5-nitro-1,10-phenanthroline hydrate

• ChemBase ID: 132573
• Molecular Formular: C12H9N3O3
• Molecular Mass: 243.21816
• Monoisotopic Mass: 243.06439116
• SMILES: c1cc2cc(c3cccnc3c2nc1)[N+](=O)[O-].O
• Canonical SMILES: [O-][N+](=O)c1cc2cccnc2c2c1cccn2.O
• InChI: InChI=1S/C12H7N3O2.H2O/c16-15(17)10-7-8-3-1-5-13-11(8)12-9(10)4-2-6-14-12;/h1-7H;1H2
• InChIKey: VRPNJDXULGEJQH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-nitro-1,10-phenanthroline hydrate
• IUPAC Traditional name: 1,10-phenanthroline, 5-nitro- hydrate
• Synonyms: Nitroferroin; 5-Nitro-1,10-phenanthroline

Database IDs

• CAS Number: 4199-88-6
• EC Number: 224-097-6
• MDL Number: MFCD00149311
• Beilstein Number: 196245
• PubChem SID: 24897678; 162226850
• PubChem CID: 16219746

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.228372
• LogD (pH = 7.4): 2.2285373
• Log P: 2.2285392
• Molar Refractivity: 61.2253 cm^3
• Polarizability: 25.447826 Å^3
• Polar Surface Area: 71.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: yellow to orange crystalline
• Melting Point: 202-204 °C(lit.)

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

Product Information

• Purity: ≥97%

DETAILS

Sigma Aldrich - N8501

Biochem/physiol Actions
Platinum chelates of a variety of 5-substituted phenanthrolines, including this compound, were tested for cytotoxicity against L1210 murine leukemia cells. Though all tested compounds had very similar DNA-binding affinities, they exhibited a wide range of cytotoxicity.1