An ACE inhibitor and active metabolite of quinapril
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Quinaprilat

Item No. 36007

Technical Information
Formal Name
(3S)-2-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
CAS Number
82768-85-2
Synonyms
  • CI-928
Molecular Formula
C23H26N2O5
Formula Weight
Purity
≥90%
Formulation
A solid
DMSO: Slightly solubleMethanol: Slightly soluble
SMILES
OC([C@H](CCC1=CC=CC=C1)N[C@@H](C)C(N2[C@@H](CC3=CC=CC=C3C2)C(O)=O)=O)=O
InChi Code
InChI=1S/C23H26N2O5/c1-15(24-19(22(27)28)12-11-16-7-3-2-4-8-16)21(26)25-14-18-10-6-5-9-17(18)13-20(25)23(29)30/h2-10,15,19-20,24H,11-14H2,1H3,(H,27,28)(H,29,30)/t15-,19-,20-/m0/s1
InChi Key
FLSLEGPOVLMJMN-YSSFQJQWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Quinaprilat is an inhibitor of angiotensin-converting enzyme (ACE; IC50 = 0.06 nM) and an active metabolite of the ACE inhibitor prodrug quinapril (Item No. 21439).1,2 It inhibits calcium overload and rod to round cell shape change induced by lysophosphatidylcholine (LPC) in isolated rat cardiomyocytes when used at concentrations of 20 and 50 µM.2 Quinaprilat (3 µg/kg) reduces the frequency of ventricular fibrillation in a dog model of myocardial ischemia and reperfusion injury.3 It also reduces blood pressure and proteinuria in rat models of uranyl nitrate- or 5/6 nephrectomy-induced chronic renal failure when administered at a dose of 0.1 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Perich, R.B., Jackson, B., and Johnston, C.I. Structural constraints of inhibitors for binding at two active sites on somatic angiotensin converting enzyme. Eur. J. Pharmacol. 266(3), 201-211 (1994).

    2. Ma, H., Hashizume, H., Hara, A., et alProtective effect of quinaprilat, an active metabolite of quinapril, on Ca2+-overload induced by lysophosphatidylcholine in isolated rat cardiomyocytes. Jpn. J. Pharmacol. 79(1), 17-24 (1999).

    3. Fujinaga, H., Wakatsuki, T., Nishikado, A., et alElectrophysiologic effects of quinaprilat in dogs during acute myocardial ischemia and following reperfusion. Coron. Artery Dis. 9(10), 697-701 (1998).

    4. Appenroth, D., Beutinger, R., Lupp, A., et alEffects of a therapy with losartan and quinaprilat on the progression of chronic renal failure in rats after a single dose of uranyl nitrate or 5/6 nephrectomy. Exp. Toxicol. Pathol. 54(5-6), 359-366 (2003).