An internal standard for the quantification of tolcapone
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Unlabeled Version(s)
20768Tolcapone
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Tolcapone-d4

Item No. 28697

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3,4-dihydroxy-5-nitrophenyl)(4-methylphenyl-2,3,5,6-d4)methanone
CAS Number
1246816-93-2
Molecular Formula
C14H7D4NO5
Formula Weight
277.3
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
CC1=C([2H])C([2H])=C(C(C2=CC([N+]([O-])=O)=C(O)C(O)=C2)=O)C([2H])=C1[2H]
InChi Code
InChI=1S/C14H11NO5/c1-8-2-4-9(5-3-8)13(17)10-6-11(15(19)20)14(18)12(16)7-10/h2-7,16,18H,1H3/i2D,3D,4D,5D
InChi Key
MIQPIUSUKVNLNT-QFFDRWTDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $356

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    Product Description

    Tolcapone-d4 is intended for use as an internal standard for the quantification of tolcapone (Item No. 20768) by GC- or LC-MS. Tolcapone is a reversible inhibitor of catechol-O-methyltransferase (COMT; Ki = 0.27 nM for human recombinant COMT), an enzyme that degrades catecholamines, including dopamine (Item No. 21992) and L-DOPA (Item No. 13248).1,2 Tolcapone crosses the blood brain barrier and can inhibit both peripheral and central COMT activity.3,4 By inhibiting COMT, tolcapone increases L-DOPA efficacy and reduces L-DOPA-induced motor complications in animal models of Parkinson’s disease.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lotta, T., Vidgren, J., Tilgmann, C., et al. Kinetics of human soluble and membrane-bound catechol O-methyltransferase: A revised mechanism and description of the thermolabile variant of the enzyme. Biochemistry 34(13), 4202-4210 (1995).

    2. Männistö, P.T., and Kaakkola, S. Catechol-O-methyltransferase (COMT): Biochemistry, molecular biology, pharmacology, and clinical efficacy of the new selective COMT inhibitors. Pharmacol. Rev. 51(4), 593-628 (1999).

    3. Espinoza, S., Managó, F., Leo, D., et al. Role of catechol-O-methyltransferase (COMT)-dependent processes in Parkinson’s disease and L-DOPA treatment. CNS Neurol. Disord. Drug Targets 11(3), 251-263 (2012).

    4. Männistö, P.T., Tuomainen, P., and Tuominen, R.K. Different in vivo properties of three new inhibitors of catechol O-methyltransferase in the rat. Br. J. Pharmacol. 105(3), 569-574 (1992).