D131

3,5-Dinitrocatechol

solid

• Synonym(s): 3,5-Dinitro-1,2-benzenediol, OR-486
• Empirical Formula (Hill Notation): C₆H₄N₂O₆
• CAS Number: 7659-29-2
• Molecular Weight: 200.11
• NACRES: NA.77
• PubChem Substance ID: 24278158
• UNSPSC Code: 12352202
• MDL number: MFCD00069263

Properties

• biological source: synthetic (organic)
• Quality Segment: 200
• assay: ≥98% (HPLC)
• form: solid
• color: yellow
• mp: 168-170 °C
• solubility: H₂O: slightly soluble 0.17 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.8 mg/mL, 0.1 M HCl: slightly soluble, DMSO: soluble, aqueous buffer pH > 5: soluble, ethanol: soluble
• storage temp.: 2-8°C
• SMILES string: Oc1cc(cc(c1O)[N+]([O-])=O)[N+]([O-])=O
• InChI: 1S/C6H4N2O6/c9-5-2-3(7(11)12)1-4(6(5)10)8(13)14/h1-2,9-10H
• InChI key: VDCDWNDTNSWDFJ-UHFFFAOYSA-N
• Gene Information: human ... COMT(1312)

Description

Application

3,5-Dinitrocatechol (3,5-DNC) has been used in the preparation of the molybdenum (VI)-(3,5-DNC) complex. It has also been used as a catechol-O-methyltransferase (COMT) inhibitor and as a positive control for screening human COMT inhibition.

Chelating reagent used in a sensitive (μM) assay for vanadium.

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.

Analysis Note

Solutions may be stored for several days at 4 °C.

Disclaimer

Photosensitive

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type N95 (US)