6-hydroxy-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 75206
• Molecular Formular: C9H9NO2
• Molecular Mass: 163.17326
• Monoisotopic Mass: 163.06332853
• SMILES: N1c2ccc(cc2CCC1=O)O
• Canonical SMILES: O=C1CCc2c(N1)ccc(c2)O
• InChI: InChI=1S/C9H9NO2/c11-7-2-3-8-6(5-7)1-4-9(12)10-8/h2-3,5,11H,1,4H2,(H,10,12)
• InChIKey: HOSGXJWQVBHGLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-hydroxy-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 6-hydroxy-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 6-Hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline; 3,4-Dihydro-6-hydroxyquinolin-2(1H)-one; 3,4-Dihydro-6-hydroxy-2(1H)-quinolinone; 3,4-Dihydro-6-hydroxy-carbostyril; 3,4-Dihydro-6-hydroxycarbostyril; 6-Hydroxy-3,4-dihydro-1H-quinoline-2-one; 6-hydroxy-3,4-dihydroquinolin-2(1H)-one; 6-Hydroxy-1,2,3,4-tetrahydro-2-quinolinone; 6-Hydroxy-3,4-dihydrocarbstyril; 6-Hydroxy-3,4-dihydro-2(1H)-quinolinone; 6-羟基-1,2,3,4-四氢-2-喹啉酮; 6-羟基-3,4-二氢喹啉酮; 6-羟基-3,4-二氢-2(1H)-喹诺酮

Database IDs

• CAS Number: 54197-66-9
• MDL Number: MFCD02179410
• PubChem SID: 162040124
• PubChem CID: 2774040

CALCULATED PROPERTIES

• Acid pKa: 9.402344
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.2129995
• LogD (pH = 7.4): 1.2087808
• Log P: 1.2130536
• Molar Refractivity: 46.1668 cm^3
• Polarizability: 16.928665 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Off-white solid
• Melting Point: 236-240 °C; 238-240°C; 239 - 241°C
• Hydrophobicity(logP): 0.629

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: 95%; 95+%; 97%
• Empirical Formula (Hill Notation): C9H9NO2

DETAILS

Sigma Aldrich - 675350

Packaging
1 g in glass bottle

Toronto Research Chemicals - H941423

A metabolite of Cilostazole.

REFERENCES

• Gitto, R., et al.: J. Med. Chem., 46, 3758 (2003)
• Xie, Z., et al.: Bioorg. Med. Chem. Lett., 15, 4803 (2003)