MedKoo Cat#: 341536 | Name: Ozolinone

Description:

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

Ozolinone is an active metabolite of etozoline which acts as a loop diuretic --- a diuretic that acts at the ascending limb of the loop of Henle in the kidney. Loop diuretics are primarily used in medicine to treat hypertension and edema often due to congestive heart failure or renal insufficiency.

Chemical Structure

Ozolinone
Ozolinone
CAS#56784-39-5

Theoretical Analysis

MedKoo Cat#: 341536

Name: Ozolinone

CAS#: 56784-39-5

Chemical Formula: C11H16N2O3S

Exact Mass: 256.0882

Molecular Weight: 256.32

Elemental Analysis: C, 51.55; H, 6.29; N, 10.93; O, 18.73; S, 12.51

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Ozolinone; W 3282; W-3282; W3282.
IUPAC/Chemical Name
Acetic acid, (3-methyl-4-oxo-5-(1-piperidinyl)-2-thiazolidinylidene)-, (Z)-
InChi Key
NQFBZYYUAFJYNS-FPLPWBNLSA-N
InChi Code
InChI=1S/C11H16N2O3S/c1-12-8(7-9(14)15)17-11(10(12)16)13-5-3-2-4-6-13/h7,11H,2-6H2,1H3,(H,14,15)/b8-7-
SMILES Code
O=C(O)/C=C(N1C)\SC(N2CCCCC2)C1=O
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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 256.32 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: Barthelmebs M, Stephan D, Krieger JP, Grima M, Imbs JL. Stereoselective renal effects of the loop diuretic ozolinone in the anesthetized dog. Naunyn Schmiedebergs Arch Pharmacol. 1995 Jun;351(6):660-71. PubMed PMID: 7675125. 2: Barthelmebs M, Stephan D, Fontaine C, Grima M, Imbs JL. Vascular effects of loop diuretics: an in vivo and in vitro study in the rat. Naunyn Schmiedebergs Arch Pharmacol. 1994 Feb;349(2):209-16. PubMed PMID: 8170505. 3: Benabe JE, Pedraza-Chaverri J, Martínez-Maldonado M. Mechanisms of ozolinone-induced renin release and diuresis. Am J Hypertens. 1993 Aug;6(8):701-7. PubMed PMID: 8217033. 4: Rybak LP, Whitworth C, Scott V. Comparative acute ototoxicity of loop diuretic compounds. Eur Arch Otorhinolaryngol. 1991;248(6):353-7. PubMed PMID: 1930985. 5: Dorigo P, Belluco P, Corradi L, Gaion RM, Maragno I. Mechanism of the vasodilating action of etozoline and its metabolites in guinea-pig aorta. Arch Int Pharmacodyn Ther. 1990 Sep-Oct;307:130-41. PubMed PMID: 2095710. 6: Shalmi M, Petersen JS, Christensen S. Stereospecificity of the effects of ozolinone on renal hemodynamics and on segmental tubular sodium reabsorption in conscious rats. Eur J Pharmacol. 1990 May 3;180(1):69-76. PubMed PMID: 2365004. 7: Hommerich CP. Ototoxicity of loop diuretics. Morphological and electrophysiological examinations in animal experiments. Adv Otorhinolaryngol. 1990;44:92-164. Review. PubMed PMID: 2407070. 8: Sandström PE, Sehlin J. Stereoselective inhibition of chloride transport by loop diuretics in pancreatic beta-cells. Eur J Pharmacol. 1987 Dec 15;144(3):389-92. PubMed PMID: 3326748. 9: 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. PubMed PMID: 3449068. 10: Beermann B, Grind M. Clinical pharmacokinetics of some newer diuretics. Clin Pharmacokinet. 1987 Oct;13(4):254-66. Review. PubMed PMID: 3311532. 11: Schwartz J, Bloch R, Imbs JL, Spach MO. [Diuretics]. Pathol Biol (Paris). 1986 Sep;34(7):861-85. Review. French. PubMed PMID: 3537932. 12: Eriksson O, Wistrand PJ. Chloride transport inhibition by various types of loop diuretics in fish opercular epithelium. Acta Physiol Scand. 1986 Jan;126(1):93-101. PubMed PMID: 3953305. 13: Göttl KH, Roesch A, Klinke R. Quantitative evaluation of ototoxic side effects of furosemide, piretanide, bumetanide, azosemide and ozolinone in the cat--a new approach to the problem of ototoxicity. Naunyn Schmiedebergs Arch Pharmacol. 1985 Nov;331(2-3):275-82. PubMed PMID: 4088324. 14: Imbs JL, Schmidt M, Giesen EM, Schwartz J. Effect of captopril on intrarenal blood flow. Am J Med. 1984 May 31;76(5B):53-7. PubMed PMID: 6375362. 15: Greven J, Glaser K, Kölling B, Heidenreich O. Attenuation by d-ozolinone of l-ozolinone-induced diuresis in rats. Eur J Pharmacol. 1984 Mar 2;98(3-4):331-6. PubMed PMID: 6723778. 16: 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. PubMed PMID: 6386484. 17: Schlatter E, Greger R, Weidtke C. Effect of "high ceiling" diuretics on active salt transport in the cortical thick ascending limb of Henle's loop of rabbit kidney. Correlation of chemical structure and inhibitory potency. Pflugers Arch. 1983 Mar 1;396(3):210-7. PubMed PMID: 6844125. 18: Greven J. Studies on the renal receptors of loop diuretics. Clin Exp Hypertens A. 1983;5(2):193-208. PubMed PMID: 6831745. 19: Heidenreich O, Greven J, Heintze K. Diuretic agents: actions on a molecular level. Clin Exp Hypertens A. 1983;5(2):177-92. PubMed PMID: 6299630. 20: Heidenreich O, Greven J, Heintze K. Molecular actions of diuretics. Klin Wochenschr. 1982 Oct 1;60(19):1258-63. PubMed PMID: 6292572.