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Substance Name: Captopril [USAN:USP:INN:BAN:JAN]
RN: 62571-86-2
UNII: 9G64RSX1XD
InChIKey: FAKRSMQSSFJEIM-RQJHMYQMSA-N
Note
- A potent and specific inhibitor of PEPTIDYL-DIPEPTIDASE A. It blocks the conversion of ANGIOTENSIN I to ANGIOTENSIN II, a vasoconstrictor and important regulator of arterial blood pressure. Captopril acts to suppress the RENIN-ANGIOTENSIN SYSTEM and inhibits pressure responses to exogenous angiotensin.
Molecular Formula
- C9-H15-N-O3-S
Molecular Weight
- 217.2875
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Angiotensin-Converting Enzyme Inhibitors
- Antihypertensive
- Antihypertensive Agents
- Antiviral (COVID-19)
- Cardiovascular Agents
- Drug / Therapeutic Agent
- Enzyme Inhibitor (Angiotensin-Converting)
- Enzyme Inhibitors
- Human Data
- Protease Inhibitors
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Captopril
- Captopril [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Captopril
Synonyms
- (2S)-1-(3-Mercapto-2-methylpropionyl)-L-proline
- (S)-1-(3-Mercapto-2-methyl-1-oxopropyl)-L-proline
- 1-((2S)-3-Mercapto-2-methylpropionyl)-L-proline
- 1-(3-Mercapto-2-methyl-1-oxopropyl)-L-proline
- 1-(D-3-Mercapto-2-methyl-1-oxopropyl)-L-proline (S,S)
- 3-Mercapto-2-methylpropionyl-proline
- Acediur
- Aceplus
- Acepress
- Acepril
- Alopresin
- Asisten
- Capoten
- Captolane
- Captopril
- Captoprilum
- Captoprilum [INN-Latin]
- Captopryl
- Captoril
- Cesplon
- D-2-Methyl-3-mercaptopropanoyl-L-proline
- D-3-Mercapto-2-methylpropanoyl-L-proline
- D-3-Mercapto-2-methylpropionylproline
- Dilabar
- EINECS 263-607-1
- Farcopril
- Garranil
- HSDB 6527
- Hypertil
- Hypopress
- Isopresol
- L-Captopril
- Lopirin
- Lopirin [Switzerland]
- Lopril
- Novocaptopril
- NSC 757419
- SA 333
- SQ 14,225
- SQ 14225
- Tenosbon
- Tensoprel
- UNII-9G64RSX1XD
- Zapto
Systematic Names
- 1-Pyrrolidinecarboxylic acid, 1-(D-3-mercapto-2-methyl-1-propionyl)-, L-(S,S)-
- Captopril
- L-Proline, 1-((2S)-3-mercapto-2-methyl-1-oxopropyl)-
- L-Proline, 1-(3-mercapto-2-methyl-1-oxopropyl)-, (S)-
Mixture Name
- Capozide
Registry Numbers
CAS Registry Number
- 62571-86-2
FDA UNII
- 9G64RSX1XD
Other Registry Numbers
- 138452-88-7
- 225661-74-5
- 70903-77-4
System Generated Number
- 0062571862
Structure Descriptors
InChI
InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1InChIKey
FAKRSMQSSFJEIM-RQJHMYQMSA-NSmiles
C[C@H](CS)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: OTHER CHANGES KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED | 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: HEMATURIA KIDNEY, URETER, AND BLADDER: PROTEINURIS KIDNEY, URETER, AND BLADDER: CHANGES PRIMARILY IN GLOMERULI | Annals of Internal Medicine. Vol. 112, Pg. 550, 1990. |
man | TDLo | oral | 239mg/kg/6W-I (239mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" SENSE ORGANS AND SPECIAL SENSES: CHANGE IN FUNCTION: TASTE 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) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Annals of Internal Medicine. Vol. 94, Pg. 58, 1981. |
women | TDLo | oral | 10mg/kg (10mg/kg) | VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | 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) | Annals of Internal Medicine. Vol. 104, Pg. 126, 1986. | |
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. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 106 | deg C | EXP | |
log P (octanol-water) | 0.34 | (none) | EXP | |
Water Solubility | 1.82E+04 | mg/L | 25 | EST |
Vapor Pressure | 3.64E-06 | mm Hg | 25 | EST |
Henry's Law Constant | 3.89E-13 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 8.83E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.