Skip to Content
MilliporeSigma
All Photos(2)

Documents

511129

Sigma-Aldrich

1-Methylindole-2-carboxaldehyde

97%

Synonym(s):

2-Formyl-1-methylindole, NSC 106285

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C10H9NO
CAS Number:
27421-51-8
Molecular Weight:
159.18
MDL number:
MFCD01863665
UNSPSC Code:
12352100
PubChem Substance ID:
24873423
NACRES:
NA.22

assay

97%

mp

81-85 °C (lit.)

SMILES string

Cn1c(C=O)cc2ccccc12

InChI

1S/C10H9NO/c1-11-9(7-12)6-8-4-2-3-5-10(8)11/h2-7H,1H3

InChI key

IBNGPIOSWCMJGG-UHFFFAOYSA-N

Related Categories

Application

1-Methylindole-2-carboxaldehyde may be used in the synthesis of indole-based melatonin analog hydrazone derivatives and (E)-5-((benzyloxy)methyl)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-3-((1-methyl-1H-indol-2-yl)methylene)dihydrofuran-2(3H)-one.
Reactant for preparation of:
  • Deazapurine isosteres from acylindoles via pyridine ring annulation
  • 2,4-dichlorocinnamohydroxamic acid analogs for enhancing pharmacokinetics of botulinum neurotoxin serotype A protease inhibitors
  • Tetrahydrocarbazoles via organocatalytic cascade Friedel-Crafts alkylation/Michael addition/aromatization reaction
  • Azides, imines and amines via flow processes of amines and trimethylsilyl azide and aza-Wittig reaction
  • 3-indolylpyridinedicarbonitriles as anti-inflammatory agents
  • Bis(indolyl)methanes as antimicrobial and antioxidant agents

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sibel Suzen et al.
Journal of enzyme inhibition and medicinal chemistry, 28(6), 1143-1155 (2012-09-22)
Melatonin (MLT) is a strong free-radical scavenger, which protects the body from the effects of oxidants. In recent years, MLT have been described resulting in much attention in the development of synthetic compounds possessing. As a part of our ongoing
Noga Gal et al.
Chembiochem : a European journal of chemical biology, 12(15), 2331-2340 (2012-10-30)
N-methyl-substituted diacylglycerol-indololactones (DAG-indololactones) are newly synthesized effectors of protein kinase C (PKC) isoforms and exhibit substantial selectivity between RasGRP3 and PKCα. We present a comprehensive analysis of membrane interactions and biological activities of several DAG-indololactones. Translocation and binding activity assays

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service