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Imidapril

CAT: 0013-GTR19187124-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19187124-01Size:25 mg
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Description
Imidapril (TA-6366) is an orally active ACE and MMP-9 inhibitor that lowers blood pressure by blocking angiotensin II formation. It is utilized in research models of hypertension, diabetic nephropathy, and chronic heart failure for both in vivo and in vitro experimental studies.
CAS Number
89371-37-9
Field of Research
Metabolism Research, Pharmacology & Drug Discovery, Protein Biochemistry
Smiles
C ([C@@H] (N[C@@H] (CCC1=CC=CC=C1) C (OCC) =O) C) (=O) N2[C@H] (C (O) =O) CN (C) C2=O
Molecular Formula
C20H27N3O6
Molecular Weight
405.44
Storage Conditions
-20°C
Notes
For research use only.

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
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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

Alternative Products

CatalogName
MBS5804696Imidapril
T6542-01Imidapril hydrochloride
MBS386944-01Imidapril (Tanatril)
MBS3609229-01Imidapril HCl
HY-B1451-01Imidapril (hydrochloride)

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