4-ethyl-2-[2-(hydroxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide

• ChemBase ID: 105347
• Molecular Formular: C14H18N4O4
• Molecular Mass: 306.31712
• Monoisotopic Mass: 306.13280508
• SMILES: CCc1c(C(=O)N)c(C/C(=N\O)/C=C/C(C)[N+](=O)[O-])ncc1
• Canonical SMILES: [O-][N+](=O)C(/C=C/C(=N/O)/Cc1nccc(c1C(=O)N)CC)C
• InChI: InChI=1S/C14H18N4O4/c1-3-10-6-7-16-12(13(10)14(15)19)8-11(17-20)5-4-9(2)18(21)22/h4-7,9,20H,3,8H2,1-2H3,(H2,15,19)
• InChIKey: IUZSRLKYOVAHFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-ethyl-2-[2-(hydroxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide
• IUPAC Traditional name: 4-ethyl-2-[2-(hydroxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide
• Synonyms: Fr 144420; 3-[( +/-)-(E)-Ethyl-2'-{ (E)-hydroxyimino}-5-nitro-3-hexenecarbamoyl]-pyridine; NOR-4

Database IDs

• PubChem SID: 162105893
• PubChem CID: 71300194

CALCULATED PROPERTIES

• Acid pKa: 8.747323
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.7340631
• LogD (pH = 7.4): 1.7243634
• Log P: 1.7437513
• Molar Refractivity: 81.7711 cm^3
• Polarizability: 30.083584 Å^3
• Polar Surface Area: 134.39 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

DETAILS

MP Biomedicals - 02159829

A nitric oxide (NO) donor. Half-life time of NO release at 37 °C and pH 7.4 in 0.1 M PBS is 60 minutes.

REFERENCES

• Kita, Y., et al., Eur. J. Pharmacol. , 257 : 123 (1994).