Tìm theo
Phenprocoumon
Các tên gọi khác (13 ) :
  • 3-(1-Phenylpropyl)-4-hydroxycoumarin
  • 3-(1'-Phenyl-propyl)-4-oxycoumarin
  • 3-(alpha-Ethylbenzyl)-4-hydroxycoumarin
  • 3-(alpha-Phenylpropyl)-4-hydroxycoumarin
  • 4-Hydroxy-3-(1-phenylpropyl)-2H-1-benzopyran-2-one
  • 4-Hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
  • Fenprocumon
  • Fenprocumone
  • Phenprocoumarol
  • Phenprocoumarole
  • Phenprocoumone
  • Phenprocoumonum
  • Phenprocumone
Thuốc tác dụng lên quá trình đông máu
Thuốc Gốc
Small Molecule
CAS: 435-97-2
ATC: B01AA04
CTHH: C18H16O3
PTK: 280.3178
Coumarin derivative that acts as a long acting oral anticoagulant. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C18H16O3
Phân tử khối
280.3178
Monoisotopic mass
280.109944378
InChI
InChI=1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,19H,2H2,1H3
InChI Key
InChIKey=DQDAYGNAKTZFIW-UHFFFAOYSA-N
IUPAC Name
4-hydroxy-3-(1-phenylpropyl)-2H-chromen-2-one
Traditional IUPAC Name
phenprocoumon
SMILES
CCC(C1=CC=CC=C1)C1=C(O)C2=C(OC1=O)C=CC=C2
Độ tan chảy
179.5 °C
Độ hòa tan
12.9 mg/L
logP
3.62
logS
-3.8
pKa (strongest acidic)
6.44
pKa (Strongest Basic)
-6.5
PSA
46.53 Å2
Refractivity
81.64 m3·mol-1
Polarizability
29.92 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
2
H Bond Donor Count
1
Physiological Charge
-1
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Phenprocoumon, a coumarin anticoagulant, thins the blood by antagonizing vitamin K which is required for the production of clotting factors in the liver. Anticoagulants such as phenprocoumon have no direct effect on an established thrombus, nor do they reverse ischemic tissue damage (damage caused by an inadequate blood supply to an organ or part of the body). However, once a thrombus has occurred, the goal of anticoagulant treatment is to prevent further extension of the formed clot and prevent secondary thromboembolic complications which may result in serious and possibly fatal sequelae.
Cơ Chế Tác Dụng : Coumarin derivative that acts as a long acting oral anticoagulant. [PubChem] Phenprocoumon 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 decreased prothrombin levels and a decrease in the amount of thrombin generated and bound to fibrin. This reduces the thrombogenicity of clots.
Dược Động Học :
▧ Absorption :
Bioavailability is close to 100%
▧ Protein binding :
99%
▧ Metabolism :
Phenprocoumon is stereoselectively metabolized by hepatic microsomal enzymes (cytochrome P-450) to inactive hydroxylated metabolites (predominant route) and by reductases to reduced metabolites. Cytochrome P450 2C9 is the principal form of human liver P-450 responsible for metabolism.
▧ Half Life :
5-6 days
Độc Tính : 50=500 mg/kg. Symptoms of overdose includes suspected or overt abnormal bleeding (e.g., appearance of blood in stools or urine, hematuria, excessive menstrual bleeding, melena, petechiae, excessive bruising or persistent oozing from superficial injuries).
Chỉ Định : Used for the prevention and treatment of thromboembolic disease including venous thrombosis, thromboembolism, and pulmonary embolism as well as for the prevention of ischemic stroke in patients with atrial fibrillation (AF).
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Falithrom
  • Công ty :
    Sản phẩm biệt dược : Marcoumar
  • Công ty :
    Sản phẩm biệt dược : Marcumar
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00946
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=768
PharmGKB
http://www.pharmgkb.org/drug/PA450921
Wikipedia
http://en.wikipedia.org/wiki/Phenprocoumon
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