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Trandolapril

CAT: 0013-GTR19168537-02Size: 1 ml x 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0013-GTR19168537-02Size:1 ml x 10 mM (in DMSO)
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Description
Trandolapril is an oral ACE inhibitor prodrug that is metabolized to its active form, trandolaprilat. It is widely used in cardiovascular research, including in vitro enzyme inhibition assays and in vivo models for studying hypertension and heart failure.
CAS Number
87679-37-6
Product Name Alternative
Congestive heart failure, cellular fibronectin accumulation, collagen, CHF, ACE, arterial hypertrophy, Angiotensin-converting Enzyme, Angiotensin-converting Enzyme (ACE), Angiotensinconverting Enzyme (ACE), AngiotensinconvertingEnzyme, AngiotensinconvertingEnzyme (ACE), hypertension, Inhibitor, nonsulfhydryl, inhibit, myocardial infarction, orally active, spontaneously hypertensive rats, RU 44570, RU44570, RU-44570, UUD model, UUO model, unilateral ureteral obstruction, Trandolaprilat, Trandolapril
Field of Research
Metabolism Research, Pharmacology & Drug Discovery
Purity
99.19% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:4 mg/mL (9.29 mM) ; DMSO:100 mg/mL (232.27 mM)
Smiles
C ([C@@H] (N[C@@H] (CCC1=CC=CC=C1) C (OCC) =O) C) (=O) N2[C@@]3 ([C@@] (C[C@H]2C (O) =O) (CCCC3) [H]) [H]
Molecular Formula
C24H34N2O5
Molecular Weight
430.54
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Trandolapril

Trandolapril is a heterobicylic compound that is (2S,3aR,7aS)-1-[(2S)-2-aminopropanoyl]octahydro-1H-indole-2-carboxylic acid in which the hydrogen of the amino group is substituted by a (2R)-1-ethoxy-1-oxo-4-phenylbutan-2-yl group. It is a angiotensin-converting enzyme inhibitor and a prodrug used for the treatment of hypertension. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, an antihypertensive agent and a prodrug. It is a tertiary carboxamide, an ethyl ester, an organic heterobicyclic compound, a dicarboxylic acid monoester, a dipeptide and a secondary amino compound. It is functionally related to a trandolaprilat.

CAS Number87679-37-6
PubChem CID5484727
IUPAC Name(2S,3aR,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
Molecular FormulaC24H34N2O5
Molecular Weight430.5
XLogP2
Topological Polar Surface Area95.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Heavy Atom Count31
Formal Charge0
Complexity633
SMILES
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCCC[C@@H]3C[C@H]2C(=O)O
InChI
InChI=1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-20-12-8-7-11-18(20)15-21(26)23(28)29/h4-6,9-10,16,18-21,25H,3,7-8,11-15H2,1-2H3,(H,28,29)/t16-,18+,19-,20-,21-/m0/s1
InChIKey
VXFJYXUZANRPDJ-WTNASJBWSA-N
Chemical Structure
2D Structure
2D structure of Trandolapril
CAS: 87679-37-6
CID: 5484727
Formula: C24H34N2O5
MW: 430.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight430.5
XLogP32
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Exact Mass430.24677219
Monoisotopic Mass430.24677219
Topological Polar Surface Area95.9 Ų
Heavy Atom Count31
Formal Charge0
Complexity633
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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