Coumafuryl
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Coumafuryl
structure -
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CAS No:
117-52-2
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Formula:
C17H14O5
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Chemical Name:
Coumafuryl
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Synonyms:
2H-1-Benzopyran-2-one,3-[1-(2-furanyl)-3-oxobutyl]-4-hydroxy-;Coumarin,3-(α-acetonylfurfuryl)-4-hydroxy-;3-[1-(2-Furanyl)-3-oxobutyl]-4-hydroxy-2H-1-benzopyran-2-one;3-(α-Acetonylfurfuryl)-4-hydroxycoumarin;3-(1-Furyl-3-acetylethyl)-4-hydroxycoumarin;Coumafuryl;Ratafin;Fumarin;Fumarine;Racemic coumafuryl;(±)-Coumafuryl;Tomarin;154670-14-1
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CAS No:
Coumafuryl Basic Attributes
298.29
298.29
204-195-5
3027
DTXSID3041798
White powder|Crystals
2932209011
Characteristics
80.65000
3.20260
1.364g/cm3
124 °C
430.6ºC at 760mmHg
>212 °C
1.62
Practically insoluble in water; readily soluble in acetone, methyl ethyl ketone, cyclohexanone, ether, dioxane, methylene chloride, dimethylformamide; moderately soluble in toluene, xylene, trichloroethylene, carbon tetrachloride; very slightly soluble in petroleum ether and mineral oils
Very low at room temperature
Oral-rat LD50: 25 mg/kg; Oral-Mouse LD50: 14.7 mg/kg
Flammable; decomposes by heating to release irritating fumes
Very stable to acids and bases
Non-corrosive
Safety Information
II
6.1(a)
3027
25-48/25-52/53
37-45-61
GN4850000
T
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
P273-P301 + P310-P314
H301-H372-H412
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P260, P264, P270, P273, P301+P310, P314, P321, P330, P405, and P501|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
Toxicity
most toxic
The following drugs ... may increase ... response to coumarin or indandione derivatives: alcohol (acute intoxication), allopurinol, aminosalicylic acid, amiodarone, anabolic steroids, chloral hydrate, chloramphenicol, cimetidine, clofibrate, co-trimoxazole, danazol, dextrothyroxine sodium, diazoxide, diflunisal, disulfiram, erythromycin, ethacrynic acid, fenoprofen calcium, glucagon, ibuprofen, indomethacin, influenza virus vaccine, isoniazid, meclofenamate, mefenamic acid, methylthiouracil, metronidazole, miconazole, nalidixic acid, neomycin (oral), pentoxifylline, phenylbutazone, propoxyphene, propylthiouracil, quinidine, quinine, salicylates, streptokinase, sulfinpyrazone, sulfonamides, sulindac, tetracyclines, thiazides, thyroid drugs, tricyclic antidepressants, urokinase, vitamin E. /Coumarin & indandione derivatives/|The following drugs ... may ... decrease ... response to coumarin or indandione derivatives: alcohol (chronic alcoholism), barbiturates, carbamazepine, corticosteroids, corticotropin, ethchlorvynol, glutethimide, griseofulvin, mercaptopurine, methaqualone, oral contraceptives containing estrogen, rifampin, spironolactone, vitamin K. /Coumarin & indandione derivatives/
LD50 Rat oral 25 mg/kg|LD50 Mouse oral 14.7 mg/kg
/BIRDS and MAMMALS/ Potential secondary hazards of the anticoagulant rodenticide coumafuryl to birds of prey were examined. Whole rats or mice were killed with each anticoagulant and fed to owls (Bubo virginianus, Aegolius acadicus, Tyto alba). No abnormalities were observed in owls fed rats killed with ... /Coumafuryl/.|/ACCIDENTAL POISONINGS/ Coumafuryl poisoning was observed in young chicks (<1 wk old) with a mortality rate of 100%. Hemorrhage and unclotted blood was noted in the abdominal and thoracic cavities. At necropsy, crops, gizzards contained feed. Analysis of the content detected approximately 340 mg/kg of coumafuryl.|/ACCIDENTAL POISONINGS/ /In domestic animals,/ signs of poisoning occur after a latent period of 12 hr to several days and may include: bruising easily with occasional nose or gum bleeds; blood in stools or urine; excessive bleeding from minor cuts or abrasions; laboured breathing; pale mouth and cold gums; anorexia and general weakness. A reliable indication of an anticoagulant effect is the determination of prothrombin time. /Anticoagulant rodenticides/|/ACCIDENTAL POISONINGS/ Coumafuryl toxicity was diagnosed in chickens <1 week of age. Mortality rate was 100%. Necropsy showed crops and gizzards to be full of feed. There was diffuse hemorrhage and unclotted blood in the abdomen and thorax. Histological examination showed congestion and hemorrhage. The source of the coumafuryl was found to be the wood-straw mats in the chick boxes.
SRP: Persons with bleeding disorders or who are taking anticoagulants should be protected from exposure.
Drug Information
Both 4-hydroxycoumarin derivatives and indandiones (also known as oral anticoagulants) are antagonists of vitamin K. Their use as rodenticides is based on the inhibition of the vitamin K-dependent step in the synthesis of a number of blood coagulation factors. The vitamin K-dependent proteins ...in the coagulation cascade... are the procoagulant factors II (prothrombin), VII (proconvertin), IX (Christmas factor) and X (Stuart-Prower factor), and the coagulation-inhibiting proteins C and S. All these proteins are synthesized in the liver. Before they are released into the circulation the various precursor proteins undergo substantial (intracellular) post-translational modification. Vitamin K functions as a co-enzyme in one of these modifications, namely the carboxylation at well-defined positions of 10-12 glutamate residues into gamma-carboxyglutamate (Gla). The presence of these Gla residues is essential for the procoagulant activity of the various coagulations factors. Vitamin K hydroquinone (KH2) is the active co-enzyme, and its oxidation to vitamin K 2,3-epoxide (KO) provides the energy required for the carboxylation reaction. The epoxide is than recycled in two reduction steps mediated by the enzyme KO reductase... . The latter enzyme is the target enzyme for coumarin anticoagulants. Their blocking of the KO reductase leads to a rapid exhaustion of the supply of KH2, and thus to an effective prevention of the formation of Gla residues. This leads to an accumulation of non-carboxylated coagulation factor precursors in the liver. In some cases these precursors are processed further without being carboxylated, and (depending on the species) may appear in the circulation. At that stage the under-carboxylated proteins are designated as descarboxy coagulation factors. Normal coagulation factors circulate in the form of zymogens, which can only participate in the coagulation cascade after being activated by limited proteolytic degradation. Descarboxy coagulation factors have no procoagulant activity (i.e. they cannot be activated) and neither they can be converted into the active zymogens by vitamin K action. Whereas in anticoagulated humans high levels of circulating descarboxy coagulation factors are detectable, these levels are negligible in warfarin-treated rats and mice. /Anticoagulant rodenticides/
Human exposure to second-generation and indandione anticoagulants produces symptoms consistent with anticoagulation effects (e.g., hematomas, hematemesis, hematuria, easy bruisability). Treatment of cases of exposure, particularly of substantial and repeated exposure, may require vitamin K1 therapy and monitoring of prothrombin times for periods of many months.
/HUMAN EXPOSURE STUDIES/ Typical features of poisoning result from increased bleeding tendency and include: minor poisoning: coagulation disturbance detected only by laboratory analyses; moderate poisoning: coagulation disturbance resulting in hematomata, hematuria, blood in feces or excessive bleeding from minor cuts or abrasions, gum bleeding; severe poisoning: retroperitoneal hemorrhage, severe GI bleeding, cerebrovascular accidents, massive hemorrhage (internal bleeding) resulting in shock. If anaemia or liver disease is present then the above features may be more severe and persistent and the poisoning may be more difficult to control. The onset of the signs of poisoning may not be evident until a few days after ingestion. /Anticoagulant rodenticides/
fumarin|coumafuryl
Coumafuryl Use and Manufacturing
Preparation: GB 734142 (1955 to Norddeutsche Affinerie and C. F. Spress & Sohn).
Rodenticide.
Trade/Other Names: Fumasol, Rat-a-way|Trade Names: Fumarin.
Agrochemicals -> Rodenticides
Computed Properties
Molecular Weight:298.29
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:298.08412354
Monoisotopic Mass:298.08412354
Topological Polar Surface Area:76.7
Heavy Atom Count:22
Complexity:495
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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