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Details

Stereochemistry ACHIRAL
Molecular Formula C22H23ClN6O
Molecular Weight 422.911
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Losartan

SMILES

CCCCC1=NC(Cl)=C(CO)N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NN=NN4

InChI

InChIKey=PSIFNNKUMBGKDQ-UHFFFAOYSA-N
InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)

HIDE SMILES / InChI

Description

Losartan is a selective, competitive angiotensin II receptor type 1 (AT1) antagonist. Losartant is recommended as one of several preferred agents for the initial management of hypertension. Administration of losartan reduces the risk of stroke in patients with hypertension and left ventricular hypertrophy. Losartan is indicated for the treatment of diabetic nephropathy with an elevated serum creatinine and proteinuria in patients with type 2 diabetes and a history of hypertension.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
4.0 nM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
COZAAR
Preventing
COZAAR
Primary
COZAAR
Primary
COZAAR

Cmax

ValueDoseCo-administeredAnalytePopulation
224 ng/mL
50 mg 1 times / day multiple, oral
LOSARTAN plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
442 ng × h/mL
50 mg 1 times / day multiple, oral
LOSARTAN plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
2.1 h
50 mg 1 times / day multiple, oral
LOSARTAN plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
1.3%
50 mg 1 times / day multiple, oral
LOSARTAN plasma
Homo sapiens

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
For treatment of hypertension, Joint National Committee (JNC) 8 expert panel recommends initial dosage of 50 mg daily and target dosage of 100 mg daily (given in 1 dose or 2 divided doses) based on dosages used in randomized controlled studies.
Route of Administration: Oral
In Vitro Use Guide
From 30 to 40 min after confirmation of endothelium removal, the test compounds were incubated at a concentration of 0.1 uM. After an incubation period of 20 or 60 min, aortic preparations were treated with AII, using 3-fold increasing concentrations from 0.1 nM to 1 uM. Kb for binding with angiotensin receptor was 4 nM with 20 min incubation, and 9 nM with 60 min incubation.