Entacapone

COMT inhibitor

Catalog No. SIH-578

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CAS No. 130929-57-6
Molecular Formula C14H15N3O5
SKU: SIH-578 Categories: ,

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SIH-578-Entacapone-Chemical-Structure.png
Product Name Entacapone
Description

COMT inhibitor

Purity >98% (HPLC); NMR (conforms)
CAS No. 130929-57-6
Molecular Formula C14H15N3O5
Molecular Weight 305.3
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility May be dissolved in DMSO (30 mg/ml); or ethanol (3 mg/ml)
Source Synthetic
Appearance Yellow powder
SMILES OC1=CC(/C=C(C#N)/C(N(CC)CC)=O)=CC([N+]([O-])=O)=C1O
InChI InChI=1S/C14H15N3O5/c1-3-16(4-2)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12(18)7-9/h5-7,18-19H,3-4H2,1-2H3/b10-5+
InChIKey JRURYQJSLYLRLN-BJMVGYQFSA-N
Safety Phrases Classification: Not a hazardous substance or mixture.
Safety Phrases: S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
Cite This Product Entacapone (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-578)

Biological Description

Alternative Names (2E)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide
Research Areas Cell Signaling, Neurodegeneration, Neuroscience, Neurotransmission, Parkinson's Disease, Synuclein
PubChem ID 5281081
Scientific Background Entacapone is a selective and reversible inhibitor of catechol-O-methyltransferase (COMT), an enzyme responsible for the peripheral degradation of levodopa. Clinically, it is used as an adjunct therapy in Parkinson’s disease to prolong the half-life and efficacy of levodopa by preventing its premature metabolism. Beyond its established role in dopaminergic modulation, Entacapone has demonstrated potential neuroprotective properties relevant to neurodegenerative disease research.

Recent studies suggest that Entacapone may inhibit the oligomerization and fibrillogenesis of alpha-synuclein and beta-amyloid—two pathological proteins central to the progression of Parkinson’s and Alzheimer’s diseases, respectively. By interfering with the aggregation of these proteins, Entacapone may reduce neurotoxicity and synaptic dysfunction, offering a dual mechanism of action: symptomatic relief through dopaminergic support and disease modification through anti-aggregation effects.

Additionally, its modulation of catecholamine metabolism may influence oxidative stress and neuroinflammation, both of which are implicated in the pathophysiology of neurodegeneration. These emerging findings position Entacapone as a compound of interest not only in symptomatic management but also in the exploration of disease-modifying strategies for neurodegenerative disorders.
References 1. Di Giovanni S., et al. (2010) J Biol Chem. 285 (20): 14941-14954.

Product Images

<p>Chemical structure of Entacapone (SIH-578), a COMT inhibitor. CAS #: 130929-57-6. Molecular Formula: C14H15N3O5. Molecular Weight: 305.29 g/mol.</p>

Chemical structure of Entacapone (SIH-578), a COMT inhibitor. CAS #: 130929-57-6. Molecular Formula: C14H15N3O5. Molecular Weight: 305.29 g/mol.

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