Chemistry:Mexrenone

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Short description: Chemical compound
Mexrenone
Mexrenone.svg
Clinical data
Other namesZK-32055; SC-25152; 7α-(Methoxycarbonyl)canrenone; 17β-Hydroxy-3-oxo-17α-pregn-4-ene-7α,21-dicarboxylic acid γ-lactone methyl ester
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC24H32O5
Molar mass400.515 g·mol−1
3D model (JSmol)

Mexrenone (code names ZK-32055, SC-25152) is a steroidal antimineralocorticoid of the spirolactone group related to spironolactone that was never marketed.[1][2] It is the lactonic form of mexrenoic acid (mexrenoate), and mexrenoate potassium (SC-26714), the potassium salt of mexrenoic acid, also exists.[3] In addition to the mineralocorticoid receptor, mexrenone also binds to the glucocorticoid, androgen, and progesterone receptors.[4] Relative to spironolactone, it has markedly reduced antiandrogen activity (approximately one-tenth of the antimineralocorticoid dosage equivalent antiandrogen activity of spironolactone).[2] Eplerenone is the 9-11α-epoxy analogue of mexrenone.[5]

See also

References

  1. "SC 25152: A potent mineralocorticoid antagonist with reduced affinity for the 5 alpha-dihydrotestosterone receptor of human and rat prostate". The Journal of Clinical Endocrinology and Metabolism 47 (1): 171–175. July 1978. doi:10.1210/jcem-47-1-171. PMID 263288. 
  2. 2.0 2.1 "SC 25152: a potent mineralocorticoid antagonist with decreased antiandrogenic activity relative to spironolactone". The Journal of Pharmacology and Experimental Therapeutics 209 (1): 144–146. April 1979. PMID 430374. 
  3. "Mexrenoate potassium: a steroidal aldosterone antagonist and antihypertensive". The Journal of Pharmacology and Experimental Therapeutics 201 (3): 762–768. June 1977. PMID 864608. 
  4. Pharmaceutical Chemistry of Antihypertensive Agents. CRC Press. 19 December 1990. pp. 87–. ISBN 978-0-8493-4724-5. https://books.google.com/books?id=LMl4Sd38q4kC&pg=PA87. 
  5. "The 45-year story of the development of an anti-aldosterone more specific than spironolactone". Molecular and Cellular Endocrinology 217 (1–2): 45–52. March 2004. doi:10.1016/j.mce.2003.10.008. PMID 15134800.