xipamide 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
diuretics, sulfamoylbenzoic acid derivatives 2853 14293-44-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • xipamide
  • chronexan
  • diurex
  • diurexan
A sulfamoylbenzamide analog of CLOPAMIDE. It is diuretic and saluretic with antihypertensive activity. It is bound to PLASMA PROTEINS, thus has a delayed onset and prolonged action.
  • Molecular weight: 354.81
  • Formula: C15H15ClN2O4S
  • CLOGP: 2.12
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 3
  • TPSA: 109.49
  • ALOGS: -4.16
  • ROTB: 3

Drug dosage:

DoseUnitRoute
20 mg O

ADMET properties:

PropertyValueReference
BA (Bioavailability) 70 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

None

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
General physical health deterioration 265.62 34.92 165 4054 201237 63283566
Product prescribing error 183.26 34.92 68 4151 26221 63458582
Anaemia 135.68 34.92 129 4090 293301 63191502
Lymphatic fistula 111.06 34.92 22 4197 764 63484039
Femoral hernia incarcerated 109.57 34.92 22 4197 819 63483984
Eructation 106.68 34.92 34 4185 8299 63476504
Pancreatic steatosis 105.43 34.92 22 4197 994 63483809
Haematochezia 105.01 34.92 57 4162 53487 63431316
Oedema peripheral 104.30 34.92 92 4127 189419 63295384
Wound infection pseudomonas 99.56 34.92 22 4197 1306 63483497
Arterial haemorrhage 99.22 34.92 23 4196 1694 63483109
Anuria 89.33 34.92 33 4186 12518 63472285
Seroma 89.20 34.92 22 4197 2109 63482694
Aortic valve stenosis 88.98 34.92 24 4195 3275 63481528
Tachyarrhythmia 86.30 34.92 25 4194 4425 63480378
Haemarthrosis 85.28 34.92 23 4196 3138 63481665
Product monitoring error 77.16 34.92 23 4196 4493 63480310
Faecaloma 75.94 34.92 26 4193 7915 63476888
Diverticulum intestinal 72.16 34.92 24 4195 6689 63478114
Wound dehiscence 71.06 34.92 22 4197 4881 63479922
Hepatic cyst 69.97 34.92 22 4197 5132 63479671
Renal impairment 69.75 34.92 53 4166 88302 63396501
Aortic arteriosclerosis 65.95 34.92 22 4197 6187 63478616
Inflammatory marker increased 63.86 34.92 22 4197 6817 63477986
Aplastic anaemia 63.84 34.92 24 4195 9545 63475258
Gastrointestinal haemorrhage 62.53 34.92 48 4171 81128 63403675
Syncope 62.46 34.92 56 4163 117329 63367474
Hyponatraemia 60.76 34.92 54 4165 111846 63372957
Cardiovascular disorder 58.93 34.92 24 4195 11788 63473015
Therapeutic drug monitoring analysis not performed 56.80 34.92 14 4205 1338 63483465
Osteopenia 55.99 34.92 27 4192 19758 63465045
Groin pain 55.28 34.92 22 4197 10181 63474622
Postoperative wound infection 53.83 34.92 22 4197 10903 63473900
Escherichia infection 53.83 34.92 23 4196 12731 63472072
Tricuspid valve incompetence 50.81 34.92 23 4196 14598 63470205
Acute kidney injury 50.57 34.92 74 4145 263341 63221462
Mitral valve incompetence 50.24 34.92 25 4194 19569 63465234
Left ventricular dysfunction 48.56 34.92 21 4198 11967 63472836
Cardiogenic shock 46.33 34.92 23 4196 17909 63466894
Joint dislocation 45.30 34.92 23 4196 18777 63466026
Myelodysplastic syndrome 44.81 34.92 22 4197 16732 63468071
Drug ineffective 44.59 34.92 8 4211 1044757 62440046
Hyperkalaemia 43.80 34.92 33 4186 54170 63430633
Hiatus hernia 39.54 34.92 22 4197 21572 63463231
Flatulence 39.36 34.92 26 4193 34676 63450127
Dyspnoea 39.21 34.92 114 4105 661199 62823604
Cardiac failure 38.67 34.92 38 4181 89104 63395699
Arrhythmia 37.13 34.92 26 4193 38114 63446689

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
Product prescribing error 328.18 36.39 110 3127 22817 34930877
General physical health deterioration 204.93 36.39 134 3103 128135 34825559
Labelled drug-drug interaction medication error 183.39 36.39 64 3173 14875 34938819
Dyspnoea 128.94 36.39 165 3072 376617 34577077
Product monitoring error 99.64 36.39 30 3207 4351 34949343
Therapeutic drug monitoring analysis incorrectly performed 84.34 36.39 16 3221 312 34953382
Dehydration 69.39 36.39 72 3165 129897 34823797
Peripheral arterial occlusive disease 63.74 36.39 23 3214 5851 34947843
Cold sweat 48.72 36.39 22 3215 9965 34943729
Hypotension 45.83 36.39 77 3160 221572 34732122
Acute kidney injury 44.34 36.39 91 3146 304897 34648797
Cardiac failure 38.92 36.39 45 3192 91203 34862491
Oedema peripheral 38.14 36.39 51 3186 119761 34833933

FDA Adverse Event Reporting System (Geriatric)

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
Product prescribing error 500.50 32.90 178 7072 44635 79692503
General physical health deterioration 457.94 32.90 293 6957 274945 79462193
Product monitoring error 169.61 32.90 53 7197 8853 79728285
Dyspnoea 147.34 32.90 271 6979 856754 78880384
Labelled drug-drug interaction medication error 145.95 32.90 64 7186 27586 79709552
Oedema peripheral 131.69 32.90 137 7113 252151 79484987
Anaemia 124.50 32.90 176 7074 444839 79292299
Haematochezia 115.18 32.90 81 7169 87564 79649574
Lymphatic fistula 103.69 32.90 22 7228 781 79736357
Femoral hernia incarcerated 102.65 32.90 22 7228 820 79736318
Pancreatic steatosis 95.91 32.90 22 7228 1123 79736015
Wound infection pseudomonas 88.31 32.90 22 7228 1599 79735539
Eructation 87.24 32.90 34 7216 10875 79726263
Therapeutic drug monitoring analysis incorrectly performed 83.29 32.90 18 7232 698 79736440
Arterial haemorrhage 82.91 32.90 23 7227 2538 79734600
Renal impairment 80.93 32.90 85 7165 157698 79579440
Seroma 80.67 32.90 22 7228 2278 79734860
Acute kidney injury 78.47 32.90 156 7094 519248 79217890
Dehydration 77.94 32.90 104 7146 248083 79489055
Therapeutic drug monitoring analysis not performed 74.86 32.90 20 7230 1916 79735222
Peripheral arterial occlusive disease 74.13 32.90 28 7222 8230 79728908
Tachyarrhythmia 71.28 32.90 26 7224 6936 79730202
Aortic valve stenosis 70.34 32.90 24 7226 5270 79731868
Wound dehiscence 68.90 32.90 25 7225 6570 79730568
Drug ineffective 68.31 32.90 9 7241 1080904 78656234
Haemarthrosis 64.35 32.90 23 7227 5789 79731349
Faecaloma 61.73 32.90 27 7223 11537 79725601
Hepatic cyst 59.60 32.90 22 7228 6067 79731071
Cardiac failure 56.57 32.90 70 7180 154772 79582366
Diverticulum intestinal 55.58 32.90 23 7227 8582 79728556
Anuria 54.65 32.90 30 7220 20933 79716205
Aortic arteriosclerosis 51.46 32.90 22 7228 8896 79728242
Inflammatory marker increased 50.68 32.90 23 7227 10717 79726421
Aplastic anaemia 50.50 32.90 27 7223 17878 79719260
Osteopenia 49.86 32.90 27 7223 18337 79718801
Cardiovascular disorder 47.55 32.90 26 7224 17999 79719139
Syncope 47.01 32.90 69 7181 179380 79557758
Hypotension 46.78 32.90 115 7135 440202 79296936
Electrolyte imbalance 43.93 32.90 30 7220 30851 79706287
Postoperative wound infection 43.60 32.90 22 7228 12939 79724199
Groin pain 43.41 32.90 22 7228 13058 79724080
Arrhythmia 42.54 32.90 39 7211 61233 79675905
Joint dislocation 40.76 32.90 23 7227 16916 79720222
Gastrointestinal haemorrhage 40.42 32.90 58 7192 147661 79589477
Tricuspid valve incompetence 40.10 32.90 24 7226 19688 79717450
Escherichia infection 39.44 32.90 23 7227 17994 79719144
Condition aggravated 39.26 32.90 117 7133 501007 79236131
Cold sweat 38.64 32.90 23 7227 18676 79718462
Mitral valve incompetence 36.53 32.90 26 7224 28539 79708599
Product administration error 36.22 32.90 27 7223 31819 79705319
Off label use 35.87 32.90 19 7231 907196 78829942
Left ventricular dysfunction 35.35 32.90 22 7228 19339 79717799
Impaired healing 34.20 32.90 41 7209 87614 79649524
Hyponatraemia 33.67 32.90 59 7191 177789 79559349
Urinary hesitation 33.06 32.90 13 7237 4253 79732885

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC C03BA10 CARDIOVASCULAR SYSTEM
DIURETICS
LOW-CEILING DIURETICS, EXCL. THIAZIDES
Sulfonamides, plain
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D004232 Diuretics
MeSH PA D045283 Natriuretic Agents

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Edema indication 267038008




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.65 acidic
pKa2 9.76 acidic
pKa3 10.4 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

None

External reference:

IDSource
N0000166859 NUI
D06341 KEGG_DRUG
C0043355 UMLSCUI
CHEBI:135499 CHEBI
CHEMBL517199 ChEMBL_ID
DB13803 DRUGBANK_ID
D014988 MESH_DESCRIPTOR_UI
26618 PUBCHEM_CID
7900 IUPHAR_LIGAND_ID
2689 INN_ID
4S9EY0NUEC UNII
11371 RXNORM
173968 MMSL
004068 NDDF
317968004 SNOMEDCT_US
395923001 SNOMEDCT_US

Pharmaceutical products:

None