Alacepril

Modify Date: 2025-08-27 17:04:17

Alacepril structure	Common Name	Alacepril
	CAS Number	74258-86-9	Molecular Weight	406.49600
	Density	1.281g/cm3	Boiling Point	679.1ºC at 760 mmHg
	Molecular Formula	C₂₀H₂₆N₂O₅S	Melting Point	N/A
	MSDS	N/A	Flash Point	364.5ºC

Use of Alacepril

Alacepril (Cetapril) is an orally active angiotensin converting enzyme (ACE) inhibitor with long lasting antihypertensive effect[1].

Name	Alacepril
Synonym	More Synonyms

Description	Alacepril (Cetapril) is an orally active angiotensin converting enzyme (ACE) inhibitor with long lasting antihypertensive effect[1].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE)
In Vivo	The long lasting antihypertensive effect of Alacepril in renal hypertensive rats is confirmed by once daily successive oral administration (1-2 mg/kg/d). In renal hypertensive dogs, Alacepril (3 mg/kg) showed a stable and sustained hypotensive effect, and its duration of action was longer than that of captopril[1].
References	[1]. Takeyama K, et al. Antihypertensive activity of alacepril, an orally active angiotensin converting enzyme inhibitor, in renal hypertensive rats and dogs. Arzneimittelforschung. 1985;35(10):1502-1507.

Density	1.281g/cm3
Boiling Point	679.1ºC at 760 mmHg
Molecular Formula	C₂₀H₂₆N₂O₅S
Molecular Weight	406.49600
Flash Point	364.5ºC
Exact Mass	406.15600
PSA	129.08000
LogP	2.03410
Index of Refraction	1.581
InChIKey	FHHHOYXPRDYHEZ-LMARGRMVSA-N
SMILES	CC(=O)SCC(C)C(=O)N1CCCC1C(=O)NC(Cc1ccccc1)C(=O)O

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SQ7325700

CHEMICAL NAME :: L-Phenylalanine, N-(1-(3-(acetylthio)-2-methyl-1-oxopropyl)-L-prolyl)- , (S)-

CAS REGISTRY NUMBER :: 74258-86-9

LAST UPDATED :: 199612

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C20-H26-N2-O5-S

MOLECULAR WEIGHT :: 406.54

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Behavioral - food intake (animal) Gastrointestinal - hypermotility, diarrhea

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7033,1985

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1872 mg/kg

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - cyanosis Gastrointestinal - hypermotility, diarrhea Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7033,1985

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >3 gm/kg

TOXIC EFFECTS :: Skin and Appendages - dermatitis, other (after systemic exposure) Skin and Appendages - hair

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7033,1985

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity)

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7033,1985

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2921 mg/kg

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - cyanosis Gastrointestinal - hypermotility, diarrhea Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7033,1985

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >3 gm/kg

TOXIC EFFECTS :: Skin and Appendages - dermatitis, other (after systemic exposure) Skin and Appendages - hair

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7033,1985

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: EPXXDW European Patent Application. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #7477

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >1600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,64,1990 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 54600 mg/kg/26W-I

TOXIC EFFECTS :: Cardiac - changes in heart weight Nutritional and Gross Metabolic - weight loss or decreased weight gain Nutritional and Gross Metabolic - changes in sodium

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7097,1985

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 9 gm/kg/30D-I

TOXIC EFFECTS :: Cardiac - changes in heart weight Blood - normocytic anemia Blood - other changes

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7041,1985

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 18 gm/kg/30D-C

TOXIC EFFECTS :: Gastrointestinal - other changes Liver - other changes Related to Chronic Data - death

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,7061,1985 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 26 gm/kg

SEX/DURATION :: female 17-21 day(s) after conception lactating female 21 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. (Raifu Saiensu Shuppan K.K., 2-5-13, Yaesu, Chuo-ku, Tokyo 104, Japan) V.1- 1972- Volume(issue)/page/year: 13,5711,1985

Hazard Codes	Xn
Risk Phrases	R22:Harmful if swallowed.
WGK Germany	3
RTECS	UO3516500

1-[(2S)-3-(acet...

CAS#:74258-85-8

~99%

Alacepril

CAS#:74258-86-9

Literature: NICOX S.A. Patent: WO2004/106300 A1, 2004 ; Location in patent: Page 65 ;

Ethanethioic ac...

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H-PRO-PHE-OH

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Alacepril

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Literature: US4248883 A1, ;

(R)-3-(ACETYLTH...

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H-PRO-PHE-OH

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~65%

Alacepril

CAS#:74258-86-9

Literature: Sawayama; Itokawa; Shimada; Doi; Kimura; Nishim ura Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 2 p. 529 - 531

Methyl L-phenyl...

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Alacepril

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(S)-methyl 2-((...

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Alacepril

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Literature: Chemical and Pharmaceutical Bulletin, , vol. 38, # 2 p. 529 - 531

L-Proline, 1-formyl-

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Alacepril

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Proline

CAS#:147-85-3

Alacepril

CAS#:74258-86-9

Literature: Chemical and Pharmaceutical Bulletin, , vol. 38, # 2 p. 529 - 531

Precursor 7
CAS#:74258-85-8 1-[(2S)-3-(acet... CAS#:64805-64-7 Ethanethioic ac... CAS#:13589-02-1 H-PRO-PHE-OH CAS#:74345-73-6 (R)-3-(ACETYLTH...
CAS#:7524-50-7 Methyl L-phenyl... CAS#:13200-83-4 L-Proline, 1-formyl- CAS#:147-85-3 Proline
DownStream 0

1-(d-3-acetylthio-2-methylpropanoyl)-l-prolyl-l-phenylalanine

(S)-N-[1-[3-(acetylthio)-2-methyl-1-oxopropyl]-L-prolyl]-L-phenylalanil

L-Phenylalanine,1-[(2S)-3-(acetylthio)-2-methyl-1-oxopropyl]-L-prolyl

1-((S)-3-acetylthio-2-methylpropanoyl)-L-prolyl-L-phenylalanine

cetapril

1-[(2S)-3-(acetylthio)-2-methyl-1-oxopropyl]-L-prolyl-L-phenylalanine

N-[(S)-3-Acetylthio-2-methylpropanoyl]-L-Pro-L-Phe-OH

du1219

Cetapfil

(s)-l-phenylalanin

1-[(S)-3-Acetylthio-2-methylpropanoyl]-L-Pro-L-Phe-OH

MFCD00869538

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Product Name: Alacepril
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Alacepril

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