Tìm theo
Bumetanide
Các tên gọi khác (6 ) :
  • 3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic acid
  • 3-Butylamino-4-(phenoxy)-5-sulfamoylbenzoic acid
  • 3-Butylamino-4-phenoxy-5-sulfamoyl-benzoic acid
  • 3-Butylamino-4-phenoxy-5-sulfamoylbenzoic acid
  • Bumetanida
  • Bumetanidum
diuretics, sodium potassium chloride symporter inhibitors
Thuốc Gốc
Small Molecule
CAS: 28395-03-1
ATC: C03CA02
ĐG : Advanced Pharmaceutical Services Inc.
CTHH: C17H20N2O5S
PTK: 364.416
A sulfamyl diuretic. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C17H20N2O5S
Phân tử khối
364.416
Monoisotopic mass
364.10929245
InChI
InChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)
InChI Key
InChIKey=MAEIEVLCKWDQJH-UHFFFAOYSA-N
IUPAC Name
3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid
Traditional IUPAC Name
bumetanide
SMILES
CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O
Độ tan chảy
230-231
Độ hòa tan
>20 mg/mL (in base)
logP
2.6
logS
-4.2
pKa (strongest acidic)
4.69
pKa (Strongest Basic)
2.7
PSA
118.72 Å2
Refractivity
95.78 m3·mol-1
Polarizability
37.21 Å3
Rotatable Bond Count
8
H Bond Acceptor Count
5
H Bond Donor Count
3
Physiological Charge
-1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Bumetanide is a loop diuretic of the sulfamyl category to treat heart failure. It is often used in patients in whom high doses of furosemide are ineffective. There is however no reason not to use bumetanide as a first choice drug. The main difference between the two substances is in bioavailability. It is said to be a more predictable diuretic, meaning that the predictable absorption is reflected in a more predictable effect. Bumetanide is 40 times more potent than furosemide (for patients with normal renal function).
Cơ Chế Tác Dụng : A sulfamyl diuretic. [PubChem] Bumetanide interferes with renal cAMP and/or inhibits the sodium-potassium ATPase pump. Bumetanide appears to block the active reabsorption of chloride and possibly sodium in the ascending loop of Henle, altering electrolyte transfer in the proximal tubule. This results in excretion of sodium, chloride, and water and, hence, diuresis.
Dược Động Học :
▧ Absorption :
Bumetanide is completely absorbed (80%), and the absorption is not altered when taken with food. Bioavailability is almost complete.
▧ Protein binding :
97%
▧ Metabolism :
45% is secreted unchanged. Urinary and biliary metabolites are formed by oxidation of the N-butyl side chain.
▧ Route of Elimination :
Oral administration of carbon-14 labeled Bumex to human volunteers revealed that 81% of the administered radioactivity was excreted in the urine, 45% of it as unchanged drug. Biliary excretion of Bumex amounted to only 2% of the administered dose.
▧ Half Life :
60-90 minutes
▧ Clearance :
* 0.2 - 1.1 mL/min/kg [preterm and full-term neonates with respiratory disorders] * 2.17 mL/min/kg [neonates receiving bumetanide for volume overload] * 1.8 +/- 0.3 mL/min/kg [geriatric subjects] * 2.9 +/- 0.2 mL/min/kg [younger subjects]
Độc Tính : Overdosage can lead to acute profound water loss, volume and electrolyte depletion, dehydration, reduction of blood volume and circulatory collapse with a possibility of vascular thrombosis and embolism. Electrolyte depletion may be manifested by weakness, dizziness, mental confusion, anorexia, lethargy, vomiting and cramps. Treatment consists of replacement of fluid and electrolyte losses by careful monitoring of the urine and electrolyte output and serum electrolyte levels.
Chỉ Định : For the treatment of edema associated with congestive heart failure, hepatic and renal disease including the nephrotic syndrome.
Tương Tác Thuốc :
  • Amikacin Increased ototoxicity
  • Cisplatin Increased ototoxicity
  • Colesevelam Bile acid sequestrants such as colesevelam may decrease the absorption of loop diuretics such as bumetanide. Monitor for decreased serum concentrations/therapeutic effects of loop diuretics if coadministered with bile acid sequestrants. Separating the administration of doses by 2 or more hours may reduce (but not eliminate) the risk of interaction. The manufacturer of colesevelam recommends that drugs should be administered at least 1 hour before or 4 hours after colesevelam.
  • Deslanoside Possible electrolyte variations and arrhythmias
  • Digitoxin Possible electrolyte variations and arrhythmias
  • Digoxin Possible electrolyte variations and arrhythmias
  • Gentamicin Increased ototoxicity
  • Ginseng Ginseng may decrease the therapeutic effect of diuretic, bumetanide.
  • Ibuprofen The NSAID, ibuprofen, may antagonize the diuretic and antihypertensive effects of the loop diuretic, bumetanide.
  • Indomethacin The NSAID, indomethacin, may decrease the diuretic and antihypertensive effects of the loop diuretic, bumetanide.
  • Kanamycin Increased ototoxicity
  • Netilmicin Increased ototoxicity
  • Streptomycin Increased ototoxicity
  • Sulindac The NSAID, sulindac, decreases the diuretic and antihypertensive effects of the loop diuretic, bumetanide.
  • Tobramycin Increased ototoxicity
  • Trandolapril The loop diuretic, Bumetanide, may increase the hypotensive effect of Trandolapril. Bumetanide may also increase the nephrotoxicity of Trandolapril.
  • Treprostinil Additive hypotensive effect. Monitor antihypertensive therapy during concomitant use.
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Bumetanide 2 mg tablet
    Giá bán buôn : USD >1.04
    Đơn vị tính : tablet
  • Biệt dược thương mại : Bumex 2 mg tablet
    Giá bán buôn : USD >1.65
    Đơn vị tính : tablet
  • Biệt dược thương mại : Bumetanide 0.25 mg/ml vial
    Giá bán buôn : USD >0.25
    Đơn vị tính : ml
  • Biệt dược thương mại : Bumetanide 0.5 mg tablet
    Giá bán buôn : USD >0.38
    Đơn vị tính : tablet
  • Biệt dược thương mại : Bumetanide 1 mg tablet
    Giá bán buôn : USD >0.51
    Đơn vị tính : tablet
  • Biệt dược thương mại : Bumex 0.5 mg tablet
    Giá bán buôn : USD >0.7
    Đơn vị tính : tablet
  • Biệt dược thương mại : Bumex 1 mg tablet
    Giá bán buôn : USD >0.98
    Đơn vị tính : tablet
Nhà Sản Xuất
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00887
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=2471
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508147
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00247
ChemSpider
http://www.chemspider.com/Chemical-Structure.2377.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=25903
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0004-0125-01
PharmGKB
http://www.pharmgkb.org/drug/PA448682
Wikipedia
http://en.wikipedia.org/wiki/Bumetanide
RxList
http://www.rxlist.com/cgi/generic2/bumetan.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/bum1058.shtml
Drugs.com
http://www.drugs.com/cdi/bumetanide.html
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