- 同
- Edecrin
WordNet
- street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
- any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
- having the characteristics of an acid; "an acid reaction"
PrepTutorEJDIC
- 酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/08/03 21:25:30」(JST)
[Wiki en表示]
Etacrynic acid
|
Systematic (IUPAC) name |
[2,3-dichloro-4-(2-methylenebutanoyl)phenoxy]acetic acid
|
Clinical data |
AHFS/Drugs.com |
International Drug Names |
MedlinePlus |
a682857 |
Routes of
administration |
Oral |
Pharmacokinetic data |
Protein binding |
> 98% |
Identifiers |
CAS Registry Number |
58-54-8 Y |
ATC code |
C03CC01 |
PubChem |
CID: 3278 |
IUPHAR/BPS |
7179 |
DrugBank |
DB00903 Y |
ChemSpider |
3163 Y |
UNII |
M5DP350VZV Y |
KEGG |
D00313 Y |
ChEBI |
CHEBI:4876 Y |
ChEMBL |
CHEMBL456 Y |
Chemical data |
Formula |
C13H12Cl2O4 |
Molecular mass |
303.138 g/mol |
SMILES
-
Clc1c(C(=O)\C(=C)CC)ccc(OCC(=O)O)c1Cl
|
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) Y
-
Key:AVOLMBLBETYQHX-UHFFFAOYSA-N Y
|
Y (what is this?) (verify) |
Etacrynic acid (INN) or ethacrynic acid (USAN), trade name Edecrin, is a loop diuretic used to treat high blood pressure and the swelling caused by diseases like congestive heart failure, liver failure, and kidney failure.
Unlike the other loop diuretics, etacrynic acid is not a sulfonamide[1] and thus, its use is not contraindicated in those with sulfa allergies.
Ethacrynic acid is a phenoxyacetic acid derivative containing a ketone group and a methylene group. A cysteine adduct is formed with the methylene group and this is the active form.
Contents
- 1 Administration
- 2 Adverse effects
- 3 Mechanism of action
- 4 References
Administration
Ethacrynic acid is sold in 25 mg and 50 mg tablets for oral use. The sodium salt (ethacrynate sodium) can also be given intravenously. The IV solution must be prepared and maintained with a pH above 5.
Adverse effects
As a diuretic, ethacrynic acid can cause frequent urination, but this usually resolves after taking the drug for a few weeks.
Ethacrynic acid can also cause low potassium levels, which may manifest as muscle cramps or weakness. It has also been known to cause reversible or permanent hearing loss(ototoxicity)[2] and liver damage[3] when administered in extremely high dosages. On oral administration, it produces diarrhea; intestinal bleeding may occur at higher doses.
Mechanism of action
Ethacrynic acid acts by inhibiting sodium-potassium-chloride cotransport in the ascending loop of Henle. Loss of potassium ions is less marked but chances of hypochloremic alkalosis are greater. The dose response curve of ethacrynic acid is steeper than that of furosemide and, in general, it is less manageable; dose range is 50-150mg.
Ethacrynic acid and its glutathione-adduct are potent inhibitors of glutathione S-transferase family members, which are enzymes involved in xenobiotic metabolism. This family of enzymes has recently been shown to have a high rate of genetic variability.
References
- ^ Somberg JC, Molnar J; Molnar (January 2009). "The Pleiotropic Effects of Ethacrynic Acid". Am J Ther 16 (1): 102–4. doi:10.1097/MJT.0b013e3181961264. PMID 19142157.
- ^ Bosher SK (1980). "The nature of the ototoxic actions of ethacrynic acid upon the mammalian endolymph system. I. Functional aspects". Acta Otolaryngol. 89 (5–6): 407–18. doi:10.3109/00016488009127156. PMID 7446061.
- ^ Datey, KK; Deshmukh, SN; Dalvi, CP; Purandare, NM (1967). "Hepatocellular damage with ethacrynic acid". Br. Med. J. 3 (5558): 152–153. doi:10.1136/bmj.3.5558.152. PMC 1842848. PMID 6028103.
Antihypertensives: diuretics (C03)
|
|
Sulfonamides
(and etacrynic acid) |
CA inhibitors (at PT) |
|
|
Loop (Na-K-Cl at AL) |
- Furosemide#
- Bumetanide
- Etacrynic acid
- Etozoline
- Muzolimine
- Piretanide
- Tienilic acid
- Torasemide
|
|
Thiazides (Na-Cl at DCT,
Calcium-sparing) |
- Altizide
- Bendroflumethiazide
- Chlorothiazide
- Cyclopenthiazide
- Cyclothiazide
- Epithiazide
- Hydrochlorothiazide#
- Hydroflumethiazide
- Mebutizide
- Methyclothiazide
- Polythiazide
- Trichlormethiazide
|
|
Thiazide-likes (primarily DCT) |
- Quinethazone
- Clopamide
- Chlortalidone
- Mefruside
- Clofenamide
- Metolazone
- Meticrane
- Xipamide
- Indapamide
- Clorexolone
- Fenquizone
|
|
|
Potassium-sparing (at CD) |
ESC blockers |
- Amiloride#
- Triamterene
- Benzamil
|
|
Aldosterone antagonists |
- Spironolactone#
- Eplerenone
- Potassium canrenoate
- Canrenone
|
|
|
Osmotic diuretics (PT, DL) |
|
|
Vasopressin receptor inhibitors
(DCT and CD) |
- vaptans: Conivaptan
- Mozavaptan
- Satavaptan
- Tolvaptan
- others: Demeclocycline
- Lithium carbonate
|
|
Other |
- ethanol, isopropanol, 2M2B
- mercurial diuretic (Mersalyl, Meralluride)
- Theobromine
- Cicletanine
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of the circulatory system
|
|
Description |
- Anatomy
- Arteries
- head and neck
- arms
- chest
- abdomen
- legs
- Veins
- head and neck
- arms
- chest
- abdomen and pelvis
- legs
- Development
- Cells
- Physiology
|
|
Disease |
- Congenital
- Neoplasms and cancer
- Lymphatic vessels
- Injury
- Vasculitis
- Other
- Symptoms and signs
|
|
Treatment |
- Procedures
- Drugs
- beta blockers
- channel blockers
- diuretics
- nonsympatholytic vasodilatory antihypertensives
- peripheral vasodilators
- renin–angiotensin system
- sympatholytic antihypertensives
- vasoprotectives
|
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Diuretic Renal Scintigraphy in Patients with Sulfonamide Allergies: Possible Alternative Use of Ethacrynic Acid.
- Nguyen BD1, Roarke MC2, Young JR3, Yang M2, Osborn HH2.
- Journal of nuclear medicine technology.J Nucl Med Technol.2015 Dec;43(4):239-41. doi: 10.2967/jnmt.115.161331. Epub 2015 Oct 15.
- Furosemide may trigger life-threatening sulfonamide cross-hypersensitivity reactions, posing a dilemma in patients who need diuretic renal scintigraphy.METHODS: We present our experience using ethacrynic acid as a nonsulfonamide alternative diuretic in 5 patients, with a discussion of the diuretic m
- PMID 26471332
- Efficacy of the cat deafening method: Co-administration of ethacrynic acid and kanamycin.
- Jang JH1, Lee HS2, Oh SH3,4, Park MH2.
- Acta oto-laryngologica.Acta Otolaryngol.2015 Nov 25:1-4. [Epub ahead of print]
- OBJECTIVE: This study was designed to determine if hearing status monitoring during intravenous infusion of EA reduces individual variability and to evaluate the correlation between EA dose and Bwt.MATERIALS AND METHODS: Twenty-five cats with the mean age of 24 ± 3.7 weeks (range = 20.6-28.
- PMID 26605909
- Effects of Ethacrynic Acid Addition to Diet on Fitness and Development in the Psocid Liposcelis bostrychophila Badonnel.
- Dou W1, Wu JJ1, Chen SC1, Wei DD1, Wang JJ2.
- Environmental entomology.Environ Entomol.2015 Oct 16. pii: nvv157. [Epub ahead of print]
- Fertility life table provides a comprehensive description of arthropod population dynamics by the estimation of parameters about arthropod population growth potential. It can also clarify the sublethal effects of chemicals on insects. Ethacrynic acid (EA), an inhibitor of glutathione S-transferases,
- PMID 26475825
Japanese Journal
- アポトーシス抑制タンパクPTD-FNKを用いた内耳タンパク治療
- Ototoxicity of cisplatin administered to guinea pigs via the round window membrane
- Effects of Depletion of Glutathione on Abscisic Acid- and Methyl Jasmonate-Induced Stomatal Closure in <i>Arabidopsis thaliana</i>
- Bioscience, Biotechnology, and Biochemistry 76(11), 2032-2037, 2012
- NAID 130004137843
Related Links
- Before taking ethacrynic acid, tell your doctor and pharmacist if you are allergic to ethacrynic acid, any other medications or any of the ingredients in ethacrynic acid tablets. Ask your doctor or pharmacist for a list of the ...
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Related Pictures
★リンクテーブル★
[★]
エタクリン酸
- 関
- etacrynic acid、ethacrynic acid
[★]
エタクリン酸
- 関
- ethacrynate、ethacrynic acid