Perindopril Erbumine
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MedKoo CAT#: 318472

CAS#: 107133-36-8 (erbumine)

Description: Perindopril Erbumine is an angiotensin-converting enzyme inhibitor. It is used in patients with hypertension and heart failure. Upon hydrolysis, perindopril erbumine is converted to its active form perindoprilat, inhibiting ACE and the conversion of angiotensin I to angiotensin II; consequently, angiotensin II-mediated vasoconstriction and angiotensin II-stimulated aldosterone secretion from the adrenal cortex are inhibited and diuresis and natriuresis ensue.


Chemical Structure

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Perindopril Erbumine
CAS# 107133-36-8 (erbumine)

Theoretical Analysis

MedKoo Cat#: 318472
Name: Perindopril Erbumine
CAS#: 107133-36-8 (erbumine)
Chemical Formula: C23H43N3O5
Exact Mass: 0.00
Molecular Weight: 441.613
Elemental Analysis: C, 62.56; H, 9.81; N, 9.52; O, 18.12

Price and Availability

Size Price Availability Quantity
100mg USD 175 2 Weeks
250mg USD 300 2 Weeks
500mg USD 500 2 Weeks
1g USD 800 2 Weeks
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Related CAS #: 107133-36-8 (Erbumine)   82834-16-0 (free base)    

Synonym: Perindopril Erbumine; ACEON; Perindopril tert-butylamine; Perstarium; Pirindopril; S 9490; S 9490 3; S 9490-3; S 94903; S-9490.

IUPAC/Chemical Name: (2S,3aS,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid;2-methylpropan-2-amine

InChi Key: IYNMDWMQHSMDDE-MHXJNQAMSA-N

InChi Code: InChI=1S/C19H32N2O5.C4H11N/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21-15-10-7-6-9-13(15)11-16(21)18(23)24;1-4(2,3)5/h12-16,20H,4-11H2,1-3H3,(H,23,24);5H2,1-3H3/t12-,13-,14-,15-,16-;/m0./s1

SMILES Code: CCCC(C(=O)OCC)NC(C)C(=O)N1C2CCCCC2CC1C(=O)O.CC(C)(C)N

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, not in water

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:

Product Data:
Biological target: Perindopril erbumine (Perindopril tert-butylamine salt) is a potent ACE inhibitor.
In vitro activity: In the in vitro cell proliferation assays, there was no significant difference between the perindopril-treated group and the control group. However, the perindoprilat-treated group showed a significant reduction in mRNA expression of VEGF and inhibited the induction activity of the VEGF promoter in comparison to the control group. Perindoprilat treatment also significantly suppressed angiotensin II production in vitro. Reference: J Cancer Res Clin Oncol. 2004 Oct;130(10):567-73. https://pubmed.ncbi.nlm.nih.gov/15449186/
In vivo activity: Perindopril, with significant inhibition of hippocampal ACE, significantly prevented cognitive impairment in this AD mouse model. This study next examined the protective effects of perindopril on cognitive impairment in PS2APP-transgenic mice overexpressing Aβ in the brain. Perindopril, without affecting brain Aβ deposition, significantly suppressed the increase in hippocampal ACE activity and improved cognition in PS2APP-transgenic mice, being associated with the suppression of hippocampal astrocyte activation and attenuation of superoxide. Reference: FASEB J. 2011 Sep;25(9):2911-20. https://pubmed.ncbi.nlm.nih.gov/21593435/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Water 50.0 113.22

Preparing Stock Solutions

The following data is based on the product molecular weight 441.61 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: 1. Yasumatsu R, Nakashima T, Masuda M, Ito A, Kuratomi Y, Nakagawa T, Komune S. Effects of the angiotensin-I converting enzyme inhibitor perindopril on tumor growth and angiogenesis in head and neck squamous cell carcinoma cells. J Cancer Res Clin Oncol. 2004 Oct;130(10):567-73. doi: 10.1007/s00432-004-0582-7. Epub 2004 Jul 27. PMID: 15449186. 2. Yoshiji H, Kuriyama S, Kawata M, Yoshii J, Ikenaka Y, Noguchi R, Nakatani T, Tsujinoue H, Fukui H. The angiotensin-I-converting enzyme inhibitor perindopril suppresses tumor growth and angiogenesis: possible role of the vascular endothelial growth factor. Clin Cancer Res. 2001 Apr;7(4):1073-8. PMID: 11309359. 3. Connolly K, Batacan R Jr, Jackson D, Vella R, Fenning A. Perindopril prevents development of obesity and hypertension in middle aged diet-induced obese rat models of metabolic syndrome. Life Sci. 2023 Feb 1;314:121291. doi: 10.1016/j.lfs.2022.121291. Epub 2022 Dec 16. PMID: 36535403. 4. Dong YF, Kataoka K, Tokutomi Y, Nako H, Nakamura T, Toyama K, Sueta D, Koibuchi N, Yamamoto E, Ogawa H, Kim-Mitsuyama S. Perindopril, a centrally active angiotensin-converting enzyme inhibitor, prevents cognitive impairment in mouse models of Alzheimer's disease. FASEB J. 2011 Sep;25(9):2911-20. doi: 10.1096/fj.11-182873. Epub 2011 May 18. PMID: 21593435.
In vitro protocol: 1. Yasumatsu R, Nakashima T, Masuda M, Ito A, Kuratomi Y, Nakagawa T, Komune S. Effects of the angiotensin-I converting enzyme inhibitor perindopril on tumor growth and angiogenesis in head and neck squamous cell carcinoma cells. J Cancer Res Clin Oncol. 2004 Oct;130(10):567-73. doi: 10.1007/s00432-004-0582-7. Epub 2004 Jul 27. PMID: 15449186. 2. Yoshiji H, Kuriyama S, Kawata M, Yoshii J, Ikenaka Y, Noguchi R, Nakatani T, Tsujinoue H, Fukui H. The angiotensin-I-converting enzyme inhibitor perindopril suppresses tumor growth and angiogenesis: possible role of the vascular endothelial growth factor. Clin Cancer Res. 2001 Apr;7(4):1073-8. PMID: 11309359.
In vivo protocol: 1. Connolly K, Batacan R Jr, Jackson D, Vella R, Fenning A. Perindopril prevents development of obesity and hypertension in middle aged diet-induced obese rat models of metabolic syndrome. Life Sci. 2023 Feb 1;314:121291. doi: 10.1016/j.lfs.2022.121291. Epub 2022 Dec 16. PMID: 36535403. 2. Dong YF, Kataoka K, Tokutomi Y, Nako H, Nakamura T, Toyama K, Sueta D, Koibuchi N, Yamamoto E, Ogawa H, Kim-Mitsuyama S. Perindopril, a centrally active angiotensin-converting enzyme inhibitor, prevents cognitive impairment in mouse models of Alzheimer's disease. FASEB J. 2011 Sep;25(9):2911-20. doi: 10.1096/fj.11-182873. Epub 2011 May 18. PMID: 21593435.

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1: Fael H, Sakur AA. Novel Spectrofluorimetric Method for the Determination of
Perindopril Erbumine Based on Fluorescence Quenching of Rhodamine B. J Fluoresc.
2015 Nov;25(6):1577-84. doi: 10.1007/s10895-015-1666-2. Epub 2015 Oct 5. PubMed
PMID: 26438658.


2: Fael H, Sakur AA. Novel Spectrofluorimetric Method for the Determination of
Perindopril Erbumine Based on Charge Transfer Reaction with 7-Hydroxycoumarin. J
Fluoresc. 2015 Jul;25(4):811-8. doi: 10.1007/s10895-015-1596-z. Epub 2015 Jul 7.
PubMed PMID: 26149499.


3: Dugga HH, Peraman R, Nayakanti D. Stability-indicating RP-HPLC method for the
quantitative analysis of perindopril erbumine in tablet dosage form. J Chromatogr
Sci. 2014 Apr;52(4):315-20. doi: 10.1093/chromsci/bmt031. Epub 2013 May 19.
PubMed PMID: 23690066.


4: Vehovec T, Gartner A, Planinšek O, Obreza A. Influence of different types of
commercially available microcrystalline cellulose on degradation of perindopril
erbumine and enalapril maleate in binary mixtures. Acta Pharm. 2012
Dec;62(4):515-28. doi: 10.2478/v10007-012-0039-5. PubMed PMID: 23333887.


5: Hussein Al Ali SH, Al-Qubaisi M, Hussein MZ, Ismail M, Zainal Z, Hakim MN.
Comparative study of Mg/Al- and Zn/Al-layered double hydroxide-perindopril
erbumine nanocomposites for inhibition of angiotensin-converting enzyme. Int J
Nanomedicine. 2012;7:4251-62. doi: 10.2147/IJN.S32267. Epub 2012 Aug 3. PubMed
PMID: 22904631; PubMed Central PMCID: PMC3418079.


6: Hussein Al Ali SH, Al-Qubaisi M, Hussein MZ, Ismail M, Zainal Z, Hakim MN.
Controlled release and angiotensin-converting enzyme inhibition properties of an
antihypertensive drug based on a perindopril erbumine-layered double hydroxide
nanocomposite. Int J Nanomedicine. 2012;7:2129-41. doi: 10.2147/IJN.S30461. Epub
2012 Apr 24. PubMed PMID: 22619549; PubMed Central PMCID: PMC3356206.


7: Setiawati E, Deniati SH, Yunaidi DA, Handayani LR, Santoso ID, Arland JA,
Setiawati A, Lian LY. Bioequivalence study of two perindopril erbumine tablet
formulations in healthy volunteers. Arzneimittelforschung. 2011;61(4):234-8. doi:
10.1055/s-0031-1296193. PubMed PMID: 21650082.


8: Simoncic Z, Roskar R, Gartner A, Kogej K, Kmetec V. The use of
microcalorimetry and HPLC for the determination of degradation kinetics and
thermodynamic parameters of Perindopril Erbumine in aqueous solutions. Int J
Pharm. 2008 May 22;356(1-2):200-5. doi: 10.1016/j.ijpharm.2008.01.031. Epub 2008
Jan 24. PubMed PMID: 18304767.


9: Remko M. Molecular structure and stability of perindopril erbumine and
perindopril L-arginine complexes. Eur J Med Chem. 2009 Jan;44(1):101-8. doi:
10.1016/j.ejmech.2008.03.012. Epub 2008 Mar 27. PubMed PMID: 18436349.


10: Rahman N, Anwar N, Kashif M. Optimized and validated initial-rate method for
the determination of perindopril erbumine in tablets. Chem Pharm Bull (Tokyo).
2006 Jan;54(1):33-6. PubMed PMID: 16394545.


11: Perindopril erbumine. Am J Health Syst Pharm. 1999 Oct 15;56(20):2036-7.
PubMed PMID: 10541029.