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| CAS No.: | 75847-73-3 |
|---|---|
| Name: | Enalapril |
| Molecular Structure: | |
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| Formula: | C20H28N2O5 |
| Molecular Weight: | 376.453 |
| Synonyms: | L-Proline,1-[N-[1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-, (S)-; |
| Density: | 1.204 g/cm3 |
| Melting Point: | 143-144.5oC |
| Boiling Point: | 582.4 °C at 760 mmHg |
| Flash Point: | 306 °C |
| Solubility: | Soluble in water at 25mg/ml |
| Safety: | 22-24/25 |
| PSA: | 95.94000 |
| LogP: | 1.93340 |
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- 97730-31-9(S)-4'-(2-Methylbutyl)Biphenyl-4-Carbonitrile
- 89371-34-6
N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate
- 147-85-3
L-proline
- 75847-73-3
enalapril
| Conditions | Yield |
|---|---|
| With triethylamine In ethanol; water for 16h; Ambient temperature; | 92.9% |
- 108428-39-3
N--L-alanyl>-L-proline tert butyl ester
- 75847-73-3
enalapril
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid for 3h; Ambient temperature; | 85% |
| With hydrogenchloride In ethyl acetate |
| Conditions | Yield |
|---|---|
| With hydrogen In ethanol at 45℃; under 735.074 - 772.577 Torr; Catalytic behavior; Kinetics; Solvent; Reagent/catalyst; | 70% |
- 13485-59-1
L-alanyl-L-proline
- 17451-20-6, 55674-14-1, 55629-96-4
(E)-ethyl-2-oxo-4-phenylbut-3-enoate
- 75847-73-3
enalapril
| Conditions | Yield |
|---|---|
| With 4 A molecular sieve; hydrogen; triethylamine; palladium In ethanol at 20℃; for 44h; | 65% |
- 64920-29-2
2-oxo-4-phenylbutanoic acid ethyl ester
- 13485-59-1
L-alanyl-L-proline
A
- 75847-73-3
enalapril
B
- 76420-74-1
enalapril
| Conditions | Yield |
|---|---|
| nickel Product distribution; var. catalysts and reducing agents, diastereomeric ratio; | |
| With 3 A molecular sieve; hydrogen; nickel In ethanol at 23 - 28℃; under 2068.6 Torr; for 18h; Title compound not separated from byproducts; | |
| With potassium fluoride; 3 A molecular sieve; hydrogen; acetic acid; nickel In ethanol at 22℃; under 760 Torr; for 18h; Yield given; Yields of byproduct given; |
- 120924-94-9
N-<(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl>-L-alanyl-L-proline Benzylester
- 75847-73-3
enalapril
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In ethanol under 735.5 Torr; for 2h; Ambient temperature; Yield given; | |
| With palladium 10% on activated carbon; hydrogen In methanol at 15 - 20℃; |
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane; acetonitrile at 20℃; for 8h; |
- 82717-96-2
[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine
- 75847-73-3
enalapril
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: HCl / CH2Cl2; dioxane / -5 - 0 °C 1.2: ClCOCOCl / dimethylformamide; CH2Cl2; dioxane / -5 - 0 °C 2.1: dimethylformamide; CH2Cl2; dioxane / 1 h / 20 °C 3.1: DBU / acetonitrile; CH2Cl2 / 8 h / 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: 86 percent / NaHCO3, diphenylchlorophosphate / acetone / 1 h / 50 °C 2: 92.9 percent / Et3N / ethanol; H2O / 16 h / Ambient temperature View Scheme |
- 103377-40-8
N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine acid chloride
- 75847-73-3
enalapril
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: dimethylformamide; CH2Cl2; dioxane / 1 h / 20 °C 2: DBU / acetonitrile; CH2Cl2 / 8 h / 20 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: 45 percent / methanol; H2O / 8 h / 70 °C 2: 99.3 percent / NH4Cl / aq. NH3 / 50 h / 37 °C / enzymatic hydrolysis with Pseudomonas putida at pH 9 3: 1.) NaNO2, 2N H2SO4; 2.) KBr, NaNO2, 3N H2SO4 / 1.) 50percent CH3COOH, r.t., 24 h; 2.) 50percent CH3COOH, 0-5 deg C, 1 h 4: 95 percent / SOCl2 / 24 h / Ambient temperature 5: 74 percent / (NH4)2CO3 / nitromethane; H2O / 96 h / 50 °C 6: 85 percent / TFA / 3 h / Ambient temperature View Scheme |
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Chemistry
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IUPAC Name: (2S)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acid
Molecular Formula: C20H28N2O5
Molecular Weight: 376.45 g/mol
Product Categories: Angiotensin
Classification Code: Angiotensin-converting enzyme inhibitors; Antihypertensive agents; Cardiovascular Agents; Enzyme Inhibitors; Protease Inhibitors
Index of Refraction: 1.549
Molar Refractivity: 99.53 cm3
Molar Volume: 312.5 cm3
Surface Tension: 51.2 dyne/cm
Density: 1.204 g/cm3
Flash Point: 306 °C
Enthalpy of Vaporization: 91.58 kJ/mol
Boiling Point: 582.4 °C at 760 mmHg
Vapour Pressure of Enalapril (CAS NO.75847-73-3): 2.1E-14 mmHg at 25 °C
Uses
Enalapril (CAS NO.75847-73-3) is an angiotensin converting enzyme (ACE) inhibitor used in the treatment of hypertension and some types of chronic heart failure.
Safety Profile
Safety Statements of Enalapril (CAS NO.75847-73-3): 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
Specification
Enalapril (CAS NO.75847-73-3), its Synonyms are (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 ; Bonuten ; Enalapril Richet ; Enalaprila ; L-Proline, 1-(N-(1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanyl)-, (S)- ; L-Proline, N-((1S)-1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanyl- .