A potent COMT inhibitor
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3,5-Dinitrocatechol

Item No. 29180

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,5-dinitro-1,2-benzenediol
CAS Number
7659-29-2
Synonyms
  • OR-486
Molecular Formula
C6H4N2O6
Formula Weight
200.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
λmax
214, 272, 339 nm
SMILES
OC1=C(O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $120

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    10 mg

    $186

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    Product Description

    3,5-Dinitrocatechol is a potent catechol O-methyltransferase (COMT) inhibitor (IC50 = 12 nM).1 It is selective for COMT over tyrosine hydroxylase, dopamine β-hydroxylase, dopamine decarboxylase, monoamine oxidase A (MAO-A), and MAO-B (IC50s = >14 μM for all). 3,5-Dintrocatechol (30 mg/kg), in combination with L-DOPA (Item No. 13248) and carbidopa (Item No. 23783), reduces 3-O-methyldopa (3-OMD) levels in rat serum, compared with control animals receiving only L-DOPA and carbidopa. Chronic administration of 3,5-dinitrocatechol (15 mg/kg per day for seven days) induces COMT-dependent thermal hyperalgesia and increases preference for dark in a light/dark preference test, indicating anxiety-like behavior, in rats, effects that can be prevented by the β-adrenergic receptor antagonist propranolol (Item No. 23349).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nissinen, E., Lindén, I.-B., Schultz, E., et al. Inhibition of catechol-O-methyltransferase activity by two novel disubstituted catechols in the rat. Eur. J. Pharmacol. 153(2-3), 263-269 (1988).

    2. Kline, R.H., IV, Exposto, F.G., O'Buckley, S.C., et al. Catechol-O-methyltransferase inhibition alters pain and anxiety-related volitional behaviors through activation of β-adrenergic receptors in the rat. Neuroscience 290, 561-569 (2015).