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

Stem definitionDrug idCAS RN
diuretics, chlorothiazide derivatives 2733 133-67-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • triclormetiazide
  • trichlormethiazide
  • hydrotrichlorothiazide
  • trichlormetazid
  • trichlormethiazid
  • trichloromethiazide
A thiazide diuretic with properties similar to those of HYDROCHLOROTHIAZIDE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p830)
  • Molecular weight: 380.64
  • Formula: C8H8Cl3N3O4S2
  • CLOGP: 0.88
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 3
  • TPSA: 118.36
  • ALOGS: -2.96
  • ROTB: 2

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
4 mg O
4 mg O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.18 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 60 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
March 9, 1960 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC C03AA06 CARDIOVASCULAR SYSTEM
DIURETICS
LOW-CEILING DIURETICS, THIAZIDES
Thiazides, plain
ATC C03AB06 CARDIOVASCULAR SYSTEM
DIURETICS
LOW-CEILING DIURETICS, THIAZIDES
Thiazides and potassium in combination
ATC C03EA02 CARDIOVASCULAR SYSTEM
DIURETICS
DIURETICS AND POTASSIUM-SPARING AGENTS IN COMBINATION
Low-ceiling diuretics and potassium-sparing agents
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:35498 diuretic
CHEBI has role CHEBI:35674 antihypertensive agent
MeSH PA D049993 Sodium Chloride Symporter Inhibitors

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Suicidal thoughts contraindication 6471006
Peptic ulcer contraindication 13200003 DOID:750
Chronic disease of respiratory system contraindication 17097001
Electroconvulsive therapy contraindication 23835007
Depressive disorder contraindication 35489007
Conduction disorder of the heart contraindication 44808001
Chronic heart failure contraindication 48447003
Ulcerative colitis contraindication 64766004 DOID:8577
Epilepsy contraindication 84757009 DOID:1826
Kidney disease contraindication 90708001 DOID:557
Calculus in biliary tract contraindication 266474003

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.05 acidic
pKa2 10.3 acidic
pKa3 1.29 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 3 Transporter INHIBITOR A2 7 WOMBAT-PK CHEMBL
Carbonic anhydrase 2 Enzyme Ki 7.04 CHEMBL
Carbonic anhydrase 12 Enzyme Ki 6.51 CHEMBL
Carbonic anhydrase 4 Enzyme Ki 6.35 CHEMBL
Carbonic anhydrase 5A, mitochondrial Enzyme Ki 6.12 CHEMBL
Carbonic anhydrase 14 Enzyme Ki 5.46 CHEMBL
Carbonic anhydrase 7 Enzyme Ki 8.10 CHEMBL
Carbonic anhydrase 9 Enzyme Ki 7.06 CHEMBL
Carbonic anhydrase 1 Enzyme Ki 6.46 CHEMBL
Carbonic anhydrase 5B, mitochondrial Enzyme Ki 6.87 CHEMBL
Carbonic anhydrase 6 Enzyme Ki 5.61 CHEMBL
Carbonic anhydrase 13 Enzyme Ki 6.19 CHEMBL

External reference:

IDSource
4018612 VUID
N0000146925 NUI
C0040899 UMLSCUI
D00658 KEGG_DRUG
409112007 SNOMEDCT_US
4018612 VANDF
3169 MMSL
10772 RXNORM
11473005 SNOMEDCT_US
5619 MMSL
d00646 MMSL
002300 NDDF
CHEMBL1054 ChEMBL_ID
DB01021 DRUGBANK_ID
Q58C92TUN0 UNII
1012 INN_ID
CHEBI:9683 CHEBI
D014237 MESH_DESCRIPTOR_UI
5560 PUBCHEM_CID
7314 IUPHAR_LIGAND_ID

Pharmaceutical products:

None