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Spironolactone (52-01-7)

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Chemistry

Molecular Structure:

Molecular Formula: C24H32O4S
Molecular Weight: 416.5735
IUPAC Name: 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
Synonyms of Spironolactone (CAS NO.52-01-7): 17-alpha-Pregn-4-ene-21-carboxylic acid, 17-hydroxy-7-alpha-mercapto-3-oxo-, gamma-lactone acetate ; 7-alpha-(acetylthio)-17-alpha-hydroxy-3-oxopregn-4-ene-21-carboxylic acid, gamma-lactone (9CI) ; Pregn-4-ene-21-carboxylic acid, 7-(acetylthio)-17-hydroxy-3-oxo-, gamma-lactone, (7alpha,17alpha)- ; Spironolactone [INN:BAN:JAN]
CAS NO: 52-01-7
Classification Code: Aldosterone antagonist ; Aldosterone antagonists ; Diuretic ; Diuretics ; Drug / Therapeutic Agent ; Expectorant ; Hormone Antagonists ; Hormones, Hormone Substitutes, and Hormone Antagonists ; Human Data ; Natriuretic Agents ; Reproductive Effect ; Tumor data
Melting point: 207-208 °C 
Index of Refraction: 1.585
Molar Refractivity: 112.68 cm3
Molar Volume: 335.7 cm3
Surface Tension: 50.8 dyne/cm
Density: 1.24 g/cm3
Flash Point: 302.3 °C
Enthalpy of Vaporization: 88.93 kJ/mol
Boiling Point: 597 °C at 760 mmHg
Vapour Pressure: 3.24E-14 mmHg at 25°C

Uses

     Spironolactone (CAS NO.52-01-7) is a diuretic and is used as an antiandrogen. It is a synthetic 17-lactone drug that is a renal competitive aldosterone antagonist in a class of pharmaceuticals called potassium-sparing diuretics, used primarily to treat heart failure, ascites in patients with liver disease, low-renin hypertension, hypokalemia and Conn's syndrome.
 

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 5600mg/kg (5600mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED Journal of Laboratory and Clinical Medicine. Vol. 80, Pg. 224, 1972.
man TDLo oral 5714ug/kg/4D- (5.714mg/kg) LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"

BLOOD: AGRANULOCYTOSIS

BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED)		 Drug Intelligence and Clinical Pharmacy. Vol. 21, Pg. 974, 1987.
man TDLo oral 7500ug/kg/3W- (7.5mg/kg) BLOOD: AGRANULOCYTOSIS Australian and New Zealand Journal of Medicine. Vol. 30, Pg. 515, 2000.
man TDLo oral 7500ug/kg/3W- (7.5mg/kg) BLOOD: AGRANULOCYTOSIS

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE		 Australian and New Zealand Journal of Medicine. Vol. 30, Pg. 515, 2000.
mouse LD50 intraperitoneal 260mg/kg (260mg/kg)   Drugs in Japan Vol. 6, Pg. 381, 1982.
mouse LD50 intravenous 260mg/kg (260mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
mouse LD50 oral > 1gm/kg (1000mg/kg)   Journal of Environmental Pathology and Toxicology. Vol. 1(5), Pg. 641, 1978.
rabbit LD50 intraperitoneal 866mg/kg (866mg/kg)   Journal of Environmental Pathology and Toxicology. Vol. 1(5), Pg. 641, 1978.
rabbit LD50 oral > 1gm/kg (1000mg/kg)   Journal of Environmental Pathology and Toxicology. Vol. 1(5), Pg. 641, 1978.
rat LD50 intraperitoneal 277mg/kg (277mg/kg)   Drugs in Japan Vol. 6, Pg. 381, 1982.
rat LD50 oral > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 381, 1982.
women TDLo oral 70mg/kg/5W-I (70mg/kg) BLOOD: AGRANULOCYTOSIS British Medical Journal. Vol. 289, Pg. 731, 1984.
women TDLo oral 122mg/kg/61D- (122mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" New Zealand Medical Journal. Vol. 83, Pg. 147, 1976.

Safety Profile

Hazard Codes of Spironolactone (CAS NO.52-01-7): ToxicT,HarmfulXn,Xi
Risk Statements: 60-40-36/37/38 
R60: May impair fertility. 
R40: Limited evidence of a carcinogenic effect. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 53-22-36/37/39-45-26 
S53: Avoid exposure - obtain special instructions before use. 
S22: Do not breathe dust. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: TU4725000

Basic information

  • Product Name:

    Spironolactone

  • CAS No:52-01-7
  • Formula:C24H32O4S
  • Synonyms:17-Hydroxy-7-alpha-mercapto-3-oxo-17-alpha-pregn-4-ene-21-carboxylic acid-gamma-lactone-7-acetate
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