Spironolactone

Basic Information

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CAS Number

52-01-7

Molecular Formula

C24H32O4S

Molecular Weight

416.58 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

207-208?°C

Boiling Point

597°C at 760mmHg

Water Solubility

practically insoluble

Flash Point

302.3°C

Solubility

Chloroform (Slightly), Methanol (Slightly, Heated)

Refractive Index

-36 ° (C=1, CHCl3)

Vapor Pressure

3.24E-14mmHg at 25°C

Specific Rotation

-37 º (c=1, CHCl3)

SMILES

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CC(=O)S[C@@H]1CC2=CC(=O)CC[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@]54CCC(=O)O5)[C@H]13

InChI

InChI=1S/C24H32O4S/c1-14(25)29-19-13-15-12-16(26)4-8-22(15,2)17-5-9-23(3)18(21(17)19)6-10-24(23)11-7-20(27)28-24/h12,17-19,21H,4-11,13H2,1-3H3/t17-,18-,19+,21+,22-,23-,24+/m0/s1

InChIKey

LXMSZDCAJNLERA-ZHYRCANASA-N

LogP

4.852300000000005

Topological Polar Surface Area

60.44 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

818

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Toxicity

LD50 in rats, mice, rabbits (mg/kg): 790, 360, 870 i.p. (IARC, 1980)

Synonyms & References

English

Spironolactone
,(7alpha,17alpha)-
17alpha-Pregn-4-ene-21-carboxylic acid, 17-hydroxy-7alpha-mercapto-3-oxo-, gamma-lactone, acetate
17-alpha-Pregn-4-ene-21-carboxylic acid, 1-hydroxy-7-alpha-mercapto-3-oxo-alpha-lactone
17-alpha-pregn-4-ene-21-carboxylicacid,1-hydroxy-7-alpha-mercapto-3-oxo-alpha
17-Hydroxy-7alpha-mercapto-3-oxo-17alpha-pregn-4-ene-21-carboxylic acid gamma-lactone acetate
17-hydroxy-7-alpha-mercapto-3-oxo-17-alpha-pregn-4-ene-21-carboxylicaciga
17-hydroxy-7alpha-mercapto-3-oxo-17alpha-pregn-4-ene-21-carboxylicacigamm
3-(3-keto-7-alpha-acetylthio-17-beta-hydroxy-4-androsten-17-alpha-yl)propion
S-[(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-yl] ethanethioate
SC9420
Spironolactone-d3
4-Pregnen-21-oic acid-17α-ol-3-one-7α-thiol γ-lactone 7-acetate
7α-(Acetylthio)-17α-hydroxy-3-oxopregn-4-ene-21-carboxylic acid γ-lactone
17-Hydroxy-7-alpha-mercapto-3-oxo-17-alpha-pregn-4-ene-21-carboxylic acid-gamma-lactone-7-acetate
(S)-((7R,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-3,5'-dioxo-1,2,3,4',5',6,7,8,9,10,11,12,13,14,15,16-hexadecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-7-yl) ethanethioate

MDL Number

MFCD00082250

Customs Code

2937290090

FAQ

What is Spironolactone (CAS: 52-01-7)?

Spironolactone is a synthetic steroid compound with the chemical formula C22H30O5. It functions as a potassium-sparing diuretic and aldosterone antagonist. Known for its ability to reduce fluid retention without causing potassium loss, it is commonly used in medical treatments. Its structure includes a lactone ring and a spirolane system, contributing to its pharmacological activity.

What are the main uses of Spironolactone (CAS: 52-01-7)?

Spironolactone is primarily used in the treatment of hypertension, heart failure, and edema. It is also prescribed for conditions like hyperaldosteronism and as an adjunct in hormone therapy. Additionally, it has applications in dermatology for acne treatment and in veterinary medicine. Its versatility makes it a valuable compound in pharmaceutical and clinical settings.

Is Spironolactone (CAS: 52-01-7) safe?

Spironolactone is generally considered safe when used as directed, but it may cause side effects such as hyperkalemia, menstrual irregularities, and gastrointestinal discomfort. Proper handling is important, especially in industrial settings, to avoid skin and eye contact. Safety standards ensure its use in medical and research contexts is controlled and monitored.

How should Spironolactone (CAS: 52-01-7) be stored?

Spironolactone should be stored in a cool, dry place away from direct sunlight. It is typically kept in airtight containers to maintain stability and prevent moisture ingress. Storage conditions should be between 15°C to 30°C (59°F to 86°F) and protected from humidity. Proper storage ensures the compound remains effective and safe for use.