Synonym
Prorenoate potassium; Sc 23992; Sc-23992; Sc23992;
IUPAC/Chemical Name
potassium 3-((4aS,4bS,6aS,7R,9aS,9bR,9cS,10aR)-7-hydroxy-4a,6a-dimethyl-2-oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,9c,10,10a-hexadecahydrocyclopenta[a]cyclopropa[l]phenanthren-7-yl)propanoate
InChi Key
NLSAMWIBIQWHTK-TZHLAWPMSA-M
InChi Code
InChI=1S/C23H32O4.K/c1-21-7-3-13(24)11-18(21)14-12-15(14)20-16(21)4-8-22(2)17(20)5-9-23(22,27)10-6-19(25)26;/h11,14-17,20,27H,3-10,12H2,1-2H3,(H,25,26);/q;+1/p-1/t14-,15-,16+,17+,20-,21+,22+,23-;/m1./s1
SMILES Code
C[C@]12[C@@H](CC[C@]3(C)[C@@](CCC([O-])=O)(O)CC[C@@H]43)[C@H]4[C@H](C5)[C@@H]5C1=CC(CC2)=O.[K+]
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
>3 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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
410.59
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.
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: McInnes GT, Shelton JR, Harrison IR, Perkins RM, Palmer RF. Comparison of prorenoate potassium and spironolactone after repeated doses and steady state plasma levels of active metabolites. Br J Clin Pharmacol. 1982 Feb;13(2):187-94. PubMed PMID: 7059416; PubMed Central PMCID: PMC1401979.
2: McInnes GT, Harrison IR, Shelton JR, Perkins RM, Clarke JM. Relative potency of prorenoate potassium and spironolactone in attenuating diuretic induced hypokalaemia. Br J Clin Pharmacol. 1984 Aug;18(2):169-74. PubMed PMID: 6487456; PubMed Central PMCID: PMC1463509.
3: Levine D, Ramsay L, Auty R, Branch R, Tidd M. Antagonism of endogenous mineralocorticoids in normal subjects by prorenoate potassium and spironolactone. Eur J Clin Pharmacol. 1976 Mar 22;09(5-6):381-6. PubMed PMID: 786663.
4: Ramsay LE, Shelton JR, Tidd MJ. The pharmacodynamics of single doses of prorenoate potasssium and spironolactone in fludrocortisone treated normal subjects. Br J Clin Pharmacol. 1976 Jun;3(3):475-82. PubMed PMID: 788750; PubMed Central PMCID: PMC2958760.
5: Ramsay L, Harrison I, Shelton J, Tidd M. Relative potency of prorenoate and spironolactone in normal man. Clin Pharmacol Ther. 1975 Oct;18(4):391-400. PubMed PMID: 1100306.
6: McInnes GT, Shelton JR, Harrison IR. Steady-state relative potency of aldosterone antagonists: spironolactone and prorenoate. Clin Pharmacol Ther. 1981 May;29(5):679-86. PubMed PMID: 7214797.
7: Lumb GD, Rust JH. The pathologic response of the liver and thyroid of the rat to potassium prorenoate (SC-23992). Toxicol Pathol. 1985;13(4):315-24. PubMed PMID: 3834584.
8: Netchitailo P, Delarue C, Perroteau I, Jegou S, Tonon MC, Leroux P, Leboulenger F, Kusmierek MC, Capron MH, Vaudry H. Effect of aldosterone antagonists on mineralocorticoid synthesis in vitro. Inhibition of aldosterone production by prorenoate-K. Eur J Pharmacol. 1982 Feb 5;77(4):243-9. PubMed PMID: 6277668.
9: Auty R, Branch RA, Cole EN, Levine D, Ramsay L. Prolactin, diuretics and urinary electrolytes in normal subjects. J Endocrinol. 1976 Aug;70(2):173-81. PubMed PMID: 965879.
10: McInnes GT, Shelton JR, Ramsay LE, Harrison IR, Asbury MJ, Clarke JM, Perkins RM, Venning GR. Relative potency and structure activity relationships of aldosterone antagonists in healthy man: correlation with animal experience. Br J Clin Pharmacol. 1982 Mar;13(3):331-9. PubMed PMID: 6460516; PubMed Central PMCID: PMC1402118.
11: McInnes GT, Shelton JR, Ramsay LE. Evaluation of aldosterone antagonists in healthy man. Methods Find Exp Clin Pharmacol. 1982;4(1):49-71. Review. PubMed PMID: 7045549.