N-[(3-aminopropyl)(propyl)amino]-N-nitrosohydroxylamine

• ChemBase ID: 105342
• Molecular Formular: C6H16N4O2
• Molecular Mass: 176.21684
• Monoisotopic Mass: 176.12732577
• SMILES: CCCN(CCCN)N(O)N=O
• Canonical SMILES: CCCN(N(N=O)O)CCCN
• InChI: InChI=1S/C6H16N4O2/c1-2-5-9(6-3-4-7)10(12)8-11/h12H,2-7H2,1H3
• InChIKey: CXQCOPWRDNFJDZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3-aminopropyl)(propyl)amino]-N-nitrosohydroxylamine
• IUPAC Traditional name: N-[(3-aminopropyl)(propyl)amino]-N-nitrosohydroxylamine
• Synonyms: PAPA NONOate; 1-Hydroxy-2-oxo-3-(3-aminopropyl)-3-propyl-1-triazene; NOC-15

Database IDs

• CAS Number: 146672-58-4
• PubChem SID: 162093832
• PubChem CID: 366046

CALCULATED PROPERTIES

• Acid pKa: 12.965883
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.4234605
• LogD (pH = 7.4): -2.9793196
• Log P: -0.4003193
• Molar Refractivity: 47.2029 cm^3
• Polarizability: 17.87273 Å^3
• Polar Surface Area: 82.16 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02159824

Crystalline
Purity: >98%
A nitric oxide (NO) donor. Half-life time of NO release at 22 °C and pH 7.4 in 0.1 M phosphate buffer is 76.6 minutes.

REFERENCES

• Hrabie, J.A., et al., J. Org. Chem. , 58 : 1472 (1993).
• Maragos, C.M., et al., Cancer Res. , 53 : 564 (1993).