losartan indications/contra

Stem definitionDrug idCAS RN
angiotensin II receptor antagonists, antihypertensive (non-peptidic) 1610 114798-26-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • losartan
  • allisartan
  • lortaan
  • losartan potassium
  • losartan monopotassium
  • losartan monopotassium salt
An antagonist of ANGIOTENSIN TYPE 1 RECEPTOR with antihypertensive activity due to the reduced pressor effect of ANGIOTENSIN II.
  • Molecular weight: 422.92
  • Formula: C22H23ClN6O
  • CLOGP: 3.85
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 2
  • TPSA: 92.51
  • ALOGS: -4.97
  • ROTB: 8

Drug dosage:

DoseUnitRoute
50 mg O

Approvals:

DateAgencyCompanyOrphan
April 14, 1995 FDA MERCK SHARP DOHME

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Acute kidney injury 1474.05 30.44 525 5187 49158 3330989
Hyperkalaemia 1080.62 30.44 294 5418 11000 3369147
Hypotension 687.53 30.44 304 5408 49210 3330937
Hyponatraemia 642.81 30.44 221 5491 18138 3362009
Angioedema 619.71 30.44 205 5507 14930 3365217
Blood pressure increased 571.89 30.44 213 5499 22017 3358130
Dizziness 503.40 30.44 283 5429 76229 3303918
Drug hypersensitivity 392.78 30.44 187 5525 35493 3344654
Cough 390.94 30.44 193 5519 39665 3340482
Product substitution issue 363.40 30.44 116 5596 7484 3372663
Drug interaction 295.29 30.44 169 5543 46643 3333504
Completed suicide 287.88 30.44 145 5567 30969 3349178
Malaise 287.30 30.44 187 5525 64990 3315157
Hypertension 256.20 30.44 144 5568 38322 3341825
Dyspnoea 241.76 30.44 202 5510 102732 3277415
Confusional state 241.56 30.44 138 5574 37860 3342287
Blood creatinine increased 220.29 30.44 108 5604 21710 3358437
Blood pressure inadequately controlled 217.65 30.44 54 5658 1366 3378781
Oligohydramnios 214.42 30.44 50 5662 964 3379183
Fall 213.82 30.44 150 5562 58733 3321414
Hypokalaemia 197.38 30.44 87 5625 13718 3366429
Renal failure 194.22 30.44 114 5598 32826 3347321
Rhabdomyolysis 192.74 30.44 89 5623 15640 3364507
Loss of consciousness 188.87 30.44 106 5606 28041 3352106
Dehydration 184.15 30.44 111 5601 33538 3346609
Syncope 181.44 30.44 100 5612 25533 3354614
Orthostatic hypotension 173.09 30.44 60 5652 4976 3375171
Headache 172.35 30.44 159 5553 91821 3288326
Pruritus 164.44 30.44 117 5595 46716 3333431
Palpitations 150.43 30.44 80 5632 19003 3361144

Pharmacologic Action:

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SourceCodeDescription
ATC C09CA01 CARDIOVASCULAR SYSTEM
AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
ANGIOTENSIN II ANTAGONISTS, PLAIN
Angiotensin II antagonists, plain
ATC C09DA01 CARDIOVASCULAR SYSTEM
AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
ANGIOTENSIN II ANTAGONISTS, COMBINATIONS
Angiotensin II antagonists and diuretics
ATC C09DB06 CARDIOVASCULAR SYSTEM
AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
ANGIOTENSIN II ANTAGONISTS, COMBINATIONS
Angiotensin II antagonists and calcium channel blockers
FDA MoA N0000000070 Angiotensin 2 Receptor Antagonists
FDA EPC N0000175561 Angiotensin 2 Receptor Blocker
MeSH PA D047228 Angiotensin II Type 1 Receptor Blockers
MeSH PA D057911 Angiotensin Receptor Antagonists
MeSH PA D000889 Anti-Arrhythmia Agents
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
CHEBI has role CHEBI:35674 antihypertensive agent
CHEBI has role CHEBI:38070 anti-arrhythmia drug
CHEBI has role CHEBI:61016 angiotensin receptor antagonist
CHEBI has role CHEBI:51451 endothelin receptor antagonist

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Diabetic renal disease indication 127013003
Hypertensive urgency indication 443482000
Hypertension with Left Ventricular Hypertrophy indication
Anuria contraindication 2472002 DOID:2983
Hypercholesterolemia contraindication 13644009
Hyperkalemia contraindication 14140009
Secondary angle-closure glaucoma contraindication 21571006
Hypovolemia contraindication 28560003
Dehydration contraindication 34095006
Hyperuricemia contraindication 35885006 DOID:1920
Hypokalemia contraindication 43339004
Low blood pressure contraindication 45007003
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Sympathectomy contraindication 57071006
Hypercalcemia contraindication 66931009 DOID:12678
Hyperparathyroidism contraindication 66999008 DOID:13543
Hypochloremic alkalosis contraindication 70134007
Hepatic coma contraindication 72836002 DOID:12550
Diabetes mellitus contraindication 73211009 DOID:9351
Hyponatremia contraindication 89627008
Gout contraindication 90560007 DOID:13189
Hypomagnesemia contraindication 190855004
Acute pancreatitis contraindication 197456007 DOID:2913
Impaired renal function disorder contraindication 197663003
Disease of liver contraindication 235856003 DOID:409
Neonatal hyperbilirubinemia contraindication 281610001
Pregnancy, function contraindication 289908002
Renal artery stenosis contraindication 302233006
Azotemia contraindication 445009001
Chronic heart failure off-label use 48447003
Atrial fibrillation off-label use 49436004 DOID:0060224
Diastolic heart failure off-label use 418304008 DOID:9775
Nondiabetic Proteinuric Nephropathy off-label use

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.5 acidic
pKa2 13.19 acidic
pKa3 3.89 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Type-1 angiotensin II receptor GPCR ANTAGONIST IC50 9.48 CHEMBL CHEMBL
Phosphodiesterase 4 Enzyme IC50 4.59 CHEMBL
Angiotensin-converting enzyme Enzyme IC50 7.72 CHEMBL
Type-2 angiotensin II receptor GPCR IC50 5 CHEMBL
Angiotensin II receptor GPCR Kd 8.43 CHEMBL
Phosphodiesterase 3 Enzyme IC50 4.89 CHEMBL
Cytochrome P450 2C9 Enzyme IC50 5.54 DRUG MATRIX
Multidrug resistance protein 1 Transporter Km 3.50 WOMBAT-PK
Type-1 angiotensin II receptor GPCR Kd 8.80 CHEMBL
Angiotensin II receptor GPCR IC50 8.34 CHEMBL
Type-1B angiotensin II receptor GPCR Ki 8.44 CHEMBL
Type-2 angiotensin II receptor GPCR IC50 5.13 CHEMBL
Type-1A angiotensin II receptor GPCR Ki 7.84 CHEMBL
Type-1 angiotensin II receptor GPCR IC50 7.02 CHEMBL
Angiotensin II receptor (AT-1) type-1 GPCR Ki 8.72 CHEMBL
Type-1 angiotensin II receptor GPCR IC50 7.74 CHEMBL

External reference:

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IDSource
590 IUPHAR_LIGAND_ID
4020913 VUID
N0000148401 NUI
C0126174 UMLSCUI
D00357 KEGG_DRUG
3ST302B24A UNII
124750-99-8 SECONDARY_CAS_RN
DB00678 DRUGBANK_ID
CHEMBL995 ChEMBL_ID
4020913 VANDF
N0000005774 NDFRT
N0000148401 NDFRT
52175 RXNORM
373567002 SNOMEDCT_US
96309000 SNOMEDCT_US
d03821 MMSL
004991 NDDF
CHEMBL191 ChEMBL_ID
3961 PUBCHEM_CID
6913 INN_ID
D019808 MESH_DESCRIPTOR_UI
CHEBI:6541 CHEBI

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
HYZAAR HUMAN PRESCRIPTION DRUG LABEL 2 0006-0717 TABLET, FILM COATED 50 mg ORAL NDA 19 sections
HYZAAR HUMAN PRESCRIPTION DRUG LABEL 2 0006-0745 TABLET, FILM COATED 100 mg ORAL NDA 19 sections
HYZAAR HUMAN PRESCRIPTION DRUG LABEL 2 0006-0747 TABLET, FILM COATED 100 mg ORAL NDA 19 sections
COZAAR HUMAN PRESCRIPTION DRUG LABEL 1 0006-0951 TABLET, FILM COATED 25 mg ORAL NDA 19 sections
COZAAR HUMAN PRESCRIPTION DRUG LABEL 1 0006-0952 TABLET, FILM COATED 50 mg ORAL NDA 19 sections
COZAAR HUMAN PRESCRIPTION DRUG LABEL 1 0006-0960 TABLET, FILM COATED 100 mg ORAL NDA 19 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0054-0123 TABLET 25 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0054-0124 TABLET 50 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0054-0125 TABLET 100 mg ORAL ANDA 18 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0054-0126 TABLET 50 mg ORAL ANDA 18 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0054-0127 TABLET 100 mg ORAL ANDA 18 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0054-0277 TABLET 100 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0093-7364 TABLET, FILM COATED 25 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0093-7365 TABLET, FILM COATED 50 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0093-7366 TABLET, FILM COATED 100 mg ORAL ANDA 18 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0093-7367 TABLET, FILM COATED 50 mg ORAL ANDA 18 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0093-7368 TABLET, FILM COATED 100 mg ORAL ANDA 18 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0093-7369 TABLET, FILM COATED 100 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0179-0200 TABLET, FILM COATED 25 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0179-0202 TABLET, FILM COATED 50 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0179-0203 TABLET, FILM COATED 100 mg ORAL ANDA 18 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0591-3745 TABLET, FILM COATED 25 mg ORAL ANDA 14 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0591-3746 TABLET, FILM COATED 50 mg ORAL ANDA 14 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0591-3747 TABLET, FILM COATED 100 mg ORAL ANDA 14 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0591-3748 TABLET, FILM COATED 50 mg ORAL ANDA 13 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0591-3749 TABLET, FILM COATED 100 mg ORAL ANDA 13 sections
Losartan Potassium and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0591-3750 TABLET, FILM COATED 100 mg ORAL ANDA 13 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0615-7604 TABLET, FILM COATED 100 mg ORAL ANDA 13 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0615-7605 TABLET, FILM COATED 50 mg ORAL ANDA 13 sections
Losartan Potassium HUMAN PRESCRIPTION DRUG LABEL 1 0615-7606 TABLET, FILM COATED 25 mg ORAL ANDA 13 sections