disodium 2-({4-[(carboxylatomethyl)(nitroso)amino]phenyl}(nitroso)amino)acetate

• ChemBase ID: 167021
• Molecular Formular: C10H8N4Na2O6
• Molecular Mass: 326.17326
• Monoisotopic Mass: 326.02392256
• SMILES: c1cc(ccc1N(CC(=O)[O-])N=O)N(CC(=O)[O-])N=O.[Na+].[Na+]
• Canonical SMILES: O=NN(c1ccc(cc1)N(CC(=O)[O-])N=O)CC(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C10H10N4O6.2Na/c15-9(16)5-13(11-19)7-1-2-8(4-3-7)14(12-20)6-10(17)18;;/h1-4H,5-6H2,(H,15,16)(H,17,18);;/q;2*+1/p-2
• InChIKey: TXYKCFBRQYPBQO-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-({4-[(carboxylatomethyl)(nitroso)amino]phenyl}(nitroso)amino)acetate
• IUPAC Traditional name: disodium 2-({4-[(carboxylatomethyl)(nitroso)amino]phenyl}(nitroso)amino)acetate
• Synonyms: N,N'-1,4-Phenylenebis[N-nitrosoglycine] Disodium Salt; BNN5Na; N,N-Dicarboxymethyl-N,N-dinitroso-p-phenylenediamine, Disodium SaltDiscontinued See D480375

Database IDs

• CAS Number: 214211-69-5
• PubChem SID: 162261154
• PubChem CID: 10471599

CALCULATED PROPERTIES

• Acid pKa: 2.9066458
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -4.158574
• LogD (pH = 7.4): -6.510408
• Log P: 0.37586534
• Molar Refractivity: 87.4416 cm^3
• Polarizability: 23.214422 Å^3
• Polar Surface Area: 145.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-121°C

DETAILS

Toronto Research Chemicals - D431250

A caged, photolabile Nitric Oxide donor that is useful for delivering nitric oxide into intracellular compartments in microsecond time scale without any cytotoxic effects. Upon irradiation these donors produce two NO molecules per molecule of BNN. Thio

REFERENCES

• Namiki, S., et al.: J. Am. Chem. Soc., 119, 3840 (1997)