Tìm theo
Sulfanilamide
Các tên gọi khác (11 ) :
  • 4-Aminobenzene sulfonic acid amide
  • 4-Azanylbenzenesulfonamide
  • P-Aminobenzenesulfamide
  • P-Aminobenzenesulfonamide
  • Para-aminobenzenesulfonamide
  • Prontosil album
  • SA
  • Streptocide
  • Sulfamine
  • Sulfanilamide
  • Sulphanilamide
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 63-74-1
ATC: J01EB06, D06BA05
ĐG : Mallinckrodt Inc. , http://www.mallinckrodt.com
CTHH: C6H8N2O2S
PTK: 172.205
Sulfanilamide is a molecule containing the sulfonamide functional group attached to an aniline. [Wikipedia]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C6H8N2O2S
Phân tử khối
172.205
Monoisotopic mass
172.0306482
InChI
InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)
InChI Key
InChIKey=FDDDEECHVMSUSB-UHFFFAOYSA-N
IUPAC Name
4-aminobenzene-1-sulfonamide
Traditional IUPAC Name
sulfanilamide
SMILES
NC1=CC=C(C=C1)S(N)(=O)=O
Độ tan chảy
165.5 °C
Độ hòa tan
7500 mg/L (at 25 °C)
logP
-0.62
logS
-1.36
pKa (strongest acidic)
10.99
pKa (Strongest Basic)
2.27
PSA
86.18 Å2
Refractivity
42.92 m3·mol-1
Polarizability
16.25 Å3
Rotatable Bond Count
1
H Bond Acceptor Count
3
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
1
Bioavailability
1
Rule of Five
true
pKa
10.6 (at 20 °C)
Dược Lực Học : Sulfanilamide 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 : Sulfanilamide is a molecule containing the sulfonamide functional group attached to an aniline. [Wikipedia] Sulfanilamide is a competitive inhibitor of bacterial enzyme dihydropteroate synthetase. This enzyme normally uses para-aminobenzoic acid (PABA) for synthesizing the necessary folic acid. The inhibited reaction is normally necessary in these organisms for the synthesis of folic acid. Without it, bacteria cannot replicate.
Dược Động Học :
▧ Absorption :
Sulfonamides are absorbed through the vaginal mucosa. There are no pharmacokinetic data available describing how much of an intravaginal dose reaches the systemic circulation.
Độc Tính : Oral, mouse LD50 = 3700 mg/kg; Intravenous, mouse LD50 = 621 mg/kg; Oral, rabbit LD50 = 1300 mg/kg. Side effects include itching, burning, skin rash, redness, swelling, or other sign of irritation not present before use of this medicine and long-term use of sulfonamides may cause cancer of the thyroid gland.
Chỉ Định : For the treatment of vulvovaginitis caused by Candida albicans.
Liều Lượng & Cách Dùng : Liquid - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : AVC Vaginal
  • Công ty :
    Sản phẩm biệt dược : Streptocid
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00259
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5333
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508306
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07458
ChemSpider
http://www.chemspider.com/Chemical-Structure.5142.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=10857
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/66663-103-04
PharmGKB
http://www.pharmgkb.org/drug/PA451545
Wikipedia
http://en.wikipedia.org/wiki/Sulfanilamide
Drugs.com
http://www.drugs.com/cdi/sulfanilamide.html
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