511129

1-Methylindole-2-carboxaldehyde

97%

• Synonym(s): 2-Formyl-1-methylindole, NSC 106285
• 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

Properties

• Quality Level: 100
• 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

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

Safety Information

• 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_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves