An ACE inhibitor and active metabolite of imidapril
Related Products
Pro-drug Form(s)
18854Imidapril (hydrochloride)
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Imidaprilat

Item No. 38046

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-2-oxo-4S-imidazolidinecarboxylic acid
CAS Number
89371-44-8
Synonyms
  • 6366A
Molecular Formula
C18H23N3O6
Formula Weight
377.4
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
O=C1N(C([C@H](C)N[C@@H](CCC2=CC=CC=C2)C(O)=O)=O)[C@H](C(O)=O)CN1C
InChi Code
InChI=1S/C18H23N3O6/c1-11(15(22)21-14(17(25)26)10-20(2)18(21)27)19-13(16(23)24)9-8-12-6-4-3-5-7-12/h3-7,11,13-14,19H,8-10H2,1-2H3,(H,23,24)(H,25,26)/t11-,13-,14-/m0/s1
InChi Key
VFAVNRVDTAPBNR-UBHSHLNASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

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    Cayman Chemical
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    Product Description

    Imidaprilat is an inhibitor of angiotensin-converting enzyme (ACE; IC50 = 2.6 nM) and an active metabolite of the prodrug imidapril (Item No. 18854).1 It inhibits bradykinin-induced contractions in isolated guinea pig ileum (IC50 = 1.7 nM). Imidaprilat (50 nM) reduces adhesion induced by chemokine (C-C-) motif ligand 2 (CCL2) of THP-1 monocytes to TNF-α-activated human umbilical vein endothelial cells (HUVECs).2 In vivo, imidaprilat (1 mg/kg) inhibits the angiotensin I-induced pressor response in unanesthetized normotensive rats.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kubo, M., Kato, J., Ochiai, T., et al. Pharmacological studies on (4S)-1-methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino] propionyl]-2-oxo-imidazolidine-4-carboxylic acid hydrochloride (TA-6366), a new ACE inhibitor: I. ACE inhibitory and anti-hypertensive activities. Jpn. J. Pharmacol. 53(2), 201-210 (1990).

    2. Kojima, C., Kawakami, A., Takei, T., et al. Angiotensin-converting enzyme inhibitor attenuates monocyte adhesion to vascular endothelium through modulation of intracellular zinc. J. Pharmacol. Exp. Ther. 323(3), 855-860 (2007).