2-Methylindole-3-carboxaldehyde

Synonym(s):3-Formyl-2-methylindole;NSC 11895

CAS NO.：5416-80-8
Empirical Formula: C10H9NO
Molecular Weight: 159.18
MDL number: MFCD00012077
EINECS: 226-512-6
SAFETY DATA SHEET (SDS)
Update Date: 2025-08-08 17:45:00

2-Methylindole-3-carboxaldehyde Structural

What is 2-Methylindole-3-carboxaldehyde?

Chemical properties

Brown powder

The Uses of 2-Methylindole-3-carboxaldehyde

Reactant for preparation of:• ;Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1• ;Fluorescent sensors (BODIPY)2• ;Antimicrobial agents against methicillin-resistant Staphylococcus aureus3• ;G protein-coupled receptor CRTh2 antagonists4• ;Inhibitors of PI3 kinase-α5• ;Antitubercular agents6• ;Anti-inflammatory agents7• ;Mycobacterium tuberculosis protein tyrosine phosphatase B8• ;Glucocorticoid receptor ligands9• ;Agents stimulating neurite outgrowth10

The Uses of 2-Methylindole-3-carboxaldehyde

Reactant for preparation of:

Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
Fluorescent sensors (BODIPY)
Antimicrobial agents against methicillin-resistant Staphylococcus aureus
G protein-coupled receptor CRTh2 antagonists
Inhibitors of PI3 kinase-α
Antitubercular agents
Anti-inflammatory agents
Mycobacterium tuberculosis protein tyrosine phosphatase B
Glucocorticoid receptor ligands
Agents stimulating neurite outgrowth

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 31, p. 2892, 1983 DOI: 10.1248/cpb.31.2892

General Description

Oxidative activation of 2-methylindole-3-carboxaldehyde via N-heterocyclic carbene organocatalysis generates heterocyclic ortho-quinodimethane as a key intermediate.

Properties of 2-Methylindole-3-carboxaldehyde

Melting point:	200-201 °C (lit.)
Boiling point:	344.3±22.0 °C(Predicted)
Density	1.226±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	soluble in Methanol
form	Powder
pka	16.08±0.30(Predicted)
color	Brown
CAS DataBase Reference	5416-80-8(CAS DataBase Reference)
EPA Substance Registry System	1H-Indole-3-carboxaldehyde, 2-methyl- (5416-80-8)

Safety information for 2-Methylindole-3-carboxaldehyde

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.