Home Carboxys Losartan carboxylic acid

Losartan carboxylic acid

CAS No.:
124750-92-1
Catalog Number:
AG000MPU
Molecular Formula:
C22H21ClN6O2
Molecular Weight:
436.8941
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$97
- +
5mg
≥98%
1 week
United States
$168
- +
10mg
≥98%
1 week
United States
$239
- +
50mg
≥98%
1 week
United States
$862
- +
Product Description
Catalog Number:
AG000MPU
Chemical Name:
Losartan carboxylic acid
CAS Number:
124750-92-1
Molecular Formula:
C22H21ClN6O2
Molecular Weight:
436.8941
MDL Number:
MFCD00871928
IUPAC Name:
2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylic acid
InChI:
InChI=1S/C22H21ClN6O2/c1-2-3-8-18-24-20(23)19(22(30)31)29(18)13-14-9-11-15(12-10-14)16-6-4-5-7-17(16)21-25-27-28-26-21/h4-7,9-12H,2-3,8,13H2,1H3,(H,30,31)(H,25,26,27,28)
InChI Key:
ZEUXAIYYDDCIRX-UHFFFAOYSA-N
SMILES:
CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)C(=O)O)Cl
UNII:
GD76OCH73X
Properties
Complexity:
590  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
436.141g/mol
Formal Charge:
0
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
436.9g/mol
Monoisotopic Mass:
436.141g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
110A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5  
Literature
Title Journal
Effects of CYP2C9*1/*3 and *1/*13 on the pharmacokinetics of losartan and its active metabolite E-3174. International journal of clinical pharmacology and therapeutics 20120901
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 of chromatography. B, Analytical technologies in the biomedical and life sciences 20120501
Pharmacokinetics of losartan and its active carboxylic acid metabolite E-3174 in five ethnic populations of China. Journal of clinical pharmacy and therapeutics 20120401
New losartan-hydrocaffeic acid hybrids as antihypertensive-antioxidant dual drugs: Ester, amide and amine linkers. European journal of medicinal chemistry 20120401
Pre-treatment with curcumin enhances plasma concentrations of losartan and its metabolite EXP3174 in rats. Biological & pharmaceutical bulletin 20120101
Frequency of CYP2C9 alleles in Koreans and their effects on losartan pharmacokinetics. Acta pharmacologica Sinica 20111001
Effects of ticlopidine on pharmacokinetics of losartan and its main metabolite EXP-3174 in rats. Acta pharmacologica Sinica 20110701
CYP2C9-mediated metabolic activation of losartan detected by a highly sensitive cell-based screening assay. Drug metabolism and disposition: the biological fate of chemicals 20110501
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. Pharmacology 20110101
Angiotensin II receptor type 1 (AT1) selective nonpeptidic antagonists--a perspective. Bioorganic & medicinal chemistry 20101215
The physicochemical properties, in vitro metabolism and pharmacokinetics of a novel ester prodrug of EXP3174. Molecular pharmaceutics 20101206
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. The Journal of pharmacy and pharmacology 20100701
Hypertension study in anaesthetized rabbits: protocol proposal for AT1 antagonists screening. Journal of the renin-angiotensin-aldosterone system : JRAAS 20100601
A single-nucleotide polymorphism of alanine to threonine at position 163 of the human angiotensin II type 1 receptor impairs Losartan affinity. Pharmacogenetics and genomics 20100601
Inhibitory effects of uraemic toxins 3-indoxyl sulfate and p-cresol on losartan metabolism in vitro. The Journal of pharmacy and pharmacology 20100101
Effects of the CYP2C9*13 allele on the pharmacokinetics of losartan in healthy male subjects. Xenobiotica; the fate of foreign compounds in biological systems 20091001
Chronic treatment with losartan results in sufficient serum levels of the metabolite EXP3179 for PPARgamma activation. Hypertension (Dallas, Tex. : 1979) 20091001
Losartan metabolite EXP3179 blocks NADPH oxidase-mediated superoxide production by inhibiting protein kinase C: potential clinical implications in hypertension. Hypertension (Dallas, Tex. : 1979) 20091001
Rapid determination of losartan and losartan acid in human plasma by multiplexed LC-MS/MS. Journal of separation science 20091001
Effect of soy extract administration on losartan pharmacokinetics in healthy female volunteers. The Annals of pharmacotherapy 20090601
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. Pharmacological reports : PR 20090101
Angiotensin receptor type 1 blockade in astroglia decreases hypoxia-induced cell damage and TNF alpha release. Neurochemical research 20070901
Inhibitory effect of valproic acid on cytochrome P450 2C9 activity in epilepsy patients. Basic & clinical pharmacology & toxicology 20070601
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. Analytical and bioanalytical chemistry 20070101
Inhibitory effects of angiotensin II receptor antagonists and leukotriene receptor antagonists on the transport of human organic anion transporter 4. The Journal of pharmacy and pharmacology 20061101
Proposal of a new binding orientation for non-peptide AT1 antagonists: homology modeling, docking and three-dimensional quantitative structure-activity relationship analysis. Journal of medicinal chemistry 20060713
New NO-releasing pharmacodynamic hybrids of losartan and its active metabolite: design, synthesis, and biopharmacological properties. Journal of medicinal chemistry 20060420
Regulation of peroxisome proliferator-activated receptor gamma activity by losartan metabolites. Hypertension (Dallas, Tex. : 1979) 20060301
The effect of AST-120 on the single-dose pharmacokinetics of losartan and losartan acid (E-3174) in healthy subjects. Journal of clinical pharmacology 20060301
Inhibitory effect of 5-fluorouracil on cytochrome P450 2C9 activity in cancer patients. Basic & clinical pharmacology & toxicology 20060201
A116C angiotensin II type 1 receptor gene polymorphism may predict hemodynamic response to losartan in patients with cirrhosis and portal hypertension. The American journal of gastroenterology 20051101
Pharmacophore, drug metabolism, and pharmacokinetics models on non-peptide AT1, AT2, and AT1/AT2 angiotensin II receptor antagonists. Journal of medicinal chemistry 20050630
Genetic contribution to the acute effects of angiotensin II type 1 receptor blockade. Journal of hypertension 20050401
Angiotensin II receptor modulation of renal vascular resistance and neurotransmission in young and adult spontaneously hypertensive rats. Kidney & blood pressure research 20050101
Down-regulation of inositol 1,4,5-trisphosphate receptor in cells stably expressing the constitutively active angiotensin II N111G-AT(1) receptor. Molecular endocrinology (Baltimore, Md.) 20041201
Identification of telmisartan as a unique angiotensin II receptor antagonist with selective PPARgamma-modulating activity. Hypertension (Dallas, Tex. : 1979) 20040501
'Network leaning' as a mechanism of insurmountable antagonism of the angiotensin II type 1 receptor by non-peptide antagonists. The Journal of biological chemistry 20040409
Relative roles of nitric oxide, prostanoids and angiotensin II in the regulation of canine glomerular hemodynamics. A micropuncture study. Kidney & blood pressure research 20040101
Efforts to understand the molecular basis of hypertension through drug:membrane interactions. Current topics in medicinal chemistry 20040101
[Candesartan - a novel AT(1)-angiotensin receptor blocker: peculiarities of pharmacology and experience of use in arterial hypertension]. Kardiologiia 20040101
Nitric oxide-dependent antiplatelet action of AT1-receptor antagonists in a pulmonary thromboembolism in mice. Journal of cardiovascular pharmacology 20031201
Effect of the single CYP2C9*3 allele on pharmacokinetics and pharmacodynamics of losartan in healthy Japanese subjects. European journal of clinical pharmacology 20031101
[Dosage equivalents of AT1-receptor antagonists available in Germany]. Deutsche medizinische Wochenschrift (1946) 20031031
Simultaneous determination of losartan and EXP3174 in human plasma and urine utilizing liquid chromatography/tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis 20030915
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 of cardiovascular pharmacology 20030701
Angiotensin II AT1 receptor antagonists. Clinical implications of active metabolites. Journal of medicinal chemistry 20030605
Losartan and E3174 pharmacokinetics in cytochrome P450 2C9*1/*1, *1/*2, and *1/*3 individuals. Pharmacotherapy 20030601
Peptide and nonpeptide antagonist interaction with constitutively active human AT1 receptors. Biochemical pharmacology 20030415
A two-state model of antagonist-AT1 receptor interaction: further support by binding studies at low temperature. Biochemical pharmacology 20030415
Non-peptide angiotensin II receptor antagonists: chemical feature based pharmacophore identification. Journal of medicinal chemistry 20030227
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. Acta physiologica et pharmacologica Bulgarica 20030101
Comparison of the antagonistic effects of different angiotensin II receptor blockers in human coronary arteries. European journal of heart failure 20021201
Antithrombotic effect of captopril and losartan is mediated by angiotensin-(1-7). Hypertension (Dallas, Tex. : 1979) 20021101
Angiotensin II AT1 receptor antagonists inhibit platelet adhesion and aggregation by nitric oxide release. Hypertension (Dallas, Tex. : 1979) 20021001
Ischemia promotes renin activation and angiotensin formation in sympathetic nerve terminals isolated from the human heart: contribution to carrier-mediated norepinephrine release. The Journal of pharmacology and experimental therapeutics 20020801
Binding of KRH-594, an antagonist of the angiotensin II type 1 receptor, to cloned human and rat angiotensin II receptors. Fundamental & clinical pharmacology 20020801
Functional antagonism of different angiotensin II type I receptor blockers in human arteries. Cardiovascular drugs and therapy 20020701
Paeoniae Radix, a traditional Chinese medicine, and CYP2C9 activity. Journal of clinical pharmacy and therapeutics 20020601
Angiotensin II receptor-independent antiinflammatory and antiaggregatory properties of losartan: role of the active metabolite EXP3179. Circulation research 20020419
Pharmacokinetics of losartan and its metabolite E-3174 in relation to the CYP2C9 genotype. Clinical pharmacology and therapeutics 20020101
Effect of grapefruit juice on the pharmacokinetics of losartan and its active metabolite E3174 in healthy volunteers. Therapeutic drug monitoring 20010801
Angiotensin receptor blocker losartan suppresses platelet activity by interfering with thromboxane signaling. Cardiovascular drugs and therapy 20010701
CoenzymeA glutathione disulfide is a potent modulator of angiotensin II-induced vasoconstriction. American journal of hypertension 20010201
Acute effects of E-3174, a human active metabolite of losartan, on the cardiovascular system in tachycardia-induced canine heart failure. Hypertension research : official journal of the Japanese Society of Hypertension 20010101
Studies on the antithrombotic action of AT1 receptor antagonists. Medical science monitor : international medical journal of experimental and clinical research 20010101
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 of the American College of Cardiology 19990901
Comparative study of TA-606, a novel angiotensin II receptor antagonist, with losartan in terms of species difference and orthostatic hypotension. Japanese journal of pharmacology 19990901
Distinction between surmountable and insurmountable selective AT1 receptor antagonists by use of CHO-K1 cells expressing human angiotensin II AT1 receptors. British journal of pharmacology 19990201
Nonpeptide angiotensin II receptor antagonists: the next generation in antihypertensive therapy. Journal of medicinal chemistry 19960202
Angiotensin II receptors and angiotensin II receptor antagonists. Pharmacological reviews 19930601
Properties