Benazepril

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MedKoo CAT#: 584554

CAS#: 86541-75-5

Description: Benazepril has been shown to inhibit circulating angiotensin-converting enzyme (ACE) activity in horses.


Price and Availability

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Pricing updated 2020-08-10. Prices are subject to change without notice.

Benazepril is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 584554
Name: Benazepril
CAS#: 86541-75-5
Chemical Formula: C24H28N2O5
Exact Mass: 424.1998
Molecular Weight: 424.497
Elemental Analysis: C, 67.91; H, 6.65; N, 6.60; O, 18.84


Synonym: Benazepril; CGS-14824-A

IUPAC/Chemical Name: 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetic acid

InChi Key: XPCFTKFZXHTYIP-PMACEKPBSA-N

InChi Code: InChI=1S/C24H28N2O5/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)/t19-,20-/m0/s1

SMILES Code: O=C(O)CN1C([C@@H](N[C@@H](CCC2=CC=CC=C2)C(OCC)=O)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:
>3 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:
2934.99.03.00


References

1: Serrano-Rodríguez JM, Gómez-Díez M, Esgueva M, Castejón-Riber C, Mena-Bravo A, Priego-Capote F, Ayala N, Caballero JMS, 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 Oct;114:117-122. doi: 10.1016/j.rvsc.2017.03.016. Epub 2017 Mar 28. PubMed PMID: 28371693.

2: King JN, Font A, Rousselot JF, Ash RA, Bonfanti U, Brovida C, Crowe ID, Lanore D, Pechereau D, Seewald W, Strehlau G. Effects of Benazepril on Survival of Dogs with Chronic Kidney Disease: A Multicenter, Randomized, Blinded, Placebo-Controlled Clinical Trial. J Vet Intern Med. 2017 Jul;31(4):1113-1122. doi: 10.1111/jvim.14726. Epub 2017 Jul 1. PubMed PMID: 28669137; PubMed Central PMCID: PMC5508345.

3: Afonso T, Giguère S, Rapoport G, Brown SA, Coleman AE. Attenuation of the blood pressure response to exogenous angiotensin I after oral administration of benazepril to healthy adult horses. Equine Vet J. 2017 May;49(3):358-362. doi: 10.1111/evj.12593. Epub 2016 Jul 11. PubMed PMID: 27224673.

4: King JN, Panteri A, Graille M, Seewald W, Friton G, Desevaux C. Effect of benazepril, robenacoxib and their combination on glomerular filtration rate in cats. BMC Vet Res. 2016 Jun 23;12(1):124. doi: 10.1186/s12917-016-0734-4. PubMed PMID: 27338786; PubMed Central PMCID: PMC4917992.

5: Jiang S, Pan M, Wu S, Venners SA, Zhong G, Hsu YH, Weinstock J, Wang B, Tang G, Liu D, Xu X. Elevation in Total Homocysteine Levels in Chinese Patients With Essential Hypertension Treated With Antihypertensive Benazepril. Clin Appl Thromb Hemost. 2016 Mar;22(2):191-8. doi: 10.1177/1076029614565881. Epub 2014 Dec 30. PubMed PMID: 25550183.

6: Hong Z, Pan L, Fei J, Ma Z, Hong Z. A positive association between the human tissue kallikerin gene A2233C polymorphism and blood pressure response to benazepril. Clin Exp Hypertens. 2017;39(5):389-393. doi: 10.1080/10641963.2016.1246557. Epub 2017 Jun 16. PubMed PMID: 28621557.

7: Gismondi RA, Oigman W, Bedirian R, Pozzobon CR, Ladeira MC, Neves MF. Comparison of benazepril and losartan on endothelial function and vascular stiffness in patients with Type 2 diabetes mellitus and hypertension: A randomized controlled trial. J Renin Angiotensin Aldosterone Syst. 2015 Dec;16(4):967-74. doi: 10.1177/1470320315573681. Epub 2015 Mar 17. PubMed PMID: 25784709.

8: Sent U, Gössl R, Elliott J, Syme HM, Zimmering T. Comparison of Efficacy of Long-term Oral Treatment with Telmisartan and Benazepril in Cats with Chronic Kidney Disease. J Vet Intern Med. 2015 Nov-Dec;29(6):1479-87. doi: 10.1111/jvim.13639. Epub 2015 Oct 16. Erratum in: J Vet Intern Med. 2016 Mar-Apr;30(2):689. PubMed PMID: 26474314; PubMed Central PMCID: PMC4895689.

9: Hemdan A. Development and validation of different methods manipulating zero order and first order spectra for determination of the partially overlapped mixture benazepril and amlodipine: A comparative study. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jul 5;164:52-60. doi: 10.1016/j.saa.2016.03.047. Epub 2016 Apr 2. PubMed PMID: 27078209.

10: King JN, Christinaz C, Strehlau G, Hornfeld J. Effect of benazepril and pimobendan on serum angiotensin-converting enzyme activity in dogs. J Vet Pharmacol Ther. 2018 Jun;41(3):485-489. doi: 10.1111/jvp.12475. Epub 2018 Feb 2. PubMed PMID: 29392741.

11: Jin H, Liu ZJ, Yan CL, Liu FL, Chen L, Zhang QJ, Xu HQ, Hu JH, Dou RH, Wen XY. [The influence of benazepril and amlodipine on the expression of secretin and somatostatin in spontaneously hypertensive rats]. Zhongguo Ying Yong Sheng Li Xue Za Zhi. 2018 Feb 8;34(2):154-158. doi: 10.12047.j.cjap.5542.2018.038. Chinese. PubMed PMID: 29926681.

12: Panteri A, Kukk A, Desevaux C, Seewald W, King JN. Effect of benazepril and robenacoxib and their combination on glomerular filtration rate in dogs. J Vet Pharmacol Ther. 2017 Jan;40(1):44-56. doi: 10.1111/jvp.12325. Epub 2016 Jun 15. PubMed PMID: 27302598.

13: Yan P, Fan W; clinical trial investigators. The efficacy and safety of fixed-dose combination of amlodipine/benazepril in Chinese essential hypertensive patients not adequately controlled with benazepril monotherapy: a multicenter, randomized, double-blind, double-dummy, parallel-group clinical trial. Clin Exp Hypertens. 2014;36(4):268-74. doi: 10.3109/10641963.2013.810231. Epub 2013 Jul 16. PubMed PMID: 23859303.

14: Jenkins TL, Coleman AE, Schmiedt CW, Brown SA. Attenuation of the pressor response to exogenous angiotensin by angiotensin receptor blockers and benazepril hydrochloride in clinically normal cats. Am J Vet Res. 2015 Sep;76(9):807-13. doi: 10.2460/ajvr.76.9.807. PubMed PMID: 26309109.

15: Yan X, Xu D, Huang J; EVIDENCE CHINA Study Group; EVIDENCE CHINA Study Group. [Effect of benazepril on cardiac function in Chinese patients with chronic heart failure: a meta-analysis of randomized controlled trials]. Zhonghua Yi Xue Za Zhi. 2014 Oct 14;94(37):2907-13. Chinese. PubMed PMID: 25549643.

16: Niu H, Nie L, Liu M, Chi Y, Zhang T, Li Y. Benazepril affects integrin-linked kinase and smooth muscle α-actin expression in diabetic rat glomerulus and cultured mesangial cells. BMC Nephrol. 2014 Aug 20;15:135. doi: 10.1186/1471-2369-15-135. PubMed PMID: 25142208; PubMed Central PMCID: PMC4151867.

17: Yan SH, Zhao NW, Zhu XX, Wang Q, Wang HD, Fu R, Sun Y, Li QY. Benazepril inhibited the NF-κB and TGF-β networking on LV hypertrophy in rats. Immunol Lett. 2013 May;152(2):126-34. doi: 10.1016/j.imlet.2013.05.005. Epub 2013 May 23. PubMed PMID: 23707880.

18: Yao H, Jiang L, Lin X, Liang ZG. Fluvastatin combined with benazepril may contribute to the favorable prognosis of patients with atrial fibrillation. Biomed Pharmacother. 2016 Oct;83:687-692. doi: 10.1016/j.biopha.2016.07.031. Epub 2016 Jul 28. PubMed PMID: 27470569.

19: Lantis AC, Ames MK, Atkins CE, DeFrancesco TC, Keene BW, Werre SR. Aldosterone breakthrough with benazepril in furosemide-activated renin-angiotensin-aldosterone system in normal dogs. J Vet Pharmacol Ther. 2015 Feb;38(1):65-73. doi: 10.1111/jvp.12154. Epub 2014 Sep 16. PubMed PMID: 25224804.

20: Vollmar AC, Fox PR. Long-term Outcome of Irish Wolfhound Dogs with Preclinical Cardiomyopathy, Atrial Fibrillation, or Both Treated with Pimobendan, Benazepril Hydrochloride, or Methyldigoxin Monotherapy. J Vet Intern Med. 2016 Mar-Apr;30(2):553-9. doi: 10.1111/jvim.13914. Epub 2016 Mar 3. PubMed PMID: 26936799; PubMed Central PMCID: PMC4913600.