Enalapril

Description

Enalapril · CAS 75847-73-3 · C20H28N2O5. UNII 69PN84IO1A. Melting Point: 143-144.5; Melting Point: 143 - 144.5 °C; Solubility: 16400.

Identification

CAS Registry Number	75847-73-3
PubChem CID	5388962
Molecular formula	C20H28N2O5
IUPAC name	(2S)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acid
UNII (FDA)	69PN84IO1A

Computed Descriptors

Molecular Weight	376.4
XLogP3	-0.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	10
Exact Mass	376.19982200
Monoisotopic Mass	376.19982200
Topological Polar Surface Area	95.9
Heavy Atom Count	27
Formal Charge	0

Physical & Chemical Properties

Melting Point	143-144.5
Melting Point	143 - 144.5 °C
Solubility	16400
Solubility	In water, 1.64X10+4 mg/L at 25 °C
Solubility	2.13e-01 g/L
LogP	0.07
LogP	2.1
LogP	-0.07
Dissociation Constants	2.92
Collision Cross Section	197.07 Ų [M-H]-

Physical description & handling notes

• Solid
• log Kow = 0.07 at pH 4.9
• Stable under recommended storage conditions. /Enalapril maleate/
• Following dilution of enalaprilat injection in 5% dextrose, 0.9% sodium chloride, 5% dextrose and 0.9% sodium chloride, 5% dextrose in lactated Ringer's, or Isolyte(R) E, solutions of the drug are stable for 24 hrs at room temperature. /Enalaprilat/
• Needles from water. MP 148-151 °C. Specific optical rotation: - 67.0 deg at 0 °C (0.1M HCl). Sparingly soluble in methanol, DMF; slightly soluble in water, isopropyl alcohol; very slightly soluble in acetone, alcodhol, hexane. Practically insoluble in acetonitrile, chlorform /Enalapril diacid dihydrate/
• pKa1 = 3.0 (carboxylic acid); pKa2 = 5.5 (secondary amide)

GHS Hazard Classification

Reported hazard statements	H317 (100%), H361 (100%)

Documented Uses

• Angiotensin-Converting Enzyme Inhibitors; Antihypertensive Agents
• Use (kg) in Switzerland (2009): >500
• Use (kg; approx.) in Germany (2009): >10000
• Consumption (g per capita) in Switzerland (2009): 0.064
• Consumption (g per capita; approx.) in Germany (2009): 0.12
• Consumption (g per capita) in the USA (2002): 0.01

Synonyms

enalapril; 75847-73-3; Enalaprila; Enalaprilum; Bonuten; Olinapril; DTXSID5022982; 69PN84IO1A; C09AA02; (2S)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acid; (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; CHEBI:4784; DTXCID202982; L-Proline, N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl-; (2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid

Frequently Asked Questions

What are the CAS number and molecular formula of Enalapril?

CAS 75847-73-3; molecular formula C20H28N2O5; molecular weight — g/mol.

What other names is Enalapril known by?

enalapril, 75847-73-3, Enalaprila, Enalaprilum, Bonuten, Olinapril.

Is Enalapril classified as hazardous?

Hazard statements reported: H317, H361.

What are the key physical properties of Enalapril?

Melting Point: 143-144.5; Melting Point: 143 - 144.5 °C; Solubility: 16400; Solubility: In water, 1.64X10+4 mg/L at 25 °C.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.