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

• ChemBase ID: 132593
• Molecular Formular: C14H18N4O4
• Molecular Mass: 306.31712
• Monoisotopic Mass: 306.13280508
• SMILES: CCc1ccnc(c1C(=O)N)C/C(=N/O)/C=C/C(C)[N+](=O)[O-]
• 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)/b5-4+,17-11+
• InChIKey: IUZSRLKYOVAHFC-NMNODTAGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-ethyl-2-[(2Z,3E)-2-(hydroxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide
• IUPAC Traditional name: 4-ethyl-2-[(2Z,3E)-2-(hydroxyimino)-5-nitrohex-3-en-1-yl]pyridine-3-carboxamide
• Synonyms: NOR-4; (±)-(E)-4-Ethyl-2-[(Z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide

Database IDs

• CAS Number: 162626-99-5
• PubChem SID: 162226870
• PubChem CID: 71308583

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

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%

DETAILS

Sigma Aldrich - E3020

Application
NO donor; releases nitric oxide spontaneously in a rate-controlled manner. Half-life in solution = 60 min.