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Enalapril

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CAS:75847-73-3
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CAS:75847-73-3
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Enalapril manufacturers

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  • 2026-02-01
  • CAS:75847-73-3
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  • Purity: 99.51%
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  • Enalapril
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  • 2021-08-12
  • CAS:75847-73-3
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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
EINECS:
Product Categories:Angiotensin
Mol File:75847-73-3.mol
Enalapril Structure
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
pkapKa 2.97 (H2O t=25.0)(Approximate);5.35(H2O t=25.0)(Approximate)
form Powder
color White to off-white
Optical Rotation-58.8066°(C=0.7659g/100ml DMF)
Water Solubility Soluble in water at 25mg/ml
BCS Class3
InChIKeyGBXSMTUPTTWBMN-XIRDDKMYSA-N
SMILESC(O)(=O)[C@@H]1CCCN1C(=O)[C@H](C)N[C@H](C(OCC)=O)CCC1=CC=CC=C1
CAS DataBase Reference75847-73-3(CAS DataBase Reference)
EPA Substance Registry SystemL-Proline, N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl- (75847-73-3)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
Storage Class13 - Non Combustible Solids
Hazard ClassificationsRepr. 2
Skin Sens. 1
Hazardous Substances Data75847-73-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Enalapril English
Enalapril Usage And Synthesis
Usesangiotensin converting enzyme inhibitor
UsesIt is used for hypertension and chronic cardiac insufficiency.
UsesEnalapril 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.
DefinitionChEBI: 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 actionLike captopril, enalapril selectively suppresses the rennin–angiotensin–aldosterone system, inhibits angiotensin-converting enzyme, and prevents conversion of angiotensin I into angiotensin II.
SynthesisEnalapril, (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.

Synthesis_75847-73-3

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.
Tag: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 Ethyl acetate ENALAPRILAT-D5 ENALAPRILAT-D5, SODIUM SALT Ethanol Trandolapril Indolapril N2-1[(1S)-Ethoxycarbonyl-3-phenylpropyl]-N6-trifluoroacetyl-L-lysyl-L-proline Spirapril Enalapril Maleate Tablets Enalapril maleate Ramipril

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