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MedKoo Cat#: 461661 | Name: Perindoprilat
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Description:

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

Perindoprilat is a non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity.

Chemical Structure

Perindoprilat
CAS#95153-31-4

Theoretical Analysis

MedKoo Cat#: 461661

Name: Perindoprilat

CAS#: 95153-31-4

Chemical Formula: C17H28N2O5

Exact Mass: 340.1998

Molecular Weight: 340.42

Elemental Analysis: C, 59.98; H, 8.29; N, 8.23; O, 23.50

Price and Availability

Size Price Availability Quantity
10mg USD 1,450.00
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Synonym
Perindoprilat; Perindoprilate; Perindoprilatum; S 9780; S-9780; S9780;
IUPAC/Chemical Name
(2S,3aS,7aS)-1-(((S)-1-carboxybutyl)-L-alanyl)octahydro-1H-indole-2-carboxylic acid
InChi Key
ODAIHABQVKJNIY-PEDHHIEDSA-N
InChi Code
InChI=1S/C17H28N2O5/c1-3-6-12(16(21)22)18-10(2)15(20)19-13-8-5-4-7-11(13)9-14(19)17(23)24/h10-14,18H,3-9H2,1-2H3,(H,21,22)(H,23,24)/t10-,11-,12-,13-,14-/m0/s1
SMILES Code
O=C([C@H]1N(C([C@H](C)N[C@H](C(O)=O)CCC)=O)[C@@]2([H])CCCC[C@@]2([H])C1)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
>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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Perindoprilat (S 9780) is an angiotensin-converting enzyme (ACE) inhibitor with the IC50 value ranging from 1.5 to 3.2 nM.
In vitro activity:
Stimulation of confluent, quiescent mesangial cells with MPCM for 3 days resulted in a 79 ± 15% increase in secreted, and a 77 ± 17% increase in cell-associated, fibronectin levels (P < 0.001) over those of control cells (medium alone) Figure 1. Addition of 40 μmol/L perinoprilat significantly attenuated this response, resulting in decreases in MPCM-stimulated fibronectin levels of 19.4 ± 0.6% (P < 0.001) and 21.7 ± 1.0% (P < 0.001) for secreted and cell-associated fibronectin levels, respectively Figure 1. Reference: Kidney Int. 2004 Apr;65(4):1240-51. https://pubmed.ncbi.nlm.nih.gov/15086463/
In vivo activity:
Perindoprilat pretreatment of renal arteries resulted, as expected, in decrease of ANG II production. However, renal arteries of 7-month-old SHR rats were resistant to ACE inhibitor and did not change ANG II production in response to perindoprilat. In renal arteries, taken from 3-month-old rats, pretreated with perindoprilat, incubation with ANG I, resulted in the level of ANG (1-9) significantly higher in SHR than WKY rats. Reference: Physiol Res. 2016 Nov 8;65(4):561-570. https://pubmed.ncbi.nlm.nih.gov/26988149/
Solvent mg/mL mM comments
Solubility
DMF 30.0 88.13
DMSO 30.0 88.13
PBS (pH 7.2) 10.0 29.38
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 340.42 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. Pawluczyk IZ, Patel SR, Harris KP. The role of bradykinin in the antifibrotic actions of perindoprilat on human mesangial cells. Kidney Int. 2004 Apr;65(4):1240-51. doi: 10.1111/j.1523-1755.2004.00494.x. PMID: 15086463. 2. Enous R, Coetzee WA, Opie LH. Effects of the ACE inhibitor, perindoprilat, and of angiotensin II on the transient inward current of guinea pig ventricular myocytes. J Cardiovasc Pharmacol. 1992 Jan;19(1):17-23. doi: 10.1097/00005344-199201000-00003. PMID: 1375683. 3. Wołkow PP, Bujak-Giżycka B, Jawień J, Olszanecki R, Madej J, Rutowski J, Korbut R. Perindoprilat changes ANG (1-9) production in renal arteries isolated from young spontaneously hypertensive rats after ANG I incubation. Physiol Res. 2016 Nov 8;65(4):561-570. doi: 10.33549/physiolres.933015. Epub 2016 Mar 15. PMID: 26988149. 4. Huet F, Semama DS, Gouyon JB, Guignard JP. Protective effect of perindoprilat in the hypoxemia-induced renal dysfunction in the newborn rabbit. Pediatr Res. 1999 Jan;45(1):138-42. doi: 10.1203/00006450-199901000-00023. PMID: 9890622.
In vitro protocol:
1. Pawluczyk IZ, Patel SR, Harris KP. The role of bradykinin in the antifibrotic actions of perindoprilat on human mesangial cells. Kidney Int. 2004 Apr;65(4):1240-51. doi: 10.1111/j.1523-1755.2004.00494.x. PMID: 15086463. 2. Enous R, Coetzee WA, Opie LH. Effects of the ACE inhibitor, perindoprilat, and of angiotensin II on the transient inward current of guinea pig ventricular myocytes. J Cardiovasc Pharmacol. 1992 Jan;19(1):17-23. doi: 10.1097/00005344-199201000-00003. PMID: 1375683.
In vivo protocol:
1. Wołkow PP, Bujak-Giżycka B, Jawień J, Olszanecki R, Madej J, Rutowski J, Korbut R. Perindoprilat changes ANG (1-9) production in renal arteries isolated from young spontaneously hypertensive rats after ANG I incubation. Physiol Res. 2016 Nov 8;65(4):561-570. doi: 10.33549/physiolres.933015. Epub 2016 Mar 15. PMID: 26988149. 2. Huet F, Semama DS, Gouyon JB, Guignard JP. Protective effect of perindoprilat in the hypoxemia-induced renal dysfunction in the newborn rabbit. Pediatr Res. 1999 Jan;45(1):138-42. doi: 10.1203/00006450-199901000-00023. PMID: 9890622.
1: Kong D, Fahrenhorst-Jones T, Kuo A, Simmons JL, Tan L, Burns JM, Pierens GK, Li R, West NP, Boyle GM, Smith MT, Savage GP, Williams CM. seco-1-Azacubane-2-carboxylic Acid: Derivative Scope and Comparative Biological Evaluation. J Org Chem. 2024 Jan 5;89(1):798-803. doi: 10.1021/acs.joc.3c02333. Epub 2023 Dec 22. PMID: 38131648. 2: Joubert A, Joubert A, van der Merwe M, Norman J, Castel S, Denti P, Sliwa K, Maartens G, Sinxadi P, Wiesner L. Validation of a quantitative multiplex LC- MS/MS assay of carvedilol, enalaprilat, and perindoprilat in dried blood spots from heart failure patients and its cross validation with a plasma assay. J Mass Spectrom Adv Clin Lab. 2022 Dec 12;27:7-17. doi: 10.1016/j.jmsacl.2022.12.003. PMID: 36568714; PMCID: PMC9772843. 3: Kably B, Billaud EM, Derobertmasure A, Blanchard A, Boutouyrie P, Azizi M. Urine N-acetyl-Ser-Asp-Lys-Pro measurement as a versatile biomarker to assess adherence to angiotensin-converting enzyme inhibitors. J Hypertens. 2022 Feb 1;40(2):348-355. doi: 10.1097/HJH.0000000000003018. PMID: 34508023. 4: Eid SM, Hassan SA, Nashat NW, Elghobashy MR, Abbas SS, Moustafa AA. Optimization of localized surface plasmon resonance hot spots in surface- enhanced infrared absorption spectroscopy aluminum substrate as an optical sensor coupled to chemometric tools for the purity assay of quinary mixtures. Mikrochim Acta. 2021 May 22;188(6):195. doi: 10.1007/s00604-021-04845-7. PMID: 34021787. 5: Kiew LV, Chang CY, Huang SY, Wang PW, Heh CH, Liu CT, Cheng CH, Lu YX, Chen YC, Huang YX, Chang SY, Tsai HY, Kung YA, Huang PN, Hsu MH, Leo BF, Foo YY, Su CH, Hsu KC, Huang PH, Ng CJ, Kamarulzaman A, Yuan CJ, Shieh DB, Shih SR, Chung LY, Chang CC. Development of flexible electrochemical impedance spectroscopy- based biosensing platform for rapid screening of SARS-CoV-2 inhibitors. Biosens Bioelectron. 2021 Jul 1;183:113213. doi: 10.1016/j.bios.2021.113213. Epub 2021 Apr 3. PMID: 33857754; PMCID: PMC8018905. 6: Zheng X, Gao H, Cui X, Zhang Y, Chen R, Wang Y, Lauruol P, Wang H. Simultaneous determination of indapamide, perindopril and its active metabolite perindoprilat in human plasma using UPLC-MS/MS method. J Chromatogr B Analyt Technol Biomed Life Sci. 2021 Apr 15;1169:122585. doi: 10.1016/j.jchromb.2021.122585. Epub 2021 Mar 4. PMID: 33706186. 7: Li Q, Hao Z, Yu Y, Tang Y. Bioequivalence study of two perindopril tert- butylamine tablet formulations in healthy Chinese subjects under fasting and fed conditions: A randomized, open-label, single-dose, crossover trial. Biomed Pharmacother. 2021 Mar;135:111221. doi: 10.1016/j.biopha.2021.111221. Epub 2021 Feb 1. PMID: 33433351. 8: Leggett C, Lwin EMP, Ritchie U, Song Y, Gerber JP, Turner S, Hague WM, Stark M, Upton R, Garg S. Perindopril in Breast Milk and Determination of Breastfed Infant Exposure: A Prospective Observational Study. Drug Des Devel Ther. 2020 Mar 2;14:961-967. doi: 10.2147/DDDT.S239704. PMID: 32184565; PMCID: PMC7060030. 9: Gu Y, Cai H, Guo J, Huang X, Yang H, Yin Y, Tan X, He B, Zhou X, Liu X, Wei W, Zhang B. A UPLC-MS/MS method for quantification of perindopril and perindoprilat and applied in a bioequivalence study for their pharmacokinetic parameter measurement
. Int J Clin Pharmacol Ther. 2020 Feb;58(2):103-111. doi: 10.5414/CP203593. PMID: 31845865. 10: Hasan H, Park SH, Auger C, Belcastro E, Matsushita K, Marchandot B, Lee HH, Qureshi AW, Kauffenstein G, Ohlmann P, Schini-Kerth VB, Jesel L, Morel O. Thrombin Induces Angiotensin II-Mediated Senescence in Atrial Endothelial Cells: Impact on Pro-Remodeling Patterns. J Clin Med. 2019 Oct 1;8(10):1570. doi: 10.3390/jcm8101570. PMID: 31581517; PMCID: PMC6833093. 11: Tao Y, Wang S, Wang L, Song M, Hang T. Simultaneous determination of indapamide, perindopril and perindoprilat in human plasma or whole blood by UPLC-MS/MS and its pharmacokinetic application. J Pharm Anal. 2018 Oct;8(5):333-340. doi: 10.1016/j.jpha.2018.05.004. Epub 2018 May 19. PMID: 30345148; PMCID: PMC6190495. 12: Lwin EMP, Gerber C, Song Y, Leggett C, Ritchie U, Turner S, Garg S. A new LC-MS/MS bioanalytical method for perindopril and perindoprilat in human plasma and milk. Anal Bioanal Chem. 2017 Oct;409(26):6141-6148. doi: 10.1007/s00216-017-0552-y. Epub 2017 Aug 25. PMID: 28842738. 13: Šíma M, Vodička M, Marešová V, Šálek T, Čabala R, Slanař O. Adherence with perindopril therapy: a pilot study using therapeutic drug monitoring of perindoprilat and an evaluation of the clearance estimation. Int J Clin Pharm. 2017 Oct;39(5):1095-1100. doi: 10.1007/s11096-017-0522-7. Epub 2017 Aug 8. PMID: 28791494. 14: García-Jacas CR, Marrero-Ponce Y, Hernández-Ortega T, Martinez-Mayorga K, Cabrera-Leyva L, Ledesma-Romero JC, Aguilera-Fernández I, Rodríguez-León AR. Tensor algebra-based geometric methodology to codify central chirality on organic molecules. SAR QSAR Environ Res. 2017 Jun;28(6):541-556. doi: 10.1080/1062936X.2017.1344729. Epub 2017 Jul 14. PMID: 28705027. 15: Wołkow PP, Bujak-Giżycka B, Jawień J, Olszanecki R, Madej J, Rutowski J, Korbut R. Exogenous Angiotensin I Metabolism in Aorta Isolated from Streptozotocin Treated Diabetic Rats. J Diabetes Res. 2016;2016:4846819. doi: 10.1155/2016/4846819. Epub 2016 Oct 10. PMID: 27803936; PMCID: PMC5075625. 16: Flavahan S, Chang F, Flavahan NA. Local renin-angiotensin system mediates endothelial dilator dysfunction in aging arteries. Am J Physiol Heart Circ Physiol. 2016 Sep 1;311(3):H849-54. doi: 10.1152/ajpheart.00422.2016. Epub 2016 Jul 15. PMID: 27422988; PMCID: PMC5504433. 17: Wołkow PP, Bujak-Giżycka B, Jawień J, Olszanecki R, Madej J, Rutowski J, Korbut R. Perindoprilat changes ANG (1-9) production in renal arteries isolated from young spontaneously hypertensive rats after ANG I incubation. Physiol Res. 2016 Nov 8;65(4):561-570. doi: 10.33549/physiolres.933015. Epub 2016 Mar 15. PMID: 26988149. 18: Ölçer A, Ölçer M, İnce I, Karasulu E. The advantages of combination therapy on hypertension: development of immediate release perindopril-indapamide tablet and assessment of bioequivalence studies. Pharm Dev Technol. 2016 Mar;21(2):239-49. doi: 10.3109/10837450.2014.991878. Epub 2015 Oct 13. PMID: 26794937. 19: Zheng X, Liu T, Chen X, Chen X, Jiang J, Hu P. Investigation of a potential pharmacokinetic interaction between perindopril arginine and amlodipine when administered as a single perindopril/amlodipine fixed-dose combination tablet in healthy Chinese male volunteers. Int J Clin Pharmacol Ther. 2016 Jan;54(1):43-51. doi: 10.5414/CP202250. PMID: 26365335. 20: Zhao Y, Flavahan S, Leung SW, Xu A, Vanhoutte PM, Flavahan NA. Elevated pressure causes endothelial dysfunction in mouse carotid arteries by increasing local angiotensin signaling. Am J Physiol Heart Circ Physiol. 2015 Feb 15;308(4):H358-63. doi: 10.1152/ajpheart.00775.2014. Epub 2014 Dec 5. PMID: 25485905; PMCID: PMC4329479.