A stabilizer of TTR and a metabolite of tolcapone
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Parent Compound(s)
20768Tolcapone
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3-O-methyl Tolcapone

Item No. 45833

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4-hydroxy-3-methoxy-5-nitrophenyl)(4-methylphenyl)-methanone
CAS Number
134612-80-9
Synonyms
  • 3-OMT
  • Ro 40-7591
Molecular Formula
C15H13NO5
Formula Weight
287.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(C1=CC(OC)=C(C([N+]([O-])=O)=C1)O)C2=CC=C(C)C=C2
InChi Code
InChI=1S/C15H13NO5/c1-9-3-5-10(6-4-9)14(17)11-7-12(16(19)20)15(18)13(8-11)21-2/h3-8,18H,1-2H3
InChi Key
VCNSNEJUGBEWTA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $28

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    25 mg

    $63

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    50 mg

    $119

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    100 mg

    $196

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    Product Description

    3-O-methyl Tolcapone is a stabilizer of transthyretin (TTR) and a metabolite of tolcapone (Item No. 20768).1 Unlike tolcapone, 3-O-methyl tolcapone does not inhibit catechol-O-methyltransferase (COMT) and is not cytotoxic to SH-SY5Y or HepG2 cells (EC50s = 226.3 and 262.3 µM, respectively).1,2 3-O-methyl Tolcapone (1 and 10 µM) stabilizes TTR in isolated human plasma and binds to TTR in a cell-free assay (Kd = 33 nM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Heizmann, P., Schmitt, M., Leube, J., et al. Determination of the catechol-O-methyltransferase inhibitor tolcapone and three of its metabolites in animal and human plasma and urine by reversed-phase high-performance liquid chromatography with ultraviolet detection. J. Chromatogr. B Biomed. Sci. Appl. 730(2), 153-160 (1999).

    2. Poonsiri, T., Dell'Accantera, D., Loconte, V., 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. 25(1), 479 (2023).