1H-indol-6-ol

• ChemBase ID: 10444
• Molecular Formular: C8H7NO
• Molecular Mass: 133.14728
• Monoisotopic Mass: 133.05276385
• SMILES: c1c(cc2c(c1)cc[nH]2)O
• Canonical SMILES: Oc1ccc2c(c1)[nH]cc2
• InChI: InChI=1S/C8H7NO/c10-7-2-1-6-3-4-9-8(6)5-7/h1-5,9-10H
• InChIKey: XAWPKHNOFIWWNZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indol-6-ol
• IUPAC Traditional name: 1H-indol-6-ol
• Synonyms: 1H-Indol-6-ol; 6-Hydroxy-1H-indole; 6-Hydroxyindole; 6-Indolol; 6-Hydroxyindole; 1H-Indol-6-ol; 吲哚醇; 6-羟基吲哚

Database IDs

• CAS Number: 2380-86-1
• EC Number: 417-020-4
• MDL Number: MFCD00152101
• PubChem SID: 160973751
• PubChem CID: 524508

CALCULATED PROPERTIES

• Acid pKa: 9.5283165
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.7684021
• LogD (pH = 7.4): 1.7652427
• Log P: 1.7684425
• Molar Refractivity: 39.1254 cm^3
• Polarizability: 16.175287 Å^3
• Polar Surface Area: 36.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white crystal
• Melting Point: 123-125°C; 125-128 °C; 125-128°C

Safety Information

• Storage Warning: Harmful/Corrosive/Light Sensitive/Store under Argon/Keep Cold; IRRITANT, KEEP COLD
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-41-43-51/53
• Safety Statements: 24-26-37/39-61
• TSCA Listed: false
• GHS Pictograms: GHS05; GHS07; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H317-H318-H411
• GHS Precautionary statements: P273-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: ≥99.0% (GC); 97%; 98%
• Empirical Formula (Hill Notation): C8H7NO

DETAILS

Sigma Aldrich - 18805

Packaging
1 g in glass bottle
Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Reactant for asymmetrical synthesis of notoamide J as a potential biosynthetic precursor of prenylated indole alkaloids2
• Reactant for preparation of (quinolinyloxymethyl)isoxazolecarboxylate esters antituberculosis agents3
• Reactant for preparation of indolyl(propanolamine) derivatives as HIV inhibitors4
• Reactant for preparation of indoleoxyacetic acid derivatives as peroxisome proliferator-activated receptor agonists5
• Reactant for preparation of 1-aroylindole 3-aroylindoles combretastatin A-4 analogs as antitumor agents and tubulin polymerization inhibitors6