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Enalaprilat EP Impurity C

CAT: 1596-AR-E01341-01Size: 50 UnitsDry Ice: NoHazardous: No
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CAT#:1596-AR-E01341-01Size:50 Units
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CAS Number
76420-72-9
Synonyms
1- (2- ((1-carboxy-3-phenylpropyl) amino) propanoyl) pyrrolidine-2-carboxylic acid; (2S) -1-[ (2S) -2-[[ (1S) -1-Carboxy-3-phenylpropyl]amino]propanoyl]pyrrolidine-2-carboxylic acid
Molecular Formula
C18H24N2O5
Molecular Weight
348.4
API Name
Enalapril

Chemical Information

Enalaprilat

Enalaprilat (anhydrous) is enalapril in which the ethyl ester group has been hydrolysed to the corresponding carboxylic acid. Enalaprilat is an angiotensin-converting enzyme (ACE) inhibitor and is used (often in the form of its prodrug, enalapril) in the treatment of hypertension and heart failure, for reduction of proteinuria and renal disease in patients with nephropathies, and for the prevention of stroke, myocardial infarction, and cardiac death in high-risk patients. Unlike enalapril, enalaprilat is not absorbed by mouth but is given by intravenous injection, usually as the dihydrate. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor and an antihypertensive agent. It is a dicarboxylic acid and a dipeptide.

CAS Number76420-72-9
PubChem CID5462501
IUPAC Name(2S)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]pyrrolidine-2-carboxylic acid
Molecular FormulaC18H24N2O5
Molecular Weight348.4
XLogP-0.7
Topological Polar Surface Area107
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count25
Formal Charge0
Complexity490
SMILES
C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@@H](CCC2=CC=CC=C2)C(=O)O
InChI
InChI=1S/C18H24N2O5/c1-12(16(21)20-11-5-8-15(20)18(24)25)19-14(17(22)23)10-9-13-6-3-2-4-7-13/h2-4,6-7,12,14-15,19H,5,8-11H2,1H3,(H,22,23)(H,24,25)/t12-,14-,15-/m0/s1
InChIKey
LZFZMUMEGBBDTC-QEJZJMRPSA-N
Chemical Structure
2D Structure
2D structure of Enalaprilat
CAS: 76420-72-9
CID: 5462501
Formula: C18H24N2O5
MW: 348.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight348.4
XLogP3-0.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass348.16852187
Monoisotopic Mass348.16852187
Topological Polar Surface Area107 Ų
Heavy Atom Count25
Formal Charge0
Complexity490
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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