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Losartan Carboxylic Acid

CAT: 0013-GTR19172271-01Size: 1 ml x 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0013-GTR19172271-01Size:1 ml x 10 mM (in DMSO)
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Description
Losartan Carboxylic Acid (E-3174) is the active metabolite of losartan and a highly potent AT1 receptor antagonist (Kis: 0.57 nM rat, 0.67 nM human) . It effectively inhibits angiotensin II-induced vasoconstriction, producing depressor and vasodilatory effects, making it a key tool for cardiovascular research in both in vitro and in vivo studies.
CAS Number
124750-92-1
Product Name Alternative
Pressor, responses, smooth, vascular, anterior, angiotensin II, Angiotensin Receptor, AT1 receptor, E 3174, E3174, E-3174, cells, infarction, muscle, myocardial, Losartan Carboxylic Acid, inhibit, metabolite, EXP3174, EXP-3174, EXP 3174, Inhibitor
Field of Research
Metabolism Research, Pharmacology & Drug Discovery
Purity
98.36% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (4.58 mM) ; DMSO:70 mg/mL (160.22 mM)
Smiles
C (N1C (CCCC) =NC (Cl) =C1C (O) =O) C2=CC=C (C=C2) C3=C (C=CC=C3) C=4NN=NN4
Molecular Formula
C22H21ClN6O2
Molecular Weight
436.89
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Losartan carboxylic acid

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.

CAS Number124750-92-1
PubChem CID108185
IUPAC Name2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylic acid
Molecular FormulaC22H21ClN6O2
Molecular Weight436.9
XLogP5
Topological Polar Surface Area110
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count31
Formal Charge0
Complexity590
SMILES
CCCCC1=NC(=C(N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NNN=N4)C(=O)O)Cl
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)
InChIKey
ZEUXAIYYDDCIRX-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Losartan carboxylic acid
CAS: 124750-92-1
CID: 108185
Formula: C22H21ClN6O2
MW: 436.9
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight436.9
XLogP35
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass436.1414516
Monoisotopic Mass436.1414516
Topological Polar Surface Area110 Ų
Heavy Atom Count31
Formal Charge0
Complexity590
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes