Benazeprilat
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MedKoo CAT#: 329673

CAS#: 86541-78-8

Description: Benazeprilat, also known as CGS 14831, is an inhibitor of angiotensin converting enzyme (ACE; IC50 = 0.28 nM in plasma from dog) and the active metabolite of the prodrug benazepril.

Chemical Structure

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Benazeprilat
CAS# 86541-78-8
Instruction

Theoretical Analysis

MedKoo Cat#: 329673
Name: Benazeprilat
CAS#: 86541-78-8
Chemical Formula: C22H24N2O5
Exact Mass: 396.17
Molecular Weight: 396.443
Elemental Analysis: C, 66.65; H, 6.10; N, 7.07; O, 20.18

Price and Availability

Size Price Availability Quantity
10mg USD 450 2 weeks
25mg USD 750 2 weeks
50mg USD 1250 2 weeks
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Synonym: Benazeprilat; CGS 14831; CGS-14831; CGS14831.

IUPAC/Chemical Name: (3S)-[[(1S)-1-carboxy-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid

InChi Key: MADRIHWFJGRSBP-ROUUACIJSA-N

InChi Code: InChI=1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1

SMILES Code: O=C(O)CN1C([C@@H](N[C@H](C(O)=O)CCC2=CC=CC=C2)CCC3=CC=CC=C31)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 396.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Serrano-Rodríguez JM, Gómez-Díez M, Esgueva M, Castejón-Riber C, Mena-Bravo A, Priego-Capote F, Ayala N, Caballero JM, Muñoz A. Pharmacokinetic/pharmacodynamic modeling of benazepril and benazeprilat after administration of intravenous and oral doses of benazepril in healthy horses. Res Vet Sci. 2017 Mar 28;114:117-122. doi: 10.1016/j.rvsc.2017.03.016. [Epub ahead of print] PubMed PMID: 28371693.

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3: Qian M, Chen T, Zhou D, Zhang Z, Zhang Q, Tang S, Xiao X. Development of a new benazepril hydrochloride chewable tablet and evaluation of its bioequivalence for treatment of heart failure in dogs. J Vet Pharmacol Ther. 2016 Feb;39(1):98-101. doi: 10.1111/jvp.12252. Epub 2015 Jul 30. PubMed PMID: 26228576.

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5: Rezk MR, Badr KA. Development, optimization and validation of a highly sensitive UPLC-ESI-MS/MS method for simultaneous quantification of amlodipine, benazeprile and benazeprilat in human plasma: application to a bioequivalence study. J Pharm Biomed Anal. 2014 Sep;98:1-8. doi: 10.1016/j.jpba.2014.05.005. Epub 2014 May 13. PubMed PMID: 24863555.

6: Pan HL, Lin LS, Ding JF, Chen XY, Zhong DF. [Simultaneous determination of amlodipine, benazepril and benazeprilat in human plasma by LC-HESI/MS/MS method]. Yao Xue Xue Bao. 2014 Jan;49(1):95-100. Chinese. PubMed PMID: 24783513.

7: Yong QC, Thomas CM, Seqqat R, Chandel N, Baker KM, Kumar R. Angiotensin type 1a receptor-deficient mice develop diabetes-induced cardiac dysfunction, which is prevented by renin-angiotensin system inhibitors. Cardiovasc Diabetol. 2013 Nov 12;12:169. doi: 10.1186/1475-2840-12-169. PubMed PMID: 24215514; PubMed Central PMCID: PMC3830441.

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9: Narayanam M, Sahu A, Singh S. Characterization of stress degradation products of benazepril by using sophisticated hyphenated techniques. J Chromatogr A. 2013 Jan 4;1271(1):124-36. doi: 10.1016/j.chroma.2012.11.044. Epub 2012 Nov 27. PubMed PMID: 23237710.

10: Thomas CM, Yong QC, Seqqat R, Chandel N, Feldman DL, Baker KM, Kumar R. Direct renin inhibition prevents cardiac dysfunction in a diabetic mouse model: comparison with an angiotensin receptor antagonist and angiotensin-converting enzyme inhibitor. Clin Sci (Lond). 2013 Apr;124(8):529-41. doi: 10.1042/CS20120448. PubMed PMID: 23116220; PubMed Central PMCID: PMC3982397.

11: Chen K, Zhang J, Liu S, Zhang D, Teng Y, Wei C, Wang B, Liu X, Yuan G, Zhang R, Zhao W, Guo R. Simultaneous determination of lercanidipine, benazepril and benazeprilat in plasma by LC-MS/MS and its application to a toxicokinetics study. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Jun 15;899:1-7. doi: 10.1016/j.jchromb.2012.04.014. Epub 2012 May 8. PubMed PMID: 22622066.

12: Mochel JP, Peyrou M, Fink M, Strehlau G, Mohamed R, Giraudel JM, Ploeger B, Danhof M. Capturing the dynamics of systemic Renin-Angiotensin-Aldosterone System (RAAS) peptides heightens the understanding of the effect of benazepril in dogs. J Vet Pharmacol Ther. 2013 Apr;36(2):174-80. doi: 10.1111/j.1365-2885.2012.01406.x. Epub 2012 May 8. PubMed PMID: 22568394.

13: Barrios V, Escobar C. Antihypertensive and organ-protective effects of benazepril. Expert Rev Cardiovasc Ther. 2010 Dec;8(12):1653-71. doi: 10.1586/erc.10.159. Review. PubMed PMID: 21108548.

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15: Singh VP, Baker KM, Kumar R. Activation of the intracellular renin-angiotensin system in cardiac fibroblasts by high glucose: role in extracellular matrix production. Am J Physiol Heart Circ Physiol. 2008 Apr;294(4):H1675-84. doi: 10.1152/ajpheart.91493.2007. Epub 2008 Feb 22. PubMed PMID: 18296558.

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18: Wang XD, Chan E, Chen X, Liao XX, Tang C, Zhou ZW, Huang M, Zhou SF. Simultaneous and rapid quantitation of benazepril and benazeprilat in human plasma by high performance liquid chromatography with ultraviolet detection. J Pharm Biomed Anal. 2007 May 9;44(1):224-30. Epub 2007 Jan 17. PubMed PMID: 17289327.

19: Vonaparti A, Kazanis M, Panderi I. Development and validation of a liquid chromatographic/electrospray ionization mass spectrometric method for the determination of benazepril, benazeprilat and hydrochlorothiazide in human plasma. J Mass Spectrom. 2006 May;41(5):593-605. PubMed PMID: 16541390.

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