3-INDOLEALDEHYDE

PRODUCT IDENTIFICATION

CAS NO.

487-89-8

3-INDOLEALDEHYDE

EINECS NO. 207-665-8
FORMULA C9H7NO
MOL WT. 145.16
H.S. CODE 2933.99.8290
TOXICITY  
SYNONYMS

1H-Indole-3-carboxaldehyde; 3-Indolecarbaldehyde;

Indole-3-carboxaldehyde; Indole-3-aldehyde; 3-Formylindole; beta-Indolylaldehyde; Other RN: 246045-99-8

SMILES c12c([nH]cc1C=O)cccc2

CLASSIFICATION

 

EXTRA NOTES

Metabolite of tryptophan.
Starting material for the synthesis of higher order indoles including isoindolo[2,1-
a]indoles, aplysinopsins, and 4-substituted-tetrahydrobenz[cd]indoles. 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white crystals
MELTING POINT 195 - 198 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER insoluble

pH

 

AUTOIGNITION 550 C

log P

1.68 (octanol-water)
VAPOR DENSITY  
NFPA RATINGS Health: 1; Flammability: 0 ; Reactivity: 0
FLASH POINT

240 C

STABILITY Stable under ordinary conditions. Light, air sensitive

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Indole

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Indole-3-carbaldehyde

PubChem Compound Summary - Indole-3-carbaldehyde

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Indole-3-carbaldehyde

http://www.ebi.ac.uk/chebi/ -   Indole-3-carbaldehyde

http://www.ncbi.nlm.nih.gov/ -  Indole-3-carbaldehyde

http://www.sigmaaldrich.com/
Application: Reactant for preparation of ·Analgesic agents ·Hypoglycemic agents ·Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators ·Antibacterial and antifungal agents ·Antiamoebic and cytotoxic agents ·Inhibitors of the Dengue virus protease with antiviral activity in cell-culture ·Curcumin analogues as possible anti-proliferative & anti-inflammatory agents ·Inhibitors of Bcl-2 family proteins ·Inhibitors of the C-terminal domain of RNA Polymerase II as antitumor agents ·Inhibitors of TNF-α and IL-6 with anti-tubercular activity

Local:
Indole, benzopyrrole, is a yellow crystalline powder with unpleasant aroma. It has the pyrrole ring (five-membered unsaturated ring structure composed of four carbon atoms and one nitrogen atom) which is fused to benzene ring. There are tautomerer called indolenine (unsubstituted 3H-indole) and structural isomer, isoindole. But they are unstable. Indole occurs in some plants or in coal tar, and is formed in the intestine during putrefaction and by certain cultures of bacteria. it is commercially synthesized from phenylhydrazine and pyruvic acid.  Indole structure is a motif in nature. Prominent examples include tryptophan (aromatic side chain amino acid), serotonin (neurotransmitter), auxin (plant growth hormone), and indigo (plant colorant). One more interesting point is all these compounds have functional branches at 3 position. Indole is used in perfumery and in preparing tryptophan, one of the 20 amino acids commonly found in animal proteins. It has important application in the industry of plant growth. It is used to prepare indoleacetic acid (auxin) and other plant growth substances which help the development of roots in plant. It is used to make selective herbicides. Indole and its derivatives are widely used in making perfumes, dyes, agrochemicals and medicines. 

SALES SPECIFICATION

APPEARANCE

white to off-white crystals
PURITY (G.C) 99.0% min
MELTING POINT 195 - 198 C
TRANSPORTATION
PACKING  
HAZARD CLASS Not regulated
UN NO.  
SAFETY INFORMATION

HAZARD OVERVIEW

 

GHS

 

SIGNAL WORD  

PICTOGRAMS

 

HAZARD STATEMENTS

 

P STATEMENTS

 

EC DIRECTIVES

 

HAZARD CODES

 

RISK PHRASES

 

SAFETY PHRASES

22-24/25

PRICE INFORMATION