116313-94-1

Basic information

• Product Name: Nitecapone
• Synonyms: 3-[(3,4-Dihydroxy-5-nitrophenyl)methylene]-2,4-pentanedione;Nitecapone;OR 462;3-(3,4-Dihydroxy-5-nitrobenzylidene)pentane-2,4-dione
• CAS NO: 116313-94-1
• Molecular Formula: C₁₂H₁₁NO₆
• Molecular Weight: 265.22
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics
• Mol File: 116313-94-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 171-173°C
• Boiling Point: 495.3°C at 760 mmHg
• Flash Point: 211.6°C
• Appearance: white to beige/
• Density: 1.451g/cm³
• Vapor Pressure: 1.95E-10mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: -20°C Freezer
• Solubility: DMSO: soluble15mg/mL, clear
• CAS DataBase Reference: Nitecapone(CAS DataBase Reference)
• NIST Chemistry Reference: Nitecapone(116313-94-1)
• EPA Substance Registry System: Nitecapone(116313-94-1)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 116313-94-1(Hazardous Substances Data)

Usage

Description

Nitecapone (OR-462) is a drug which acts as a selective inhibitor of the enzyme catechol O-methyl transferase (COMT).It was patented as an antiparkinson medication.

In vitro

Nitecapone (1-100 μM) reducesd GSH (reduced glutathione) depletion induced by ROO-by 11-38% and oxidation to oxidized glutathione (GSSG) by 32-45%.MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Biological activity

Nitecapone (OR-462) is a short-acting, orally active, catechol-O-methyltransferase (COMT) inhibitor with gastrointestinal protective and antioxidant activity. Nitecapone (OR-462) scavenges reactive oxygen species and nitric oxide and prevents lipid peroxidation.

Chemical Properties

Yellow Solid

Uses

Different sources of media describe the Uses of 116313-94-1 differently. You can refer to the following data:
1. Inhibitor for the treatment of Parkinson disease
2. Inhibitor for the treatment of Parkinson's disease.

InChI:InChI=1/C12H11NO6/c1-6(14)9(7(2)15)3-8-4-10(13(18)19)12(17)11(16)5-8/h3-5,16-17H,1-2H3

Upstream product

• 116313-85-0 3,4-dihydroxy-5-nitrobenzaldehyde 
• 123-54-6 acetylacetone 

Downstream Products

• 118724-88-2 3-(3-hydroxy-4-methoxy-5-nitrobenzylidene)-2,4-pentanedione 

Related news

[54] Antioxidant activity of Nitecapone (cas 116313-94-1) and its analog OR-1246: Effect of structural modification on antioxidant action08/10/2019

Publisher SummaryThis chapter discusses the antioxidant activity of nitecapone and its analog OR-1246. The effect of structural modification on antioxidant action is also described. Nitecapone is an effective peripherally acting inhibitor of catechol O-methyl-transferase. Nitecapone scavenges su...detailed

Nitecapone (cas 116313-94-1) as an additive to crystalloid cardioplegia in patients who had coronary artery bypass grafting08/06/2019

Background. Nitecapone has been shown to have a protective effect against ischemia-reperfusion injury in experimental heart transplantation and in Langendorff preparations. This prospective, randomized study assessed the effects of nitecapone in patients who had coronary artery bypass grafting.M...detailed

Nitecapone (cas 116313-94-1) effect on the synthesis and secretion of gastric sulfomucin08/05/2019

1.1. The effect of a new antiulcer agent, nitecapone, on the synthesis and secretion of sulfomucin in gastric mucosa was investigated using mucosal segments incubated in the presence of [3H]proline, [3H]glucosamine and [35S]sulfate.2.2. The drug, while showing no discernible effect on the apomuc...detailed

Role of ascorbate in protection by Nitecapone (cas 116313-94-1) against cardiac ischemia-reperfusion injury08/04/2019

The antioxidant properties of nitecapone, a catechol derivative and an inhibitor of catechol-O-methyltransferase, were reported recently. In the present study, the influence of nitecapone on isolated rat heart ischemia-reperfusion injury was investigated to elucidate its cardioprotective role. N...detailed

Antioxidant properties of Nitecapone (cas 116313-94-1) (OR-462)08/03/2019

Nitecapone [3-(3,4-dihydroxy-5-nitrophenyl)methylene-2,4-pentanedione] [OR-462] is a catechol-O-methyltransferase inhibitor with gastroprotective properties. Recently, its antioxidant properties have been discovered: It scavenges peroxyl radicals (ROO.) and thus spares glutathione. Further exami...detailed

Nitecapone (cas 116313-94-1) reduces development and symptoms of neuropathic pain after spinal nerve ligation in rats08/02/2019

Neuropathic pain is caused by damage or malfunctioning of the nervous system. It is fairly common and more resistant to treatment than other types of pain. Since nitecapone, an inhibitor of catechol-O-methyl-transferase (COMT), has decreased neuropathic symptoms in diabetic rats, we studied its ...detailed

Relevant articles and documents

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Synthesis of Some Novel Potent and Selective Catechol O-Methyltransferase Inhibitors

A series of disubstituted catechol derivatives was synthesized and tested as potential COMT inhibitors.The most active compounds were more than 1000 times more potent (IC 50 = 3-6 nM) in vitro than the known COMT inhibitor, 3',4'-dihydroxy-2-methylpropiop