Benazeprilat
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    WARNING: This product is for research use only, not for human or veterinary use.

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.


Price and Availability

Size
Price

10mg
USD 450
Size
Price

25mg
USD 750
Size
Price

50mg
USD 1250

Benazeprilat, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 329673
Name: Benazeprilat
CAS#: 86541-78-8
Chemical Formula: C22H24N2O5
Exact Mass: 396.1685
Molecular Weight: 396.443
Elemental Analysis: C, 66.65; H, 6.10; N, 7.07; O, 20.18


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


Technical Data

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).

Harmonized System Code:
293490


References

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.

2: Mochel JP, Danhof M. Chronobiology and Pharmacologic Modulation of the Renin-Angiotensin-Aldosterone System in Dogs: What Have We Learned? Rev Physiol Biochem Pharmacol. 2015;169:43-69. doi: 10.1007/112_2015_27. Review. PubMed PMID: 26428686.

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.

4: Mochel JP, Fink M, Peyrou M, Soubret A, Giraudel JM, Danhof M. Pharmacokinetic/Pharmacodynamic Modeling of Renin-Angiotensin Aldosterone Biomarkers Following Angiotensin-Converting Enzyme (ACE) Inhibition Therapy with Benazepril in Dogs. Pharm Res. 2015 Jun;32(6):1931-46. doi: 10.1007/s11095-014-1587-9. Epub 2014 Dec 2. PubMed PMID: 25446774.

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.

8: Kelers K, Devi JL, Anderson GA, Zahra P, Vine JH, Whittem T. Bioequivalence of a new liquid formulation of benazepril compared with the reference tablet product. Aust Vet J. 2013 Aug;91(8):312-9. doi: 10.1111/avj.12080. PubMed PMID: 23889096.

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.

14: Aldigier JC, Meur YL, Brunel P. Protection of Renal Function with ACE Inhibitors: Experience with Benazepril. Clin Drug Investig. 1998;16(6):463-72. PubMed PMID: 18370561.

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.

16: Welch WJ, Patel K, Modlinger P, Mendonca M, Kawada N, Dennehy K, Aslam S, Wilcox CS. Roles of vasoconstrictor prostaglandins, COX-1 and -2, and AT1, AT2, and TP receptors in a rat model of early 2K,1C hypertension. Am J Physiol Heart Circ Physiol. 2007 Nov;293(5):H2644-9. Epub 2007 Aug 31. PubMed PMID: 17766473.

17: Hu J, Ding L, Song Q, Gao Y, Qing S. Determination of raltitrexed in human plasma by high performance liquid chromatography-electrospray ionization-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Jun 15;853(1-2):147-53. Epub 2007 Mar 31. PubMed PMID: 17459788.

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.

20: Xiao X, Luo X, Chen B, Yao S. Determination of angiotensin converting enzyme inhibitory activity by high-performance liquid chromatography/electrospray-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Apr 13;834(1-2):48-54. Epub 2006 Feb 28. PubMed PMID: 16513436.