N-[(2,4-dinitrophenoxy)imino]-4-[ethoxy(oxo)methane]piperazin-1-imine oxide

• ChemBase ID: 154353
• Molecular Formular: C13H16N6O8
• Molecular Mass: 384.30154
• Monoisotopic Mass: 384.1029615
• SMILES: CCOC(=O)N1CCN(CC1)/[N+](=N/Oc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])/[O-]
• Canonical SMILES: CCOC(=O)N1CCN(CC1)/[N+](=N/Oc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])/[O-]
• InChI: InChI=1S/C13H16N6O8/c1-2-26-13(20)15-5-7-16(8-6-15)19(25)14-27-12-4-3-10(17(21)22)9-11(12)18(23)24/h3-4,9H,2,5-8H2,1H3
• InChIKey: DNJRNBYZLPKSHV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2,4-dinitrophenoxy)imino]-4-[ethoxy(oxo)methane]piperazin-1-imine oxide
• IUPAC Traditional name: N-(2,4-dinitrophenoxyimino)-4-[ethoxy(oxo)methane]piperazin-1-imine oxide
• Synonyms: O2-(2,4-Dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate; JS-K

Database IDs

• CAS Number: 205432-12-8
• MDL Number: MFCD06407868
• PubChem SID: 162248492; 24724519
• PubChem CID: 9572720

CALCULATED PROPERTIES

• Acid pKa: 18.885544
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): -0.020593729
• LogD (pH = 7.4): 0.0071236766
• Log P: 0.007653562
• Molar Refractivity: 92.2363 cm^3
• Polarizability: 33.118534 Å^3
• Polar Surface Area: 174.76 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble9.3 mg/mL; H2O: insoluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C13H16N6O8

DETAILS

Sigma Aldrich - J4137

Biochem/physiol Actions
Nitric oxide donor; antiproliferative.
Legal Information
Covered by US Patent No 6,610,660