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124750-92-1,MFCD00871928
Catalog No.:AA000MN2

124750-92-1 | Losartan carboxylic acid

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1mg
97%
in stock  
$8.00   $6.00
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5mg
97%
in stock  
$35.00   $25.00
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100mg
97%
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$52.00   $36.00
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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:
AA000MN2
Chemical Name:
Losartan carboxylic acid
CAS Number:
124750-92-1
Molecular Formula:
C22H21ClN6O2
Molecular Weight:
436.8941
MDL Number:
MFCD00871928
SMILES:
CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)C(=O)O)Cl
Properties
Computed Properties
 
Complexity:
590  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
8  
XLogP3:
5  

Downstream Synthesis Route

[1]TetrahedronLetters,2003,vol.44,p.1149-1152

[2]TetrahedronLetters,2003,vol.44,p.1149-1152

[1]Patent:US2008/90885,2008,A1.Locationinpatent:Page/Pagecolumn2

[2]Patent:CN104496971,2016,B.Locationinpatent:Paragraph0042-0044

[3]Patent:CN104447899,2017,B.Locationinpatent:Paragraph0119;0120;0121

[1]Patent:WO2006/115834,2006,A1.Locationinpatent:Page/Pagecolumn13

[1]Patent:US2008/90885,2008,A1.Locationinpatent:Page/Pagecolumn2

[2]Patent:WO2006/115834,2006,A1.Locationinpatent:Page/Pagecolumn12-13

Literature

Title: Effects of CYP2C9*1/*3 and *1/*13 on the pharmacokinetics of losartan and its active metabolite E-3174.

Journal: International journal of clinical pharmacology and therapeutics 20120901

Title: High-sensitivity liquid chromatography-tandem mass spectrometry for the simultaneous determination of five drugs and their cytochrome P450-specific probe metabolites in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120501

Title: Pharmacokinetics of losartan and its active carboxylic acid metabolite E-3174 in five ethnic populations of China.

Journal: Journal of clinical pharmacy and therapeutics 20120401

Title: New losartan-hydrocaffeic acid hybrids as antihypertensive-antioxidant dual drugs: Ester, amide and amine linkers.

Journal: European journal of medicinal chemistry 20120401

Title: Pre-treatment with curcumin enhances plasma concentrations of losartan and its metabolite EXP3174 in rats.

Journal: Biological & pharmaceutical bulletin 20120101

Title: Frequency of CYP2C9 alleles in Koreans and their effects on losartan pharmacokinetics.

Journal: Acta pharmacologica Sinica 20111001

Title: Effects of ticlopidine on pharmacokinetics of losartan and its main metabolite EXP-3174 in rats.

Journal: Acta pharmacologica Sinica 20110701

Title: CYP2C9-mediated metabolic activation of losartan detected by a highly sensitive cell-based screening assay.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110501

Title: Effects of HMG-CoA reductase inhibitors on the pharmacokinetics of losartan and its main metabolite EXP-3174 in rats: possible role of CYP3A4 and P-gp inhibition by HMG-CoA reductase inhibitors.

Journal: Pharmacology 20110101

Title: Angiotensin II receptor type 1 (AT1) selective nonpeptidic antagonists--a perspective.

Journal: Bioorganic & medicinal chemistry 20101215

Title: The physicochemical properties, in vitro metabolism and pharmacokinetics of a novel ester prodrug of EXP3174.

Journal: Molecular pharmaceutics 20101206

Title: Effects of myricetin, an antioxidant, on the pharmacokinetics of losartan and its active metabolite, EXP-3174, in rats: possible role of cytochrome P450 3A4, cytochrome P450 2C9 and P-glycoprotein inhibition by myricetin.

Journal: The Journal of pharmacy and pharmacology 20100701

Title: Hypertension study in anaesthetized rabbits: protocol proposal for AT1 antagonists screening.

Journal: Journal of the renin-angiotensin-aldosterone system : JRAAS 20100601

Title: A single-nucleotide polymorphism of alanine to threonine at position 163 of the human angiotensin II type 1 receptor impairs Losartan affinity.

Journal: Pharmacogenetics and genomics 20100601

Title: Inhibitory effects of uraemic toxins 3-indoxyl sulfate and p-cresol on losartan metabolism in vitro.

Journal: The Journal of pharmacy and pharmacology 20100101

Title: Effects of the CYP2C9*13 allele on the pharmacokinetics of losartan in healthy male subjects.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20091001

Title: Chronic treatment with losartan results in sufficient serum levels of the metabolite EXP3179 for PPARgamma activation.

Journal: Hypertension (Dallas, Tex. : 1979) 20091001

Title: Losartan metabolite EXP3179 blocks NADPH oxidase-mediated superoxide production by inhibiting protein kinase C: potential clinical implications in hypertension.

Journal: Hypertension (Dallas, Tex. : 1979) 20091001

Title: Rapid determination of losartan and losartan acid in human plasma by multiplexed LC-MS/MS.

Journal: Journal of separation science 20091001

Title: Effect of soy extract administration on losartan pharmacokinetics in healthy female volunteers.

Journal: The Annals of pharmacotherapy 20090601

Title: Effect of peptide and nonpeptide antagonists of angiotensin II receptors on noradrenaline release in hypothalamus of rats with angiotensin II-induced increase of water intake.

Journal: Pharmacological reports : PR 20090101

Title: Angiotensin receptor type 1 blockade in astroglia decreases hypoxia-induced cell damage and TNF alpha release.

Journal: Neurochemical research 20070901

Title: Inhibitory effect of valproic acid on cytochrome P450 2C9 activity in epilepsy patients.

Journal: Basic & clinical pharmacology & toxicology 20070601

Title: Simultaneous determination of losartan, EXP-3174 and hydrochlorothiazide in plasma via fully automated 96-well-format-based solid-phase extraction and liquid chromatography-negative electrospray tandem mass spectrometry.

Journal: Analytical and bioanalytical chemistry 20070101

Title: Inhibitory effects of angiotensin II receptor antagonists and leukotriene receptor antagonists on the transport of human organic anion transporter 4.

Journal: The Journal of pharmacy and pharmacology 20061101

Title: Proposal of a new binding orientation for non-peptide AT1 antagonists: homology modeling, docking and three-dimensional quantitative structure-activity relationship analysis.

Journal: Journal of medicinal chemistry 20060713

Title: New NO-releasing pharmacodynamic hybrids of losartan and its active metabolite: design, synthesis, and biopharmacological properties.

Journal: Journal of medicinal chemistry 20060420

Title: Regulation of peroxisome proliferator-activated receptor gamma activity by losartan metabolites.

Journal: Hypertension (Dallas, Tex. : 1979) 20060301

Title: The effect of AST-120 on the single-dose pharmacokinetics of losartan and losartan acid (E-3174) in healthy subjects.

Journal: Journal of clinical pharmacology 20060301

Title: Inhibitory effect of 5-fluorouracil on cytochrome P450 2C9 activity in cancer patients.

Journal: Basic & clinical pharmacology & toxicology 20060201

Title: A116C angiotensin II type 1 receptor gene polymorphism may predict hemodynamic response to losartan in patients with cirrhosis and portal hypertension.

Journal: The American journal of gastroenterology 20051101

Title: Pharmacophore, drug metabolism, and pharmacokinetics models on non-peptide AT1, AT2, and AT1/AT2 angiotensin II receptor antagonists.

Journal: Journal of medicinal chemistry 20050630

Title: Genetic contribution to the acute effects of angiotensin II type 1 receptor blockade.

Journal: Journal of hypertension 20050401

Title: Angiotensin II receptor modulation of renal vascular resistance and neurotransmission in young and adult spontaneously hypertensive rats.

Journal: Kidney & blood pressure research 20050101

Title: Down-regulation of inositol 1,4,5-trisphosphate receptor in cells stably expressing the constitutively active angiotensin II N111G-AT(1) receptor.

Journal: Molecular endocrinology (Baltimore, Md.) 20041201

Title: Identification of telmisartan as a unique angiotensin II receptor antagonist with selective PPARgamma-modulating activity.

Journal: Hypertension (Dallas, Tex. : 1979) 20040501

Title: 'Network leaning' as a mechanism of insurmountable antagonism of the angiotensin II type 1 receptor by non-peptide antagonists.

Journal: The Journal of biological chemistry 20040409

Title: Relative roles of nitric oxide, prostanoids and angiotensin II in the regulation of canine glomerular hemodynamics. A micropuncture study.

Journal: Kidney & blood pressure research 20040101

Title: Efforts to understand the molecular basis of hypertension through drug:membrane interactions.

Journal: Current topics in medicinal chemistry 20040101

Title: [Candesartan - a novel AT(1)-angiotensin receptor blocker: peculiarities of pharmacology and experience of use in arterial hypertension].

Journal: Kardiologiia 20040101

Title: Nitric oxide-dependent antiplatelet action of AT1-receptor antagonists in a pulmonary thromboembolism in mice.

Journal: Journal of cardiovascular pharmacology 20031201

Title: Effect of the single CYP2C9*3 allele on pharmacokinetics and pharmacodynamics of losartan in healthy Japanese subjects.

Journal: European journal of clinical pharmacology 20031101

Title: [Dosage equivalents of AT1-receptor antagonists available in Germany].

Journal: Deutsche medizinische Wochenschrift (1946) 20031031

Title: Simultaneous determination of losartan and EXP3174 in human plasma and urine utilizing liquid chromatography/tandem mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20030915

Title: Functional comparison of the antagonistic properties of some Angiotensin II type 1 receptor blockers on the contraction elicited by Angiotensin II and thromboxane A2 on human saphenous veins.

Journal: Journal of cardiovascular pharmacology 20030701

Title: Angiotensin II AT1 receptor antagonists. Clinical implications of active metabolites.

Journal: Journal of medicinal chemistry 20030605

Title: Losartan and E3174 pharmacokinetics in cytochrome P450 2C9*1/*1, *1/*2, and *1/*3 individuals.

Journal: Pharmacotherapy 20030601

Title: Peptide and nonpeptide antagonist interaction with constitutively active human AT1 receptors.

Journal: Biochemical pharmacology 20030415

Title: A two-state model of antagonist-AT1 receptor interaction: further support by binding studies at low temperature.

Journal: Biochemical pharmacology 20030415

Title: Non-peptide angiotensin II receptor antagonists: chemical feature based pharmacophore identification.

Journal: Journal of medicinal chemistry 20030227

Title: The effects of peptide and nonpeptide antagonists of angiotensin II receptors on the noradrenaline uptake of different brain structures in rats with angiotensin II-induced increase of water intake.

Journal: Acta physiologica et pharmacologica Bulgarica 20030101

Title: Comparison of the antagonistic effects of different angiotensin II receptor blockers in human coronary arteries.

Journal: European journal of heart failure 20021201

Title: Antithrombotic effect of captopril and losartan is mediated by angiotensin-(1-7).

Journal: Hypertension (Dallas, Tex. : 1979) 20021101

Title: Angiotensin II AT1 receptor antagonists inhibit platelet adhesion and aggregation by nitric oxide release.

Journal: Hypertension (Dallas, Tex. : 1979) 20021001

Title: Ischemia promotes renin activation and angiotensin formation in sympathetic nerve terminals isolated from the human heart: contribution to carrier-mediated norepinephrine release.

Journal: The Journal of pharmacology and experimental therapeutics 20020801

Title: Binding of KRH-594, an antagonist of the angiotensin II type 1 receptor, to cloned human and rat angiotensin II receptors.

Journal: Fundamental & clinical pharmacology 20020801

Title: Functional antagonism of different angiotensin II type I receptor blockers in human arteries.

Journal: Cardiovascular drugs and therapy 20020701

Title: Paeoniae Radix, a traditional Chinese medicine, and CYP2C9 activity.

Journal: Journal of clinical pharmacy and therapeutics 20020601

Title: Angiotensin II receptor-independent antiinflammatory and antiaggregatory properties of losartan: role of the active metabolite EXP3179.

Journal: Circulation research 20020419

Title: Pharmacokinetics of losartan and its metabolite E-3174 in relation to the CYP2C9 genotype.

Journal: Clinical pharmacology and therapeutics 20020101

Title: Effect of grapefruit juice on the pharmacokinetics of losartan and its active metabolite E3174 in healthy volunteers.

Journal: Therapeutic drug monitoring 20010801

Title: Angiotensin receptor blocker losartan suppresses platelet activity by interfering with thromboxane signaling.

Journal: Cardiovascular drugs and therapy 20010701

Title: CoenzymeA glutathione disulfide is a potent modulator of angiotensin II-induced vasoconstriction.

Journal: American journal of hypertension 20010201

Title: Acute effects of E-3174, a human active metabolite of losartan, on the cardiovascular system in tachycardia-induced canine heart failure.

Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20010101

Title: Studies on the antithrombotic action of AT1 receptor antagonists.

Journal: Medical science monitor : international medical journal of experimental and clinical research 20010101

Title: EXP3174, the AII antagonist human metabolite of losartan, but not losartan nor the angiotensin-converting enzyme inhibitor captopril, prevents the development of lethal ischemic ventricular arrhythmias in a canine model of recent myocardial infarction.

Journal: Journal of the American College of Cardiology 19990901

Title: Comparative study of TA-606, a novel angiotensin II receptor antagonist, with losartan in terms of species difference and orthostatic hypotension.

Journal: Japanese journal of pharmacology 19990901

Title: Distinction between surmountable and insurmountable selective AT1 receptor antagonists by use of CHO-K1 cells expressing human angiotensin II AT1 receptors.

Journal: British journal of pharmacology 19990201

Title: Nonpeptide angiotensin II receptor antagonists: the next generation in antihypertensive therapy.

Journal: Journal of medicinal chemistry 19960202

Title: Angiotensin II receptors and angiotensin II receptor antagonists.

Journal: Pharmacological reviews 19930601

Title: Sachinidis A, et al. EXP3174, a metabolite of losartan (MK 954, DuP 753) is more potent than losartan in blockingthe angiotensin II-induced responses in vascular smooth muscle cells. J Hypertens. 1993 Feb;11(2):155-62.

Title: Inada Y, et al. Binding of KRH-594, an antagonist of the angiotensin II type 1 receptor, to cloned human and rat angiotensin II receptors. Fundam Clin Pharmacol. 2002 Aug;16(4):317-23.

Title: Richard V, et al. Comparison of the effects of EXP3174, an angiotensin II antagonist and enalaprilat on myocardial infarct size in anaesthetized dogs. Br J Pharmacol. 1993 Nov;110(3):969-74.

Title: Lynch JJ Jr, et al. EXP3174, the AII antagonist human metabolite of losartan, but not losartan nor the angiotensin-converting enzyme inhibitor captopril, prevents the development of lethal ischemic ventricular arrhythmias in a canine model of recent myocardial infarction. J Am Coll Cardiol. 1999 Sep;34(3):876-84.

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Tags:124750-92-1 Molecular Formula|124750-92-1 MDL|124750-92-1 SMILES|124750-92-1 Losartan carboxylic acid