Tìm theo
Sulfadoxine
Các tên gọi khác (7 ) :
  • 4-Sulfanilamido-5,6-dimethoxypyrimidine
  • Sulfadoxina
  • Sulfadoxine
  • Sulfadoxinum
  • Sulforthomidine
  • Sulphadoxine
  • Sulphormethoxine
Thuốc Gốc
Small Molecule
CAS: 2447-57-6
ĐG : F Hoffmann La Roche Ltd. , http://www.roche.com
CTHH: C12H14N4O4S
PTK: 310.329
A long acting sulfonamide that is used, usually in combination with other drugs, for respiratory, urinary tract, and malarial infections. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C12H14N4O4S
Phân tử khối
310.329
Monoisotopic mass
310.073575646
InChI
InChI=1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)
InChI Key
InChIKey=PJSFRIWCGOHTNF-UHFFFAOYSA-N
IUPAC Name
4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide
Traditional IUPAC Name
sulfadoxine
SMILES
COC1=NC=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1OC
Độ tan chảy
190-194 °C
Độ hòa tan
2.96e-01 g/l
logP
0.70
logS
-3
pKa (strongest acidic)
6.12
pKa (Strongest Basic)
2.55
PSA
116.43 Å2
Refractivity
77.81 m3·mol-1
Polarizability
30.01 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
7
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Sulfadoxine helps inhibit the enzyme dihydropteroate synthetase which is an enzyme necessary in the conversion of PABA to folic acid. As folic acid is vital to the synthesis, repair, and methylation of DNA which is vital to cell growth in Plasmodium falciparum. With this vital nutrient lacking, the parasite has difficulty in reproducing.
Cơ Chế Tác Dụng : A long acting sulfonamide that is used, usually in combination with other drugs, for respiratory, urinary tract, and malarial infections. [PubChem] Sulfadoxine is a sulfa drug, often used in combination with pyrimethamine to treat malaria. This medicine may also be used to prevent malaria in people who are living in, or will be traveling to, an area where there is a chance of getting malaria. Sulfadoxine targets Plasmodium dihydropteroate synthase and dihydrofolate reductase. Sulfa drugs or Sulfonamides are antimetabolites. They compete with para-aminobenzoic acid (PABA) for incorporation into folic acid. The action of sulfonamides exploits the difference between mammal cells and other kinds of cells in their folic acid metabolism. All cells require folic acid for growth. Folic acid (as a vitamin) diffuses or is transported into human cells. However, folic acid cannot cross bacterial (and certain protozoan) cell walls by diffusion or active transport. For this reason bacteria must synthesize folic acid from p-aminobenzoic acid.
Chỉ Định : Sulfadoxine is used in combination with pyrimethamine for the treatment or prevention of malaria. It can also be used to treat various infections in livestock as well. Sulfadoxine and pyrimethamine is indicated for the treatment of Plasmodium falciparum malaria in those patients in whom chloroquine resistance is suspected.
Tương Tác Thuốc :
  • Chlorpropamide Sulfonamide/sulfonylurea: possible hypoglycemia
  • Methotrexate The sulfamide increases the toxicity of methotrexate
Dữ Kiện Thương Mại
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01299
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=17134
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507915
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07630
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00580
ChemSpider
http://www.chemspider.com/Chemical-Structure.16218.html
PharmGKB
http://www.pharmgkb.org/drug/PA451540
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