3,5-dinitrobenzene-1,2-diol

• ChemBase ID: 1866
• Molecular Formular: C6H4N2O6
• Molecular Mass: 200.10576
• Monoisotopic Mass: 200.00693586
• SMILES: Oc1cc(cc(c1O)[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc(O)c(c(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C6H4N2O6/c9-5-2-3(7(11)12)1-4(6(5)10)8(13)14/h1-2,9-10H
• InChIKey: VDCDWNDTNSWDFJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dinitrobenzene-1,2-diol
• IUPAC Traditional name: 3,5-dinitrocatechol
• Synonyms: OR-486; 3,5-Dinitrocatechol; 3,5-Dinitrocatechol; 3,5-Dinitro-1,2-benzenediol

Database IDs

• CAS Number: 7659-29-2
• MDL Number: MFCD00069263
• PubChem SID: 24278158; 160965321; 46507481
• PubChem CID: 3870203

CALCULATED PROPERTIES

JChem

• LogD (pH = 7.4): -0.6262856
• Log P: 1.2460835
• Molar Refractivity: 44.6692 cm^3
• Polarizability: 15.65291 Å^3
• Polar Surface Area: 132.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 4.3849277
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.16443656

ALOGPS 2.1

• Log P: 1.71
• LOG S: -2.52
• Solubility (Water): 6.05e-01 g/l

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: slightly soluble; 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble2.8 mg/mL; aqueous buffer pH > 5: soluble; DMSO: soluble; ethanol: soluble; H2O: slightly soluble0.17 mg/mL
• Apperance: yellow solid

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: CZ8947010
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... COMT(1312)

DETAILS

MP Biomedicals - 02153723

Catechol O-methyl transferase (COMT) inhibitor.

DrugBank - DB02105

Drug information: experimental

Sigma Aldrich - D131

Application
Chelating reagent used in a sensitive (μM) assay for vanadium.1
Biochem/physiol Actions
Selective inhibitor of catechol O-methyl transferase (COMT); penetrates the blood brain barrier and is useful both orally and parenteraly in experiments where inhibition of COMT in the central nervous system is required.
Caution
Photosensitive
Quality
Solutions may be stored for several days at 4 °C.