Losartan carboxylic acid
Grundinformationen
- CAS
124750-92-1- Standard-SMILES
CCCCc1nc(Cl)c(C(=O)O)n1Cc1ccc(-c2ccccc2-c2nn[nH]n2)cc1- InChIKey
ZEUXAIYYDDCIRX-UHFFFAOYSA-N- Summenformel
- C22H21ClN6O2
- Durchschnittliche Molmasse
- 436,9 g/mol
- Monoisotopische Masse
- 436,1414516
Überblick
Losartan carboxylic acid is a biphenylyltetrazole that is losartan with the hydroxymethyl group at position 5 on the imidazole ring replaced with a carboxylic acid. It has a role as a metabolite. It is a member of imidazoles, an organochlorine compound and a biphenylyltetrazole. It is functionally related to a losartan.
Namen und Bezeichner
- Bevorzugter Name
- Losartan carboxylic acid
- IUPAC
- 2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylic acid
- Englischer Name
- Losartan carboxylic acid
- Summenformel
- C22H21ClN6O2
- Molmasse
- 436.89
Namen und Synonyme
Losartan carboxylic acid124750-92-1EXP-3174EXP 3174Exp3174E-3174GD76OCH73X2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylic acidCHEBI:741251H-Imidazole-5-carboxylic acid, 2-butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-DTXSID801544741H-imidazole-5-carboxylic acid, 2-butyl-4-chloro-1-((2'-(2H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-
Weitere Namen anzeigen
LOSARTAN CARBOXY ACIDEXP 317l-158641AKOS 91941ALSTint-A07Losartan acidE-3174, EXP-3174
2-butyl-5-chloro-3-((4-(2-(2H-tetrazol-5-yl)phenyl)phenyl)methyl)imidazole-4-carboxylic acidRefChem:800052DTXCID50769652-n-butyl-4-chloro-1-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methylll)imidazole-5-carboxylic acidCarboxylosartanMFCD00871928CHEMBL9071-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-butyl-4-chloro-1H-imidazole-5-carboxylic acid
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5
- Polarare Oberfläche (TPSA)
- 110 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 8
- Schwere Atome
- 31
- Formalladung
- 0
- Komplexität
- 590
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Metabolite of Losartan
Collision Cross Section205.08 Ų [M-H]-
Physikochemische Eigenschaften
- Schmelzpunkt
- 130 · 130-132°C
- Siedepunkt
- 707.8 · 707.8±70.0 °C(Predicted)
- Dichte
- 1.41 · 1.41±0.1 g/cm3(Predicted)
- storage temp.
- 2 · Inert atmosphere,2-8°C
- Löslichkeit
- Dimethylformamide, Dimethyl Sulfoxide, Methanol
- Aggregatzustand
- Solid
- pka
- 0.79 · 0.79±0.50(Predicted)
- Farbe
- Light-Yellow
- InChIKey
- ZEUXAIYYDDCIRX-UHFFFAOYSA-N
- SMILES
- C1(CCCC)N(CC2=CC=C(C3=CC=CC=C3C3=NNN=N3)C=C2)C(C(O)=O)=C(Cl)N=1
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P203, P260, P261, P263, P264, P270, P272, P280, P302+P352, P318, P321, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Sens. 1B (100%)
Sicherheitsdaten
- wgk
- WGK 3
- hs_code
- 29339900
- safety_code
- 24/25
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Lact.Repr. 1BSkin Sens. 1B
Chemie und Industrie
Pharmakologische Informationen
Metabolism/MetabolitesLosartan carboxylic acid is a known human metabolite of losartan carboxaldehyde and losartan.
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Anwendungen
BeschreibungLosartan carboxylic acid is a physiologically active metabolite of losartan , produced by cytochrome P450 isoforms in the liver. Like the parent compound, losartan carboxylic acid is a potent AT1 antagonist (Kis = 0.57 and 0.67 nM for rat and human forms, respectively), producing a depressor response and vasodilatation. When administered intravenously, losartan carboxylic acid is more potent and has a longer duration of action than losartan. However, the metabolite has very low oral bioavailability. Losartan, but not its metabolite, inhibits platelet aggregation in vitro.
VerwendenLosartan carboxylic acid is used as a metabolite of Losartan.
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