4,6-dimethoxy-1H-indole

• ChemBase ID: 59019
• Molecular Formular: C10H11NO2
• Molecular Mass: 177.19984
• Monoisotopic Mass: 177.0789786
• SMILES: c1c(cc2[nH]ccc2c1OC)OC
• Canonical SMILES: COc1cc(OC)c2c(c1)[nH]cc2
• InChI: InChI=1S/C10H11NO2/c1-12-7-5-9-8(3-4-11-9)10(6-7)13-2/h3-6,11H,1-2H3
• InChIKey: NRQBTNARWALYSB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dimethoxy-1H-indole
• IUPAC Traditional name: 4,6-dimethoxy-1H-indole
• Synonyms: 4,6-Dimethoxy-1H-indole; 4,6-DiMethoxyindole; 4,6-Dimethoxyindole; 4,6-二甲氧基吲哚

Database IDs

• CAS Number: 23659-87-2
• MDL Number: MFCD00128213
• PubChem SID: 162063782; 24886778
• PubChem CID: 828760

CALCULATED PROPERTIES

• Acid pKa: 16.587587
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.7566652
• LogD (pH = 7.4): 1.7566652
• Log P: 1.7566652
• Molar Refractivity: 50.0709 cm^3
• Polarizability: 20.57924 Å^3
• Polar Surface Area: 34.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC); 97%
• Empirical Formula (Hill Notation): C10H11NO2

DETAILS

Sigma Aldrich - 75065

Packaging
1 g in poly tube
5 g in poly bottle
Application

• Reactant for preparation of methoxy-substituted (benzyl)indolebutenoic acids and their HIV-1 integrase strand-transfer inhibition1
• Reactant for preparation of benzyl trimethoxyindoles as antimitotic agents2
• Reactant for preparation of antibacterial agents3
• Reactant for preparation of pyridocarbazoles and pyrrolocarbazole analogs as anti-tumor agents4
• Reactant for preparation of methoxy-substituted N1-benzenesulfonylindole analogs as human 5-HT6 serotonin receptor ligands5