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188696-80-2

188696-80-2 structure
188696-80-2 structure
  • Name: AMP 397
  • Chemical Name: [(7-nitro-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methylamino]methylphosphonic acid
  • CAS Number: 188696-80-2
  • Molecular Formula: C10H11N4O7P
  • Molecular Weight: 330.19100
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel iGluR
  • Create Date: 2017-07-28 20:38:24
  • Modify Date: 2025-08-25 13:32:15
  • Becampanel (AMP397) is the first competitive AMPA antagonist and an antiepileptic agent.

Name [(7-nitro-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methylamino]methylphosphonic acid
Synonyms AMP-397A
AMP-397
UNII-X3D0O800AJ
{[(7-nitro-2,3-dioxo-1,2,3,4-tetrahydro-quinoxalin-5-ylmethyl)-amino]-methyl}-phosphonic acid
N-(2,3-dioxo-7-nitro-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)aminomethylphosphonic acid
N-(7-nitro-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-aminomethanephosphonic acid
Becampanel
AMP 397
Description Becampanel (AMP397) is the first competitive AMPA antagonist and an antiepileptic agent.
Related Catalog
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[1].
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[1].
Animal Admin The study protocol is in compliance with the corresponding OECD guideline. The test article is dissolved in 0.2 M NaHCO3. The dose-finding experiment with Becampanel shows that treatment of CD-1 mice by oral gavage with 450.5, 500 or 800 mg/kg, twice with an interval of 24 h, leads to strong signs of toxicity such as laboured breathing, ataxia, and strong sedation. At 320 mg/kg, the same symptoms are visible, but with less severity, and no animals die. On the basis of these results, doses of 32, 100 and 320 mg/kg are chosen for this micronucleus test. In the main experiment five male and five female mice are treated as described above and bone marrow is sampled 48 h after the first application. Nucleated cells are removed from the bone marrow samples using cellulose columns. The cells are loaded on poly-l-lysine coated glass slides by cytocentrifugation using a Shandon Cytospin stained with May Grunwald stain (5%) and Giemsa (14%). The slides are automatically evaluated with a LEITZ MIAS image analyser. No statistical analysis is performed since all values in the treated groups are≤the frequency of micronucleated polychromatic erythrocyte in the concurrent vehicle control group.
References

[1]. Suter W, et al. Genotoxicity assessment of the antiepileptic drug AMP397, an Ames-positive aromatic nitro compound. Mutat Res. 2002 Jul 25;518(2):181-94.

Density 1.702g/cm3
Molecular Formula C10H11N4O7P
Molecular Weight 330.19100
Exact Mass 330.03700
PSA 190.91000
LogP 0.26350
Index of Refraction 1.646
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