CAS Number130929-57-6
Synonyms(E)-2-Cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide; (2E)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylacrylamide; Comtan; Comtes; (2Z)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylacrylamide; OR-611; 2-Cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)propenamide; MFCD00866580; (2E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide; Comtess; (E)-a-Cyano-N,N-diethyl-3,4-dihydroxy-5-nitrocinnamamide; Entacapone
Molecular FormulaC14H15N3O5
Molecular Weight305.29
Purity≥98 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point526.6±50.0 °C at 760 mmHg
Melting Point162-1630C
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 130929-57-6 |
| Catalog No. | 2A-9010335 |
| Chinese Name | 恩他卡朋 |
| Synonyms | (E)-2-Cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide; (2E)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylacrylamide; Comtan; Comtes; (2Z)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylacrylamide; OR-611; 2-Cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)propenamide; MFCD00866580; (2E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide; Comtess; (E)-a-Cyano-N,N-diethyl-3,4-dihydroxy-5-nitrocinnamamide; Entacapone |
| Molecular Formula | C14H15N3O5 |
| Molecular Weight | 305.29 |
| Purity | ≥98 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 526.6±50.0 °C at 760 mmHg |
| Melting Point | 162-1630C |
| Appearance | powder |
| Storage Condition | -20°C Freezer |
| Packaging | III |
| Application | Entacapone is a specific peripherally active catechol-O-methyltransferase (COMT) inhibitor with an IC50 of 151 nM. |
| HTC | 2942000000 |
| SMILES | [N+](=O)([O-])c1c(c(cc(c1)\C=C(\C(=O)N(CC)CC)/C#N)O)O |
| 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+ |
| InChI Key | JRURYQJSLYLRLN-BJMVGYQFSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 3 |
| MSDS | msds/10335_1_130929_57_6.pdf |
| Bioactivity | Entacapone is a specific, potent, peripherally acting catechol-O-methyltransferase (COMT) inhibitor with IC50 of 151 nM for PD treatment.IC50 Value: 151 nMTarget: COMTin vitro: Entacapone inhibits catechol-O-methyltransferase(COMT) with similar IC50 in different tissues including live, duodenum, kidney and lung, but entacapone is more active than tolcapone in those tissues. Entacapone (< 100 μM) is a potent inhibitor of α-syn and β-amyloid (Aβ) oligomerization and fibrillogenesis, and also protects against extracellular toxicity induced by the aggregation of both proteins in PC12 cells.in vivo: Levodopa/carbidopa/entacapone has been shown to improve the pharmacokinetic profile of levodopa and provide superior symptomatic control compared with conventional levodopa/dopa decarboxylase inhibitor therapy. We report four case histories describing clinical experience of using levodopa/carbidopa/entacapone 200/50/200 mg, one of the latest doses of this formulation, in a range of patients with Parkinson's disease. These cases illustrate that levodopa/carbidopa/entacapone 200/50/200 mg provides improvements in symptomatic control.Clinical trial: The combination product carbidopa/levodopa/entacapone (CLE) was approved in 2003 for the treatment of PD patients. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> COMT Signaling Pathways >> Neuronal Signaling >> COMT Research Areas >> Neurological Disease References [1]. Piccini P, Brooks DJ, Korpela K, The catechol-O-methyltransferase(COMT) inhibitor entacapone enhances the pharmacokinetic and clinical response to Sinemet CR in Parkinson's disease. J Neurol Neurosurg Psychiatry. 2000 May;68(5):589-94. [2]. Di Giovanni S, Eleuteri S, Paleologou KE, 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):1494 [3]. Sethi KD, Hauser RA, Isaacson SH, Levodopa/carbidopa/entacapone 200/50/200 mg (Stalevo 200) in the treatment of Parkinson's disease: a case series. Cases J. 2009 Jul 30;2:7134. [4]. Poulopoulos M, Waters C. Carbidopa/levodopa/entacapone: the evidence for its place in the treatment of Parkinson's disease. Core Evid. 2010 Jul 27;5:1-10. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 526.6±50.0 °C at 760 mmHg Melting Point 162-1630C Molecular Formula C14H15N3O5 Molecular Weight 305.286 Flash Point 272.3±30.1 °C Exact Mass 305.101166 PSA 130.38000 LogP 2.38 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.642 InChIKey JRURYQJSLYLRLN-BJMVGYQFSA-N SMILES CCN(CC)C(=O)C(C#N)=Cc1cc(O)c(O)c([N+](=O)[O-])c1 Storage condition -20°C Freezer |
| Use of | Properties Name entacapone Synonym More Synonyms Entacapone Biological Activity Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> COMT Signaling Pathways >> Neuronal Signaling >> COMT Research Areas >> Neurological Disease References [1]. Piccini P, Brooks DJ, Korpela K, The catechol-O-methyltransferase(COMT) inhibitor entacapone enhances the pharmacokinetic and clinical response to Sinemet CR in Parkinson's disease. J Neurol Neurosurg Psychiatry. 2000 May;68(5):589-94. [2]. Di Giovanni S, Eleuteri S, Paleologou KE, 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):1494 [4]. Poulopoulos M, Waters C. Carbidopa/levodopa/entacapone: the evidence for its place in the treatment of Parkinson's disease. Core Evid. 2010 Jul 27;5:1-10. Chemical & Physical Properties Molecular Formula C14H15N3O5 Exact Mass 305.101166 PSA 130.38000 Index of Refraction 1.642 InChIKey JRURYQJSLYLRLN-BJMVGYQFSA-N |
| Transport Info | Product Name: Entacapone |
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