10-amino-3-azatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

• ChemBase ID: 4749
• Molecular Formular: C12H8N2O2
• Molecular Mass: 212.20412
• Monoisotopic Mass: 212.05857751
• SMILES: c1(=O)c2ccc(N)c3cccc(c(=O)[nH]1)c23
• Canonical SMILES: Nc1ccc2c3c1cccc3c(=O)[nH]c2=O
• InChI: InChI=1S/C12H8N2O2/c13-9-5-4-8-10-6(9)2-1-3-7(10)11(15)14-12(8)16/h1-5H,13H2,(H,14,15,16)
• InChIKey: SSMIFVHARFVINF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-amino-3-azatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione; 10-amino-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(13),5,7,9,11-pentaene-2,4-dione
• IUPAC Traditional name: 4-amino-1,8-naphthalimide
• Synonyms: 6-AMINO-BENZO[DE]ISOQUINOLINE-1,3-DIONE; 6-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione; 4-Amino-1,8-naphthalimide; PARP Inhibitor; 4-AMINO-1,8-NAPHTHALIMIDE; 4-AMINO-1,8 NAPHTHALIMIDE

Database IDs

• CAS Number: 1742-95-6
• EC Number: 217-110-1
• MDL Number: MFCD00006921
• PubChem SID: 24277696; 99443567; 160968181
• PubChem CID: 1720

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.011707
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.85323286
• LogD (pH = 7.4): 0.84357756
• Log P: 0.85397387
• Molar Refractivity: 60.4654 cm^3
• Polarizability: 22.769629 Å^3
• Polar Surface Area: 72.19 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.19
• LOG S: -2.73
• Solubility (Water): 3.97e-01 g/l

PROPERTIES

Physical Property

• Density: 1.105 g/mL at 25 °C(lit.)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: DE4081000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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: ≥95%; ≥96%

DETAILS

MP Biomedicals - 02199119

Purity:≥95%
Inhibitor of PARP.

MP Biomedicals - 02196027

Purity: >96%
Reduces ischemia-reperfusion injury in the heart and skeletal muscles.

DrugBank - DB07096

Drug information: experimental

Sigma Aldrich - A0966

Biochem/physiol Actions
4-Amino-1,8-naphthalimide sensitizes cells to radiation-induced cell damage and enhances the cytotoxicity of 1-methyl-3-nitro-1-nitrosoguanidine.