513830

Indole-5-carboxaldehyde

98%

• Synonym(s): 5-Formylindole
• Empirical Formula (Hill Notation): C₉H₇NO
• CAS Number: 1196-69-6
• Molecular Weight: 145.16
• MDL number: MFCD02093664
• UNSPSC Code: 12352100
• PubChem Substance ID: 24873717
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• mp: 100-103 °C (lit.)
• SMILES string: O=Cc1ccc2[nH]ccc2c1
• InChI: 1S/C9H7NO/c11-6-7-1-2-9-8(5-7)3-4-10-9/h1-6,10H
• InChI key: ADZUEEUKBYCSEY-UHFFFAOYSA-N

Description

Application

Indole-5-carboxaldehyde can be used as a reactant in the:

• Preparation of curcumin derivatives as anti-proliferative & anti-inflammatory agents
• Preparation of analogs of botulinum neurotoxin serotype A protease inhibitors
• Stereoselective synthesis of dibenzylideneacetone derivatives as β-amyloid imaging probes
• Synthesis of para-para stilbenophanes by McMurry coupling
• Stereoselective synthesis of heteroaromatic (E)-α,β-unsaturated ketones from aldehydes
• Structure-based drug design of aurora kinase A inhibitors
• Preparation of 5-indolyl linked 15- and 18-membered azacrown ethers to study their cation-π interactions.
• Preparation of bibenzimidazole derivatives substituted 5-indolyl moiety in the study of inhibition of topoisomerase I activity.
• Synthesis of (5-(4-(3,4,5-trimethoxybenzoyl)-1H-imidazol-2-yl)-1H-indol-2-yl)(3,4,5-trimethoxyphenyl)methanone and radioiodinated indolochalcone.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: 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 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