Tìm theo
Dapsone
Các tên gọi khác (27 ) :
  • 1,1'-Sulfonylbis(4-aminobenzene)
  • 1,1'-Sulfonylbis[4-aminobenzene]
  • 4-(4-amino-Benzenesulfonyl)-phenylamine
  • 4-(4-Aminophenylsulfonyl)aniline
  • 4-(4-Aminophenylsulfonyl)benzenamine
  • 4-Aminophenyl sulfone
  • 4,4'-Dapsone
  • 4,4'-Diaminodiphenyl sulfone
  • 4,4'-Diaminodiphenyl sulphone
  • 4,4'-Diaminodiphenylsulfone
  • 4,4'-Sulfonylbisaniline
  • 4,4'-Sulfonylbisbenzenamine
  • 4,4'-Sulfonylbisbenzeneamine
  • 4,4'-Sulfonyldianilin
  • 4,4'-sulfonyldianiline
  • Bis(4-aminophenyl)sulfone
  • Bis(P-aminophenyl) sulfone
  • DADPS
  • Dapsona
  • DAPSONE
  • Dapsonum
  • DDS
  • DIAPHENYLSULFONE
  • P-Aminophenyl sulfone
  • P,P-Sulphonylbisbenzamine
  • P,P-Sulphonylbisbenzenamine
  • P,P'-diaminodiphenyl sulfone
antimalarials, folic acid antagonists, anti infective agents, leprostatic agents, antimycobacterials
Thuốc Gốc
Small Molecule
CAS: 80-08-0
ATC: D10AX05, J04BA02
ĐG : Allergan Inc. , http://www.allergan.com
CTHH: C12H12N2O2S
PTK: 248.301
A sulfone active against a wide range of bacteria but mainly employed for its actions against mycobacterium leprae. Its mechanism of action is probably similar to that of the sulfonamides which involves inhibition of folic acid synthesis in susceptible organisms. It is also used with pyrimethamine in the treatment of malaria. (From Martindale, The Extra Pharmacopoeia, 30th ed, p157-8)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C12H12N2O2S
Phân tử khối
248.301
Monoisotopic mass
248.061948328
InChI
InChI=1S/C12H12N2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8H,13-14H2
InChI Key
InChIKey=MQJKPEGWNLWLTK-UHFFFAOYSA-N
IUPAC Name
4-[(4-aminobenzene)sulfonyl]aniline
Traditional IUPAC Name
4-(4-aminobenzenesulfonyl)aniline
SMILES
NC1=CC=C(C=C1)S(=O)(=O)C1=CC=C(N)C=C1
Độ tan chảy
175.5 °C
Độ hòa tan
380 mg/L (at 37 °C)
logP
0.97
logS
-2.82
pKa (Strongest Basic)
2.39
PSA
86.18 Å2
Refractivity
68.99 m3·mol-1
Polarizability
25.05 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
2.41
Dược Lực Học : Dapsone is a sulfone with anti-inflammatory immunosuppressive properties as well as antibacterial and antibiotic properties. Dapsone is the principal drug in a multidrug regimen recommended by the World Health Organization for the treatment of leprosy. As an anti-infective agent, it is also used for treating malaria and, recently, for Pneumocystic carinii pneumonia in AIDS patients. Dapsone is absorbed rapidly and nearly completely from the gastrointestinal tract. Dapsone is distributed throughout total body water and is present in all tissues. However, it tends to be retained in skin and muscle and especially in the liver and kidney: traces of the drug are present in these organs up to 3 weeks after therapy cessation.
Cơ Chế Tác Dụng : A sulfone active against a wide range of bacteria but mainly employed for its actions against mycobacterium leprae. Its mechanism of action is probably similar to that of the sulfonamides which involves inhibition of folic acid synthesis in susceptible organisms. It is also used with pyrimethamine in the treatment of malaria. (From Martindale, The Extra Pharmacopoeia, 30th ed, p157-8) Dapsone acts against bacteria and protozoa in the same way as sulphonamides, that is by inhibiting the synthesis of dihydrofolic acid through competition with para-amino-benzoate for the active site of dihydropteroate synthetase. The anti-inflammatory action of the drug is unrelated to its antibacterial action and is still not fully understood.
Dược Động Học :
▧ Absorption :
Bioavailability is 70 to 80% following oral administration.
▧ Protein binding :
70 to 90%
▧ Metabolism :
Hepatic, mostly CYP2E1-mediated.
▧ Route of Elimination :
Renal
▧ Half Life :
28 hours (range 10-50 hours)
Độc Tính : Overdosage might be expected to produce nasal congestion, syncope, or hallucinations. Measures to support blood pressure should be taken if necessary.
Chỉ Định : For the treatment and management of leprosy and dermatitis herpetiformis.
Tương Tác Thuốc :
  • Aluminium Formation of non-absorbable complexes
  • Calcium Formation of non-absorbable complexes
  • Lumefantrine Concomitant therapy may increase the risk of adverse hemolytic reactions. Monitor patients closely for symptoms of hemolytic reactions during concomitant therapy. Patients with glucose-6-phosphate dehydrogenase (G6PD) deficiency, methoglobulin reductase deficiency or hemoglobin M are at higher risk of experiencing hemolytic reactions.
  • Magnesium Formation of non-absorbable complexes
  • Magnesium oxide Formation of non-absorbable complexes
  • Rifabutin Decreased levels of dapsone
  • Rifampicin Decreased levels of dapsone
  • Telithromycin Telithromycin may reduce clearance of Dapsone. Consider alternate therapy or monitor for changes in the therapeutic/adverse effects of Dapsone if Telithromycin is initiated, discontinued or dose changed.
  • Tolbutamide Tolbutamide, a strong CYP2C9 inhibitor, may decrease the metabolism and clearance of Dapsone. Consider alternate therapy or monitor for changes in Dapsone therapeutic and adverse effects if Tolbutamide is initiated, discontinued or dose changed.
  • Trimethoprim Increased toxicity of both products
  • Voriconazole Voriconazole, a strong CYP3A4 inhibitor, may increase the serum concentration of dapsone by decreasing its metabolism. Monitor for changes in the therapeutic and adverse effects of dapsone if voriconazole is initiated, discontinued or dose changed.
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Dapsone powder
    Giá bán buôn : USD >5.38
    Đơn vị tính : g
  • Biệt dược thương mại : Aczone 5% gel
    Giá bán buôn : USD >5.52
    Đơn vị tính : g
  • Biệt dược thương mại : Dapsone 30 25 mg tablet Box
    Giá bán buôn : USD >35.99
    Đơn vị tính : box
  • Biệt dược thương mại : Dapsone 30 100 mg tablet Box
    Giá bán buôn : USD >42.99
    Đơn vị tính : box
  • Biệt dược thương mại : Dapsone 25 mg tablet
    Giá bán buôn : USD >0.2
    Đơn vị tính : tablet
  • Biệt dược thương mại : Dapsone 100 mg tablet
    Giá bán buôn : USD >0.86
    Đơn vị tính : tablet
Nhà Sản Xuất
  • Công ty : Allergan
    Sản phẩm biệt dược : Aczone
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00250
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=2955
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505300
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07666
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00592
ChemSpider
http://www.chemspider.com/Chemical-Structure.2849.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50029764
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0469-5005-03
PharmGKB
http://www.pharmgkb.org/drug/PA449211
Wikipedia
http://en.wikipedia.org/wiki/Dapsone
RxList
http://www.rxlist.com/cgi/generic/dapsone.htm
Drugs.com
http://www.drugs.com/cdi/dapsone.html
... loading
... loading