154989-45-4

Basic information

• Product Name: 7-ETHYL-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: ASISCHEM W79746;7-ETHYL-1H-INDOLE-3-CARBALDEHYDE;7-ETHYL-3-FORMYLINDOLE;7-ETHYLINDOLE-3-ALDEHYDE;7-ETHYLINDOLE-3-CARBOXALDEHYDE;5-Ethylindole-3-Carboxaldehyde;1H-Indole-3-carboxaldehyde, 7-ethyl-
• CAS NO: 154989-45-4
• Molecular Formula: C11H11NO
• Molecular Weight: 173.21
• Mol File: 154989-45-4.mol

Chemical Properties

• Boiling Point: 356.1 °C at 760 mmHg
• Flash Point: 176.9 °C
• Appearance: /
• Density: 1.183 g/cm³
• Vapor Pressure: 2.99E-05mmHg at 25°C
• Refractive Index: 1.672
• CAS DataBase Reference: 7-ETHYL-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-ETHYL-1H-INDOLE-3-CARBALDEHYDE(154989-45-4)
• EPA Substance Registry System: 7-ETHYL-1H-INDOLE-3-CARBALDEHYDE(154989-45-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 154989-45-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
7-ETHYL-1H-INDOLE-3-CARBALDEHYDE is used as a key intermediate for the synthesis of various organic compounds due to its reactive aldehyde group and the presence of an ethyl substituent, which can be further modified or used to construct more complex molecular structures.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 7-ETHYL-1H-INDOLE-3-CARBALDEHYDE is utilized as a building block for the development of new drugs and bioactive compounds. Its unique structure and functional groups provide a foundation for the creation of molecules with potential therapeutic applications.
Used in Medicinal Chemistry Research:
7-ETHYL-1H-INDOLE-3-CARBALDEHYDE is employed as a starting material in medicinal chemistry research for the exploration of novel drug candidates. Its chemical properties allow for the design and synthesis of compounds that may exhibit biological activity, contributing to the advancement of pharmaceuticals and therapeutic agents.

InChI:InChI=1/C11H11NO/c1-2-8-4-3-5-10-9(7-13)6-12-11(8)10/h3-7,12H,2H2,1H3

Upstream product

• 22867-74-9 7-ethyl-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 612-22-6 2-nitro(ethylbenzene) 
• 100-61-8 N-methylaniline 

Downstream Products

• 910380-49-3 2-(7-ethyl-1H-indol-3-yl)ethanamine 

Relevant articles and documents

A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

A facile route has been established for the synthesis of indole-substituted (S)-tryptophans from corresponding indoles, which utilizes a chiral auxiliary-facilitated Strecker amino acid synthesis strategy. The chiral auxiliary reagents evaluated were (S)-methylbenzylamine and related derivatives. To illustrate the robustness of the method, eight optically pure (S)-tryptophan analogues were synthesized, which were subsequently used for the convergent synthesis of a potent antibacterial agent, argyrin A and its analogues.

Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis

A novel size exclusion phenomenon between PS-BEMP and sterically bulky BPAs, has been discovered and exploited in a one-pot base-catalysed Michael addition/acid-catalysed enantioselective N-acyliminium cyclisation cascade, allowing the preparation of structurally complex β-carbolines with moderate to good enantiocontrol.

NBu4NI-catalyzed C3-formylation of indoles with N-methylaniline

nBu4NI-catalyzed C3-selective formylation of N-H and N-substituted indoles by using N-methylaniline as a formylating reagent was first successfully demonstrated.