLE DERIVATIVES AND USES THEREOF FOR TREATING A CANCER

The present invention relates to indole derivatives of formula (I') as CK2 inhibitor and pharmaceutical compositions comprising the same. The present invention further relates to the use of such compounds of formula (I) for use for preventing and/or treating a cancer.

ANTIBACTERIAL COMPOUNDS

The present application provides compounds of formula: Methods of using these compounds for killing bacterial growth and treating bacterial infections are also provided.

Carboxylic Acid-Promoted Single-Step Indole Construction from Simple Anilines and Ketones via Aerobic Cross-Dehydrogenative Coupling

The cross-dehydrogenative coupling (CDC) reaction is an efficient strategy for indole synthesis. However, most CDC methods require special substrates, and the presence of inherent groups limits the versatility for further transformation. A carboxylic acid-promoted aerobic catalytic system is developed herein for a single-step synthesis of indoles from simple anilines and ketones. This versatile system is featured by the broad substrate scope and the use of ambient oxygen as an oxidant and is convenient and economical for both laboratory and industry applications. The existence of the labile hydrogen at C-3 and the highly transformable carbonyl at C-2 makes the indoles versatile building blocks for organic synthesis in different contexts. Computational studies based on the density functional theory (DFT) suggest that the rate-determining step is carboxylic acid-assisted condensation of the substrates, rather than the functionalization of aryl C-H. Accordingly, a pathway via imine intermediates is deemed to be the preferred mechanism. In contrast to the general deduction, the in situ formed imine, instead of its enamine isomer, is believed to be involved in the first ligand exchange and later carbopalladation of the α-Me, which shed new light on this indolization mechanism.