Nitecapone

Base Information

• Chemical Name: Nitecapone
• CAS No.: 116313-94-1
• Molecular Formula: C12H11 N O6
• Molecular Weight: 265.222
• UNII: 98BS722498
• DSSTox Substance ID: DTXSID80151347
• Nikkaji Number: J227.994K
• Wikipedia: Nitecapone
• Wikidata: Q7041230
• NCI Thesaurus Code: C175164
• Metabolomics Workbench ID: 49654
• ChEMBL ID: CHEMBL167055
• Mol file: 116313-94-1.mol

Synonyms:3-(3,4-dihydroxy-5-nitrobenzylidine)-2,4-pentanedione;nitecapone;OR 462;OR-462;OR462

Chemical Property of Nitecapone

Chemical Property:

• Vapor Pressure: 1.95E-10mmHg at 25°C
• Melting Point: 171-173°C
• Boiling Point: 495.3°C at 760 mmHg
• Flash Point: 211.6°C
• PSA: 120.42000
• Density: 1.451g/cm³
• LogP: 2.09060
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO: soluble15mg/mL, clear
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 265.05863707
• Heavy Atom Count: 19
• Complexity: 408

Purity/Quality:

97% ^*data from raw suppliers

Nitecapone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(=CC1=CC(=C(C(=C1)O)O)[N+](=O)[O-])C(=O)C
• 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.
• Uses: Inhibitor for the treatment of Parkinson disease Inhibitor for the treatment of Parkinson's disease.

Technology Process of Nitecapone

There total 2 articles about Nitecapone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

3,4-dihydroxy-5-nitrobenzaldehyde (116313-85-0) + acetylacetone (123-54-6,81235-32-7) → nitecapone (116313-94-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 5 ℃;

DOI:10.1021/jm00124a017

Reference yield:

→ nitecapone (116313-94-1)

Guidance literature:

Reference yield: 22.0%

nitecapone (116313-94-1) + methyl iodide (74-88-4) → 3-(3-hydroxy-4-methoxy-5-nitrobenzylidene)-2,4-pentanedione (118724-88-2)

Guidance literature:

With silver(l) oxide; In various solvent(s); at 20 ℃; for 24h;

DOI:10.1021/jm00124a017

upstream raw materials:

3,4-dihydroxy-5-nitrobenzaldehyde

acetylacetone

Downstream raw materials:

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

Refernces

• 1、 -. "PHARMACOLOGICALLY ACTIVE COMPOUNDS, METHODS FOR THE PREPARATION THEREOF AND COMPOSITIONS CONTAINING THE SAME". . . Retrieved 2008/06/13.