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Indole-3-carboxaldehyde
[CAS# 487-89-8]

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Complete supplier list of Indole-3-carboxaldehyde
Identification
Classification Organic raw materials >> Aldehyde
Name Indole-3-carboxaldehyde
Synonyms 3-Indolealdehyde; 1H-Indole-3-carboxaldehyde
Molecular Structure CAS # 487-89-8, Indole-3-carboxaldehyde, 3-Indolealdehyde, 1H-Indole-3-carboxaldehyde
Molecular Formula C9H7NO
Molecular Weight 145.16
CAS Registry Number 487-89-8
EC Number 207-665-8
SMILES C1=CC=C2C(=C1)C(=CN2)C=O
Properties
Melting point 193-198 ºC
Flash point 240 ºC
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H315-H319-H335    Details
Precautionary Statements P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
Eye irritationEye Irrit.2AH319
SDS Available
up Discovory and Applicatios
Indole-3-carboxaldehyde* is an important compound in organic chemistry and biological research. Its unique structure and reactivity make it a valuable tool in a variety of scientific disciplines.

Indole-3-carboxaldehyde, with the molecular formula C10H7NO, was first synthesized in the early 20th century. It is derived from indole, a heterocyclic compound with a fused benzene and pyrrole ring system. The synthesis involves the formylation of indole using reagents such as formic acid and a suitable catalyst.

Indole-3-carboxaldehyde is characterized by the aldehyde group attached to the 3-position of the indole ring. This structure gives it a unique chemical reactivity, particularly its ability to participate in condensation reactions and its role as a key intermediate in a variety of chemical transformations.

Indole-3-carboxaldehyde is a versatile intermediate in synthetic organic chemistry. It is used to produce a variety of indole derivatives through reactions such as condensation and cyclization. These derivatives are useful in pharmaceuticals and agrochemicals.

In medicinal chemistry, indole-3-carboxaldehyde is a precursor for the synthesis of biologically active compounds. Its derivatives are explored for their potential therapeutic properties, including anti-inflammatory and anticancer activities. Research on these derivatives aims to develop new drugs and therapeutic options.

In biological research, indole-3-carboxaldehyde is used as a probe to study enzyme activities and metabolic pathways involving indole compounds. Its role in plant biology and its effects on plant growth regulation are of particular interest. The compound is involved in the synthesis of various plant hormones, including auxins.

The aldehyde group in indole-3-carboxaldehyde makes it useful in chemical sensing applications, where it can interact with a variety of biomolecules and environmental substances, providing the basis for sensors that detect specific analytes through changes in the chemical behavior of the compound.

In materials science, indole-3-carboxaldehyde is used to synthesize functional materials with specific electronic and optical properties. These materials can be used in organic electronics and optoelectronics, including sensors and light-emitting devices.

Indole-3-carboxaldehyde is able to participate in a variety of chemical reactions, making it a versatile reagent in synthetic and applied chemistry. The role of this compound in plant biology and its potential therapeutic applications highlight its importance in biological research and drug development. The presence of the aldehyde group allows for a variety of functionalizations, resulting in a wide range of chemical derivatives with various properties.
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