CAS 111223-26-8|Ceronapril
Introduction：Basic information about CAS 111223-26-8|Ceronapril, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| 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 | / |
| MSDS | / | Flash Point | 366.7ºC |
Names
| Name | 1-[6-amino-2-[hydroxy(4-phenylbutyl)phosphoryl]oxyhexanoyl]pyrrolidine-2-carboxylic acid |
|---|---|
| Synonym | More Synonyms |
Ceronapril BiologicalActivity
| Description | Ceronapril (SQ 29852) is a potent and orally active angiotensin converting enzyme (ACE) inhibitor with an IC50 of 36 nM[1]. |
|---|---|
| Related Catalog | Research Areas >>Cardiovascular DiseaseSignaling Pathways >>Metabolic Enzyme/Protease >>Angiotensin-converting Enzyme (ACE) |
| 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 |
| InChIKey | IFYLTXNCFVRALQ-OALUTQOASA-N |
| SMILES | NCCCCC(OP(=O)(O)CCCCc1ccccc1)C(=O)N1CCCC1C(=O)O |
Toxicological Information
CHEMICAL IDENTIFICATION |
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 |
