Spironolactone

Inquiry

Cat Number

API0232271

CAS Number

52-01-7

For research use only. We do not supply to patients.

For pharmaceutical-grade products or other inquiries, please contact our experts.

Product Detail Description Scientific Support Customer Q&A

CAS Number

52-01-7

EINECS

200-133-6

Storage

Store at room temperature

Synonyms

Aldactone; Verospirone; Spirolactone; Spiresis; Uractone; Xenalon; spironolattone

Molecular Formula

C24H32O4S

Molecular Weight

416.6

Smiles

CC(=O)S[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

Appearance

White powder

Melting Point

207-208°C (lit.)

Boiling Point

504.87°C (Estimate)

Relative Density

1.1061 (Estimate)

General Description

Spironolactone is a synthetic steroid with a spiro lactone group at the 17α position, belonging to the class of aldosterone antagonists. Its chemical structure is 7α-acetylthio-17α-hydroxy-3-oxo-4-pregnene-21-carboxylic acid-γ-lactone. Spironolactone is a white to off-white crystalline powder, practically insoluble in water but soluble in organic solvents.

Mechanism of Action

Spironolactone acts as a competitive antagonist at the mineralocorticoid receptor (aldosterone receptor) in the distal tubule of the nephron, blocking the sodium-retaining and potassium-excreting effects of aldosterone. This leads to natriuresis, diuresis, and potassium retention. The drug also has weak anti-androgenic and progestational effects.

Application

Spironolactone is indicated for the treatment of hypertension, heart failure, and edema associated with cirrhosis and nephrotic syndrome. It is also used for the management of primary hyperaldosteronism and for the treatment of hirsutism and acne in women due to its anti-androgenic effects.

In a cell‑based screen, spironolactone inhibited ERBB4 receptor signaling. In Nrg1 type III transgenic mice (a schizophrenia model), spironolactone reduced cortical Erbb4 hyperphosphorylation and improved sensorimotor gating, hyperactivity, and working memory. It also increased spontaneous inhibitory postsynaptic currents in cortical slices. Spironolactone, a safe clinical drug, may offer a new treatment option for schizophrenia.

Fig. 1 Multilevel profiling approach of spironolactone treatment assessing target specificities and adapter recruitment. (Wehr MC, et al., 2017)

References

Wehr MC, et al. Spironolactone is an antagonist of NRG1-ERBB4 signaling and schizophrenia-relevant endophenotypes in mice. EMBO Mol Med. 2017;9(10):1448-1462.

Does Spironolactone require protection from light and moisture during storage?

Yes, it is sensitive to both light and moisture. Light causes photodegradation and moisture promotes hydrolysis of the thioester. Store in light-resistant, tightly sealed containers with desiccant.

What is the recommended storage temperature for Spironolactone?

Store at controlled room temperature (15-25°C). Avoid excessive heat above 30°C, which accelerates degradation and discoloration.

Is Spironolactone stable in tablet formulations with standard excipients?

Yes, when formulated with moisture-protective packaging (e.g., blisters).

How is the impurity canrenone (a hydrolysis product) monitored?

This primary degradation product is specifically quantified using a stability-indicating HPLC method, ensuring it remains within pharmacopoeial limits.