Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H17N3O4 |
Molecular Weight | 339.3453 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[O-][N+](=O)C1=CC2=C3C(=CC=C2)C(=O)N(CCN4CCCC4)C(=O)C3=C1
InChI
InChIKey=GBOQUHPYCRYKGV-UHFFFAOYSA-N
InChI=1S/C18H17N3O4/c22-17-14-5-3-4-12-10-13(21(24)25)11-15(16(12)14)18(23)20(17)9-8-19-6-1-2-7-19/h3-5,10-11H,1-2,6-9H2
Molecular Formula | C18H17N3O4 |
Molecular Weight | 339.3453 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Pinafide is a rodenticide and anti-protozoal agent. Pinafide shows strong cytostatic activity against both HeLa and KB cells and is moderately toxic to both mice and rats. It has been proved active against experimental tumors and shown to be inhibitor of two DNA viruses. Pinafide blocks cell growth by inhibiting DNA and RNA synthesis. It has been shown to bind to double-helical DNA by intercalation. Pinafide inhibited the activity of M. tuberculosis NAD⁺-dependent DNA ligase A at concentrations of 50 uM. At the chemical screening was found that pinafide inhibited B-Myb transcriptional activity in luciferase assays. The cross placental-barrier studies showed that 3H-pinafide was present in the 14-day fetuses.
Approval Year
PubMed
Title | Date | PubMed |
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Synthesis and mode(s) of action of a new series of imide derivatives of 3-nitro-1,8 naphthalic acid. | 1980 |
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[Antineoplastic drugs used as fluorochromes]. | 1982 |
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[Ultrastructural study of the effect of 2 derivatives benzo (de) isoquinoline-1,3-dione on Trypanosoma cruzi in vitro]. | 1983 May-Jun |
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In vitro action of three benzo (de) isoquinoline-1,3-dione derivatives against Trypanosoma cruzi. | 1983 Sep-Oct |
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The pharmacokinetics, tissue distribution, and biotransformation of a new class of antitumor agents: mitonafide and pinafide. | 1986 Oct-Dec |
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Fluorescence of chromatin DNA induced by antitumoral naphthalimides. | 1997 May-Jun |
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A chemical screen identifies the chemotherapeutic drug topotecan as a specific inhibitor of the B-MYB/MYCN axis in neuroblastoma. | 2012 May |
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Naphthalimides Selectively Inhibit the Activity of Bacterial, Replicative DNA Ligases and Display Bactericidal Effects against Tubercle Bacilli. | 2017 Jan 17 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3582420
Curator's Comment: Rats data
Single dose - 20 mg/kg
Route of Administration:
Other
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:36:16 GMT 2023
by
admin
on
Fri Dec 15 15:36:16 GMT 2023
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Record UNII |
1OZ94FI615
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Record Status |
Validated (UNII)
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Record Version |
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C582
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54824-20-3
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C019222
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Related Record | Type | Details | ||
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ACTIVE MOIETY |