A prodrug of benazeprilat
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Benazepril (hydrochloride)

Item No. 23804

Technical Information
Formal Name
(3S)-3-[[1S-(ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid, monohydrochloride
CAS Number
86541-74-4
Synonyms
  • CGS 14824A
Molecular Formula
C24H28N2O5 • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 1 mg/ml
λmax
204, 237 nm
SMILES
O=C(OCC)[C@H](CCC1=CC=CC=C1)N[C@H]2CCC3=C(C=CC=C3)N(CC(O)=O)C2=O.Cl
InChi Code
InChI=1S/C24H28N2O5.ClH/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28;/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28);1H/t19-,20-;/m0./s1
InChi Key
VPSRQEHTHIMDQM-FKLPMGAJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Benazepril is a prodrug of the angiotensin converting enzyme (ACE) inhibitor benazeprilat (Item No. 21796).1 It is metabolized to benazeprilat by hepatic esterases. Benazepril inhibits the in vitro enzymatic activity of partially purified ACE isolated from rabbit lung (IC50 = 2 nM).2 It decreases the triglyceride and total cholesterol levels in normotensive rats when administered at a dose of 30 mg/kg and decreases aortic atherosclerosis in cholesterol-fed rabbits when administered at a dose of 3 mg/kg per day.3 Benazepril (0.1-10 mg/kg per day) reduces blood pressure in spontaneously hypertensive rats.4 It also decreases proteinuria in cats with chronic kidney disease when administered at doses ranging from 0.5 to 1 mg/kg per day.5 Formulations containing benazepril have been used to treat hypertension, congestive heart failure, and chronic kidney disease in both human and veterinary medicine.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Toutain, P.L., and Lefèbvre, H.P. Pharmacokinetics and pharmacokinetic/pharmacodynamic relationships for angiotensin-converting enzyme inhibitors. J. Vet. Pharmacol. Ther. 27(6), 515-525 (2004).

    2. Ksander, G.M., Erion, M., Yuan, A.M., et alDual angiotensin converting enzyme/thromboxane synthase inhibitors. J. Med. Chem. 37(12), 1823-1832 (1994).

    3. Yamamoto, S., Takemori, E., Hasegawa, Y., et alGeneral pharmacology of the novel angiotensin converting enzyme inhibitor benazepril hydrochloride. Effects on cardiovascular, visceral and renal functions and on hemodynamics. Arzneimittelforschung 41(9), 913-923 (1991).

    4. Watthey, J.W.H., Stanton, J.L., Desai, M., et alSynthesis and biological properties of (carboxyalkyl)amino-substituted bicyclic lactam inhibitors of angiotensin converting enzyme. J. Med. Chem. 28(10), 1511-1516 (1985).

    5. King, J.N., Gunn-Moore, D.A., Tasker, S., et alTolerability and efficacy of benazepril in cats with chronic kidney disease. J. Vet. Intern. Med. 20(5), 1054-1064 (2006).