Enalapril
Enalapril Basic information
- Product Name:
- Enalapril
- Synonyms:
-
- ENALAPRIL
- (s)-1-(n-(1-(ethoxycarbonyl)-3-phenylpropyl)-l-alanyl)-l-proline
- 1-(n-((s)-1-carboxy-3-phenylpropyl)-l-alanyl)-l-proline 1'-ethyl ester
- 1-[2-(1-ETHOXYCARBONYL-3-PHENYL-PROPYL)AMINOPROPANOYL]PYRROLIDINE-2-CARBOXYLIC ACID
- N-[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl-L-proline
- Renitec
- Vasotec
- Enalapril Maleate USP24
- CAS:
- 75847-73-3
- MF:
- C20H28N2O5
- MW:
- 376.45
- Product Categories:
-
- Angiotensin
- Mol File:
- 75847-73-3.mol
Enalapril Chemical Properties
- Melting point:
- 142-147℃
- Boiling point:
- 582.4±50.0 °C(Predicted)
- Density
- 1.204±0.06 g/cm3(Predicted)
- RTECS
- TW3665500
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Soluble in DMSO
- form
- Powder
- pka
- pKa 2.97 (H2O t=25.0)(Approximate);5.35(H2O t=25.0)(Approximate)
- color
- White to off-white
- optical activity
- -58.8066°(C=0.7659g/100ml DMF)
- Water Solubility
- Soluble in water at 25mg/ml
- BCS Class
- 3
- InChIKey
- GBXSMTUPTTWBMN-XIRDDKMYSA-N
- SMILES
- C(O)(=O)[C@@H]1CCCN1C(=O)[C@H](C)N[C@H](C(OCC)=O)CCC1=CC=CC=C1
- CAS DataBase Reference
- 75847-73-3(CAS DataBase Reference)
- EPA Substance Registry System
- L-Proline, N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl- (75847-73-3)
Safety Information
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- Hazardous Substances Data
- 75847-73-3(Hazardous Substances Data)
MSDS
- Language:English Provider:Enalapril
Enalapril Usage And Synthesis
Uses
It is used for hypertension and chronic cardiac insufficiency.
Uses
Enalapril is used in the treatment of hypertension, diabetic nephropathy, and some types of chronic heart failure. It has been proven to protect the function of the kidneys in hypertension, heart failure, and diabetes, and may be used in the absence of hypertension for its kidney protective effects. It is widely used in chronic kidney failure.
Uses
angiotensin converting enzyme inhibitor
Definition
ChEBI: A dicarboxylic acid monoester that is ethyl 4-phenylbutanoate in which a hydrogen alpha to the carboxy group is substituted by the amino group of L-alanyl-L-proline (S-configuration).
Mechanism of action
Like captopril, enalapril selectively suppresses the rennin–angiotensin–aldosterone system, inhibits angiotensin-converting enzyme, and prevents conversion of angiotensin I into angiotensin II.
Synthesis
Enalapril, (S)-1-[N-[1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-L-proline (22.7.12), is synthesized by reacting the benzyl ester of L-alanyl-L-proline with the ethyl ester of 3-benzoylacrylic acid, which forms the product 22.7.11, the reduction of which with hydrogen using a Raney nickel catalyst removes the protective benzyl group, giving the desired enalapril (22.7.12) [24]. Alternative methods of syntheses have also been proposed.
in vivo
Enalapril (intraperitoneal injection, 0.03 mg/kg, once, 1 hour) reduces infarct volume due to middle cerebral artery occlusion and lower or higher doses are ineffective in Male NMRI mice[4].
| Animal Model: | Male NMRI mice 20-40 g[4] |
| Dosage: | 0.03 mg/kg |
| Administration: | Intraperitoneal injection; once |
| Result: | Reduced the area of middle cerebral artery infarction in mice at 0.03 mg/kg. |
Enalapril Preparation Products And Raw materials
Raw materials
EnalaprilSupplier
- Tel
- 18210857532; 18210857532
- jkinfo@jkchemical.com
- Tel
- 1-(800)-881-8210
- inquiries@lgmpharma.com
- Tel
- info@syntechem.com
- Tel
- 021-38218169 13341702378
- winherb@126.com
- Tel
- 010-56205725
- waley188@sohu.com
Enalapril(75847-73-3)Related Product Information
- cis-4-Hydroxy-L-proline
- Ethyl acrylate
- L-PROLINE-(4-3H(N))
- Ethylbenzene
- Ethylparaben
- D-Proline
- Tris(trimethylsilyl)phosphate
- Ethanol
- Ethyl acetate
- ENALAPRILAT-D5
- ENALAPRILAT-D5, SODIUM SALT
- Trandolapril
- Indolapril
- N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline
- Spirapril
- Enalapril Maleate Tablets
- Enalapril maleate
- Enalapril-D5 tert-Butyl Ester