Tìm theo
Dicoumarol
Các tên gọi khác (12 ) :
  • 3,3'-Methylen-bis(4-hydroxy-cumarin)
  • 3,3'-Methylene-bis(4-hydroxycoumarine)
  • 3,3'-Methylenebis(4-hydroxy-1,2-benzopyrone)
  • 3,3'-Methylenebis(4-hydroxy-2H-1-benzopyran-2-one)
  • 3,3'-Methylenebis(4-hydroxycoumarin)
  • bis-3,3'-(4-hydroxycoumarinyl)methane
  • bis-hydroxycoumarin
  • Bis(4-hydroxycoumarin-3-yl)methane
  • di-(4-hydroxy-3-coumarinyl)methane
  • Dicoumarol
  • Dicoumarolum
  • Dicumarol
Thuốc tác dụng lên quá trình đông máu
Thuốc Gốc
Small Molecule
CAS: 66-76-2
ATC: B01AA01
CTHH: C19H12O6
PTK: 336.295
An oral anticoagulant that interferes with the metabolism of vitamin K. It is also used in biochemical experiments as an inhibitor of reductases. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C19H12O6
Phân tử khối
336.295
Monoisotopic mass
336.063388116
InChI
InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2
InChI Key
InChIKey=DOBMPNYZJYQDGZ-UHFFFAOYSA-N
IUPAC Name
4-hydroxy-3-[(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]-2H-chromen-2-one
Traditional IUPAC Name
dicumarol
SMILES
OC1=C(CC2=C(O)C3=C(OC2=O)C=CC=C3)C(=O)OC2=C1C=CC=C2
Độ tan chảy
290 °C
Độ hòa tan
128 mg/L
logP
2.07
logS
-3.7
pKa (strongest acidic)
-12
pKa (Strongest Basic)
-3.1
PSA
93.06 Å2
Refractivity
89.19 m3·mol-1
Polarizability
32.32 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
Rule of Five
true
Dược Lực Học : Dicumarol is an coumarin-like compound found in sweet clover. It is used as an oral anticoagulant and acts by inhibiting the hepatic synthesis of vitamin K-dependent coagulation factors (prothrombin and factors VII, IX, and X). It is also used in biochemical experiments as an inhibitor of reductases.
Cơ Chế Tác Dụng : An oral anticoagulant that interferes with the metabolism of vitamin K. It is also used in biochemical experiments as an inhibitor of reductases. [PubChem] Dicumarol inhibits vitamin K reductase, resulting in depletion of the reduced form of vitamin K (vitamin KH2). As vitamin K is a cofactor for the carboxylation of glutamate residues on the N-terminal regions of vitamin K-dependent proteins, this limits the gamma-carboxylation and subsequent activation of the vitamin K-dependent coagulant proteins. The synthesis of vitamin K-dependent coagulation factors II, VII, IX, and X and anticoagulant proteins C and S is inhibited. Depression of three of the four vitamin K-dependent coagulation factors (factors II, VII, and X) results in decresed prothrombin levels and a decrease in the amount of thrombin generated and bound to fibrin. This reduces the thrombogenicity of clots.
Độc Tính : LD50=233 mg/kg (orally in mice); LD50=250 mg/kg (orally in rats)
Chỉ Định : For decreasing blood clotting. Often used along with heparin for treatment of deep vein thrombosis.
Tương Tác Thuốc :
  • Acetaminophen Acetaminophen may increase the anticoagulant effect of dicumarol. Monitor for changes in the therapeutic and adverse effects of dicumarol if acetaminophen is initiated, discontinued or dose changed.
  • Acetohexamide Dicumarol may increase the effect of sulfonylurea, acetohexamide.
  • Acetylsalicylic acid Acetylsalicylic acid increases effect of the anticoagulant, dicumarol.
  • Allopurinol Allopurinol may increase the anticoagulant effect of dicumarol.
  • Aminoglutethimide Aminoglutethimide may decrease the anticoagulant effect of dicumarol.
  • Amiodarone Amiodarone may increase the anticoagulant effect of dicumarol.
  • Amprenavir Amprenavir may increase the anticoagulant effect of dicumarol by increasing its serum concentration.
  • Aprepitant Aprepitant may decrease the anticoagulant effect of dicumarol by decreasing its serum concentration.
  • Atazanavir The protease inhibitor, atazanavir, may increase the anticoagulant effect of dicumarol.
  • Azathioprine Azathioprine may decrease the anticoagulant effect of dicumarol.
  • Azithromycin Azithromycin may increase the anticoagulant effect of dicumarol by increasing its serum concentration.
  • Betamethasone The corticosteroid, betamethasone, alters the anticoagulant effect of dicumarol.
  • Bosentan Bosentan may decrease the anticoagulant effect of dicumarol by increasing its metabolism.
  • Capecitabine Capecitabine may increase the anticoagulant effect of dicumarol by increasing its serum concentration.
  • Carbamazepine Carbamazepine may decrease the anticoagulant effect of dicumarol by decreasing its serum concentration.
  • Cefotetan The cephalosporin, cefotetan, may increase the anticoagulant effect of dicumarol.
  • Cefoxitin The cephalosporin, cefoxitin, may increase the anticoagulant effect of dicumarol.
  • Ceftriaxone The cephalosporin, ceftriaxone, may increase the anticoagulant effect of dicumarol.
  • Celecoxib Celecoxib may increase the anticoagulant effect of dicumarol.
  • Chlorpropamide Dicumarol may increase the effect of sulfonylurea, chlorpropamide.
  • Cholestyramine The bile acid sequestrant, cholestyramine, may decrease the anticoagulant effect of dicumarol by decreasing its absorption.
  • Cimetidine Cimetidine may increase the anticoagulant effect of dicumarol.
  • Ciprofloxacin The quinolone antibiotic, ciprofloxacin, may increase the anticoagulant effect of dicumarol.
  • Cisapride Cisapride may increase the anticoagulant effect of dicumarol.
  • Citalopram The SSRI, citalopram, increases the effect of anticoagulant, dicumarol.
  • Clarithromycin The macrolide, clarithromycin, may increase the anticoagulant effect of dicumarol.
  • Clofibrate The fibrate increases the anticoagulant effect
  • Colestipol The bile acid sequestrant, colestipol, may decrease the anticoagulant effect of dicumarol by decreasing its absorption.
  • Cyclophosphamide The antineoplastic agent, cyclophosphamide may alter the anticoagulant effect of dicumarol.
  • Danazol The androgen, danazol, may increase the anticoagulant effect of dicumarol.
  • Demeclocycline The tetracycline, demeclocycline, may increase the anticoagulant effect of dicumarol.
  • Dexamethasone The corticosteroid, dexamethasone, alters the anticoagulant effect of dicumarol.
  • Dextropropoxyphene Propoxyphene may increase the anticoagulant effect of dicumarol.
  • Dextrothyroxine The thyroid hormone, dextrothyroxine, increase the anticoagulant effect of dicumarol.
  • Diclofenac The NSAID, diclofenac, may increase the anticoagulant effect of dicumarol.
  • Dicloxacillin Dicloxacillin may decrease the anticoagulant effect of dicumarol.
  • Diflunisal The NSAID, diflunisal, may increase the anticoagulant effect of dicumarol.
  • Disulfiram Disulfiram may increase the anticoagulant effect of dicumarol.
  • Doxycycline The tetracycline, doxycycline, may increase the anticoagulant effect of dicumarol.
  • Erythromycin The macrolide, erythromycin, may increase the anticoagulant effect of dicumarol..
  • Ethchlorvynol Ethchlorvynol may decrease the anticoagulant effect of dicumarol.
  • Ethinyl Estradiol Increased thrombotic risk due to estrogen
  • Etodolac The NSAID, etodolac, may increase the anticoagulant effect of dicumarol.
  • Etoricoxib Etoricoxib may increase the anticoagulant effect of dicumarol.
  • Fenofibrate Fenofibrate may increase the anticoagulant effect of dicumarol.
  • Fenoprofen The NSAID, fenoprofen, may increase the anticoagulant effect of dicumarol.
  • Fluconazole Fluconazole may increase the serum concentration of dicumarol by decreasing its metabolism.
  • Fludrocortisone The corticosteroid, fludrocortisone, alters the anticoagulant effect of dicumarol.
  • Fluorouracil The antineoplasic agent, fluorouracil, may increase the anticoagulant effect of dicumarol.
  • Fluoxetine The SSRI, fluoxetine, increases the effect of anticoagulant, dicumarol.
  • Fluoxymesterone The androgen, fluoxymesterone, may increase the anticoagulant effect of dicumarol.
  • Flurbiprofen The NSAID, flurbiprofen, may increase the anticoagulant effect of dicumarol.
  • Fluvastatin Fluvastatin may increase the anticoagulant effect of dicumarol. Monitor for changes in the therapeutic and adverse effects of dicumarol if fluvastatin if initiated, discontinued or dose changed.
  • Fluvoxamine Fluvoxamine may increase the anticoagulant effect of dicumarol by increasing its serum concentration.
  • Fosamprenavir The protease inhibitor, fosamprenavir, may increase the anticoagulant effect of dicumarol.
  • Fosphenytoin Increased hydantoin levels and risk of bleeding
  • Gefitinib Gefitinib may increase the anticoagulant effect of dicumarol.
  • Gemcitabine Gemcitabine may increase the anticoagulant effect of dicumarol.
  • Gemfibrozil Gemfibrozil may increase the anticoagulant effect of dicumarol.
  • Gliclazide Dicumarol may increase the effect of sulfonylurea, gliclazide.
  • Glutethimide Glutethimide may decrease the anticoagulant effect of dicumarol.
  • Glyburide Dicumarol may increase the effect of sulfonylurea, glibenclamide.
  • Griseofulvin Griseofulvin may decrease the anticoagulant effect of dicumarol.
  • Hydrocortisone The corticosteroid, hydrocortisone, alters the anticoagulant effect of dicumarol.
  • Ibuprofen The NSAID, ibuprofen, may increase the anticoagulant effect of dicumarol.
  • Imatinib Imatinib may increase the anticoagulant effect of dicumarol.
  • Indinavir The protease inhibitor, indinavir, may increase the anticoagulant effect of dicumarol.
  • Indomethacin The NSAID, indomethacin, may increase the anticoagulant effect of dicumarol.
  • Isoniazid Isoniazid may increase the anticoagulant effect of dicumarol.
  • Itraconazole Itraconazole may increase the anticoagulant effect of dicumarol.
  • Ketoconazole Ketoconazole may increase the anticoagulant effect of dicumarol.
  • Ketoprofen The NSAID, ketoprofen, may increase the anticoagulant effect of dicumarol.
  • Ketorolac The NSAID, ketorolac, may increase the anticoagulant effect of dicumarol.
  • Leflunomide Leflunomide may increase the anticoagulant effect of dicumarol.
  • Levamisole Levamisole may increase the anticoagulant effect of dicumarol.
  • Levofloxacin The quinolone antibiotic, levofloxacin, may increase the anticoagulant effect of dicumarol.
  • Levothyroxine The thyroid hormone, levothyroxine, increase the anticoagulant effect of dicumarol.
  • Lovastatin Lovastatin may increase the anticoagulant effect dicumarol. Monitor for changes in the therapeutic and adverse effects of dicumarol if lovastatin is initiated, discontinued or dose changed.
  • Lumiracoxib Lumiracoxib may increase the anticoagulant effect of dicumarol.
  • Medroxyprogesterone Acetate Medroxyprogesterone may increase the anticoagulant effect of dicumarol.
  • Mefenamic acid The NSAID, mefanamic acid, may increase the anticoagulant effect of dicumarol.
  • Mefloquine Mefloquine may increase the anticoagulant effect of dicumarol.
  • Meloxicam Meloxicam may increase the anticoagulant effect of dicumarol.
  • Mercaptopurine Mercaptopurine may decrease the anticoagulant effect of dicumarol.
  • Methimazole The antithyroid agent, methimazole, may decrease the anticoagulant effect of dicumarol.
  • Metronidazole Metronidazole may increase the anticoagulant effect of dicumarol.
  • Miconazole Miconazole may increase the serum concentration of dicumarol by decreasing its metabolism.
  • Minocycline The tetracycline, minocycline, may increase the anticoagulant effect of dicumarol.
  • Mitotane Mitotane may decrease the anticoagulant effect of dicumarol.
  • Moxifloxacin The quinolone antibiotic, moxifloxacin, may increase the anticoagulant effect of dicumarol.
  • Nabumetone The NSAID, nabumetone, may increase the anticoagulant effect of dicumarol.
  • Nalidixic Acid The quinolone antibiotic, nalidixic acid, may increase the anticoagulant effect of dicumarol.
  • Naproxen The NSAID, naproxen, may increase the anticoagulant effect of dicumarol.
  • Nelfinavir The protease inhibitor, nelfinavir, may increase the anticoagulant effect of dicumarol.
  • Nevirapine Nevirapine may decrease the anticoagulant effect of dicumarol.
  • Norfloxacin The quinolone antibiotic, norfloxacin, may increase the anticoagulant effect of dicumarol.
  • Ofloxacin The quinolone antibiotic, ofloxacin, may increase the anticoagulant effect of dicumarol.
  • Orlistat Orlistat may increase the anticoagulant effect of dicumarol.
  • Oxaprozin The NSAID, oxaprozin, may increase the anticoagulant effect of dicumarol.
  • Oxyphenbutazone The NSAID, oxyphenbutazone, may increase the anticoagulant effect of dicumarol.
  • Paroxetine The SSRI, paroxetine, increases the effect of anticoagulant, dicumarol.
  • Pentoxifylline Pentoxifylline may increase the anticoagulant effect of dicumarol.
  • Phenobarbital The barbiturate, phenobarbital, decreases the anticoagulant effect, dicumarol.
  • Phenylbutazone The NSAID, phenylbutazone, may increase the anticoagulant effect of dicumarol.
  • Phenytoin Increased hydantoin levels and risk of bleeding
  • Piroxicam The NSAID, piroxicam, may increase the anticoagulant effect of dicumarol.
  • Prednisolone The corticosteroid, prednisolone, alters the anticoagulant effect of dicumarol.
  • Prednisone The corticosteroid, prednisone, alters the anticoagulant effect of dicumarol.
  • Primidone The barbiturate, primidone, decreases the anticoagulant effect, dicumarol.
  • Propafenone Propafenone may increase the anticoagulant effect of dicumarol.
  • Propylthiouracil The anti-thyroid agent, propylthiouracil, may decrease the anticoagulant effect of dicumarol.
  • Quinidine Quinidine may increase the anticoagulant effect of dicumarol.
  • Quinine Quinine may increase the anticoagulant effect of dicumarol.
  • Ranitidine Ranitidine may increase the anticoagulant effect of dicumarol. (Conflicting evidence)
  • Rifabutin Rifabutin may decrease the anticoagulant effect of dicumarol.
  • Rifampicin Rifampin may decrease the anticoagulant effect of dicumarol.
  • Telithromycin Telithromycin may increase the anticoagulant effect of dicumarol.
  • Tenoxicam The NSAID, tenoxicam, may increase the anticoagulant effect of dicumarol.
  • Testosterone The androgen may increase the anticoagulant effect of dicumarol.
  • Tetracycline Tetracycline may increase the anticoagulant effect of dicumarol.
  • Tigecycline Tigecycline may increase the anticoagulant effect of dicumarol.
  • Triamcinolone The corticosteroid, triamcinolone, alters the anticoagulant effect of dicumarol.
Liều Lượng & Cách Dùng : Tablet - Oral
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00266
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C00796
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D03798
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=35525
PharmGKB
http://www.pharmgkb.org/drug/PA449298
Wikipedia
http://en.wikipedia.org/wiki/Dicumarol
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