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92077-78-6,MFCD00865788
Catalog No.:AA00GRHZ

92077-78-6 | Cilazapril monohydrate

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1mg
≥99%
in stock  
$324.00   $227.00
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10mg
≥99%
in stock  
$2,266.00   $1,587.00
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50mg
≥99%
in stock  
$6,863.00   $4,804.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00GRHZ
Chemical Name:
Cilazapril monohydrate
CAS Number:
92077-78-6
Molecular Formula:
C22H33N3O6
Molecular Weight:
435.5139
MDL Number:
MFCD00865788
SMILES:
CCOC(=O)[C@@H](N[C@H]1CCCN2N(C1=O)[C@@H](CCC2)C(=O)O)CCc1ccccc1.O
Properties
Computed Properties
 
Complexity:
608  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
9  

Downstream Synthesis Route
Cilazapril 
  98298-66-9   
cilazapril1-(isopropyloxycarbonyloxy)ethylester 
 
(1S,9S)-1-(isopropyloxycarbonyloxy)ethyl9-(1S)-1-ethoxycarbonyl-3-phenylpropylamino-10-oxooctahydro-1H-pyridazino1,2-a1,2diazepine-1-carboxylate 

[1]Patent:EP2537534,2012,A1

92077-78-6    5912-58-3   
CASUnavailable 
 
CASUnavailable 

[1]CurrentPatentAssignee:NOVARTISAG;Sandoz(in:Novartis)-EP2537534,2012,A1

92077-78-6    40258-80-8   
CASUnavailable 
 
CASUnavailable 

[1]CurrentPatentAssignee:NOVARTISAG;Sandoz(in:Novartis)-EP2537534,2012,A1

Cilazapril 
  99464-83-2   
cilazapril1-(cyclohexyloxycarbonyloxy)ethylester 
 
(1S,9S)-1-(cyclohexyloxycarbonyloxy)ethyl9-(1S)-1-ethoxycarbonyl-3-phenylpropylamino-10-oxooctahydro-1H-pyridazino1,2-a1,2diazepine-1-carboxylate 

[1]Patent:EP2537534,2012,A1

90315-82-5    106860-20-2    603-35-0   
Cilazapril 

[1]Patent:CN109438449,2019,A.Locationinpatent:Paragraph0023-0029;0033

Literature

Title: 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.

Journal: Acta poloniae pharmaceutica 20120101

Title: Ultra-thin-layer chromatography mass spectrometry and thin-layer chromatography mass spectrometry of single peptides of angiotensin-converting enzyme inhibitors.

Journal: Journal of chromatography. A 20110520

Title: 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: Journal of AOAC International 20110101

Title: Effects of bisoprolol and cilazapril on the central retinal artery blood flow in patients with essential hypertension--preliminary results.

Journal: Upsala journal of medical sciences 20101001

Title: Kaposi's sarcoma in a patient with psoriasis vulgaris.

Journal: Acta dermatovenerologica Alpina, Pannonica, et Adriatica 20101001

Title: Blockade of the RAS increases plasma adiponectin in subjects with metabolic syndrome and enhances differentiation and adiponectin expression of human preadipocytes.

Journal: Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association 20100401

Title: Cilazapril increases plasma ghrelin concentration in obese patients with arterial hypertension.

Journal: Endokrynologia Polska 20100101

Title: 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.

Journal: Circulation journal : official journal of the Japanese Circulation Society 20091201

Title: How controlling of hypertension might matter.

Journal: Circulation journal : official journal of the Japanese Circulation Society 20091201

Title: [Successful treatment of polymedicamentous poisoning with metoprolol, diltiazem and cilazapril].

Journal: Vojnosanitetski pregled 20091101

Title: High-dose angiotensin-converting enzyme inhibitor attenuates oxidative stress in patients with chronic kidney disease.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20090201

Title: Combination therapy of prednisone and ACE inhibitor versus ACE-inhibitor therapy alone in patients with IgA nephropathy: a randomized controlled trial.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20090101

Title: IgA nephropathy: a disease in search of a large-scale clinical trial to reliably inform practice.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20090101

Title: Spironolactone attenuates oxidative stress in patients with chronic kidney disease.

Journal: Hypertension (Dallas, Tex. : 1979) 20081101

Title: Effect of unilateral ureteral obstruction and anti-angiotensin II treatment on renal tubule and interstitial cell apoptosis in rats.

Journal: Croatian medical journal 20081001

Title: Triple pharmacological blockade of the renin-angiotensin-aldosterone system in nondiabetic CKD: an open-label crossover randomized controlled trial.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20080901

Title: 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: Journal of the Chinese Medical Association : JCMA 20080501

Title: Hyperbaric oxygen treatment augments the efficacy of cilazapril and simvastatin regimens in an experimental nephrotic syndrome model.

Journal: Clinical and experimental nephrology 20080401

Title: [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].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20080401

Title: Short-term effects of cilazapril and atenolol on P-wave dispersion in patients with hypertension.

Journal: Advances in therapy 20080201

Title: Blood pressure and cardiorenal responses to antihypertensive therapy in obese women.

Journal: Arquivos brasileiros de endocrinologia e metabologia 20080201

Title: Impact of cilazapril on fibrinolytic system in hypertensive patients.

Journal: Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis 20080101

Title: Reversible posterior encephalopathy syndrome in systemic lupus erythematosus and lupus nephritis.

Journal: Internal medicine (Tokyo, Japan) 20080101

Title: Dual blockade of the renin-angiotensin-aldosterone system with high-dose angiotensin-converting enzyme inhibitor for nephroprotection: an open, controlled, randomized study.

Journal: Scandinavian journal of urology and nephrology 20080101

Title: Addition of aldosterone receptor blocker to dual renin-angiotensin-aldosterone blockade leads to limitation of tubulointerstitial injury of kidney.

Journal: Kidney international 20071101

Title: Dechallenge and rechallenge method showed different incidences of cough among four ACE-Is.

Journal: Journal of clinical epidemiology 20070601

Title: The effects of cilazapril and valsartan on the mRNA and protein expressions of atrial calpains and atrial structural remodeling in atrial fibrillation dogs.

Journal: Basic research in cardiology 20070501

Title: [Effect of cilazapril and valsartan on the levels of cardiac interstitial water content in rats with acute myocardial infarction].

Journal: Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue 20070401

Title: A case report of a diabetic nephropathy patient with cirrhotic ascites treated by peritoneal dialysis.

Journal: 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

Title: Effects of Cilazapril on atrial electrical, structural and functional remodeling in atrial fibrillation dogs.

Journal: Journal of electrocardiology 20070101

Title: Cognitive function and the emotional state of stroke patients on antihypertensive therapy.

Journal: Neuroscience and behavioral physiology 20070101

Title: Not all ACE inhibitor related angioedema is always evident: a case which is misdiagnosed as panic attack and speech disorder.

Journal: Allergologia et immunopathologia 20070101

Title: Oral angioedema secondary to ACE inhibitors, a frequently overlooked association: case report and review.

Journal: The New Zealand medical journal 20060421

Title: Blockade of renin-angiotensin system reduces QT dispersion and improves intracellular Ca/Mg status in hemodialysis patients.

Journal: Nephron. Clinical practice 20060101

Title: Effects of cilazapril on endothelial cell function and fibrinolysis system in atrial fibrillation.

Journal: Chinese medical journal 20050620

Title: [Effect of Cilazapril on endothelial cell function and fibrinolysis system in the canine atrial fibrillation models].

Journal: Zhonghua xin xue guan bing za zhi 20050501

Title: Fixed food eruption caused by lactose identified after oral administration of four unrelated drugs.

Journal: Journal of the American Academy of Dermatology 20050201

Title: 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.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20050101

Title: Pemphigus vulgaris triggered by glibenclamide and cilazapril.

Journal: Acta dermatovenerologica Croatica : ADC 20050101

Title: Spironolactone in combination with cilazapril ameliorates proteinuria and renal interstitial fibrosis in rats with anti-Thy-1 irreversible nephritis.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20041201

Title: [A prospective study on the cough mechanism induced by angiotensin-converting enzyme inhibitors in patients with hypertension].

Journal: Zhonghua jie he he hu xi za zhi = Zhonghua jiehe he huxi zazhi = Chinese journal of tuberculosis and respiratory diseases 20040901

Title: Rosiglitazone improves, while Glibenclamide worsens blood pressure control in treated hypertensive diabetic and dyslipidemic subjects via modulation of insulin resistance and sympathetic activity.

Journal: Journal of cardiovascular pharmacology 20040801

Title: 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.

Journal: Diabetic medicine : a journal of the British Diabetic Association 20040501

Title: Role of endothelium-derived hyperpolarizing factor in ACE inhibitor-induced renal vasodilation in vivo.

Journal: Hypertension (Dallas, Tex. : 1979) 20040301

Title: Sustained plasma fibrinogen elevation in subtotal nephrectomized rats: effect of cilazapril, an angiotensin-converting enzyme inhibitor.

Journal: Journal of pharmacological sciences 20040101

Title: Combined therapy of cilazapril and losartan has no additive effects in ameliorating adriamycin-induced glomerulopathy.

Journal: Nephron. Physiology 20040101

Title: Effect of amlodipine and cilazapril treatment on platelet Ca2+ handling in spontaneously hypertensive rats.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20031101

Title: [Effects of cilazapril on the expression of vascular endothelial growth factor and intercellular adhesion molecule-1 in diabetic rat glomeruli].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20031001

Title: Effect of cilazapril with or without low dose thiazide on LDL peroxidation in [correction of peroxidationin] hypertensive patients.

Journal: American journal of hypertension 20030901

Title: Angiotensin converting enzyme inhibitor induced cough: experience in Siriraj Hospital.

Journal: Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20030701

Title: Efficacy of handgrip stress test for evaluation of cilasapril treatment in patients with heart failure.

Journal: Anadolu kardiyoloji dergisi : AKD = the Anatolian journal of cardiology 20030601

Title: In vivo visualization of subendocardial arteriolar response in renovascular hypertensive hearts.

Journal: American journal of physiology. Heart and circulatory physiology 20030501

Title: Square wave voltammetric determination of the angiotensin-converting enzyme inhibitors cilazapril, quinapril and ramipril in pharmaceutical formulations.

Journal: Farmaco (Societa chimica italiana : 1989) 20030501

Title: [The relationship between polymorphism of angiotensin converting enzyme gene and cough caused by angiotensin converting enzyme inhibitors].

Journal: Zhonghua jie he he hu xi za zhi = Zhonghua jiehe he huxi zazhi = Chinese journal of tuberculosis and respiratory diseases 20030401

Title: The effects of handgrip stress test on hemodynamic parameters before and after cilazapril treatment in patients with heart failure.

Journal: Anadolu kardiyoloji dergisi : AKD = the Anatolian journal of cardiology 20030301

Title: Leukocyte angiotensin II levels inpatients with essential hypertension:relation to insulin resistance.

Journal: American journal of hypertension 20030201

Title: The acute effects of cilazapril on pulmonary function tests and arterial blood gas changes in patients with pulmonary hypertension.

Journal: International journal of clinical pharmacology research 20030101

Title: Pentoxifylline attenuated the renal disease progression in rats with remnant kidney.

Journal: Journal of the American Society of Nephrology : JASN 20021201

Title: Effects of cilazapril on endothelial function and pulmonary hypertension in patients with congestive heart failure.

Journal: Japanese heart journal 20021101

Title: Spectrophotometric quantitative determination of cilazapril and hydrochlorothiazide in tablets by chemometric methods.

Journal: Journal of pharmaceutical and biomedical analysis 20021015

Title: 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.

Journal: Nephron 20021001

Title: Differential regulation of elevated renal angiotensin II in chronic renal ischemia.

Journal: Hypertension (Dallas, Tex. : 1979) 20020701

Title: Voltammetric determination of cilazapril in pharmaceutical formulations.

Journal: Journal of pharmaceutical and biomedical analysis 20020620

Title: Serum hepatocyte growth factor concentration is correlated with the forearm vasodilator response in hypertensive patients.

Journal: American journal of hypertension 20020601

Title: Vascular changes in hypertension in response to drug treatment: Effects of angiotensin receptor blockers.

Journal: The Canadian journal of cardiology 20020501

Title: Combination treatment with a calcium channel blocker and an angiotensin blocker in a rat systolic heart failure model with hypertension.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20020501

Title: Comparative effects of cilazapril, carvedilol and their combination in preventing from left ventricular remodelling after acute myocardial infarction in rats.

Journal: Journal of the renin-angiotensin-aldosterone system : JRAAS 20020301

Title: [The effects of endothelin blockade on renal expression of angiotensin II type 1 receptor in diabetic hypertensive rats].

Journal: Zhonghua yi xue za zhi 20020110

Title: 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.

Journal: Ophthalmic research 20020101

Title: [Cilazapril in the treatment of patients with arterial hypertension].

Journal: Klinicheskaia meditsina 20020101

Title: Hypertrophic phenotype of cardiac calcium/calmodulin-dependent protein kinase II is reversed by angiotensin converting enzyme inhibition.

Journal: Basic research in cardiology 20020101

Title: Doctor, there's a fly in my soup! Angiotensin-converting enzyme inhibitors, endogenous opioids and visual hallucinations.

Journal: The Israel Medical Association journal : IMAJ 20011201

Title: Cilazapril-induced SIADH.

Journal: Journal of the American Geriatrics Society 20011201

Title: Cilazapril prevents cardiac hypertrophy and postischemic myocardial dysfunction in hyperthyroid rats.

Journal: Thyroid : official journal of the American Thyroid Association 20011101

Title: Endothelial factors and microvascular hypertensive disease.

Journal: Journal of cardiovascular pharmacology 20011101

Title: Effective dose and cardiovascular effects of cilazapril in children with heart failure.

Journal: The American journal of cardiology 20011001

Title: Outcome survey in unselected hypertensive patients with type 2 diabetes mellitus: effects of ACE inhibition.

Journal: American journal of hypertension 20010701

Title: Effects of ACE inhibition on left ventricular failure and oxidative stress in Dahl salt-sensitive rats.

Journal: Journal of cardiovascular pharmacology 20010601

Title: Effects of ACE-I on diabetic cardiovascular complications: anti-hypertensive and non-antihypertensive doses.

Journal: Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20010601

Title: Capillary zone electrophoresis applied to the determination of the angiotensin-converting enzyme inhibitor cilazapril and its active metabolite in pharmaceuticals and urine.

Journal: Journal of chromatography. A 20010504

Title: 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: Journal of chromatography. B, Biomedical sciences and applications 20010415

Title: Disparate results of ACE inhibitor dosage on exercise capacity in heart failure: a reappraisal of vasodilator therapy and study design.

Journal: International journal of cardiology 20010201

Title: The ACE gene polymorphism and cough threshold for capsaicin after cilazapril usage.

Journal: Respiratory medicine 20010201

Title: Thromboxane-B2, prostaglandin-E2 and hypertension in the rat 2-kidney 1-clip model: a possible mechanism of the garlic induced hypotension.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20010101

Title: Different levels of hypertension induce opposite diuretic behaviors from the nonclipped kidney in the rat two-kidney, one-clip model.

Journal: Kidney & blood pressure research 20010101

Title: [Refractory hypotension sustained during general anesthesia due to chronic treatment with angiotensin-converting enzyme inhibitors].

Journal: Revista espanola de anestesiologia y reanimacion 20010101

Title: [Effect of cilazapril on insulin sensitivity in patients with essential arterial hypertension].

Journal: Srpski arhiv za celokupno lekarstvo 20010101

Title: Urinary excretion of N-acetyl-beta-D-glucosaminidase in newly diagnosed essential hypertensive patients and its changes with effective antihypertensive therapy.

Journal: International urology and nephrology 20010101

Title: Angiotensin II receptor blockade unmasks a depressor response to endothelin antagonists in rats.

Journal: Fundamental & clinical pharmacology 20000101

Title: 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.

Journal: Neurologia medico-chirurgica 19980501

Title: [Follow-up of patients with chronic aortic valve insufficiency with ACE inhibitor therapy].

Journal: Zeitschrift fur Kardiologie 19971201

Title: Angiotensin-converting enzyme inhibitor-induced angioedema: late onset, irregular course, and potential role of triggers.

Journal: Allergy 19970401

Title: Effect of antihypertensive treatment and N omega-nitro-L-arginine methyl ester on cardiovascular structure in deoxycorticosterone acetate-salt hypertensive rats.

Journal: Journal of hypertension 19961101

Title: Improvement of left ventricular diastolic dysfunction in hypertensive patients 1 month after ACE inhibition therapy: evaluation by ultrasonic automated boundary detection.

Journal: Heart and vessels 19960101

Title: Kinin and angiotensin II receptor antagonists in rats with chronic renal failure: chronic effects on cardio- and renoprotection of angiotensin converting enzyme inhibitors.

Journal: Journal of hypertension 19951201

Title: Normalization of insulin resistance in non-obese essential hypertension by cilazapril treatment.

Journal: Clinical and experimental hypertension (New York, N.Y. : 1993) 19951101

Title: Short term safety assessment of cilazapril.

Journal: The New Zealand medical journal 19931124

Title: 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.

Journal: American journal of hypertension 19921101

Title: Alpha-adrenergic and angiotensin II pressor sensitivity in hypertensive patients treated with an angiotensin-converting enzyme inhibitor.

Journal: Journal of cardiovascular pharmacology 19920101

Title: Renal effects of angiotensin II in normotensive subjects on short-term cilazapril treatment.

Journal: Journal of cardiovascular pharmacology 19920101

Title: Improvement of diastolic filling in hypertensive patients treated with cilazapril.

Journal: Journal of cardiovascular pharmacology 19910101

Title: Anti-ischemic effects of cilazapril in patients with both hypertension and angina pectoris. Preliminary report of a pilot study.

Journal: Cardiology 19910101

Title: A review of the preclinical cardiovascular pharmacology of cilazapril, a new angiotensin converting enzyme inhibitor.

Journal: British journal of clinical pharmacology 19890101

Title: Pharmacokinetic and pharmacodynamic interactions between the ACE inhibitor cilazapril and beta-adrenoceptor antagonist propranolol in healthy subjects and in hypertensive patients.

Journal: British journal of clinical pharmacology 19890101

Title: Antihypertensive and renal effects of cilazapril and their reversal by angiotensin in renovascular hypertensive rats.

Journal: Clinical science (London, England : 1979) 19880401

Title: Effects of nitrendipine and cilazapril alone or in combination on hemodynamics and regional blood flows in conscious spontaneously hypertensive rats.

Journal: Journal of cardiovascular pharmacology 19880101

Title: Effects of single doses of the converting enzyme inhibitor cilazapril in normal volunteers.

Journal: Journal of cardiovascular pharmacology 19870101

Title: Cardiovascular effects of the new angiotensin-converting-enzyme inhibitor, cilazapril, in anesthetized and conscious dogs.

Journal: Journal of cardiovascular pharmacology 19860101

Title: Cilazapril prevents hypertension in spontaneously hypertensive rats.

Journal: Journal of cardiovascular pharmacology 19860101

Title: Szucs, T., Cilazapril. A review. Drugs, 1991. 41 Suppl 1: p. 18-24.

Title: Nussberger, J., et al., Repeated administration of the converting enzyme inhibitor cilazapril to normal volunteers. J Cardiovasc Pharmacol, 1987. 9(1): p. 39-44.

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Tags:92077-78-6 Molecular Formula|92077-78-6 MDL|92077-78-6 SMILES|92077-78-6 Cilazapril monohydrate