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MedKoo Cat#: 414143 | Name: Etozolin HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Etozolin HCl is a safe and effective diuretic agent in the treatment of acute cardiac failure. In isolated rings of guinea-pig aorta not responding to acetylcholine, the diuretic dexetozoline did not influence basal vascular tone but inhibited noradrenaline- and histamine-induced contractions. Dexetozoline has a very high bioavailability after oral administration and is fairly lipohilic. The half-life of etozolin is 2.5 h. Dexetozoline accumulates in cirrhosis.

Chemical Structure

Etozolin HCl
Etozolin HCl
CAS#53-90-7 (HCl)

Theoretical Analysis

MedKoo Cat#: 414143

Name: Etozolin HCl

CAS#: 53-90-7 (HCl)

Chemical Formula: C13H21ClN2O3S

Exact Mass: 320.0961

Molecular Weight: 320.83

Elemental Analysis: C, 48.67; H, 6.60; Cl, 11.05; N, 8.73; O, 14.96; S, 9.99

Price and Availability

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Related CAS #
53-90-7 (HCl) 73-09-6 (free base)
Synonym
Etozolin HCl; Etozolin hydrochloride
IUPAC/Chemical Name
Acetic acid, 2-(3-methyl-4-oxo-5-(1-piperidinyl)-2-thiazolidinylidene)-, ethyl ester, hydrochloride (1:1)
InChi Key
AOHAFCXGDWOODX-RRABGKBLSA-N
InChi Code
InChI=1S/C13H20N2O3S.ClH/c1-3-18-11(16)9-10-14(2)12(17)13(19-10)15-7-5-4-6-8-15;/h9,13H,3-8H2,1-2H3;1H/b10-9+;
SMILES Code
O=C(OCC)/C=C(N1C)/SC(N2CCCCC2)C1=O.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 320.83 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Nau H, Steldinger R, Ivan E. Placental transfer of etozolin and ozolinone during the first half of gestation in man. Eur J Clin Pharmacol. 1982;23(3):253-60. doi: 10.1007/BF00547564. PMID: 7173295. 2: Nami R, Lucani B, Pavese G, Panza F, Moscato D, Martinelli M, Gennari C. Acute antihypertensive, diuretic and metabolic effects of etozolin and chlorthalidone. Panminerva Med. 1991 Jul-Sep;33(3):157-63. PMID: 1771100. 3: Battaglia A, Adamo M, Di Stefano G, Gargano F. Etozolina e captopril nel trattamento dell'ipertensione arteriosa [Etozolin and captopril in the treatment of arterial hypertension]. Clin Ter. 1990 Feb 15;132(3):173-9. Italian. PMID: 2139827. 4: Muiesan G, Agabiti-Rosei E. Etozolin monotherapy and combination with verapamil in essential hypertension. J Hypertens Suppl. 1989 Dec;7(6):S278-9. doi: 10.1097/00004872-198900076-00135. PMID: 2698939. 5: Biamino G. Vergleichende Untersuchungen über die diuretische Wirkung von Etozolin und einer Vergleichssubstanz bei Gesunden Probanden [Comparative studies on the diuretic activities of Etozolin and a reference compound in normal volunteers (author's transl)]. Arzneimittelforschung. 1977;27(9a):1814-7. German. PMID: 578772. 6: Beermann B, Grind M. Clinical pharmacokinetics of some newer diuretics. Clin Pharmacokinet. 1987 Oct;13(4):254-66. doi: 10.2165/00003088-198713040-00003. PMID: 3311532. 7: Knauf H, Hasenfuss G, Wais U, Schollmeyer P, Mutschler E. Independent of etozolin elimination of kidney function. Single dose experiments in patients with renal insufficiency. Arzneimittelforschung. 1980;30(10):1791-3. PMID: 7192116. 8: Knauf H, Missmahl M, Schölmerich J, Gerok W, Mutschler E. Altered kinetics of etozolin and its active metabolite ozolinone in hepatitis and hepatic cirrhosis with ascites. Arzneimittelforschung. 1987 Dec;37(12):1385-8. PMID: 3449068. 9: Greven J, Heidenreich O. Effect of Etozolin on whole kidney function and fluid and electrolyte reabsorption in rat proximal convoluted tubules and loops of Henle. Arzneimittelforschung. 1977;27(9a):1755-7. PMID: 578764. 10: Musini VM, Rezapour P, Wright JM, Bassett K, Jauca CD. Blood pressure- lowering efficacy of loop diuretics for primary hypertension. Cochrane Database Syst Rev. 2015 May 22;2015(5):CD003825. doi: 10.1002/14651858.CD003825.pub4. PMID: 26000442; PMCID: PMC7156893. 11: Biamino G, Kopp H, Rudroff W, Schneider B. Etozolin (Elkapin) in der Behandlung der Herzinsuffizienz. Ein Vergleich mit der Wirkung des Schleifendiuretikums furosemid [Studies on the diuretic effects of etozolin (Elkapin) in heart failure - a comparison with the loop diuretic agent furosemide (author's transl)]. Med Klin. 1979 Apr 20;74(16):624-30. German. PMID: 460026. 12: Hengy H, Vollmer KO, Gladigau V, Kölle EU. Assay of etozolin and its main metabolite, ozolinone, in plasma by high performance liquid chromatography. Arzneimittelforschung. 1980;30(10):1788-90. PMID: 7192115. 13: Scheitza E. Wirkung des Diuretikums Etozolin (Gö 687) auf die renale Ausscheidung von Wasser und Soluta bei normaler Nierenfunktion [Effect of the diuretic Etozolin (Gö 687) on renal elimination of water and solutes in subjects with normal renal function (author's transl)]. Arzneimittelforschung. 1977;27(9a):1804-6. German. PMID: 578770. 14: Jain AK, Vaidya A, Ravichandran V, Kashaw SK, Agrawal RK. Recent developments and biological activities of thiazolidinone derivatives: a review. Bioorg Med Chem. 2012 Jun 1;20(11):3378-95. doi: 10.1016/j.bmc.2012.03.069. Epub 2012 Apr 13. PMID: 22546204. 15: Knauf H, Liebig R, Schollmeyer P, Rosenthal J, Kölle EU, Mutschler E. Pharmacodynamics and kinetics of etozolin/ozolinone in hypertensive patients with normal and impaired kidney function. Eur J Clin Pharmacol. 1984;26(6):687-93. doi: 10.1007/BF00541926. PMID: 6386484. 16: Cellina G, Binaghi P, De Carolis ME, Limonta A, Lo Cicero G, Di Michele R. Ipertensione arteriosa in donne in età perimenopausale; indagine di tollerabilità dell'etozolina [Arterial hypertension in perimenopausal women; tolerability of etozolin]. Minerva Cardioangiol. 1990 Jul-Aug;38(7-8):341-4. Italian. PMID: 2080024. 17: Scheitza E. Wirkung des Diuretikums Etozolin bei Patienten mit normaler und eingeschränkter Nierenfunktion [Effect of the diuretic Etozolin in patients with normal and impaired renal function (author's transl)]. Arzneimittelforschung. 1977;27(9a):1807-14. German. PMID: 578771. 18: Herrmann M, Bahrmann H, Birkenmayer E, Ganser V, Heldt W, Steinbrecher W. Zur Pharmakologie von Etozolin [On the pharmacology of Etozolin (author's transl)]. Arzneimittelforschung. 1977;27(9a):1745-54. German. PMID: 578763. 19: Musini VM, Rezapour P, Wright JM, Bassett K, Jauca CD. Blood pressure lowering efficacy of loop diuretics for primary hypertension. Cochrane Database Syst Rev. 2012 Aug 15;(8):CD003825. doi: 10.1002/14651858.CD003825.pub3. Update in: Cochrane Database Syst Rev. 2015;(5):CD003825. PMID: 22895937. 20: Haslbeck M, Renner R, Kemmler W, Schneider B, Mehnert H. Zur Frage der Beeinflussung des Kohlenhydrat-Stoffwechsels durch ein neues Saluretikum (Etozolin) [Effect on carbohydrate metabolism of a new saluretic, etozolin]. Fortschr Med. 1979 Oct 25;97(40):1825-30. German. PMID: 396216.