N-{2-[bis(pyridin-2-ylmethyl)amino]ethyl}-7-nitro-N-(pyridin-2-ylmethyl)-2,1,3-benzoxadiazol-4-amine

• ChemBase ID: 154667
• Molecular Formular: C26H24N8O3
• Molecular Mass: 496.52056
• Monoisotopic Mass: 496.19713667
• SMILES: c1ccnc(c1)CN(CCN(Cc1ccccn1)c1ccc(c2c1non2)[N+](=O)[O-])Cc1ccccn1
• Canonical SMILES: [O-][N+](=O)c1ccc(c2c1non2)N(Cc1ccccn1)CCN(Cc1ccccn1)Cc1ccccn1
• InChI: InChI=1S/C26H24N8O3/c35-34(36)24-11-10-23(25-26(24)31-37-30-25)33(19-22-9-3-6-14-29-22)16-15-32(17-20-7-1-4-12-27-20)18-21-8-2-5-13-28-21/h1-14H,15-19H2
• InChIKey: WBROPDACWHVGSC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[bis(pyridin-2-ylmethyl)amino]ethyl}-7-nitro-N-(pyridin-2-ylmethyl)-2,1,3-benzoxadiazol-4-amine
• IUPAC Traditional name: N-{2-[bis(pyridin-2-ylmethyl)amino]ethyl}-7-nitro-N-(pyridin-2-ylmethyl)-2,1,3-benzoxadiazol-4-amine
• Synonyms: N-(2-(Bis((pyridin-2-yl)methyl)amino)ethyl)-7-nitro-N-((pyridin-2-yl)methyl)benzo[c][1,2,5]oxadiazole-4-amine; NBD-TPEA; N1-(7-Nitro-2,1,3-benzoxadiazol-4-yl)-N1,N2,N2-tris(2-pyridinylmethyl)-1,2-ethanediamine

Database IDs

• CAS Number: 1111625-98-9
• MDL Number: MFCD17215952
• PubChem SID: 162248805
• PubChem CID: 44632861

CALCULATED PROPERTIES

• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 2.6915104
• LogD (pH = 7.4): 3.144837
• Log P: 3.154759
• Molar Refractivity: 137.7077 cm^3
• Polarizability: 52.79521 Å^3
• Polar Surface Area: 129.89 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 470 nm; λem 534 nm

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%
• Grade: for fluorescence
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C26H24N8O3

DETAILS

Sigma Aldrich - N1040

Application
N1-(7-Nitro-2,1,3-benzoxadiazol-4-yl)-N1,N2,N2-tris(2-pyridinylmethyl)-1,2-ethanediamine has a high sensitivity for zinc ions. Using fluorescent detection, a linear responsive is observed for Zn2+ con-cen-trations in the range of 1-10 μM. It has good selectivity for Zn2+ in the presence of competing metal ions, such as Ca2+, Mg2+, Fe2+, Fe3+, and Mn2+,1 and has been used in vivo to determine Zn2+ concentration in pancreatic β cells1 and zebra fish larvae.2