Entacapone

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Cat.No. 4720 - Entacapone | C14H15N3O5 | CAS No. 130929-57-6
Description: Potent COMT inhibitor; blocks α-synuclein aggregation
Chemical Name: (2E)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide
Purity: ≥99% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Potent catechol O-methyltransferase (COMT) inhibitor (IC50 values are 14.3, 20.1 and 73.3 nM for rat liver soluble COMT, total COMT and membrane-bound COMT respectively). Increases bioavailability of levodopa when given as an adjunct therapy for Parkinson's disease. Inhibits α-synuclein aggregation in an in vitro assay; blocks α-synuclein-induced cell death in PC-12 cells.

Technical Data

M. Wt 305.29
Formula C14H15N3O5
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 130929-57-6
PubChem ID 5281081
InChI Key JRURYQJSLYLRLN-BJMVGYQFSA-N
Smiles OC1=CC(/C=C(C#N)/C(N(CC)CC)=O)=CC([N+]([O-])=O)=C1O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 30.53 100
ethanol 3.05 10

Preparing Stock Solutions

The following data is based on the product molecular weight 305.29. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.28 mL 16.38 mL 32.76 mL
5 mM 0.66 mL 3.28 mL 6.55 mL
10 mM 0.33 mL 1.64 mL 3.28 mL
50 mM 0.07 mL 0.33 mL 0.66 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Di Giovanni et al (2010) 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. 285 14941 PMID: 20150427

Forsberg et al (2003) Pharmacokinetics and pharmacodynamics of entacapone and tolcapone after acute and repeated administration: a comparative study in the rat. J.Pharmacol.Exp.Ther. 304 498 PMID: 12538800

Merello et al (1994) Effect of entacapone, a peripherally acting catechol-O-methyltransferase inhibitor, on the motor response to acute treatment with levodopa in patients with Parkinson's disease. J.Neurol.Neurosurg.Psychiatry 57 186 PMID: 8126502


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Keywords: potent catechol O methyltransferase COMT inhibitors inhibits Parkinsons disease alpha synuclein a-syn aggregation 3-O-methyldopa parkinson's Catechol O-Methyltransferase

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Neurodegeneration

Neurodegeneration Product Guide

A collection of over 275 products for neurodegeneration research, the guide includes research tools for the study of:

  • Alzheimer's disease
  • Parkinson's disease
  • Huntington's disease
Parkinson's

Parkinson's Poster

Parkinson's disease (PD) causes chronic disability and is the second most common neurodegenerative condition. This poster outlines the neurobiology of the disease, as well as highlighting current therapeutic treatments for symptomatic PD, and emerging therapeutic strategies to delay PD onset and progression.

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