General Information of Drug (ID: DMHAQCO)

Drug Name
Trichlormethiazide
Synonyms
Achletin; Anistadin; Aponorin; Aquazide; Carvacron; Chlopolidine; Cretonin; Diurazida; Diurese; Diuroral;Esmarin; Eurinol; Fluitran; Flurese; Flutra; Gangesol; Hydrotrichlorothiazide; Intromene; Isestran; Kubacron; Metahydrin; Metatensin; Nakva; Naqua; Naquasone; Schebitran; Tachionin; Tolcasone; Trichlordiuride; Trichlorex; Trichlormas; Trichlormetazid; Trichlormethiazid; Trichlormethiazidum; Trichloromethiadiazide; Trichloromethiazide; Triclordiuride; Triclormetiazida; Triclormetiazide; Triflumen;American Urologicals Brand of Trichloromethiazide; Jones Brand of Trichloromethiazide; Schering Brand of Trichlormethiazide; Triclormetiazide [DCIT]; Triclormetiazide [Italian]; Achletin (TN); Ciba 7057-Su; Diu-Hydrin; Flurese (VAN); Naqua (TN); Salurin (wadel); Trichlormethiazide W/ Reserpine; Trichlormethiazide [INN:JAN]; Trichlormethiazidum [INN-Latin]; Trichloromethiazide, 6; Triclormetiazida[INN-Spanish]; Triflumen (TN); Diu-Hydrin (TN); Trichlormethiazide (JP15/USP/INN); (+-)-6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide; 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-, 1,1-dioxide; 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(dichloromethyl)-3,4-dihydro-,1,1-dioxide; 3-(Dichloromethyl)-6-chloro-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide; 3-(Dichloromethyl)-6-chloro-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide; 3-Dichloromethyl-6-chloro-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide; 3-Dichloromethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide; 3-Dichloromethyl-6-chloro-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine1,1-dioxide; 3-Dichloromethylhydrochlorothiazide; 6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide; 6-Chloro-3-(dichloromethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide1,1-dioxide; 6-Chloro-3-(dichloromethyl)3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine-1,1-dioxide; 6-Chloro-3-(dichloromethyl)3,4-dihydro-7-sulfamyl-1,2,4-benzothiadiazine-1,1-dioxide; 6-Chloro-3-[dichloromethyl]-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide; 6-Chloro-3-dichloromethyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-Dioxide; 6-Chloro-3-dichloromethyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine1,1-dioxide
Indication
Disease Entry ICD 11 Status REF
Hypertension BA00-BA04 Approved [1]
Therapeutic Class
Antihypertensive Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 380.7
Logarithm of the Partition Coefficient (xlogp) 0.6
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 7
ADMET Property
Bioavailability
60% of drug becomes completely available to its intended biological destination(s) [2]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 0.1752 micromolar/kg/day [3]
Chemical Identifiers
Formula
C8H8Cl3N3O4S2
IUPAC Name
6-chloro-3-(dichloromethyl)-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
Canonical SMILES
C1=C2C(=CC(=C1Cl)S(=O)(=O)N)S(=O)(=O)NC(N2)C(Cl)Cl
InChI
InChI=1S/C8H8Cl3N3O4S2/c9-3-1-4-6(2-5(3)19(12,15)16)20(17,18)14-8(13-4)7(10)11/h1-2,7-8,13-14H,(H2,12,15,16)
InChIKey
LMJSLTNSBFUCMU-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
5560
ChEBI ID
CHEBI:9683
CAS Number
133-67-5
DrugBank ID
DB01021
TTD ID
D0Y2IZ
VARIDT ID
DR00707
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Solute carrier family 12 member 1 (SLC12A1) TTS087L S12A1_HUMAN Blocker [4]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Organic anion transporter 3 (SLC22A8) DTVP67E S22A8_HUMAN Substrate [5]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Thiopurine S-methyltransferase (TPMT) OTFOX70W TPMT_HUMAN Gene/Protein Processing [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Trichlormethiazide
DDI Drug Name DDI Drug ID Severity Mechanism Disease REF
Acebutolol DM0TI4U Moderate Increased risk of hyperglycemia by the combination of Trichlormethiazide and Acebutolol. Hypertension [BA00-BA04] [7]
Captopril DM458UM Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Captopril. Hypertension [BA00-BA04] [8]
Nebivolol DM7F1PA Moderate Increased risk of ventricular arrhythmias by the combination of Trichlormethiazide and Nebivolol. Hypertension [BA00-BA04] [7]
Coadministration of a Drug Treating the Disease Different from Trichlormethiazide (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Dronedarone DMA8FS5 Major Increased risk of ventricular arrhythmias by the combination of Trichlormethiazide and Dronedarone. Angina pectoris [BA40] [9]
Rabeprazole DMMZXIW Moderate Increased risk of hypomagnesemia by the combination of Trichlormethiazide and Rabeprazole. Bacterial infection [1A00-1C4Z] [10]
Cariprazine DMJYDVK Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Cariprazine. Bipolar disorder [6A60] [11]
Levomilnacipran DMV26S8 Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Levomilnacipran. Chronic pain [MG30] [12]
Sertraline DM0FB1J Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Sertraline. Depression [6A70-6A7Z] [12]
Vilazodone DM4LECQ Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Vilazodone. Depression [6A70-6A7Z] [12]
Selegiline DM6034S Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Selegiline. Depression [6A70-6A7Z] [13]
Vortioxetine DM6F1PU Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Vortioxetine. Depression [6A70-6A7Z] [12]
Isocarboxazid DMAF1NB Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Isocarboxazid. Depression [6A70-6A7Z] [13]
Milnacipran DMBFE74 Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Milnacipran. Depression [6A70-6A7Z] [12]
Escitalopram DMFK9HG Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Escitalopram. Depression [6A70-6A7Z] [12]
Desvenlafaxine DMHD4PE Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Desvenlafaxine. Depression [6A70-6A7Z] [12]
OPC-34712 DMHG57U Moderate Additive hypotensive effects by the combination of Trichlormethiazide and OPC-34712. Depression [6A70-6A7Z] [11]
Mepenzolate DM8YU2F Minor Altered absorption of Trichlormethiazide due to GI dynamics variation caused by Mepenzolate. Digestive system disease [DE2Z] [14]
Oxybutynine DMJPBAX Minor Altered absorption of Trichlormethiazide due to GI dynamics variation caused by Oxybutynine. Discovery agent [N.A.] [14]
Eslicarbazepine DMZREFQ Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Eslicarbazepine. Epilepsy/seizure [8A61-8A6Z] [15]
Nadolol DMW6GVL Moderate Increased risk of ventricular arrhythmias by the combination of Trichlormethiazide and Nadolol. Essential hypertension [BA00] [7]
Solifenacin DMG592Q Minor Altered absorption of Trichlormethiazide due to GI dynamics variation caused by Solifenacin. Functional bladder disorder [GC50] [14]
Tolterodine DMSHPW8 Minor Altered absorption of Trichlormethiazide due to GI dynamics variation caused by Tolterodine. Functional bladder disorder [GC50] [14]
Dexlansoprazole DM1DBV5 Moderate Increased risk of hypomagnesemia by the combination of Trichlormethiazide and Dexlansoprazole. Gastro-oesophageal reflux disease [DA22] [10]
Metipranolol DMJMVKI Moderate Increased risk of hyperglycemia by the combination of Trichlormethiazide and Metipranolol. Glaucoma [9C61] [7]
Levobunolol DMTNFCQ Moderate Increased risk of hypertriglyceridemia by the combination of Trichlormethiazide and Levobunolol. Glaucoma [9C61] [7]
Carvedilol DMHTEAO Moderate Increased risk of hypertriglyceridemia by the combination of Trichlormethiazide and Carvedilol. Heart failure [BD10-BD1Z] [7]
Procarbazine DMIK367 Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Procarbazine. Hodgkin lymphoma [2B30] [13]
Belladonna DM2RBWK Minor Altered absorption of Trichlormethiazide due to GI dynamics variation caused by Belladonna. Infectious gastroenteritis/colitis [1A40] [14]
ITI-007 DMUQ1DO Moderate Additive hypotensive effects by the combination of Trichlormethiazide and ITI-007. Insomnia [7A00-7A0Z] [11]
Arsenic trioxide DM61TA4 Major Increased risk of ventricular arrhythmias by the combination of Trichlormethiazide and Arsenic trioxide. Mature B-cell lymphoma [2A85] [16]
Ozanimod DMT6AM2 Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Ozanimod. Multiple sclerosis [8A40] [13]
Promethazine DM6I5GR Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Promethazine. Nausea/vomiting [MD90] [11]
Sibutramine DMFJTDI Moderate Increased risk of hyponatremia by the combination of Trichlormethiazide and Sibutramine. Obesity [5B80-5B81] [12]
Ibuprofen DM8VCBE Moderate Antagonize the effect of Trichlormethiazide when combined with Ibuprofen. Pain [MG30-MG3Z] [17]
Flavoxate DMKV4NL Minor Altered absorption of Trichlormethiazide due to GI dynamics variation caused by Flavoxate. Pain [MG30-MG3Z] [14]
Safinamide DM0YWJC Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Safinamide. Parkinsonism [8A00] [13]
Rasagiline DM3WKQ4 Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Rasagiline. Parkinsonism [8A00] [13]
Methylscopolamine DM5VWOB Minor Altered absorption of Trichlormethiazide due to GI dynamics variation caused by Methylscopolamine. Peptic ulcer [DA61] [14]
Quetiapine DM1N62C Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Quetiapine. Schizophrenia [6A20] [11]
Iloperidone DM6AUFY Moderate Increased risk of ventricular arrhythmias by the combination of Trichlormethiazide and Iloperidone. Schizophrenia [6A20] [18]
Paliperidone DM7NPJS Moderate Increased risk of ventricular arrhythmias by the combination of Trichlormethiazide and Paliperidone. Schizophrenia [6A20] [18]
Molindone DMAH70G Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Molindone. Schizophrenia [6A20] [11]
Thiothixene DMDINC4 Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Thiothixene. Schizophrenia [6A20] [11]
Amisulpride DMSJVAM Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Amisulpride. Schizophrenia [6A20] [11]
Asenapine DMSQZE2 Moderate Additive hypotensive effects by the combination of Trichlormethiazide and Asenapine. Schizophrenia [6A20] [11]
Pimozide DMW83TP Major Increased risk of ventricular arrhythmias by the combination of Trichlormethiazide and Pimozide. Schizophrenia [6A20] [19]
Amiodarone DMUTEX3 Major Increased risk of ventricular arrhythmias by the combination of Trichlormethiazide and Amiodarone. Ventricular tachyarrhythmia [BC71] [20]
⏷ Show the Full List of 44 DDI Information of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7314).
2 Critical Evaluation of Human Oral Bioavailability for Pharmaceutical Drugs by Using Various Cheminformatics Approaches
3 Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
4 Function and regulation of epithelial sodium transporters in the kidney of a salt-sensitive hypertensive rat model. J Hypertens. 2007 May;25(5):1065-72.
5 Prediction of the overall renal tubular secretion and hepatic clearance of anionic drugs and a renal drug-drug interaction involving organic anion transporter 3 in humans by in vitro uptake experiments. Drug Metab Dispos. 2011 Jun;39(6):1031-8.
6 Inhibition of human thiopurine methyltransferase by furosemide, bendroflumethiazide and trichlormethiazide. Eur J Clin Pharmacol. 1996;49(5):393-6.
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11 Aronowitz JS, Chakos MH, Safferman AZ, Lieberman JA "Syncope associated with the combination of clozapine and enalapril." J Clin Psychopharmacol 14 (1994): 429-30. [PMID: 7884028]
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17 Muller FO, Schall R, Devaal AC, Groenewoud G, Hundt HKL, Middle MV "Influence of meloxicam on furosemide pharmacokinetics and pharmacodynamics in healthy volunteers." Eur J Clin Pharmacol 48 (1995): 247-51. [PMID: 7589049]
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