ジフェナジオン
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Diphenadione
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Names |
IUPAC name
2-(Diphenylacetyl)-1H-indene-1,3(2H)-dione
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Other names
Diphacinone; Diphenandione
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Identifiers |
ATC code |
B01AA10 |
CAS Registry Number
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82-66-6 Y |
ChEMBL |
ChEMBL1413199 |
ChemSpider |
6463 |
InChI
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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
Key: JYGLAHSAISAEAL-UHFFFAOYSA-N
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InChI=1/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
Key: JYGLAHSAISAEAL-UHFFFAOYAR
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Jmol-3D images |
Image |
KEGG |
D07136 Y |
PubChem |
6719 |
SMILES
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O=C2c1ccccc1C(=O)C2C(=O)C(c3ccccc3)c4ccccc4
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UNII |
54CA01C6JX Y |
Properties |
Molecular formula
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C23H16O3 |
Molar mass |
340.37 g·mol−1 |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Y verify (what is: Y/N?) |
Infobox references |
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Diphenadione is a vitamin K antagonist which has anticoagulant effects and is used as a rodenticide against rats, mice, voles, ground squirrels and other rodents. This chemical compound is an anti-coagulant with longer activity than warfarin and other synthetic indandione anticoagulants.[1]
Safety and toxicity
Diphenadione is highly toxic for human skin by all means of contact. Consumption of the drug may cause major blood clotting abnormalities and irregular heartbeats.[2] An online pesticide database gives more information about the safety of diphenadione.[3] The U.S. Environmental Protection Agency has issued a safety handbook which explains how incidents of poisoning with similar rodenticides are usually treated.[4] For treatment purposes Vitamin K antagonists like diphenadione are placed under the heading of coumarins and indandiones. The handbook notes that "...as agents specifically designed to kill mammals, often their toxicity is very similar for the target rodents and for humans."[5]
References
- ^ "Diphacinone". Pmep.cce.cornell.edu. Retrieved 2011-12-07.
- ^ Bell Laboratories, Inc. July, 1990. Diphacinone Technical: MSDS. Bell Labs, Madison, WI.
- ^ "Diphacinone - toxicity, ecological toxicity and regulatory information". Pesticideinfo.org. Retrieved 2011-12-07.
- ^ Routt Reigart and James Roberts (1999). Recognition and management of pesticide poisonings (5th edition). USEPA.
- ^ Reigart, page 169.
Antithrombotics (thrombolytics, anticoagulants and antiplatelet drugs) (B01)
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Antiplatelet drugs |
Glycoprotein IIb/IIIa inhibitors
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- Abciximab
- Eptifibatide
- Tirofiban
- Roxifiban
- Orbofiban
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ADP receptor/P2Y12 inhibitors
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- Thienopyridines
- Clopidogrel
- Prasugrel
- Ticlopidine
- Nucleotide/nucleoside analogs
- Cangrelor
- Elinogrel
- Ticagrelor
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Prostaglandin analogue (PGI2)
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- Beraprost
- Iloprost
- Prostacyclin
- Treprostinil
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COX inhibitors
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- Acetylsalicylic acid/Aspirin#
- Aloxiprin
- Carbasalate calcium
- Indobufen
- Triflusal
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Thromboxane inhibitors
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- Thromboxane synthase inhibitors
- Dipyridamole (+Aspirin)
- Picotamide
- Receptor antagonists
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Phosphodiesterase inhibitors
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- Cilostazol
- Dipyridamole
- Triflusal
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Other
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- Cloricromen
- Ditazole
- Vorapaxar
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Anticoagulants |
Vitamin K antagonists
(inhibit II, VII, IX, X)
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- Coumarins: Acenocoumarol
- Coumatetralyl
- Dicoumarol
- Ethyl biscoumacetate
- Phenprocoumon
- Warfarin#
- 1,3-Indandiones: Clorindione
- Diphenadione
- Phenindione
- Other: Tioclomarol
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Factor Xa inhibitors
(with some II inhibition)
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Heparin group/
glycosaminoglycans/
(bind antithrombin)
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- Low molecular weight heparin
- Bemiparin
- Certoparin
- Dalteparin
- Enoxaparin
- Nadroparin
- Parnaparin
- Reviparin
- Tinzaparin‡
- Oligosaccharides
- Fondaparinux
- Idraparinux§
- Heparinoids
- Danaparoid
- Dermatan sulfate
- Sulodexide
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Direct Xa inhibitors
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- Xabans
- Apixaban
- Betrixaban§
- Darexaban§
- Edoxaban
- Otamixaban§
- Rivaroxaban
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Direct thrombin (IIa) inhibitors
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- Bivalent: Hirudin
- Bivalirudin
- Desirudin
- Lepirudin
- Univalent: Argatroban
- Dabigatran
- Melagatran‡
- Ximelagatran‡
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Other
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- Antithrombin III
- Defibrotide
- Protein C
- Ramatroban
- REG1
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Thrombolytic drugs/
fibrinolytics |
- Plasminogen activators: r-tPA
- Alteplase
- Reteplase
- Tenecteplase
- UPA
- Anistreplase
- Monteplase
- Streptokinase#
- Other serine endopeptidases: Ancrod
- Brinase
- Fibrinolysin
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Non-medicinal |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of cells from bone marrow
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Description |
- Immune system
- Cells
- Physiology
- coagulation
- proteins
- granule contents
- colony-stimulating
- heme and porphyrin
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Disease |
- Red blood cell
- Monocyte and granulocyte
- Neoplasms and cancer
- Histiocytosis
- Symptoms and signs
- Blood tests
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Treatment |
- Transfusion
- Drugs
- thrombosis
- bleeding
- other
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Pest control: Rodenticides
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Anticoagulants /
Vitamin K antagonists |
Coumarins /
4-Hydroxycoumarins
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1st generation
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2nd generation
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- Brodifacoum
- Bromadiolone
- Difenacoum
- Flocoumafen
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1,3-Indandiones
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- Chlorophacinone
- Pindone
- Diphacinone
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Others
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Convulsants |
- Crimidine
- Phenylsilatrane
- Strychnine
- Tetramethylenedisulfotetramine
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Calciferols |
- Cholecalciferol
- Ergocalciferol
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Inorganic compounds |
- Aluminium phosphide
- Arsenic
- Barium carbonate
- Calcium phosphide
- Cyanide
- Thallium sulfate
- Zinc phosphide
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Organochlorine |
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Organophosphorus |
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Metabolic poisons |
- Bromethalin
- Fluoroacetamide
- 1,3-Difluoro-2-propanol (Gliftor)
- Sodium fluoroacetate
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Others |
- α-Naphthylthiourea
- Norbormide
- Pyrinuron
- Scilliroside
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English Journal
- Cluster of cases of massive hemorrhage associated with anticoagulant detection in race horses.
- Carvallo FR1, Poppenga R1, Kinde H1, Diab SS1, Nyaoke AC1, Hill AE1, Arthur RM1, Uzal FA2.
- Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc.J Vet Diagn Invest.2015 Jan;27(1):112-6. doi: 10.1177/1040638714559970.
- Five horses originating from 4 different California race tracks were submitted to the California Animal Health and Food Safety Laboratory for necropsy and diagnostic workup. The 5 horses had a history of sudden collapse and death during exercise. In all of them, massive hemoperitoneum and hemorrhage
- PMID 25525145
- Nontarget mortality of New Zealand lesser short-tailed bats (Mystacina tuberculata) caused by diphacinone.
- Dennis GC1, Gartrell BD.
- Journal of wildlife diseases.J Wildl Dis.2015 Jan;51(1):177-86. doi: 10.7589/2013-07-160.
- Primary and secondary poisoning of nontarget wildlife with second-generation anticoagulant rodenticides has led to restrictions on their use and to increased use of first-generation anticoagulants, including diphacinone. Although first-generation anticoagulants are less potent and less persistent th
- PMID 25375946
- Ultrasensitive determination of diphacinone by flow injection chemiluminescence: application to quantification in biofluids and photodegradation monitoring in water samples.
- Tan X, Song Z, Chen D, Lv A.
- Journal of AOAC International.J AOAC Int.2014 Nov-Dec;97(6):1725-9.
- An ultrasensitive, quick, and simple approach for the determination of pg levels of diphacinone (DPN) by flow injection chemiluminescence (CL) analysis is proposed for the first time. It is based on the quenching effect of DPN on the CL intensity from a luminol-bovine serum albumin (BSA) CL system,
- PMID 25632450
Related Links
- Retrieved from "http://www.wikidoc.org/index.php?title=Diphenadione&oldid=672867"
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