Tìm theo
Pyrimethamine
Các tên gọi khác (14 ) :
  • 2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine
  • 2,4-Diamino-5-(P-chlorophenyl)-6-ethylpyrimidine
  • 2,4-Diamino-5-chlorophenyl-6-ethylpyrimidine
  • 5-(4-Chlorophenyl)-6-ethyl-2,4-diaminopyrimidine
  • 5-(4-Chlorophenyl)-6-ethyl-2,4-pyrimidinediamine
  • 5-(4'-Chlorophenyl)-2,4-diamino-6-ethylpyrimidine
  • CD
  • Chloridine
  • Chloridyn
  • Diaminopyritamin
  • Ethylpyrimidine
  • Pirimetamina
  • Primethamine
  • Pyrimethaminum
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 58-14-0
ATC: P01BD01
ĐG : DSM Corp. , http://www.dsm.com
CTHH: C12H13ClN4
PTK: 248.711
One of the folic acid antagonists that is used as an antimalarial or with a sulfonamide to treat toxoplasmosis. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C12H13ClN4
Phân tử khối
248.711
Monoisotopic mass
248.082874143
InChI
InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)
InChI Key
InChIKey=WKSAUQYGYAYLPV-UHFFFAOYSA-N
IUPAC Name
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
Traditional IUPAC Name
pyrimethamine
SMILES
CCC1=C(C(N)=NC(N)=N1)C1=CC=C(Cl)C=C1
Độ tan chảy
233.5 °C
Độ hòa tan
121 mg/L
logP
2.69
logS
-3.1
pKa (strongest acidic)
17.22
pKa (Strongest Basic)
7.77
PSA
77.82 Å2
Refractivity
71.54 m3·mol-1
Polarizability
25.79 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
7.34 (at 20 °C)
Dược Lực Học : Pyrimethamine is an antiparasitic compound commonly used as an adjunct in the treatment of uncomplicated, chloroquine resistant, P. falciparum malaria. Pyrimethamine is a folic acid antagonist and the rationale for its therapeutic action is based on the differential requirement between host and parasite for nucleic acid precursors involved in growth. This activity is highly selective against plasmodia and Toxoplasma gondii. Pyrimethamine possesses blood schizonticidal and some tissue schizonticidal activity against malaria parasites of humans. However, the 4-amino-quinoline compounds are more effective against the erythrocytic schizonts. It does not destroy gametocytes, but arrests sporogony in the mosquito. The action of pyrimethamine against Toxoplasma gondii is greatly enhanced when used in conjunction with sulfonamides.
Cơ Chế Tác Dụng : One of the folic acid antagonists that is used as an antimalarial or with a sulfonamide to treat toxoplasmosis. [PubChem] Pyrimethamine inhibits the dihydrofolate reductase of plasmodia and thereby blocks the biosynthesis of purines and pyrimidines, which are essential for DNA synthesis and cell multiplication. This leads to failure of nuclear division at the time of schizont formation in erythrocytes and liver.
Dược Động Học :
▧ Absorption :
Well absorbed with peak levels occurring between 2 to 6 hours following administration
▧ Protein binding :
87%
▧ Metabolism :
Hepatic
▧ Half Life :
96 hours
Chỉ Định : For the treatment of toxoplasmosis and acute malaria; For the prevention of malaria in areas non-resistant to pyrimethamine
Tương Tác Thuốc :
  • Artemether Pyrimethamine may increase the adverse effects of artemether. Combination therapy is contraindicated unless there are no other treatment options.
  • Lumefantrine Pyrimethamine may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
  • Tamoxifen Pyrimethamine may decrease the therapeutic effect of Tamoxifen by decreasing the production of active metabolites. Consider alternate therapy.
  • Tamsulosin Pyrimethamine, a CYP2D6 inhibitor, may decrease the metabolism and clearance of Tamsulosin, a CYP2D6 substrate. Monitor for changes in therapeutic/adverse effects of Tamsulosin if Pyrimethamine is initiated, discontinued, or dose changed.
  • Tramadol Pyrimethamine may decrease the effect of Tramadol by decreasing active metabolite production.
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Pyrimethamine powder
    Giá bán buôn : USD >8.88
    Đơn vị tính : g
  • Biệt dược thương mại : Daraprim 25 mg tablet
    Giá bán buôn : USD >0.98
    Đơn vị tính : tablet
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Daraprim
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00205
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4993
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505987
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07391
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00488
ChemSpider
http://www.chemspider.com/Chemical-Structure.4819.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=18512
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0173-0201-55
PharmGKB
http://www.pharmgkb.org/drug/PA451193
Wikipedia
http://en.wikipedia.org/wiki/Pyrimethamine
RxList
http://www.rxlist.com/cgi/generic/pyrime.htm
Drugs.com
http://www.drugs.com/cdi/pyrimethamine.html
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