1H-indol-4-ol

• ChemBase ID: 16350
• Molecular Formular: C8H7NO
• Molecular Mass: 133.14728
• Monoisotopic Mass: 133.05276385
• SMILES: c1c[nH]c2c1c(ccc2)O
• Canonical SMILES: Oc1cccc2c1cc[nH]2
• InChI: InChI=1S/C8H7NO/c10-8-3-1-2-7-6(8)4-5-9-7/h1-5,9-10H
• InChIKey: NLMQHXUGJIAKTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indol-4-ol
• IUPAC Traditional name: hydroxyindole
• Synonyms: 1H-indol-4-ol; 1H-Indol-4-ol; 4-Hydroxy-1H-indole; 4-Hydroxyindole; 4-Indolol; 4-Hydroxyindole; 4-Indolol; 4-Hydroxyindole; Indol-4-ol; 4-Hydroxy-1H-indole; 4-羟基吲哚; 4-羟基吲哚; 对羟基吲哚; 对羟基吲哚

Database IDs

• CAS Number: 2380-94-1
• EC Number: 219-177-2
• MDL Number: MFCD00005667
• Beilstein Number: 114905
• PubChem SID: 24853151; 160979657
• PubChem CID: 75421

CALCULATED PROPERTIES

• Acid pKa: 9.263707
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.7683681
• LogD (pH = 7.4): 1.7625775
• Log P: 1.7684425
• Molar Refractivity: 39.1254 cm^3
• Polarizability: 16.179695 Å^3
• Polar Surface Area: 36.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Dark Yellow to Green Solid
• Melting Point: 87-90°C; 97-99 °C; 97-99 °C(lit.); 97-99°C; 97-99°C; 98-102°C
• Hydrophobicity(logP): 1.465

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere; 2-8°C
• Storage Warning: IRRITANT, KEEP COLD; Irritant/Air Sensitive/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC); 95%; 98%; 99%; TECH
• Grade: technical
• Empirical Formula (Hill Notation): C8H7NO
• Classification: Rare Derivatives of Natural Compounds

DETAILS

MP Biomedicals - 02157452

Off-white to gray powder.

Sigma Aldrich - 219878

Packaging
1 g in glass bottle
250 mg in glass bottle
Application

• Reactant for preparation of N-β-D-xylosyl-indole derivatives as SGLT2 inhibitors for management of hyperglycemia in diabetes1
• Reactant for preparation of small molecules targeting interaction between HIV-1 integrase and LEDGF/p75 cofactor2
• Reactant for preparation of dopamine D2 receptor antagonists3
• Reactant for preparation of SCD inhibitor MF-4384
• Reactant for preparation of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer5
• Reactant for preparation of indole/quinoline carbothioic acid amide derivatives as HCV inhibitors6

Sigma Aldrich - 55338

Application

• Reactant for preparation of N-β-D-xylosyl-indole derivatives as SGLT2 inhibitors for management of hyperglycemia in diabetes1
• Reactant for preparation of small molecules targeting interaction between HIV-1 integrase and LEDGF/p75 cofactor2
• Reactant for preparation of dopamine D2 receptor antagonists3
• Reactant for preparation of SCD inhibitor MF-4384
• Reactant for preparation of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer5
• Reactant for preparation of indole/quinoline carbothioic acid amide derivatives as HCV inhibitors6

Toronto Research Chemicals - H943515

Pindolol (P468000) impurity.

REFERENCES

• Ohia, S., et al.: Pharmacol. Exp. Ther., 255, 11 (1990)
• Juteau, H., et al.: Bioorg. Med. Chem., 9, 1977 (1990)