Tìm theo
Probenecid
Các tên gọi khác (8 ) :
  • 4-((Dipropylamino)sulfonyl)benzoic acid
  • 4-(Di-N-propylsulfamoyl)benzoesaeure
  • 4-(N,N-Dipropylsulfamoyl)benzoesaeure
  • P-(Dipropylsulfamoyl)benzoic acid
  • Probenecid acid
  • Probenecida
  • Probenecide
  • Probenecidum
Thuốc giảm đau, hạ sốt, chống viêm không steroid, điều trị Gút và các bệnh xương khớp
Thuốc Gốc
Small Molecule
CAS: 57-66-9
ATC: M04AB01
ĐG : Atlantic Biologicals Corporation , http://www.atlanticbiologicals.com
CTHH: C13H19NO4S
PTK: 285.359
The prototypical uricosuric agent. It inhibits the renal excretion of organic anions and reduces tubular reabsorption of urate. Probenecid has also been used to treat patients with renal impairment, and, because it reduces the renal tubular excretion of other drugs, has been used as an adjunct to antibacterial therapy. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C13H19NO4S
Phân tử khối
285.359
Monoisotopic mass
285.103478791
InChI
InChI=1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8-12)13(15)16/h5-8H,3-4,9-10H2,1-2H3,(H,15,16)
InChI Key
InChIKey=DBABZHXKTCFAPX-UHFFFAOYSA-N
IUPAC Name
4-(dipropylsulfamoyl)benzoic acid
Traditional IUPAC Name
probenecid
SMILES
CCCN(CCC)S(=O)(=O)C1=CC=C(C=C1)C(O)=O
Độ tan chảy
195 °C
Độ hòa tan
27.1 mg/L
logP
3.21
logS
-2.8
pKa (strongest acidic)
3.53
PSA
74.68 Å2
Refractivity
73.81 m3·mol-1
Polarizability
29.96 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
4
H Bond Donor Count
1
Physiological Charge
-1
Number of Rings
1
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
3.4
Dược Lực Học : Probenecid is a uricosuric and renal tubular blocking agent and is used in combination with colchicine to treat chronic gouty arthritis when complicated by frequent, recurrent acute attacks of gout. It inhibits the reabsorption of urate at the proximal convoluted tubule, thus increasing the urinary excretion of uric acid and decreasing serum urate levels. Effective uricosuria reduces the miscible urate pool, retards urate deposition, and promotes resorption of urate deposits. At the proximal and distal tubles, probenecid competitively inhibits the secretion of many weak organic acids including penicillins, most cephalosporins, and some other β-lactam antibiotics. This results in an increase in the plasma concentrations of acidic drugs eliminated principally by renal secretion, but only a slight increase if the drug is eliminated mainly by filtration. Thus, the drug can be used for therapeutic advantages to increase concentrations of certain β-lactam antibiotics in the treatment of gonorrhea, neurosyphilis, or pelvic inflammatory disease (PID).
Cơ Chế Tác Dụng : The prototypical uricosuric agent. It inhibits the renal excretion of organic anions and reduces tubular reabsorption of urate. Probenecid has also been used to treat patients with renal impairment, and, because it reduces the renal tubular excretion of other drugs, has been used as an adjunct to antibacterial therapy. [PubChem] Probenecid inhibits the tubular reabsorption of urate, thus increasing the urinary excretion of uric acid and decreasing serum urate levels. Probenecid may also reduce plasma binding of urate and inhibit renal secretion of uric acid at subtherapeutic concentrations. The mechanism by which probenecid inhibits renal tubular transport is not known, but the drug may inhibit transport enzymes that require a source of high energy phosphate bonds and/or nonspecifically interfere with substrate access to protein receptor sites on the kidney tubules.
Dược Động Học :

▧ Protein binding :
75-95%
▧ Route of Elimination :
Excreted principally in the urine as monoacyl glucuronide and unchanged drug. Alkalinization of urine increases renal probenecid excretion.
▧ Half Life :
6-12 hours
Chỉ Định : For the reduction of serum uric acid concentrations in chronic gouty arthritis and tophaceous gout in patients with frequent disabling gout attacks. Has also been effectively used to promote uric acid excretion in hyperuricemia secondary to the administration of thiazide and related diuretics.
Tương Tác Thuốc :
  • Acetylsalicylic acid Acetylsalicylic acid decreases the uricosuric effect of probenecid.
  • Bismuth Subsalicylate The salicylate, bismuth subsalicylate, decreases the uricosuric effect of probenecid.
  • Cefaclor Probenecid may increase the serum level of cefaclor.
  • Cefadroxil Probenecid may increase the serum level of cefadroxil.
  • Cefamandole Probenecid may increase the serum level of cefamandole.
  • Cefazolin Probenecid may increase the serum level of cefazolin.
  • Cefepime Probenecid may increase the serum level of cefepime.
  • Cefixime Probenecid may increase the serum level of cefixime.
  • Cefmetazole Probenecid may increase the serum level of cefmatzole.
  • Cefonicid Probenecid may increase the serum level of cefonicib.
  • Cefotaxime Probenecid may increase the serum level of cefotaxime.
  • Cefotetan Probenecid may increase the serum level of cefotetan.
  • Cefoxitin Probenecid may increase the serum level of cefoxitin.
  • Cefprozil Probenecid may increase the serum level of cefprozil.
  • Cefradine Probenecid may increase the serum level of cefradine.
  • Ceftizoxime Probenecid may increase the serum level of ceftizoxime.
  • Cefuroxime Probenecid may increase the serum level of cefuroxime.
  • Cephalexin Probenecid may increase the serum level of cephalexin.
  • Cephaloglycin Probenecid may increase the serum level of cephaloglycin.
  • Cephalothin Group Probenecid may increase the serum level of cephalothin.
  • Diflunisal Probenecid increases toxicity of diflunisal
  • Ganciclovir Probenecid increases the effect and toxicity of ganciclovir/valganciclovir
  • Glycerol Phenylbutyrate Probenecid may inhibit the renal excretion of metabolites of glycerol phenylbutyrate including PAGN and PAA.
  • Indomethacin Probenecid increases the effect/toxicity of indomethacin
  • Ketorolac Probenecid increases toxicity of ketorolac
  • Loracarbef Probenecid may increase the serum level of loracarbef.
  • Magnesium salicylate The salicylate, magnesium salicylate, decreases the uricosuric effect of probenecid.
  • Methotrexate Probenecid increases the effect and toxicity of methotrexate
  • Moxalactam Derivative Probenecid may increase the serum level of the moxalactam derivative.
  • Pralatrexate Decreases renal clearance of pralatrexate thus increasing exposure. Monitor for adverse effects.
  • Salicylate-sodium The salicylate, salicylate-sodium, decreases the uricosuric effect of probenecid.
  • Salsalate The salicylate, salsalate, decreases the uricosuric effect of probenecid.
  • Silodosin Strong UGT2B7 inhibitors may increase levels of silodosin. Monitor concomitant therapy closely.
  • Tapentadol Increases the AUC of tapentadol by 57%. These changes are not considered clinically relevant and no change in dose is required.
  • Trisalicylate-choline The salicylate, trisalicylate-choline, decreases the uricosuric effect of probenecid.
  • Valganciclovir Probenecid may decrease excretion of Valganciclovir. Monitor for increased serum concentration and toxicity of Valganciclovir.
  • Zidovudine Rash, malaise, myalgia
Liều Lượng & Cách Dùng : Tablet - Oral - 500 mg
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Benecid
  • Công ty :
    Sản phẩm biệt dược : Benemid
  • Công ty :
    Sản phẩm biệt dược : Benuryl
  • Công ty :
    Sản phẩm biệt dược : Probalan
  • Công ty :
    Sản phẩm biệt dược : Probecid
  • Công ty :
    Sản phẩm biệt dược : Proben
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01032
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4911
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506554
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07372
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00475
ChemSpider
http://www.chemspider.com/Chemical-Structure.4742.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0378-0156-01
PharmGKB
http://www.pharmgkb.org/drug/PA451106
Wikipedia
http://en.wikipedia.org/wiki/Probenecid
RxList
http://www.rxlist.com/cgi/generic/colbenemid.htm
Drugs.com
http://www.drugs.com/cdi/probenecid.html
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