Home Other Building Blocks Cilazapril monohydrate

Cilazapril monohydrate

CAS No.:
92077-78-6
Catalog Number:
AG00GRKR
Molecular Formula:
C22H33N3O6
Molecular Weight:
435.5139
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
99%
1 week
United States
$207
- +
50mg
99%
1 week
United States
$657
- +
100mg
99%
1 week
United States
$1107
- +
Product Description
Catalog Number:
AG00GRKR
Chemical Name:
Cilazapril monohydrate
CAS Number:
92077-78-6
Molecular Formula:
C22H33N3O6
Molecular Weight:
435.5139
MDL Number:
MFCD00865788
IUPAC Name:
(4S,7S)-7-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acid;hydrate
InChI:
InChI=1S/C22H31N3O5.H2O/c1-2-30-22(29)18(13-12-16-8-4-3-5-9-16)23-17-10-6-14-24-15-7-11-19(21(27)28)25(24)20(17)26;/h3-5,8-9,17-19,23H,2,6-7,10-15H2,1H3,(H,27,28);1H2/t17-,18-,19-;/m0./s1
InChI Key:
JQRZBPFGBRIWSN-YOTVLOEGSA-N
SMILES:
CCOC(=O)[C@@H](N[C@H]1CCCN2N(C1=O)[C@@H](CCC2)C(=O)O)CCc1ccccc1.O
UNII:
19KW7PI29F
Properties
Complexity:
608  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
435.237g/mol
Formal Charge:
0
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
435.521g/mol
Monoisotopic Mass:
435.237g/mol
Rotatable Bond Count:
9  
Topological Polar Surface Area:
100A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Rapid and simple stability indicating HPLC method for the determination of cilazapril in pure substance and pharmaceutical formulation in comparison with classic and derivative spectrophotometric methods. Acta poloniae pharmaceutica 20120101
Ultra-thin-layer chromatography mass spectrometry and thin-layer chromatography mass spectrometry of single peptides of angiotensin-converting enzyme inhibitors. Journal of chromatography. A 20110520
Advantages of automation in plasma sample preparation prior to HPLC/MS/MS quantification: application to the determination of cilazapril and cilazaprilat in a bioequivalence study. Journal of AOAC International 20110101
Effects of bisoprolol and cilazapril on the central retinal artery blood flow in patients with essential hypertension--preliminary results. Upsala journal of medical sciences 20101001
Kaposi's sarcoma in a patient with psoriasis vulgaris. Acta dermatovenerologica Alpina, Pannonica, et Adriatica 20101001
Blockade of the RAS increases plasma adiponectin in subjects with metabolic syndrome and enhances differentiation and adiponectin expression of human preadipocytes. Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association 20100401
Cilazapril increases plasma ghrelin concentration in obese patients with arterial hypertension. Endokrynologia Polska 20100101
Combination of an ACE inhibitor and indapamide improves blood pressure control, but attenuates the beneficial effects of ACE inhibition on plasma adiponectin in patients with essential hypertension. Circulation journal : official journal of the Japanese Circulation Society 20091201
How controlling of hypertension might matter. Circulation journal : official journal of the Japanese Circulation Society 20091201
[Successful treatment of polymedicamentous poisoning with metoprolol, diltiazem and cilazapril]. Vojnosanitetski pregled 20091101
High-dose angiotensin-converting enzyme inhibitor attenuates oxidative stress in patients with chronic kidney disease. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20090201
Combination therapy of prednisone and ACE inhibitor versus ACE-inhibitor therapy alone in patients with IgA nephropathy: a randomized controlled trial. American journal of kidney diseases : the official journal of the National Kidney Foundation 20090101
IgA nephropathy: a disease in search of a large-scale clinical trial to reliably inform practice. American journal of kidney diseases : the official journal of the National Kidney Foundation 20090101
Spironolactone attenuates oxidative stress in patients with chronic kidney disease. Hypertension (Dallas, Tex. : 1979) 20081101
Effect of unilateral ureteral obstruction and anti-angiotensin II treatment on renal tubule and interstitial cell apoptosis in rats. Croatian medical journal 20081001
Triple pharmacological blockade of the renin-angiotensin-aldosterone system in nondiabetic CKD: an open-label crossover randomized controlled trial. American journal of kidney diseases : the official journal of the National Kidney Foundation 20080901
Efficacy of a very-low-dose combination of perindopril and indapamide--preterax compared with cilazapril monotherapy in patients with inadequate blood pressure control--a randomized, double-blind, add-on study. Journal of the Chinese Medical Association : JCMA 20080501
Hyperbaric oxygen treatment augments the efficacy of cilazapril and simvastatin regimens in an experimental nephrotic syndrome model. Clinical and experimental nephrology 20080401
[The study of the effect of Cilazapril and valsartan on angiotensin 1 and angiotensin 2 receptors mRNA expression and myocardial interstitial collagen metabolism after myocardial infarction in rats]. Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20080401
Short-term effects of cilazapril and atenolol on P-wave dispersion in patients with hypertension. Advances in therapy 20080201
Blood pressure and cardiorenal responses to antihypertensive therapy in obese women. Arquivos brasileiros de endocrinologia e metabologia 20080201
Impact of cilazapril on fibrinolytic system in hypertensive patients. Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis 20080101
Reversible posterior encephalopathy syndrome in systemic lupus erythematosus and lupus nephritis. Internal medicine (Tokyo, Japan) 20080101
Dual blockade of the renin-angiotensin-aldosterone system with high-dose angiotensin-converting enzyme inhibitor for nephroprotection: an open, controlled, randomized study. Scandinavian journal of urology and nephrology 20080101
Addition of aldosterone receptor blocker to dual renin-angiotensin-aldosterone blockade leads to limitation of tubulointerstitial injury of kidney. Kidney international 20071101
Dechallenge and rechallenge method showed different incidences of cough among four ACE-Is. Journal of clinical epidemiology 20070601
The effects of cilazapril and valsartan on the mRNA and protein expressions of atrial calpains and atrial structural remodeling in atrial fibrillation dogs. Basic research in cardiology 20070501
[Effect of cilazapril and valsartan on the levels of cardiac interstitial water content in rats with acute myocardial infarction]. Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20070401
A case report of a diabetic nephropathy patient with cirrhotic ascites treated by peritoneal dialysis. Therapeutic apheresis and dialysis : official peer-reviewed journal of the International Society for Apheresis, the Japanese Society for Apheresis, the Japanese Society for Dialysis Therapy 20070201
Effects of Cilazapril on atrial electrical, structural and functional remodeling in atrial fibrillation dogs. Journal of electrocardiology 20070101
Cognitive function and the emotional state of stroke patients on antihypertensive therapy. Neuroscience and behavioral physiology 20070101
Not all ACE inhibitor related angioedema is always evident: a case which is misdiagnosed as panic attack and speech disorder. Allergologia et immunopathologia 20070101
Oral angioedema secondary to ACE inhibitors, a frequently overlooked association: case report and review. The New Zealand medical journal 20060421
Blockade of renin-angiotensin system reduces QT dispersion and improves intracellular Ca/Mg status in hemodialysis patients. Nephron. Clinical practice 20060101
Effects of cilazapril on endothelial cell function and fibrinolysis system in atrial fibrillation. Chinese medical journal 20050620
[Effect of Cilazapril on endothelial cell function and fibrinolysis system in the canine atrial fibrillation models]. Zhonghua xin xue guan bing za zhi 20050501
Fixed food eruption caused by lactose identified after oral administration of four unrelated drugs. Journal of the American Academy of Dermatology 20050201
Angiotensin II type 1 receptor antagonist and angiotensin-converting enzyme inhibitor altered the activation of Cu/Zn-containing superoxide dismutase in the heart of stroke-prone spontaneously hypertensive rats. Hypertension research : official journal of the Japanese Society of Hypertension 20050101
Pemphigus vulgaris triggered by glibenclamide and cilazapril. Acta dermatovenerologica Croatica : ADC 20050101
Spironolactone in combination with cilazapril ameliorates proteinuria and renal interstitial fibrosis in rats with anti-Thy-1 irreversible nephritis. Hypertension research : official journal of the Japanese Society of Hypertension 20041201
[A prospective study on the cough mechanism induced by angiotensin-converting enzyme inhibitors in patients with hypertension]. Zhonghua jie he he hu xi za zhi = Zhonghua jiehe he huxi zazhi = Chinese journal of tuberculosis and respiratory diseases 20040901
Rosiglitazone improves, while Glibenclamide worsens blood pressure control in treated hypertensive diabetic and dyslipidemic subjects via modulation of insulin resistance and sympathetic activity. Journal of cardiovascular pharmacology 20040801
The effect of spironolactone, cilazapril and their combination on albuminuria in patients with hypertension and diabetic nephropathy is independent of blood pressure reduction: a randomized controlled study. Diabetic medicine : a journal of the British Diabetic Association 20040501
Role of endothelium-derived hyperpolarizing factor in ACE inhibitor-induced renal vasodilation in vivo. Hypertension (Dallas, Tex. : 1979) 20040301
Sustained plasma fibrinogen elevation in subtotal nephrectomized rats: effect of cilazapril, an angiotensin-converting enzyme inhibitor. Journal of pharmacological sciences 20040101
Combined therapy of cilazapril and losartan has no additive effects in ameliorating adriamycin-induced glomerulopathy. Nephron. Physiology 20040101
Effect of amlodipine and cilazapril treatment on platelet Ca2+ handling in spontaneously hypertensive rats. Hypertension research : official journal of the Japanese Society of Hypertension 20031101
[Effects of cilazapril on the expression of vascular endothelial growth factor and intercellular adhesion molecule-1 in diabetic rat glomeruli]. Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20031001
Effect of cilazapril with or without low dose thiazide on LDL peroxidation in [correction of peroxidationin] hypertensive patients. American journal of hypertension 20030901
Angiotensin converting enzyme inhibitor induced cough: experience in Siriraj Hospital. Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20030701
Efficacy of handgrip stress test for evaluation of cilasapril treatment in patients with heart failure. Anadolu kardiyoloji dergisi : AKD = the Anatolian journal of cardiology 20030601
In vivo visualization of subendocardial arteriolar response in renovascular hypertensive hearts. American journal of physiology. Heart and circulatory physiology 20030501
Square wave voltammetric determination of the angiotensin-converting enzyme inhibitors cilazapril, quinapril and ramipril in pharmaceutical formulations. Farmaco (Societa chimica italiana : 1989) 20030501
[The relationship between polymorphism of angiotensin converting enzyme gene and cough caused by angiotensin converting enzyme inhibitors]. Zhonghua jie he he hu xi za zhi = Zhonghua jiehe he huxi zazhi = Chinese journal of tuberculosis and respiratory diseases 20030401
The effects of handgrip stress test on hemodynamic parameters before and after cilazapril treatment in patients with heart failure. Anadolu kardiyoloji dergisi : AKD = the Anatolian journal of cardiology 20030301
Leukocyte angiotensin II levels inpatients with essential hypertension:relation to insulin resistance. American journal of hypertension 20030201
The acute effects of cilazapril on pulmonary function tests and arterial blood gas changes in patients with pulmonary hypertension. International journal of clinical pharmacology research 20030101
Pentoxifylline attenuated the renal disease progression in rats with remnant kidney. Journal of the American Society of Nephrology : JASN 20021201
Effects of cilazapril on endothelial function and pulmonary hypertension in patients with congestive heart failure. Japanese heart journal 20021101
Spectrophotometric quantitative determination of cilazapril and hydrochlorothiazide in tablets by chemometric methods. Journal of pharmaceutical and biomedical analysis 20021015
Altered expression of Na(+)/H(+) exchanger isoforms 1 and 3 in clipped and unclipped kidneys of a 2-kidney-1-clip Goldblatt model of hypertension. Nephron 20021001
Differential regulation of elevated renal angiotensin II in chronic renal ischemia. Hypertension (Dallas, Tex. : 1979) 20020701
Voltammetric determination of cilazapril in pharmaceutical formulations. Journal of pharmaceutical and biomedical analysis 20020620
Serum hepatocyte growth factor concentration is correlated with the forearm vasodilator response in hypertensive patients. American journal of hypertension 20020601
Vascular changes in hypertension in response to drug treatment: Effects of angiotensin receptor blockers. The Canadian journal of cardiology 20020501
Combination treatment with a calcium channel blocker and an angiotensin blocker in a rat systolic heart failure model with hypertension. Hypertension research : official journal of the Japanese Society of Hypertension 20020501
Comparative effects of cilazapril, carvedilol and their combination in preventing from left ventricular remodelling after acute myocardial infarction in rats. Journal of the renin-angiotensin-aldosterone system : JRAAS 20020301
[The effects of endothelin blockade on renal expression of angiotensin II type 1 receptor in diabetic hypertensive rats]. Zhonghua yi xue za zhi 20020110
Retinal and choroidal vasculature in rats with spontaneous diabetes type 2 treated with the angiotensin-converting enzyme inhibitor cilazapril: corrosion cast and electron-microscopic study. Ophthalmic research 20020101
[Cilazapril in the treatment of patients with arterial hypertension]. Klinicheskaia meditsina 20020101
Hypertrophic phenotype of cardiac calcium/calmodulin-dependent protein kinase II is reversed by angiotensin converting enzyme inhibition. Basic research in cardiology 20020101
Doctor, there's a fly in my soup! Angiotensin-converting enzyme inhibitors, endogenous opioids and visual hallucinations. The Israel Medical Association journal : IMAJ 20011201
Cilazapril-induced SIADH. Journal of the American Geriatrics Society 20011201
Cilazapril prevents cardiac hypertrophy and postischemic myocardial dysfunction in hyperthyroid rats. Thyroid : official journal of the American Thyroid Association 20011101
Endothelial factors and microvascular hypertensive disease. Journal of cardiovascular pharmacology 20011101
Effective dose and cardiovascular effects of cilazapril in children with heart failure. The American journal of cardiology 20011001
Outcome survey in unselected hypertensive patients with type 2 diabetes mellitus: effects of ACE inhibition. American journal of hypertension 20010701
Effects of ACE inhibition on left ventricular failure and oxidative stress in Dahl salt-sensitive rats. Journal of cardiovascular pharmacology 20010601
Effects of ACE-I on diabetic cardiovascular complications: anti-hypertensive and non-antihypertensive doses. Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20010601
Capillary zone electrophoresis applied to the determination of the angiotensin-converting enzyme inhibitor cilazapril and its active metabolite in pharmaceuticals and urine. Journal of chromatography. A 20010504
Determination of the antihypertensive drug cilazapril and its active metabolite cilazaprilat in pharmaceuticals and urine by solid-phase extraction and high-performance liquid chromatography with photometric detection. Journal of chromatography. B, Biomedical sciences and applications 20010415
Disparate results of ACE inhibitor dosage on exercise capacity in heart failure: a reappraisal of vasodilator therapy and study design. International journal of cardiology 20010201
The ACE gene polymorphism and cough threshold for capsaicin after cilazapril usage. Respiratory medicine 20010201
Thromboxane-B2, prostaglandin-E2 and hypertension in the rat 2-kidney 1-clip model: a possible mechanism of the garlic induced hypotension. Prostaglandins, leukotrienes, and essential fatty acids 20010101
Different levels of hypertension induce opposite diuretic behaviors from the nonclipped kidney in the rat two-kidney, one-clip model. Kidney & blood pressure research 20010101
[Refractory hypotension sustained during general anesthesia due to chronic treatment with angiotensin-converting enzyme inhibitors]. Revista espanola de anestesiologia y reanimacion 20010101
[Effect of cilazapril on insulin sensitivity in patients with essential arterial hypertension]. Srpski arhiv za celokupno lekarstvo 20010101
Urinary excretion of N-acetyl-beta-D-glucosaminidase in newly diagnosed essential hypertensive patients and its changes with effective antihypertensive therapy. International urology and nephrology 20010101
Angiotensin II receptor blockade unmasks a depressor response to endothelin antagonists in rats. Fundamental & clinical pharmacology 20000101
Angiotensin-converting enzyme inhibitor cilazapril suppresses expression of basic fibroblast growth factor messenger ribonucleic acid and protein in endothelial and intimal smooth muscle cells in a vascular injury model of spontaneous hypertensive rats. Neurologia medico-chirurgica 19980501
[Follow-up of patients with chronic aortic valve insufficiency with ACE inhibitor therapy]. Zeitschrift fur Kardiologie 19971201
Angiotensin-converting enzyme inhibitor-induced angioedema: late onset, irregular course, and potential role of triggers. Allergy 19970401
Effect of antihypertensive treatment and N omega-nitro-L-arginine methyl ester on cardiovascular structure in deoxycorticosterone acetate-salt hypertensive rats. Journal of hypertension 19961101
Improvement of left ventricular diastolic dysfunction in hypertensive patients 1 month after ACE inhibition therapy: evaluation by ultrasonic automated boundary detection. Heart and vessels 19960101
Kinin and angiotensin II receptor antagonists in rats with chronic renal failure: chronic effects on cardio- and renoprotection of angiotensin converting enzyme inhibitors. Journal of hypertension 19951201
Normalization of insulin resistance in non-obese essential hypertension by cilazapril treatment. Clinical and experimental hypertension (New York, N.Y. : 1993) 19951101
Short term safety assessment of cilazapril. The New Zealand medical journal 19931124
Effects of angiotensin converting enzyme inhibitors and calcium antagonists on atrial natriuretic peptide release and action and on albumin excretion rate in hypertensive insulin-dependent diabetic patients. American journal of hypertension 19921101
Alpha-adrenergic and angiotensin II pressor sensitivity in hypertensive patients treated with an angiotensin-converting enzyme inhibitor. Journal of cardiovascular pharmacology 19920101
Renal effects of angiotensin II in normotensive subjects on short-term cilazapril treatment. Journal of cardiovascular pharmacology 19920101
Improvement of diastolic filling in hypertensive patients treated with cilazapril. Journal of cardiovascular pharmacology 19910101
Anti-ischemic effects of cilazapril in patients with both hypertension and angina pectoris. Preliminary report of a pilot study. Cardiology 19910101
A review of the preclinical cardiovascular pharmacology of cilazapril, a new angiotensin converting enzyme inhibitor. British journal of clinical pharmacology 19890101
Pharmacokinetic and pharmacodynamic interactions between the ACE inhibitor cilazapril and beta-adrenoceptor antagonist propranolol in healthy subjects and in hypertensive patients. British journal of clinical pharmacology 19890101
Antihypertensive and renal effects of cilazapril and their reversal by angiotensin in renovascular hypertensive rats. Clinical science (London, England : 1979) 19880401
Effects of nitrendipine and cilazapril alone or in combination on hemodynamics and regional blood flows in conscious spontaneously hypertensive rats. Journal of cardiovascular pharmacology 19880101
Effects of single doses of the converting enzyme inhibitor cilazapril in normal volunteers. Journal of cardiovascular pharmacology 19870101
Cardiovascular effects of the new angiotensin-converting-enzyme inhibitor, cilazapril, in anesthetized and conscious dogs. Journal of cardiovascular pharmacology 19860101
Cilazapril prevents hypertension in spontaneously hypertensive rats. Journal of cardiovascular pharmacology 19860101
Properties