Nebicapone - Moligand™,≥99% , Catechol O-methyltransferase inhibitor, CAS No.274925-86-9, Catechol O-methyltransferase inhibitor

CAS: 274925-86-9 Cat. No.: N651551 Molecular Weight: 273.24 PubChem CID: 9838389

GRADE & PURITY Moligand™, ≥99%

Synonyms

Ethanone, 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenyl- | BIA 3-202 | 1-(3,4-dihydroxy-5-nitro-phenyl)-2-phenyl-ethanone | Q21547145 | SCHEMBL132167 | NM2KXJ990T | DTXSID30181912 | 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenylethanone | BDBM50108878 | 3-NITRO-5-PH

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Nebicapone (BIA 3-202), a reversible catechol-O-methyltransferase (COMT) inhibitor, is mainly metabolized by glucuronidation. Nebicapone is mainly peripherally acting inhibitor that decreases the biotransformation of L-DOPA to 3-O-methyl-DOPA by inhibition of COMT , and it is potential for the treatment of Parkinson's disease.

Form:Solid

Specifications

Synonyms

Ethanone, 1-(3, 4-dihydroxy-5-nitrophenyl)-2-phenyl- | BIA 3-202 | 1-(3, 4-dihydroxy-5-nitro-phenyl)-2-phenyl-ethanone | Q21547145 | SCHEMBL132167 | NM2KXJ990T | DTXSID30181912 | 1-(3, 4-dihydroxy-5-nitrophenyl)-2-phenylethanone | BDBM50108878 | 3-NITRO-5-PH

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Nebicapone (BIA 3-202), a reversible catechol-O-methyltransferase (COMT) inhibitor, is mainly metabolized by glucuronidation. Nebicapone is mainly peripherally acting inhibitor that decreases the biotransformation of L-DOPA to 3-O-methyl-DOPA by inhibitio

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Catechol O-methyltransferase inhibitor

Purity

≥99%

Product Properties

• ALogP: 2.9

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)CC(=O)C2=CC(=C(C(=C2)O)O)[N+](=O)[O-]
• IUPAC Name: 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenylethanone
• InChIKey: MRFOLGFFTUGAEB-UHFFFAOYSA-N
• INCHI: 1S/C14H11NO5/c16-12(6-9-4-2-1-3-5-9)10-7-11(15(19)20)14(18)13(17)8-10/h1-5,7-8,17-18H,6H2
• Isomeric SMILES: C1=CC=C(C=C1)CC(=O)C2=CC(=C(C(=C2)O)O)[N+](=O)[O-]
• Alternate CAS: 274925-86-9
• PubChem CID: 9838389
• MeSH Entry Terms: 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenylethanone;BIA 3-202;nebicapone
• Molecular Weight: 273.24

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Stilbenes

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Stilbenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Stilbenes
• Alternative Parents: Alkyl-phenylketones Nitrophenols Nitrobenzenes Aryl alkyl ketones Benzoyl derivatives Catechols Nitroaromatic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organonitrogen compounds Hydrocarbon derivatives Organic salts Organic oxides Organic cations
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Stilbene - Alkyl-phenylketone - Nitrophenol - Nitrobenzene - Phenylketone - Aryl ketone - Aryl alkyl ketone - Nitroaromatic compound - Benzoyl - Catechol - Phenol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Monocyclic benzene moiety - C-nitro compound - Organic nitro compound - Ketone - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Organic oxygen compound - Organic nitrogen compound - Organic salt - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxide - Organic cation - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

COMT Tclin Catechol O-methyltransferase (404 Activities)

Discover Target: COMT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : ≥ 100 mg/mL (365.98 mM)
• Molecular Weight: 273.240 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 273.064 Da
• Monoisotopic Mass: 273.064 Da
• Topological Polar Surface Area: 103.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 361.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1