5-[2-(2,4-dioxopentan-3-yl)diazen-1-yl]-1,2,3,4-tetrahydrophthalazine-1,4-dione

• ChemBase ID: 156032
• Molecular Formular: C13H12N4O4
• Molecular Mass: 288.25878
• Monoisotopic Mass: 288.08585488
• SMILES: CC(=O)C(C(=O)C)/N=N/c1cccc2c1c(=O)[nH][nH]c2=O
• Canonical SMILES: CC(=O)C(C(=O)C)/N=N/c1cccc2c1c(=O)[nH][nH]c2=O
• InChI: InChI=1S/C13H12N4O4/c1-6(18)11(7(2)19)15-14-9-5-3-4-8-10(9)13(21)17-16-12(8)20/h3-5,11H,1-2H3,(H,16,20)(H,17,21)
• InChIKey: XWZORHXCJSIQCY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-(2,4-dioxopentan-3-yl)diazen-1-yl]-1,2,3,4-tetrahydrophthalazine-1,4-dione
• IUPAC Traditional name: 5-[2-(2,4-dioxopentan-3-yl)diazen-1-yl]-2,3-dihydrophthalazine-1,4-dione
• Synonyms: 3-(1,4-Dioxo-1,2,3,4-tetrahydrophthalazin-5-ylazo)-2,4-pentanedione; 3-(1-Acetylacetonylazo)phthalhydrazide

Database IDs

• CAS Number: 109632-03-3
• MDL Number: MFCD03791067
• PubChem SID: 24850365; 162250170
• PubChem CID: 5877520

CALCULATED PROPERTIES

• Acid pKa: 9.549568
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.56092477
• LogD (pH = 7.4): 0.55791086
• Log P: 0.5609634
• Molar Refractivity: 74.3089 cm^3
• Polarizability: 26.463362 Å^3
• Polar Surface Area: 117.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥97.0% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• luminescence test: Emmax: 475 nm 0.1 M Tris pH 8.5; after addition of H2O2
• Empirical Formula (Hill Notation): C13H12N4O4

DETAILS

Sigma Aldrich - 17751

Other Notes
Chemiluminescent diagnostic reagent for assaying Helicobacter pylori, which produces urease; much more sensitive than other methods1