2-[(3-hydroxy-4-nitrophenyl)methylidene]propanedinitrile

• ChemBase ID: 131876
• Molecular Formular: C10H5N3O3
• Molecular Mass: 215.165
• Monoisotopic Mass: 215.03309104
• SMILES: c1cc(c(cc1C=C(C#N)C#N)O)[N+](=O)[O-]
• Canonical SMILES: N#CC(=Cc1ccc(c(c1)O)[N+](=O)[O-])C#N
• InChI: InChI=1S/C10H5N3O3/c11-5-8(6-12)3-7-1-2-9(13(15)16)10(14)4-7/h1-4,14H
• InChIKey: DUQADSPERJRQBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3-hydroxy-4-nitrophenyl)methylidene]propanedinitrile
• IUPAC Traditional name: 2-[(3-hydroxy-4-nitrophenyl)methylidene]propanedinitrile
• Synonyms: (3-Hydroxy-4-nitrobenzylidene)malononitrile; Tyrphostin AG 126

Database IDs

• CAS Number: 118409-62-4
• MDL Number: MFCD00236448
• PubChem SID: 24278763; 162226153
• PubChem CID: 2046

CALCULATED PROPERTIES

• Acid pKa: 5.458596
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.4913076
• LogD (pH = 7.4): 0.12679416
• Log P: 1.8089793
• Molar Refractivity: 56.3984 cm^3
• Polarizability: 19.770044 Å^3
• Polar Surface Area: 113.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 23/24/25
• Safety Statements: 26-36-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... TNF(7124)

Product Information

• Purity: ≥90%

DETAILS

Sigma Aldrich - T9177

Biochem/physiol Actions
Blocks production of tumor necrosis factor-α (TNF-α) and nitric oxide in macrophages.