dicirenone
{{Short description|Chemical compound}}
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| IUPAC_name = Propan-2-yl (7R,8R,9S,10R,13S,14S,17R)-10,13-Dimethyl-3,5'-dioxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-carboxylate
| image = Dicirenone.svg
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| routes_of_administration = Oral
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| CAS_number = 41020-79-5
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| PubChem = 10387872
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| ChemSpiderID = 8563314
| UNII = M8K306YKSX
| KEGG = D03792
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| ChEMBL = 2106258
| C=26 | H=36 | O=5
| SMILES = CC(C)OC(=O)[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]3[C@@H]1[C@@H]4CC[C@]5([C@]4(CC3)C)CCC(=O)O5)C
| StdInChI_Ref =
| StdInChI = 1S/C26H36O5/c1-15(2)30-23(29)18-14-16-13-17(27)5-9-24(16,3)19-6-10-25(4)20(22(18)19)7-11-26(25)12-8-21(28)31-26/h13,15,18-20,22H,5-12,14H2,1-4H3/t18-,19+,20+,22-,24+,25+,26-/m1/s1
| StdInChIKey_Ref =
| StdInChIKey = WUVPAYPBMZMHJO-IMNLCBETSA-N
| synonyms = SC-26304; 7α-Carboxyisopropylspirolactone; 17α-Hydroxy-3-oxopregn-4-ene-7α,21-dicarboxylic acid γ-lactone 1-isopropyl ester
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Dicirenone (INN, USAN; developmental code name SC-26304; also known as 7α-carboxyisopropylspirolactone) is a synthetic, steroidal antimineralocorticoid of the spirolactone group which was developed as a diuretic and antihypertensive agent but was never marketed.{{cite book | vauthors = Elks J |title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA387|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=387–}}{{cite book| vauthors = Morton IK, Hall JM |title=Concise Dictionary of Pharmacological Agents: Properties and Synonyms|url=https://books.google.com/books?id=tsjrCAAAQBAJ&pg=PA97|date=6 December 2012|publisher=Springer Science & Business Media|isbn=978-94-011-4439-1|pages=97–}} It was synthesized and assayed in 1974. Similarly to other spirolactones like spironolactone, dicirenone also possesses antiandrogen activity, albeit with relatively reduced affinity.{{cite journal | vauthors = Netchitailo P, Delarue C, Perroteau I, Leboulenger F, Capron MH, Vaudry H | title = Relative inhibitory potency of five mineralocorticoid antagonists on aldosterone biosynthesis in vitro | journal = Biochemical Pharmacology | volume = 34 | issue = 2 | pages = 189–194 | date = January 1985 | pmid = 2981534 | doi = 10.1016/0006-2952(85)90123-6 }}
References
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{{Androgen receptor modulators}}
{{Mineralocorticoid receptor modulators}}
Category:Antimineralocorticoids
Category:Steroidal antiandrogens
{{Steroid-stub}}
{{Cardiovascular-drug-stub}}