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Captopril cas no:62571-86-2

Synonyms: Acepril;D-3-Mercapto-2-methylpropanoyl-L-proline;Garranil;Acepress;(2R)-1-[(2S)-2-methyl-3-sulfanyl-propanoyl]pyrrolidine-2-carboxylate;SQ 14225;(2S)-1-[(2S)-2-methyl-3-sulfanyl-propanoyl]pyrrolidine-2-carboxylic acid;Captopril [USAN:BAN:INN:JAN];1-Pyrrolidinecarboxylic acid, 1-(D-3-mercapto-2-methyl-1-propionyl)-, L-(S,S)-;1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline;Cesplon;(2S)-1-(3-Mercapto-2-methylpropionyl)-L-proline;SQ 14,225;Lopril;Tensiomin;Aceplus;L-Proline, 1-(3-mercapto-2-methyl-1-oxopropyl)-, (S)-;Captopryl;1-(3-Mercapto-2-methyl-1-oxopropyl)-L-proline;Prestwick_103;Tensoprel;L-Proline, 1-((2S)-3-mercapto-2-methyl-1-oxopropyl)-;Capoten;1-(D-3-Mercapto-2-methyl-1-oxopropyl)-L-proline (S,S);Tenosbon;Capoten (TN);Apopril (TN);D-2-Methyl-3-mercaptopropanoyl-L-proline;

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Identification
NameCaptopril
CAS62571-86-2
SynonymsAcepril;D-3-Mercapto-2-methylpropanoyl-L-proline;Garranil;Acepress;(2R)-1-[(2S)-2-methyl-3-sulfanyl-propanoyl]pyrrolidine-2-carboxylate;SQ 14225;(2S)-1-[(2S)-2-methyl-3-sulfanyl-propanoyl]pyrrolidine-2-carboxylic acid;Captopril [USAN:BAN:INN:JAN];1-Pyrrolidinecarboxylic acid, 1-(D-3-mercapto-2-methyl-1-propionyl)-, L-(S,S)-;1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline;Cesplon;(2S)-1-(3-Mercapto-2-methylpropionyl)-L-proline;SQ 14,225;Lopril;Tensiomin;Aceplus;L-Proline, 1-(3-mercapto-2-methyl-1-oxopropyl)-, (S)-;Captopryl;1-(3-Mercapto-2-methyl-1-oxopropyl)-L-proline;Prestwick_103;Tensoprel;L-Proline, 1-((2S)-3-mercapto-2-methyl-1-oxopropyl)-;Capoten;1-(D-3-Mercapto-2-methyl-1-oxopropyl)-L-proline (S,S);Tenosbon;Capoten (TN);Apopril (TN);D-2-Methyl-3-mercaptopropanoyl-L-proline;
EINECS(EC#)263-607-1
Molecular FormulaC9H15NO3S
Molecular Weight217.28
Chemical Properties
AppearanceWhite to off-white crystalline power
alpha-129.5 o (C=1, ETOH)
refractive index-127.5 ° (C=1.7, EtOH)
storage tempStore in a cool, dry place. Store in a tightly closed container.
Safety Data

Hazard Xi:Irritant
Risk R36/37/38
Safety

Hazard Codes:?HarmfulXn,IrritantXi
Risk Statements: 43-63-36/37/38-40
R43:May cause sensitization by skin contact.?
R63:Possible risk of harm to the unborn child.?
R36/37/38:Irritating to eyes, respiratory system and skin.?
R40:Limited evidence of a carcinogenic effect.
Safety Statements: 36/37-37/39-26-36-22
S36/37:Wear suitable protective clothing and gloves.?
S37/39:Wear suitable gloves and eye/face protection.?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36:Wear suitable protective clothing.?
S22:Do not breathe dust.
WGK Germany: 2
RTECS: UY0550000
Moderately toxic by intravenous route. Mildly toxic by ingestion. Human systemic effects: blood pressure lowering, changes in kidney function, decreased urine volume or anuria, dermatitis, dyspnea, hemolysis with or without anemia, metabolic changes, somnolence, ureter or bladder tubules failure. An experimental teratogen. Experimental reproductive effects. Used to treat refractory systemic hypertension and as an experimental drug in heart failure. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also MERCAPTANS.


Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 600mg/kg (600mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING "Captopril and Hypertension, Collection of Papers presented at a Symposium, Princeton, N.J., 1979?," Case, David B., et al. eds., New York, Plenum Publishing, 1980Vol. -, Pg. 137, 1980.
man LDLo oral 2500ug/kg/3D- (2.5mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

KIDNEY, URETER, AND BLADDER: OTHER CHANGES		 Postgraduate Medical Journal. Vol. 60, Pg. 561, 1984.
man LDLo oral 2680ug/kg/5D- (2.68mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Southern Medical Journal. Vol. 86, Pg. 1269, 1993.
man LDLo oral 16mg/kg (16mg/kg) ? Journal of Toxicology, Clinical Toxicology. Vol. 28, Pg. 379, 1990.
man TDLo oral 2679ug/kg/5D- (2.679mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Israel Journal of Medical Sciences. Vol. 21, Pg. 892, 1985.
man TDLo oral 4mg/kg/8D-I (4mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS American Journal of Psychiatry. Vol. 142, Pg. 270, 1985.
man TDLo oral 7143ug/kg/2D- (7.143mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" British Medical Journal. Vol. 294, Pg. 91, 1987.
man TDLo oral 12500ug/kg/25 (12.5mg/kg) BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA Canadian Medical Association Journal. Vol. 129, Pg. 525, 1983.
man TDLo oral 87mg/kg/18W-I (87mg/kg) KIDNEY, URETER, AND BLADDER: CHANGES PRIMARILY IN GLOMERULI

KIDNEY, URETER, AND BLADDER: PROTEINURIS

KIDNEY, URETER, AND BLADDER: HEMATURIA		 Annals of Internal Medicine. Vol. 112, Pg. 550, 1990.
man TDLo oral 239mg/kg/6W-I (239mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGE IN FUNCTION: TASTE

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BLOOD: NORMOCYTIC ANEMIA		 American Journal of Medicine. Vol. 71, Pg. 493, 1981.
monkey LD oral > 1500mg/kg (1500mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING "Captopril and Hypertension, Collection of Papers presented at a Symposium, Princeton, N.J., 1979?," Case, David B., et al. eds., New York, Plenum Publishing, 1980Vol. -, Pg. 137, 1980.
mouse LD50 intravenous 663mg/kg (663mg/kg) ? Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983.
mouse LD50 oral 2500mg/kg (2500mg/kg) ? Pharmaceutical Chemistry Journal Vol. 22, Pg. 212, 1988.
mouse LD50 subcutaneous > 2400mg/kg (2400mg/kg) ? Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 2439, 1982.
rat LD50 intravenous 554mg/kg (554mg/kg) ? Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983.
rat LD50 oral 4245mg/kg (4245mg/kg) ? Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 297, 1983.
rat LD50 subcutaneous > 600mg/kg (600mg/kg) ? Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 2439, 1982.
women LDLo oral 1500ug/kg/7W (1.5mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION		 Annals of Internal Medicine. Vol. 94, Pg. 58, 1981.
women TDLo oral 10mg/kg (10mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION		 Annals of Emergency Medicine. Vol. 20, Pg. 1125, 1991.
women TDLo oral 10mg/kg/10D-I (10mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" British Medical Journal. Vol. 294, Pg. 91, 1987.
women TDLo oral 14mg/kg/2W-I (14mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Annals of Internal Medicine. Vol. 104, Pg. 126, 1986.

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