3-O-Methyltolcapone-d4

3-O-Methyltolcapone-d4 (Ro 40-7591 d4) is a deuterium labeled 3-O-Methyltolcapone. 3-O-Methyltolcapone (Ro 40-7591) is a metabolite of Tolcapone (HY-17406). Tolcapone (Ro 40-7592) is a selective, potent and orally active COMT inhibitor with an IC50of 773 nM. Tolcapone can inhibits α-syn and Aβ42 oligomerization and fibrillogenesis. Tolcapone can cause oxidative stress and induce cancer cells apoptosis and ROS production. Tolcapone can be used for the researches of cancer and neurological disease, such as Parkinson disease and neuroblastoma[1][2][3][4][5][6].

2469274-07-3

Ro 40-7591-d4

12352005

Amyloid-β; Apoptosis; COMT; Drug Metabolite; Isotope-Labeled Compounds; Reactive Oxygen Species (ROS)

Isotope-Labeled Compounds

Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB; Others

Cancer; Neurological Disease

10 mM in DMSO

O=C(C1=CC([N+]([O-])=O)=C(O)C(OC)=C1)C2=C([2H])C([2H])=C(C)C([2H])=C2[2H]

C15H9D4NO5

291.29

[1]De Santi C, et al. Catechol-O-methyltransferase: variation in enzyme activity and inhibition by entacapone and tolcapone. Eur J Clin Pharmacol. 1998 May;54 (3) :215-9.|[2]Di Giovanni S, et al. Entacapone and tolcapone, two catechol O-methyltransferase inhibitors, block fibril formation of alpha-synuclein and beta-amyloid and protect against amyloid-induced toxicity. J Biol Chem. 2010 May 14;285 (20) :14941-14954. |[3]Ceravolo R, et al. 18F-dopa PET evidence that tolcapone acts as a central COMT inhibitor in Parkinson's disease. Synapse. 2002 Mar 1;43 (3) :201-7.|[4]Maser T, et al. Tolcapone induces oxidative stress leading to apoptosis and inhibition of tumor growth in Neuroblastoma. Cancer Med. 2017 Jun;6 (6) :1341-1352. |[5]Jorga K, et al. Metabolism and excretion of tolcapone, a novel inhibitor of catechol-O-methyltransferase. Br J Clin Pharmacol. 1999 Oct;48 (4) :513-20.|[6]Poonsiri T, et al. 3-O-Methyltolcapone and Its Lipophilic Analogues Are Potent Inhibitors of Transthyretin Amyloidogenesis with High Permeability and Low Toxicity. Int J Mol Sci. 2023 Dec 29;25 (1) :479.

Room temperature

Isotope-Labeled Compounds