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

Stem definition	Drug id	CAS RN
diuretics, sulfamoylbenzoic acid derivatives	2853	14293-44-8

Description:

Molecule	Description
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

Molecule

Description

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:

Dose	Unit	Route
20	mg	O

ADMET properties:

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

Approvals:

None

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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
Escherichia infection	53.83	34.92	23	4196	12731	63472072
Postoperative wound infection	53.83	34.92	22	4197	10903	63473900
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 term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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 term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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:

Source	Code	Description
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|

Disease	Relation	SNOMED_ID	DOID
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 level	Dissociation constant	Type (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:

ID	Source
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