Details
Stereochemistry | ACHIRAL |
Molecular Formula | C23H16O3 |
Molecular Weight | 340.3713 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C(C(C1=CC=CC=C1)C2=CC=CC=C2)C3C(=O)C4=C(C=CC=C4)C3=O
InChI
InChIKey=JYGLAHSAISAEAL-UHFFFAOYSA-N
InChI=1S/C23H16O3/c24-21-17-13-7-8-14-18(17)22(25)20(21)23(26)19(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14,19-20H
Molecular Formula | C23H16O3 |
Molecular Weight | 340.3713 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Diphenadione is a vitamin K antagonist that exhibits anticoagulant effects and is used as a rodenticide against rats, mice, voles, ground squirrels and others. When orally ingested it is toxic to mammals causing irregular heartbeat and major maladies associated with its impact on blood clotting. It is also used in South America to control vampire bat populations.
Approval Year
PubMed
Title | Date | PubMed |
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Effect of diphacinone on blood coagulation in Spermophilus beecheyi as a basis for determining optimal timing of field bait applications. | 2002 Jul |
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Determination of diphacinone residues in Hawaiian invertebrates. | 2006 Jan |
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Multiresidue analysis of seven anticoagulant rodenticides by high-performance liquid chromatography/electrospray/mass spectrometry. | 2007 Feb 7 |
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Potentiometric determination of ionisation constants for diphacinone and chlorophacinone in a dioxane-water cosolvent system. | 2009 Aug 15 |
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Is there such a thing as psychological pain? And why it matters. | 2010 Dec |
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Anatomy of life and well-being: A framework for the contributions of phenomenology and complexity theory. | 2010 Jul 2 |
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Analysis of multiple anticoagulant rodenticides in animal blood and liver tissue using principles of QuEChERS method. | 2010 Jun |
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Warfarin toxicity and individual variability-clinical case. | 2010 Nov |
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Acute toxicity of diphacinone in Northern bobwhite: effects on survival and blood clotting. | 2010 Sep |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5068491
Beef cattle were given a single dose (1 mg/kg bw) of diphenadione. Blood extracted from these cows proved toxic to vampire bats (Desmodus rotundus) and remained toxic for 3 days without harming the cattle. Cattle treated this way experienced a 93 % reduction in vampire bat bites. Bioassays of the milk and liver from these cattle indicated that there was no residual diphenadione.
Route of Administration:
Oral
Rat livers were homogenized in 0.25 M sucrose, 0.05 M potassium phosphate buffer, pH 7.5. Dithiothreitol was added to a final concentration of 0.5 mM. Nitrogen gas was bubbled through the homogenate for 3 minutes in order to inhibit the epoxidation of [3H]vitamin-K1. The epoxidation reaction was initiated by addition of 3 micro-g of [3H]epoxide and incubated for 30 min at 37 deg-C. The reaction was terminated by adding 7 mL of isopropanol-hexane (3:2). After centrifugation, the hexane layer was chromatographed by thin-layer chromatography. Diphenandione demonstrated a 90% inhibition of vitamin K1 epoxide reductase at a concentration of 50 microM.
Substance Class |
Chemical
Created
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admin
on
Edited
Sat Dec 16 15:50:11 GMT 2023
by
admin
on
Sat Dec 16 15:50:11 GMT 2023
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Record UNII |
54CA01C6JX
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Record Status |
Validated (UNII)
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Record Version |
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WHO-ATC |
B01AA10
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WHO-VATC |
QB01AA10
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EPA PESTICIDE CODE |
67701
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NCI_THESAURUS |
C263
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2788
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DIPHENADIONE
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C100262
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diphacinone
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m4605
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SUB07209MIG
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C75156
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DB13347
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