Tìm theo
Sulfamethazine
Các tên gọi khác (23 ) :
  • (P-Aminobenzolsulfonyl)-2-amino-4,6-dimethylpyrimidin
  • 2-(4-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine
  • 2-(P-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine
  • 2-Sulfanilamido-4,6-dimethylpyrimidine
  • 4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulfonamide
  • 4-Amino-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulfonamide
  • 4-amino-N-(4,6-Dimethylpyrimidin-2-yl)benzenesulfonamide
  • 4,6-Dimethyl-2-sulfanilamidopyrimidine
  • 6-(4'-Aminobenzol-sulfonamido)-2,4-dimethylpyrimidin
  • N-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide
  • N(1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide
  • N(1)-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide
  • SMZ
  • Sulfadimethyldiazine
  • Sulfadimethylpyrimidine
  • Sulfadimidina
  • Sulfadimidine
  • Sulfadimidinum
  • Sulfametazina
  • Sulfametazyny
  • Sulfamezathine
  • Sulphadimethylpyrimidine
  • Sulphamethazine
sulfonamides
Thuốc Gốc
Small Molecule
CAS: 57-68-1
ATC: J01EB03
ĐG : C.O. Truxton Inc.
CTHH: C12H14N4O2S
PTK: 278.33
A sulfanilamide anti-infective agent. It has a spectrum of antimicrobial action similar to other sulfonamides. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C12H14N4O2S
Phân tử khối
278.33
Monoisotopic mass
278.083746402
InChI
InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)
InChI Key
InChIKey=ASWVTGNCAZCNNR-UHFFFAOYSA-N
IUPAC Name
4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzene-1-sulfonamide
Traditional IUPAC Name
sulfamethazine
SMILES
CC1=CC(C)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=N1
Độ tan chảy
198.5 °C
Độ hòa tan
1500 mg/L (at 29 °C)
logP
0.89
logS
-3.1
pKa (strongest acidic)
6.99
pKa (Strongest Basic)
2.04
PSA
97.97 Å2
Refractivity
73.38 m3·mol-1
Polarizability
28.8 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
5
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
7.59
Dược Lực Học : Sulfamethazine is a sulfonamide drug that inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid (PABA) for binding to dihydropteroate synthetase (dihydrofolate synthetase). Sulfamethazine is bacteriostatic in nature. Inhibition of dihydrofolic acid synthesis decreases the synthesis of bacterial nucleotides and DNA.
Cơ Chế Tác Dụng : A sulfanilamide anti-infective agent. It has a spectrum of antimicrobial action similar to other sulfonamides. [PubChem] Sulfonamides inhibit the enzymatic conversion of pteridine and p-aminobenzoic acid (PABA) to dihydropteroic acid by competing with PABA for binding to dihydrofolate synthetase, an intermediate of tetrahydrofolic acid (THF) synthesis. THF is required for the synthesis of purines and dTMP and inhibition of its synthesis inhibits bacterial growth. Pyrimethamine and trimethoprim inhibit dihydrofolate reductase, another step in THF synthesis, and therefore act synergistically with the sulfonamides.
Dược Động Học :
▧ Absorption :
Rapidly absorbed following oral administration.
Độc Tính : Sulfamethazine may cause nausea, vomiting, diarrhea and hypersensitivity reactions. Hematologic effects such as anemia, agranulocytosis, thrombocytopenia and hemolytic anemia in patients with glucose-6-phosphate dehydrogenase deficiency may also occur. Sulfamethoxazole may displace bilirubin from albumin binding sites causing jaundice or kernicterus in newborns.
Chỉ Định : For the treatment bacterial infections causing bronchitis, prostatitis and urinary tract infections.
Tương Tác Thuốc :
  • Chlorpropamide Sulfonamide/sulfonylurea: possible hypoglycemia
  • Cyclosporine The sulfonamide decreases the effect of cyclosporine
  • Methotrexate The sulfamide increases the toxicity of methotrexate
Dữ Kiện Thương Mại
Giá thị trường
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01582
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5327
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507146
ChemSpider
http://www.chemspider.com/Chemical-Structure.5136.html
PharmGKB
http://www.pharmgkb.org/drug/PA451542
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