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Imidapril

CAT: 1299-RM-I131800-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:1299-RM-I131800-01Size:10 mg
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CAS Number
89371-37-9
Synonyms
(S) -3- ((S) -2- (((S) -1-ethoxy-1-oxo-4-phenylbutan-2-yl) amino) propanoyl) -1-methyl-2-oxoimidazolidine-4-carboxylic acid
Molecular Formula
C20H27N3O6
Molecular Weight
405.44
Target Alternative Name
Imidapril
Product Name Synonym
(S) -3- ((S) -2- (((S) -1-ethoxy-1-oxo-4-phenylbutan-2-yl) amino) propanoyl) -1-methyl-2-oxoimidazolidine-4-carboxylic acid

Chemical Information

Imidapril

Imidapril is a member of the class of imidazolidines that is (4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid in which the hydrogen of the imidazolidine nitrogen has been substituted by (1S)-1-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}ethyl group. It is the prodrug for imidaprilat, an ACE inhibitor used for the treatment of chronic heart failure. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, an antihypertensive agent and a prodrug. It is an ethyl ester, a dicarboxylic acid monoester, a member of imidazolidines, a dipeptide, a secondary amino compound and a N-acylurea.

CAS Number89371-37-9
PubChem CID5464343
IUPAC Name(4S)-3-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid
Molecular FormulaC20H27N3O6
Molecular Weight405.4
XLogP-0.7
Topological Polar Surface Area116
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count10
Heavy Atom Count29
Formal Charge0
Complexity619
SMILES
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@@H](CN(C2=O)C)C(=O)O
InChI
InChI=1S/C20H27N3O6/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26)/t13-,15-,16-/m0/s1
InChIKey
KLZWOWYOHUKJIG-BPUTZDHNSA-N
Chemical Structure
2D Structure
2D structure of Imidapril
CAS: 89371-37-9
CID: 5464343
Formula: C20H27N3O6
MW: 405.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight405.4
XLogP3-0.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count10
Exact Mass405.18998559
Monoisotopic Mass405.18998559
Topological Polar Surface Area116 Ų
Heavy Atom Count29
Formal Charge0
Complexity619
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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