Ceronapril

Modify Date: 2024-01-04 09:33:31

Ceronapril Structure
Ceronapril structure
Common Name Ceronapril
CAS Number 111223-26-8 Molecular Weight 440.47000
Density 1.265g/cm3 Boiling Point 682.8ºC at 760 mmHg
Molecular Formula C21H33N2O6P Melting Point N/A
MSDS N/A Flash Point 366.7ºC

 Use of Ceronapril


Ceronapril (SQ 29852) is a potent and orally active angiotensin converting enzyme (ACE) inhibitor with an IC50 of 36 nM[1].

 Names

Name 1-[6-amino-2-[hydroxy(4-phenylbutyl)phosphoryl]oxyhexanoyl]pyrrolidine-2-carboxylic acid
Synonym More Synonyms

 Ceronapril Biological Activity

Description Ceronapril (SQ 29852) is a potent and orally active angiotensin converting enzyme (ACE) inhibitor with an IC50 of 36 nM[1].
Related Catalog
Target

IC50: 36 nM (ACE)[1]

In Vivo Ceronapril (SQ 29852) 在雄性 SD 大鼠中抑制 ACE,静脉注射和口服的 ED50 分别为 0.063 μM/kg 和 0.53 μM/kg[1]。 Ceronapril (100 mg/kg; p.o.; single dose or twice daily for 3 days) 阻断大鼠外周部位的 ACE [2]。 Animal Model: Male Sprague-Dawley rats[2] Dosage: 100 mg/kg Administration: PO, twice daily for 3 days or single daily dose Result: Showed clear inhibition of ACE in the 2 circumventricular organs-the subfornical organ and the lamina terminals-but no change in other regions of the brain after chronic treatment. Inhibited ACE in plasma, kidney and lung rapidly (3 hr) after a single administration. Did not inhibit ACE in structures of the brain within the blood-brain barrier, such as the caudate-putamen, choroid plexus, globus pallidus, supraoptic nucleus and paraventricular nucleus of the hypothalamus.
References

[1]. Karanewsky D S, et al. (Phosphinyloxy) acyl amino acid inhibitors of angiotensin converting enzyme (ACE). 1. Discovery of (S)-1-[6-amino-2-[[hydroxy (4-phenylbutyl) phosphinyl] oxy]-1-oxohexyl]-L-proline, a novel orally active inhibitor of ACE. Journal of medicinal chemistry, 1988, 31(1): 204-212.

[2]. Chen BZ, et al. Effect of acute and chronic administration of ceronapril on angiotensin converting enzyme in plasma, kidney, lung, brain regions and cerebrospinal fluid of rats. Neuropharmacology. 1992 Sep;31(9):929-35.  

 Chemical & Physical Properties

Density 1.265g/cm3
Boiling Point 682.8ºC at 760 mmHg
Molecular Formula C21H33N2O6P
Molecular Weight 440.47000
Flash Point 366.7ºC
Exact Mass 440.20800
PSA 139.97000
LogP 3.42270
Vapour Pressure 1.4E-19mmHg at 25°C
Index of Refraction 1.559

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TW3589050
CHEMICAL NAME :
L-Proline, 1-(6-amino-2-((hydroxy(4-phenylbutyl)phosphinyl)oxy)- 1-oxohexyl)-, (S)-
CAS REGISTRY NUMBER :
111223-26-8
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C21-H33-N2-O6-P
MOLECULAR WEIGHT :
440.53

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 :
Lungs, Thorax, or Respiration - 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: 20,3875,1992
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2500 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea
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: 20,3875,1992
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 23,379,1992 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
720 mg/kg
SEX/DURATION :
female 6-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - other developmental abnormalities
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: 22,3401,1994
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
31 gm/kg
SEX/DURATION :
female 15-45 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
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: 22,3401,1994

 Synonyms

Ceranapril
CERONAPRIL
SQ-29,852
Ceronaprilum
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