torsemide Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
diuretics, furosemide derivatives 2708 56211-40-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • torasemide
  • torsemide
  • toradiur
A pyridine and sulfonamide derivative that acts as a sodium-potassium chloride symporter inhibitor (loop diuretic). It is used for the treatment of EDEMA associated with CONGESTIVE HEART FAILURE; CHRONIC RENAL INSUFFICIENCY; and LIVER DISEASES. It is also used for the management of HYPERTENSION.
  • Molecular weight: 348.42
  • Formula: C16H20N4O3S
  • CLOGP: 3.21
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 3
  • TPSA: 100.19
  • ALOGS: -3.77
  • ROTB: 4

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
15 mg O
15 mg P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.16 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 20 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 9.56 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 91 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.21 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 0.53 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.01 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 5.10 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Aug. 23, 1993 FDA MEDA PHARMS

FDA Adverse Event Reporting System (Female)

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 399.64 44.77 117 812 28005 2329151
Hyponatraemia 272.11 44.77 74 855 13251 2343905
Drug interaction 234.75 44.77 79 850 29084 2328072
Hypokalaemia 230.45 44.77 62 867 10592 2346564
Hypotension 218.76 44.77 77 852 32359 2324797
Dehydration 205.48 44.77 67 862 22228 2334928
Bradycardia 182.68 44.77 51 878 9930 2347226
General physical health deterioration 169.40 44.77 52 877 14087 2343069
Dizziness 151.92 44.77 70 859 58595 2298561
Hyperkalaemia 139.80 44.77 37 892 5856 2351300
Product prescribing error 138.10 44.77 32 897 2928 2354228
Syncope 132.20 44.77 45 884 16830 2340326
Cardiac failure 121.72 44.77 39 890 12055 2345101
Fall 111.60 44.77 53 876 47046 2310110
Limb reduction defect 99.37 44.77 14 915 65 2357091
Premature delivery 94.75 44.77 24 905 3176 2353980
Renal impairment 91.09 44.77 30 899 10062 2347094
Vomiting 90.65 44.77 53 876 71549 2285607
Oedema peripheral 85.77 44.77 36 893 23727 2333429
Product monitoring error 84.93 44.77 13 916 116 2357040
Cleft palate 83.94 44.77 14 915 224 2356932
Atrial septal defect 81.38 44.77 18 911 1326 2355830
Talipes 81.32 44.77 14 915 273 2356883
Nausea 80.26 44.77 58 871 112131 2245025
Limb hypoplasia congenital 77.28 44.77 10 919 20 2357136
Dysmorphism 76.37 44.77 14 915 395 2356761
Hypertension 74.49 44.77 34 895 27327 2329829
Dyspnoea 73.39 44.77 48 881 78685 2278471
Anaemia 72.62 44.77 36 893 34756 2322400
Maternal exposure during pregnancy 72.50 44.77 28 901 14835 2342321
Lymphatic fistula 70.99 44.77 9 920 14 2357142
Congenital oral malformation 69.54 44.77 9 920 18 2357138
Patent ductus arteriosus 69.39 44.77 14 915 660 2356496
Femoral hernia incarcerated 68.90 44.77 9 920 20 2357136
Cardiac arrest 65.31 44.77 26 903 14904 2342252
Aplastic anaemia 65.29 44.77 14 915 890 2356266
Milk-alkali syndrome 63.76 44.77 10 919 106 2357050
Pancreatic steatosis 63.14 44.77 9 920 46 2357110
Premature baby 61.22 44.77 17 912 3187 2353969
Neck deformity 59.55 44.77 9 920 73 2357083
Aortic valve stenosis 59.30 44.77 11 918 331 2356825
Wound infection pseudomonas 59.12 44.77 9 920 77 2357079
Developmental hip dysplasia 58.88 44.77 10 919 179 2356977
Arterial haemorrhage 58.36 44.77 10 919 189 2356967
Decreased appetite 57.56 44.77 29 900 28862 2328294
Toxicity to various agents 56.96 44.77 30 899 32724 2324432
Inflammatory marker increased 53.62 44.77 11 918 563 2356593
Completed suicide 53.59 44.77 25 904 21009 2336147
Loss of consciousness 53.12 44.77 24 905 18743 2338413
Foetal exposure during pregnancy 52.92 44.77 17 912 5235 2351921
Cutaneous lupus erythematosus 52.83 44.77 11 918 606 2356550
Chronic kidney disease 52.68 44.77 16 913 4102 2353054
Metabolic alkalosis 52.47 44.77 10 919 349 2356807
Blood creatinine increased 51.86 44.77 20 909 10513 2346643
Haemarthrosis 50.76 44.77 10 919 416 2356740
Confusional state 50.11 44.77 25 904 24319 2332837
Aplasia 49.43 44.77 10 919 477 2356679
Exposure during pregnancy 49.28 44.77 25 904 25194 2331962
Seroma 48.70 44.77 9 920 265 2356891
Premature rupture of membranes 48.62 44.77 11 918 895 2356261
Contraindicated product administered 48.52 44.77 14 915 3007 2354149
Inappropriate antidiuretic hormone secretion 47.55 44.77 13 916 2296 2354860
International normalised ratio increased 47.35 44.77 17 912 7319 2349837
Tachyarrhythmia 46.64 44.77 10 919 634 2356522
Orthostatic intolerance 46.16 44.77 8 921 162 2356994
Diverticulum intestinal 46.07 44.77 10 919 672 2356484
Retrognathia 46.07 44.77 7 922 59 2357097
Gait disturbance 45.94 44.77 23 906 22522 2334634
Eructation 45.89 44.77 11 918 1151 2356005
Circulatory collapse 45.64 44.77 14 915 3706 2353450
Toxoplasmosis 45.53 44.77 8 921 176 2356980
Product administration error 44.84 44.77 14 915 3929 2353227

FDA Adverse Event Reporting System (Male)

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 376.03 44.69 128 689 34816 1711148
Hypotension 287.74 44.69 101 716 29553 1716411
Syncope 253.57 44.69 77 740 14092 1731872
Dizziness 204.18 44.69 82 735 34279 1711685
Drug interaction 152.64 44.69 63 754 27895 1718069
Cardiac failure 152.32 44.69 51 766 12551 1733413
General physical health deterioration 150.31 44.69 51 766 13067 1732897
Dehydration 124.60 44.69 48 769 17610 1728354
Hypokalaemia 119.00 44.69 36 781 6338 1739626
Product prescribing error 97.51 44.69 25 792 2385 1743579
Bradycardia 97.43 44.69 35 782 10499 1735465
Hyponatraemia 83.52 44.69 30 787 8970 1736994
Condition aggravated 80.06 44.69 37 780 21113 1724851
Orthostatic hypotension 70.89 44.69 21 796 3410 1742554
Chronic kidney disease 66.13 44.69 21 796 4296 1741668
Left ventricular failure 63.65 44.69 14 803 686 1745278
Hyperkalaemia 62.71 44.69 24 793 8523 1737441
Fall 59.87 44.69 33 784 27181 1718783
Paralysis 59.42 44.69 15 802 1337 1744627
Metabolic acidosis 57.61 44.69 20 797 5382 1740582
Renal failure 57.41 44.69 29 788 19988 1725976
Dyspnoea 55.92 44.69 40 777 52019 1693945
Hypovolaemia 55.69 44.69 14 803 1226 1744738
Suicide attempt 51.52 44.69 20 797 7361 1738603
Diarrhoea 47.96 44.69 37 780 53815 1692149
Paresis 47.72 44.69 10 807 388 1745576
Nausea 47.39 44.69 36 781 51160 1694804
Cranial sutures widening 45.20 44.69 6 811 9 1745955
Atrial septal defect 44.80 44.69 12 805 1346 1744618

Pharmacologic Action:

SourceCodeDescription
ATC C03CA04 CARDIOVASCULAR SYSTEM
DIURETICS
HIGH-CEILING DIURETICS
Sulfonamides, plain
FDA PE N0000175366 Increased Diuresis at Loop of Henle
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D004232 Diuretics
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D045283 Natriuretic Agents
CHEBI has role CHEBI:35674 antihypertensive agent
CHEBI has role CHEBI:77608 loop diuretic
MeSH PA D049994 Sodium Potassium Chloride Symporter Inhibitors

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Decompensated cardiac failure indication 195111005
Edema indication 267038008
Pulmonary Edema due to Chronic Heart Failure indication
Peripheral Edema due to Chronic Heart Failure indication
Renal Disease with Edema indication
Edema due to Hepatic Cirrhosis indication
Metabolic alkalosis contraindication 1388004
Anuria contraindication 2472002 DOID:2983
Cirrhosis of liver contraindication 19943007 DOID:5082
Hypovolemia contraindication 28560003
Dehydration contraindication 34095006
Hyperuricemia contraindication 35885006 DOID:1920
Hypokalemia contraindication 43339004
Gout contraindication 90560007 DOID:13189
Hearing disorder contraindication 128540005
Hypertriglyceridemia contraindication 302870006
Ascites contraindication 389026000
Azotemia contraindication 445009001

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.25 acidic
pKa2 6.98 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Solute carrier family 12 member 1 Transporter INHIBITOR IC50 6.40 WOMBAT-PK CHEMBL

External reference:

IDSource
D000077786 MESH_DESCRIPTOR_UI
4020851 VUID
N0000148359 NUI
C0076840 UMLSCUI
D00382 KEGG_DRUG
318034005 SNOMEDCT_US
108476002 SNOMEDCT_US
4020851 VANDF
d03189 MMSL
5604 MMSL
38413 RXNORM
43738 MMSL
004414 NDDF
CHEMBL1148 ChEMBL_ID
DB00214 DRUGBANK_ID
W31X2H97FB UNII
3938 INN_ID
CHEBI:9637 CHEBI
41781 PUBCHEM_CID
7312 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Demadex HUMAN PRESCRIPTION DRUG LABEL 1 0037-3500 TABLET 100 mg ORAL NDA 15 sections
Demadex HUMAN PRESCRIPTION DRUG LABEL 1 0037-3510 TABLET 10 mg ORAL NDA 15 sections
Demadex HUMAN PRESCRIPTION DRUG LABEL 1 0037-3520 TABLET 20 mg ORAL NDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 0054-0077 TABLET 20 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 0517-0770 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 12 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 0517-0771 INJECTION, SOLUTION 10 mg INTRAVENOUS ANDA 12 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 0615-5575 TABLET 20 mg ORAL ANDA 14 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 0615-7997 TABLET 20 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 31722-529 TABLET 5 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 31722-530 TABLET 10 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 31722-531 TABLET 20 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 31722-532 TABLET 100 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 42291-816 TABLET 5 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 42291-817 TABLET 10 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 42291-818 TABLET 20 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 42291-819 TABLET 100 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 43353-315 TABLET 20 mg ORAL ANDA 16 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 50111-915 TABLET 5 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 50111-916 TABLET 10 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 50111-917 TABLET 20 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 50111-918 TABLET 100 mg ORAL ANDA 15 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 50268-754 TABLET 5 mg ORAL ANDA 10 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 50268-755 TABLET 10 mg ORAL ANDA 10 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 50268-756 TABLET 20 mg ORAL ANDA 10 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 50268-757 TABLET 100 mg ORAL ANDA 10 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 54868-1234 TABLET 100 mg ORAL ANDA 11 sections
Demadex HUMAN PRESCRIPTION DRUG LABEL 1 54868-3835 TABLET 10 mg ORAL NDA 12 sections
Demadex HUMAN PRESCRIPTION DRUG LABEL 1 54868-4687 TABLET 20 mg ORAL NDA 12 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 54868-5180 TABLET 20 mg ORAL ANDA 11 sections
Torsemide HUMAN PRESCRIPTION DRUG LABEL 1 54868-6048 TABLET 10 mg ORAL ANDA 11 sections