5-amino-1,2-dihydroisoquinolin-1-one hydrochloride

• ChemBase ID: 154418
• Molecular Formular: C9H9ClN2O
• Molecular Mass: 196.63356
• Monoisotopic Mass: 196.0403406
• SMILES: c1cc2c(cc[nH]c2=O)c(c1)N.Cl
• Canonical SMILES: Nc1cccc2c1cc[nH]c2=O.Cl
• InChI: InChI=1S/C9H8N2O.ClH/c10-8-3-1-2-7-6(8)4-5-11-9(7)12;/h1-5H,10H2,(H,11,12);1H
• InChIKey: KWNLARCFSYAXLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-1,2-dihydroisoquinolin-1-one hydrochloride
• IUPAC Traditional name: 5-amino-2H-isoquinolin-1-one hydrochloride
• Synonyms: 5-Aminoisoquinolinone hydrochloride; 5-AIQ hydrochloride

Database IDs

• CAS Number: 93117-07-8
• MDL Number: MFCD03452659
• PubChem SID: 162248557; 24724396
• PubChem CID: 16078941

CALCULATED PROPERTIES

• Acid pKa: 12.738567
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.4940725
• LogD (pH = 7.4): 0.4952865
• Log P: 0.49530378
• Molar Refractivity: 48.1362 cm^3
• Polarizability: 17.08364 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: >20 mg/mL
• Apperance: tan solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C9H9ClN2O

DETAILS

Sigma Aldrich - A7479

Biochem/physiol Actions
5-AIQ hydrochloride is an inhibitor of poly (ADP-ribose) polymerase-1 (PARP-1).
Application
5-AIQ hydrochloride is an inhibitor of poly (ADP-ribose) polymerase-1 (PARP-1). 5-AIQ hydrochloride was used in a study that determined PARP inhibitors have antiangiogenic effects, which may have tremendous clinical implications for the treatment of various cancers and certain retinopathies.