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Safety Information

511129

Sigma-Aldrich

1-Methylindole-2-carboxaldehyde

97%

Synonym(s):

2-Formyl-1-methylindole, NSC 106285

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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.)

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

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

511129-BULK:
511129-25G:
511129-VAR:
511129-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBH1216V
09623AH
00215PE
13231JE
13514JE

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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

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