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

• ChemBase ID: 70350
• Molecular Formular: C9H9NO2
• Molecular Mass: 163.17326
• Monoisotopic Mass: 163.06332853
• SMILES: N1C(=O)CCc2ccc(cc12)O
• Canonical SMILES: Oc1cc2NC(=O)CCc2cc1
• InChI: InChI=1S/C9H9NO2/c11-7-3-1-6-2-4-9(12)10-8(6)5-7/h1,3,5,11H,2,4H2,(H,10,12)
• InChIKey: LKLSFDWYIBUGNT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 7-hydroxy-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 7-Hydroxy-3,4-dihydrocarbostyril; 3,4-DIHYDRO-7-HYDROXY-2(1H)-QUINOLINONE; 7-Hydroxycarbostyril; 3,4-Dihydro-7-hydroxy-2(1H)-quinolinone; 3,4-Dihydro-7-hydroxy-carbostyril; 3,4-Dihydro-7-hydroxyquinoline-2(1H)-one; 7-hydroxy-3,4-dihydroquinolin-2(1H)-one; 7-Hydroxy-1,2,3,4-tetrahydro-2-chinolinon; 7-Hydroxy-3,4-dihydro-2(1H)-chinolinon; 7-Hydroxy-1,2,3,4-tetrahydro-2-quinolinone; 7-Hydroxy-3,4-dihydrocarbostyril; 7-Hydroxy-3,4-dihydro-2(1H)-quinolinone; 3,4-Dihydro-7-hydroxy-1H-quinolin-2-one; 7-羟基-3,4-二氢-2(1H)-喹啉酮; 7-羟基-2(1H)-3,4-二氢喹啉酮; 7-羟基-3,4-二氢喹诺酮; 3,4-二氢-7-羟基-2(1H)-喹啉酮

Database IDs

• CAS Number: 22246-18-0
• MDL Number: MFCD06410891
• PubChem SID: 24885275; 162036070
• PubChem CID: 2785758

CALCULATED PROPERTIES

• Acid pKa: 9.208851
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.2129692
• LogD (pH = 7.4): 1.2064022
• Log P: 1.2130536
• Molar Refractivity: 46.1668 cm^3
• Polarizability: 16.929388 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Powder
• Melting Point: 230-234°C; 233-235°C; 233-237 °C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-43; 36/37/38
• Safety Statements: 26-37; 36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317; H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C9H9NO2

DETAILS

Sigma Aldrich - 675369

Packaging
1 g in glass bottle

Toronto Research Chemicals - D449145

An antitumor agent. Hydroxyindole analog inhibitor tyrosinase melanoma. This compound is also used in the preparation of aripiprazole (A771000).

REFERENCES

• Bouchard, B., et al.: J. Exp. Med., 169, 2029 (1989)
• Kim, Y., et al.: J. Biol. Chem., 277, 16340 (1989)
• Cho, S., et al.: Bioorg. Med. Chem. Lett., 16, 2682 (1989)