N-{methyl[6-(methylamino)hexyl]amino}-N-nitrosohydroxylamine

• ChemBase ID: 105340
• Molecular Formular: C8H20N4O2
• Molecular Mass: 204.27
• Monoisotopic Mass: 204.1586259
• SMILES: CNCCCCCCN(C)N(O)N=O
• Canonical SMILES: CNCCCCCCN(N(N=O)O)C
• InChI: InChI=1S/C8H20N4O2/c1-9-7-5-3-4-6-8-11(2)12(14)10-13/h9,14H,3-8H2,1-2H3
• InChIKey: DLBKWJOHNPIHQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{methyl[6-(methylamino)hexyl]amino}-N-nitrosohydroxylamine
• IUPAC Traditional name: N-{methyl[6-(methylamino)hexyl]amino}-N-nitrosohydroxylamine
• Synonyms: MAHMA-NONOate; 1-Hydroxy-2-oxo-3-(N-methyl-6-aminohexyl)-3-methyl-1-triazene; NOC-9

Database IDs

• CAS Number: 146724-86-9
• PubChem SID: 162093592
• PubChem CID: 188926

CALCULATED PROPERTIES

• Acid pKa: 12.970436
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.6758614
• LogD (pH = 7.4): -2.3303766
• Log P: 0.5594307
• Molar Refractivity: 56.5515 cm^3
• Polarizability: 21.533857 Å^3
• Polar Surface Area: 68.17 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02159822

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 2.7 minutes.

REFERENCES

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