Tìm theo
Ethacrynic acid
Các tên gọi khác (22 ) :
  • (2,3-Dichloro-4-(2-methylene-1-oxobutyl)phenoxy)acetic acid
  • Acide etacrynique
  • Acido etacrinico
  • Acidum etacrynicum
  • Crinuryl
  • Edecril
  • Edecrina
  • Endecril
  • Etacrinic acid
  • Etacrynic acid
  • Etakrinic acid
  • Ethacryinic Acid
  • Ethacrynate
  • Ethacrynic acid
  • Hidromedin
  • Hydromedin
  • Methylenebutyrylphenoxyacetic acid
  • Mingit
  • Otacril
  • Reomax
  • Taladren
  • Uregit
enzyme inhibitors, diuretics
Thuốc Gốc
Small Molecule
CAS: 58-54-8
ATC: C03CC01
ĐG : Aton Pharma Inc. , http://www.atonrx.com
CTHH: C13H12Cl2O4
PTK: 303.138
A compound that inhibits symport of sodium, potassium, and chloride primarily in the ascending limb of Henle, but also in the proximal and distal tubules. This pharmacological action results in excretion of these ions, increased urinary output, and reduction in extracellular fluid. This compound has been classified as a loop or high ceiling diuretic. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C13H12Cl2O4
Phân tử khối
303.138
Monoisotopic mass
302.011264286
InChI
InChI=1S/C13H12Cl2O4/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19-6-10(16)17/h4-5H,2-3,6H2,1H3,(H,16,17)
InChI Key
InChIKey=AVOLMBLBETYQHX-UHFFFAOYSA-N
IUPAC Name
2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid
Traditional IUPAC Name
ethacrynic acid
SMILES
CCC(=C)C(=O)C1=C(Cl)C(Cl)=C(OCC(O)=O)C=C1
Độ tan chảy
118.5-120.5
Độ hòa tan
1.94e-02 g/l
logP
3.3
logS
-4.2
pKa (strongest acidic)
2.8
pKa (Strongest Basic)
-5
PSA
63.6 Å2
Refractivity
72.22 m3·mol-1
Polarizability
28.57 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
3.5
Dược Lực Học : Ethacrynic acid is a monosulfonamyl loop or high ceiling diuretic. Ethacrynic acid acts on the ascending limb of the loop of Henle and on the proximal and distal tubules. Urinary output is usually dose dependent and related to the magnitude of fluid accumulation. Water and electrolyte excretion may be increased several times over that observed with thiazide diuretics, since ethacrynic acid inhibits reabsorption of a much greater proportion of filtered sodium than most other diuretic agents. Therefore, ethacrynic acid is effective in many patients who have significant degrees of renal insufficiency. Ethacrynic acid has little or no effect on glomerular filtration or on renal blood flow, except following pronounced reductions in plasma volume when associated with rapid diuresis.
Cơ Chế Tác Dụng : A compound that inhibits symport of sodium, potassium, and chloride primarily in the ascending limb of Henle, but also in the proximal and distal tubules. This pharmacological action results in excretion of these ions, increased urinary output, and reduction in extracellular fluid. This compound has been classified as a loop or high ceiling diuretic. [PubChem] Ethacrynic acid inhibits symport of sodium, potassium, and chloride primarily in the ascending limb of Henle, but also in the proximal and distal tubules. This pharmacological action results in excretion of these ions, increased urinary output, and reduction in extracellular fluid. Diuretics also lower blood pressure initially by reducing plasma and extracellular fluid volume; cardiac output also decreases, explaining its antihypertensive action. Eventually, cardiac output returns to normal with an accompanying decrease in peripheral resistance. Its mode of action does not involve carbonic anhydrase inhibition.
Dược Động Học :
▧ Absorption :
Onset of action is rapid, usually within 30 minutes after an oral dose of ethacrynic acid or within 5 minutes after an intravenous injection of ethacrynic acid.
▧ Protein binding :
> 98%
▧ Metabolism :
Hepatic.
Độc Tính : Overdosage may lead to excessive diuresis with electrolyte depletion.
Chỉ Định : For the treatment of high blood pressure and edema caused by diseases like congestive heart failure, liver failure, and kidney failure.
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 ethacrynic acid. 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, ethacrynic acid.
  • Ibuprofen The NSAID, ibuprofen, may antagonize the diuretic and antihypertensive effects of the loop diuretic, ethacrynic acid.
  • Indacaterol Concomitant therapy may increase the risk of hypokalemia via intracellular shunting. Monitor for adverse effects and especially for cardiovascular effects associated with hypokalemia.
  • Indomethacin The NSAID, indomethacin, may decrease the diuretic and antihypertensive effects of the loop diuretic, ethacrynic acid.
  • Kanamycin Increased ototoxicity
  • Netilmicin Increased ototoxicity
  • Streptomycin Increased ototoxicity
  • Sulindac The NSAID, sulindac, may decrease the diuretic and antihypertensive effects of the loop diuretic, ethacryninc acid.
  • Tobramycin Increased ototoxicity
  • Trandolapril The loop diuretic, Ethacrynic acid, may increase the hypotensive effect of Trandolapril. Ethacrynic acid may also increase the nephrotoxicity of Trandolapril.
  • Treprostinil Additive hypotensive effect. Monitor antihypertensive therapy during concomitant use.
Liều Lượng & Cách Dùng : Powder, for solution - Intravenous
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Assia
    Sản phẩm biệt dược : Crinuryl
  • Công ty : Merck
    Sản phẩm biệt dược : Edecril
  • Công ty : Aton
    Sản phẩm biệt dược : Edecrin
  • Công ty : Merck
    Sản phẩm biệt dược : Hydromedin
  • Công ty : Bioindustria
    Sản phẩm biệt dược : Reomax
  • Công ty : Malesci
    Sản phẩm biệt dược : Taladren
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00903
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3278
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507562
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00313
ChemSpider
http://www.chemspider.com/Chemical-Structure.3163.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0006-0065-68
PharmGKB
http://www.pharmgkb.org/drug/PA449518
Wikipedia
http://en.wikipedia.org/wiki/Ethacrynic_acid
RxList
http://www.rxlist.com/cgi/generic3/edecrin.htm
Drugs.com
http://www.drugs.com/cdi/ethacrynate-sodium.html
... loading
... loading