4-hydroxy-1,2,3,4-tetrahydroisoquinolin-1-one

• ChemBase ID: 170597
• Molecular Formular: C9H9NO2
• Molecular Mass: 163.17326
• Monoisotopic Mass: 163.06332853
• SMILES: c1cccc2c1C(CNC2=O)O
• Canonical SMILES: O=C1NCC(c2c1cccc2)O
• InChI: InChI=1S/C9H9NO2/c11-8-5-10-9(12)7-4-2-1-3-6(7)8/h1-4,8,11H,5H2,(H,10,12)
• InChIKey: UZFDGRLSVITWJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-1,2,3,4-tetrahydroisoquinolin-1-one
• IUPAC Traditional name: 4-hydroxy-3,4-dihydro-2H-isoquinolin-1-one
• Synonyms: 3,4-Dihydro-4-hydroxyisocarbostyril; rac 3,4-Dihydro-4-hydroxy-1(2H)-isoquinolinone; rac 4-Hydroxy 3,4-Dihydro-1(2H)-isoquinolinone

Database IDs

• CAS Number: 23206-20-4
• PubChem SID: 164226507
• PubChem CID: 12523026

CALCULATED PROPERTIES

• Acid pKa: 13.774407
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.16845442
• LogD (pH = 7.4): 0.16845435
• Log P: 0.16845454
• Molar Refractivity: 44.5502 cm^3
• Polarizability: 16.73944 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 136-138°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H943560

Used in the new synthetic route of isoquinolin-1(2H)-one derivatives.

REFERENCES

• Diana, G.D., et al.: J. Med. Chem., 20, 449 (1977)