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Ramiprilate

CAS No.:
87269-97-4
Catalog Number:
AG004PGO
Molecular Formula:
C21H28N2O5
Molecular Weight:
388.4574
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$125
- +
5mg
≥98%
1 week
United States
$364
- +
10mg
≥98%
1 week
United States
$601
- +
Product Description
Catalog Number:
AG004PGO
Chemical Name:
Ramiprilate
CAS Number:
87269-97-4
Molecular Formula:
C21H28N2O5
Molecular Weight:
388.4574
MDL Number:
MFCD00865787
IUPAC Name:
(2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
InChI:
InChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1
InChI Key:
KEDYTOTWMPBSLG-HILJTLORSA-N
SMILES:
OC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(=O)O)C)CCc1ccccc1
UNII:
6N5U4QFC3G
Properties
Complexity:
589  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0
Exact Mass:
388.2g/mol
Formal Charge:
0
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
388.464g/mol
Monoisotopic Mass:
388.2g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
107A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7  
Literature
Title Journal
Influence of ramiprilat and losartan on ischemia reperfusion injury in rat hearts. Journal of the renin-angiotensin-aldosterone system : JRAAS 20120301
Ramiprilate inhibits functional matrix metalloproteinase activity in Crohn's disease fistulas. Basic & clinical pharmacology & toxicology 20110901
Development and validation of UPLC tandem mass spectrometry assay for separation of a phase II metabolite of ramipril using actual study samples and its application to a bioequivalence study. Biomedical chromatography : BMC 20110601
Impact of methylation of acyl glucuronide metabolites on incurred sample reanalysis evaluation: ramiprilat case study. Bioanalysis 20110501
Simultaneous determination of ramipril, ramiprilat and telmisartan in human plasma using liquid chromatography tandem mass spectrometry. Talanta 20110115
Effects of zofenopril and ramipril on cough reflex responses in anesthetized and awake rabbits. Journal of cardiovascular pharmacology and therapeutics 20101201
Aliskiren versus ramipril in hypertension. Therapeutic advances in cardiovascular disease 20100601
Sensitivity enhancement and matrix effect evaluation during summation of multiple transition pairs-case studies of clopidogrel and ramiprilat. Biomedical chromatography : BMC 20100501
Decreased renal perfusion rapidly increases plasma membrane Na-K-ATPase in rat cortex by an angiotensin II-dependent mechanism. American journal of physiology. Renal physiology 20091101
Bioanalytical method development and validation using incurred samples--simultaneous quantitation of ramipril and ramiprilat in human EDTA plasma by LC-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091101
Pharmacokinetics and pharmacodynamics of ramipril and ramiprilat in healthy cats. Journal of veterinary pharmacology and therapeutics 20080801
Vildagliptin, a novel dipeptidyl peptidase IV inhibitor, has no pharmacokinetic interactions with the antihypertensive agents amlodipine, valsartan, and ramipril in healthy subjects. Journal of clinical pharmacology 20080101
Direct effects of the angiotensin-converting enzyme inhibitor ramiprilat on adult rat ventricular cardiomyocytes. Acta physiologica (Oxford, England) 20071201
Inhibition of angiotensin-converting enzyme reduces rat liver reperfusion injury via bradykinin-2-receptor. The Journal of surgical research 20060801
Interference from a glucuronide metabolite in the determination of ramipril and ramiprilat in human plasma and urine by gas chromatography-mass spectrometry. Journal of pharmaceutical and biomedical analysis 20060224
High-performance liquid chromatography-mass spectrometric analysis of ramipril and its active metabolite ramiprilat in human serum: application to a pharmacokinetic study in the Chinese volunteers. Journal of pharmaceutical and biomedical analysis 20060213
Comparative bioavailability of two ramipril formulations after single-dose administration in healthy volunteers. International journal of clinical pharmacology and therapeutics 20060201
Human physiologically based pharmacokinetic model for ACE inhibitors: ramipril and ramiprilat. BMC clinical pharmacology 20060101
Pharmacokinetic and pharmacodynamic parameters of ramipril and ramiprilat in healthy dogs and dogs with reduced glomerular filtration rate. Journal of veterinary internal medicine 20060101
Modulation of soluble receptor for advanced glycation end products by angiotensin-converting enzyme-1 inhibition in diabetic nephropathy. Journal of the American Society of Nephrology : JASN 20050801
Role of tissue kallikrein in the cardioprotective effects of ischemic and pharmacological preconditioning in myocardial ischemia. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050701
Signaling via the angiotensin-converting enzyme enhances the expression of cyclooxygenase-2 in endothelial cells. Hypertension (Dallas, Tex. : 1979) 20050101
ACE inhibition lowers angiotensin-II-induced monocyte adhesion to HUVEC by reduction of p65 translocation and AT 1 expression. Journal of vascular research 20050101
ACE inhibition lowers angiotensin II-induced chemokine expression by reduction of NF-kappaB activity and AT1 receptor expression. Biochemical and biophysical research communications 20041210
Angiotensin-converting enzyme is involved in outside-in signaling in endothelial cells. Circulation research 20040109
Lack of male-female differences in disposition and esterase hydrolysis of ramipril to ramiprilat in healthy volunteers after a single oral dose. TheScientificWorldJournal 20031211
Right ventricular hypertrophy and apoptosis after pulmonary artery banding: regulation of PKC isozymes. Cardiovascular research 20030901
Mechanisms of myocardial remodeling: ramiprilat blocks the expressional upregulation of protein kinase C-epsilon in the surviving myocardium early after infarction. Journal of cardiovascular pharmacology 20030501
Differential effects of saralasin and ramiprilat, the inhibitors of renin-angiotensin system, on cerulein-induced acute pancreatitis. Regulatory peptides 20030328
Effect of ACE-inhibitor ramiprilat and AT1-receptor antagonist candesartan on cardiac norepinephrine release: comparison between ischemic and nonischemic conditions. Journal of cardiovascular pharmacology 20021001
Acute antihypertrophic actions of bradykinin in the rat heart: importance of cyclic GMP. Hypertension (Dallas, Tex. : 1979) 20021001
Simvastatin reverses impaired regulation of renal oxygen consumption in congestive heart failure. American journal of physiology. Renal physiology 20011101
Inhibitors of bradykinin-inactivating enzymes decrease myocardial ischemia/reperfusion injury following 3 and 7 days of reperfusion. The Journal of pharmacology and experimental therapeutics 20010901
Apstatin, a selective inhibitor of aminopeptidase P, reduces myocardial infarct size by a kinin-dependent pathway. British journal of pharmacology 20010901
Bradykinin metabolism in the isolated perfused rabbit heart. Journal of hypertension 20010701
Potentiation of kinin analogues by ramiprilat is exclusively related to their degradation. Hypertension (Dallas, Tex. : 1979) 20010701
Endothelial nitric oxide synthase plays an essential role in regulation of renal oxygen consumption by NO. American journal of physiology. Renal physiology 20010501
Modulation of renal oxygen consumption by nitric oxide is impaired after development of congestive heart failure in dogs. Journal of cardiovascular pharmacology 20010301
Potential role of eNOS in the therapeutic control of myocardial oxygen consumption by ACE inhibitors and amlodipine. Cardiovascular research 20010101
ACE inhibitor and AT1 antagonist blockade of deformation-induced gene expression in the rabbit jugular vein through B2 receptor activation. Arteriosclerosis, thrombosis, and vascular biology 20010101
Neuropeptide Y enhances potassium excretion by mechanisms distinct from those controlling sodium excretion. Canadian journal of physiology and pharmacology 20000201
Role of nitric oxide in the control of cardiac oxygen consumption in B(2)-kinin receptor knockout mice. Hypertension (Dallas, Tex. : 1979) 19991001
Synergy of amlodipine and angiotensin-converting enzyme inhibitors in regulating myocardial oxygen consumption in normal canine and failing human hearts. The American journal of cardiology 19990617
Ramiprilat attenuates hypoxia/reoxygenation injury to cardiac myocytes via a bradykinin-dependent mechanism. European journal of pharmacology 19960613
[Cardioprotective effects by ramipril after ischemia and reperfusion in animal experiment studies]. Zeitschrift fur Kardiologie 19940101
Cardiac arrhythmias are ameliorated by local inhibition of angiotensin formation and bradykinin degradation with the converting-enzyme inhibitor ramipril. Cardiovascular drugs and therapy 19891201
2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-L-alanyl]-(1S,3S,5S) -2-azabicyclo[3.3.0]octane-3-carboxylic acid (Hoe 498)--a new and highly effective angiotensin I converting enzyme inhibitor. Arzneimittel-Forschung 19840101
Properties