Becampanel , CAS No.188696-80-2

CAS: 188696-80-2 Cat. No.: B650567 Molecular Weight: 330.19 PubChem CID: 5491960

Synonyms

AMP-397 | UNII-X3D0O800AJ | SCHEMBL2391875 | ((7-Nitro-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methylamino)methylphosphonic acid | ((((2,3-Dihydroxy-7-nitroquinoxalin-5-yl)methyl)amino)methyl)phosphonic acid | starbld0013316 | Becampanel [INN] | ((((7-Nitro-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Becampanel (AMP397) is the first competitive AMPA antagonist and an antiepileptic agent.

In Vitro

Becampanel is negative in a mouse lymphoma tk assay, which includes a 24 h treatment without S9. A weak micronucleus induction in vitro is found at the highest concentrations tested in V79 cells with S9. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Becampanel is negative in the following in vivo studies, which includes the maximum tolerated doses of 320 mg/kg in mice and 2000 mg/kg in rats. Becampanel has no genotoxic potential in vivo . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

AMP-397 | UNII-X3D0O800AJ | SCHEMBL2391875 | ((7-Nitro-2, 3-dioxo-1, 4-dihydroquinoxalin-5-yl)methylamino)methylphosphonic acid | ((((2, 3-Dihydroxy-7-nitroquinoxalin-5-yl)methyl)amino)methyl)phosphonic acid | starbld0013316 | Becampanel [INN] | ((((7-Nitro-

Biochemical and Physiological Mechanisms

Becampanel (AMP397) is the first competitive AMPA antagonist and an antiepileptic agent.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

ANTAGONIST

Names and Identifiers

• Canonical Smiles: C1=C(C=C2C(=C1CNCP(=O)(O)O)NC(=O)C(=O)N2)[N+](=O)[O-]
• IUPAC Name: [(7-nitro-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methylamino]methylphosphonic acid
• InChIKey: ABFMMCZFKUIJGQ-UHFFFAOYSA-N
• INCHI: 1S/C10H11N4O7P/c15-9-10(16)13-8-5(3-11-4-22(19,20)21)1-6(14(17)18)2-7(8)12-9/h1-2,11H,3-4H2,(H,12,15)(H,13,16)(H2,19,20,21)
• Isomeric SMILES: C1=C(C=C2C(=C1CNCP(=O)(O)O)NC(=O)C(=O)N2)[N+](=O)[O-]
• Alternate CAS: 188696-80-2
• PubChem CID: 5491960
• MeSH Entry Terms: ((7-nitro-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methylamino)methylphosphonic acid;AMP397
• Molecular Weight: 330.19

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazanaphthalenes
      • Subclass Benzodiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Quinoxalines
• Alternative Parents: Nitroaromatic compounds Pyrazines Benzenoids Heteroaromatic compounds Organic phosphonic acids Lactams Organic oxoazanium compounds Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Organic zwitterions Organic salts Organooxygen compounds Organic oxides Organophosphorus compounds Hydrocarbon derivatives Organopnictogen compounds Organonitrogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinoxaline - Nitroaromatic compound - Pyrazine - Benzenoid - Organophosphonic acid - Organophosphonic acid derivative - Heteroaromatic compound - Lactam - C-nitro compound - Organic nitro compound - Organic oxoazanium - Azacycle - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic nitrogen compound - Hydrocarbon derivative - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic zwitterion - Organic salt - Organic oxygen compound - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as quinoxalines. These are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.
• 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(non-human)

Mus musculus (284745 Activities)

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

Rattus norvegicus (775804 Activities)

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

Grin1 Glutamate NMDA receptor (6467 Activities)

Discover Target: Grin1

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 330.190 g/mol
• XLogP3: -4.400
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 330.037 Da
• Monoisotopic Mass: 330.037 Da
• Topological Polar Surface Area: 174.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 530.000
• 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