N-[bis(2-aminoethyl)amino]-N-nitrosohydroxylamine

• ChemBase ID: 105343
• Molecular Formular: C4H13N5O2
• Molecular Mass: 163.17832
• Monoisotopic Mass: 163.10692468
• SMILES: NCCN(CCN)N(O)N=O
• Canonical SMILES: NCCN(N(N=O)O)CCN
• InChI: InChI=1S/C4H13N5O2/c5-1-3-8(4-2-6)9(11)7-10/h11H,1-6H2
• InChIKey: HMRRJTFDJAVRMR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[bis(2-aminoethyl)amino]-N-nitrosohydroxylamine
• IUPAC Traditional name: N-[bis(2-aminoethyl)amino]-N-nitrosohydroxylamine
• Synonyms: Z-1-[N-(2-Aminoethyl)-N-(2-ammonioethyl)amino]diazen-1-ium-1,2-diolate; 1-Hydroxy-2-oxo-3,3-bis(3-aminoethyl)-1-triazene; NOC-18

Database IDs

• CAS Number: 146724-94-9
• PubChem SID: 162092323
• PubChem CID: 1606

CALCULATED PROPERTIES

• Acid pKa: 12.963
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -7.958884
• LogD (pH = 7.4): -5.3675447
• Log P: -2.136593
• Molar Refractivity: 41.0147 cm^3
• Polarizability: 15.752521 Å^3
• Polar Surface Area: 108.18 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate, Store Under Nitrogen
• RTECS: KH2502500

DETAILS

MP Biomedicals - 02159825

Crystalline
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 > 500 minutes.

REFERENCES

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