Tìm theo
Sulfametopyrazine
Các tên gọi khác (5 ) :
  • Kelfizina
  • Solfametopirazina
  • Sulfalene
  • Sulfaleno
  • Sulfalenum
antimalarials, anti infective agents, anti infective agents urinary
Thuốc Gốc
Small Molecule
CAS: 152-47-6
CTHH: C11H12N4O3S
PTK: 280.303
Long-acting plasma-bound sulfonamide used for respiratory and urinary tract infections and also for malaria. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C11H12N4O3S
Phân tử khối
280.303
Monoisotopic mass
280.06301096
InChI
InChI=1S/C11H12N4O3S/c1-18-11-10(13-6-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15)
InChI Key
InChIKey=KXRZBTAEDBELFD-UHFFFAOYSA-N
IUPAC Name
4-amino-N-(3-methoxypyrazin-2-yl)benzene-1-sulfonamide
Traditional IUPAC Name
sulfametopyrazine
SMILES
COC1=NC=CN=C1NS(=O)(=O)C1=CC=C(N)C=C1
Độ tan chảy
176 °C
Độ hòa tan
4030 mg/L
logP
0.70
logS
-2.8
pKa (strongest acidic)
5.91
pKa (Strongest Basic)
1.98
PSA
107.2 Å2
Refractivity
70.37 m3·mol-1
Polarizability
27.12 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
6
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Sulfametopyrazine is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.
Cơ Chế Tác Dụng : Long-acting plasma-bound sulfonamide used for respiratory and urinary tract infections and also for malaria. [PubChem] Sulfametopyrazine is a competitive inhibitor of the bacterial enzyme dihydropteroate synthetase. Para-aminobenzoic acid (PABA), a substrate of the enzyme is prevented from binding. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.
Chỉ Định : For the treatment of urinary tract infection and chronic bronchitis.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00664
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=9047
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505111
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C12616
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D01216
ChemSpider
http://www.chemspider.com/Chemical-Structure.8695.html
PharmGKB
http://www.pharmgkb.org/drug/PA164747038
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