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

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

Uses

Used in Pharmaceutical Industry:
Nitecapone is used as an inhibitor for the treatment of Parkinson's disease. It helps manage the symptoms by inhibiting the enzyme COMT, which is responsible for the degradation of dopamine in the brain. By reducing the breakdown of dopamine, Nitecapone enhances the effectiveness of levodopa, a primary medication used in the treatment of Parkinson's disease, and improves the overall motor function and quality of life for patients.

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.

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

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