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
• MDL number: MFCD00069263
• UNSPSC Code: 12352202
• PubChem Substance ID: 24278158
• NACRES: NA.77

Properties

• biological source: synthetic (organic)
• Quality Level: 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.

Quality

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

Caution

Photosensitive

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves