Key Documents

View All Documentation

511129

1-Methylindole-2-carboxaldehyde

Name: 1-Methylindole-2-carboxaldehyde
Brand: ALDRICH

97%

Synonym(s):

2-Formyl-1-methylindole, NSC 106285

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₀H₉NO

CAS Number:

27421-51-8

Molecular Weight:

159.18

NACRES:

NA.22

PubChem Substance ID:

24873423

UNSPSC Code:

12352100

MDL number:

MFCD01863665

Assay:

97%

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Level

100

assay

97%

mp

81-85 °C (lit.)

functional group

aldehyde

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

Description

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

N-methyl-substituted fluorescent DAG-indololactone isomers exhibit dramatic differences in membrane interactions and biological activity.

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

Antioxidant activity of indole-based melatonin analogues in erythrocytes and their voltammetric characterization.

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

Global Trade Item Number

SKU	GTIN
511129-5G	04061832491110
511129-25G	04061832841724