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分类

• Aromatics
• Pharmaceuticals
• Intermediates & Fine Chemicals
• {SNA} All Doping Standards (A-Z), Alphabetic, Analytical Standards, Analytical/Chromatography, Chromatography, Diuretic, Doping Substances, Drugs & Metabolites, E, EQ - EZ, Forensic and Veterinary Standards, Neat Compounds

产品应用

• A compound classified as a high ceiling diuretic

相关文献及参考

• [2]. Harada T, et al. Ethacrynic acid decreases expression of proinflammatory intestinal wall cytokines and ameliorates gastrointestinal stasis in murine postoperative ileus. Clinics (Sao Paulo). 2018 Oct 18;73:e332.
• [3]. Zhao XX, et al. Ethacrynic acid inhibits airway smooth muscle contraction in mice. Sheng Li Xue Bao. 2019 Dec 25;71(6):863-873.
• [4]. Byun HJ, et al. Ethacrynic Acid Inhibits Sphingosylphosphorylcholine-Induced Keratin 8 Phosphorylation and Reorganization via Transglutaminase-2 Inhibition. Biomol Ther (Seoul). 2013 Sep 30;21(5):338-42.
• Beyer, et al.: J. Pharmacol. Exp. Ther., 147, 1 (1965),
• Kim., et al.: Am. J. Cardiol., 27, 407 (1971),
• Williamson, H.E., et al.: J. Clin. Pharmacol., 17, 663 (1977),
• [1]. Li XQ, et al. Metabolism of Strained Rings: Glutathione S-transferase-Catalyzed Formation of a Glutathione-Conjugated Spiro-azetidine without Prior Bioactivation. Drug Metab Dispos. 2019 Nov;47(11):1247-1256.
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安全信息

GHS Symbol

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 3 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Ear) - tinnitus
REFERENCE :
   AIMDAP Archives of Internal Medicine.  (AMA, 535 N. Dearborn St., Chicago,
   IL 60610)  V.1-    1908-  Volume(issue)/page/year: 117,715,1966

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 600 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EPXXDW European Patent Application. (U.S. Patent and Trademark Office,
   Foreign Patents, Washington, DC 20231)  Volume(issue)/page/year: #0016635

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 189 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 2,411,1968

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 3 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special S

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 14800 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 2,41

其他信息

• Ethacrynic acid is non sulfonamide loop diuretic that is used to treat high blood pressure and the swelling caused by diseases like congestive heart failure. Ethacrynic acid blocks sodium-potassium-chloride cotransport. Also, Ethacrynic acid potently inhibits glutathione S-transferase family members. Studies show that ethacrynic acid potently inhibits Tgase-2 (transglutaminase-2) dependent metastasis of cancer cells including lung and pancreatic cancers.
• 上游原料:氢氧化钠 --> 盐酸 --> 甲醇 --> 乙醚 --> 硫酸 --> 乙酸 --> 硫酸钠 --> 碳酸氢钠 --> 苯 --> 三氯化铝 --> 无水醋酸钠 --> 二硫化碳 --> 多聚甲醛 --> 氯乙酸 --> 环己烷 --> 溴乙酸乙酯 --> 稀盐酸 --> 庚烷 --> 正丁酰氯 --> 活性碳 --> 盐酸二甲胺 --> 甲基环己烷 --> 2,3-二氯苯酚 --> 2,6-二氯苯甲醚 --> 苯丁酮 --> 苯氧乙酸乙酯 --> 2,3-二氯苯氧基乙酸
• MSDS 信息:2-[2,3-Dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid(58-54-8).msds
• Sigma Aldrich:58-54-8(sigmaaldrich)
• 方法一:由2，3-二氯苯甲醚与丁酰氯缩合，并水解为2，3-二氯-4-丁酰苯酚，再与溴乙酸乙酯缩合，然后进一步与甲醛缩合并水解为依他尼酸。1.2，3-二氯-4-丁酰苯酚的制备将丁酰氯、二氯本甲醚及三氯化铝依次加入二硫化碳中，室温下反应1h，再加流1h后，回收二硫化碳。回收毕，加入正庚烷，再加入三氯化铝，继续回流3h。冷至50℃，分去正庚烷，冷却，加稀盐酸，升温至86℃，立即冷至40℃，过滤、洗涤，得2，3-二氯-4-丁酰苯酚粗品。粗品用酸碱法精制、活性炭脱色，得熔点为108-111℃的精品。收率85%。2.依他尼酸的制备将2，3-二氯-4-丁酰苯酚、无水乙醇和乙酸钠加热至回流，滴加溴乙酸乙酯，反应3h后回收乙醇。冷却，过滤，洗涤，用乙醇重结晶，得2，3-二氯-4-丁酰苯氧乙酸乙酯。然后将其投入甲醛和乙醇的混合液中，于回流下滴加碳酸钾、水和乙醇的混合液，继续回流1.5h。冷却，加稀盐酸析出沉淀，过滤、洗涤、干燥，最后经重结晶和活性炭脱色而得依他尼酸。收率约40%。
• TCI Shanghai:利尿酸 Ethacrynic Acid,>;98.0%(T)(58-54-8)
• 用途一:该品为强利尿药。具有抑制肾小管对钠、氯离子的再吸收作用，作用强而快，是严重水肿所必需的药物，但毒性较大，慢性肾功能不全者少用。鼠口服LD50为627mg/kg。
• MOL 文件:58-54-8.mol