methazolamide indications/contra

Stem definitionDrug idCAS RN
1741 554-57-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • N-Methylacetazolamide
  • metazolamide
  • methazolamide
  • neptazane
  • neptazaneat
  • methenamide
A carbonic anhydrase inhibitor that is used as a diuretic and in the treatment of glaucoma.
  • Molecular weight: 236.26
  • Formula: C5H8N4O3S2
  • CLOGP: 0.09
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 1
  • TPSA: 105.19
  • ALOGS: -2.13
  • ROTB: 1

Drug dosage:

DoseUnitRoute
0.20 g O

Approvals:

DateAgencyCompanyOrphan
Jan. 26, 1959 FDA LEDERLE

FDA Adverse Event Reporting System

None

Pharmacologic Action:

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SourceCodeDescription
ATC S01EC05 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Carbonic anhydrase inhibitors
MeSH PA D002257 Carbonic Anhydrase Inhibitors
MeSH PA D004232 Diuretics
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D045283 Natriuretic Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Open-angle glaucoma indication 84494001 DOID:1067
Secondary glaucoma indication 95717004
Angle-closure glaucoma indication 392291006 DOID:13550
Renal tubular acidosis contraindication 1776003 DOID:14219
Respiratory acidosis contraindication 12326000
Hyperkalemia contraindication 14140009
Metabolic acidosis, normal anion gap, acidifying salts contraindication 18104000
Diabetes mellitus type 2 contraindication 44054006 DOID:9352
Diabetes mellitus type 1 contraindication 46635009 DOID:9744
Acute nephropathy contraindication 58574008
Hepatic failure contraindication 59927004
Decreased respiratory function contraindication 80954004
Hyponatremia contraindication 89627008
Gout contraindication 90560007 DOID:13189
Kidney disease contraindication 90708001 DOID:2527
Disease of blood AND/OR blood-forming organ contraindication 191124002 DOID:74
Disease of liver contraindication 235856003 DOID:409
Disorder of electrolytes contraindication 237840007
Primary adrenocortical insufficiency contraindication 373662000 DOID:13774
Recurrent Calcium Renal Calculi contraindication
Malignant glaucoma off-label use 10100008

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.28 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Carbonic anhydrase 2 Enzyme INHIBITOR Ki 8.05 CHEMBL CHEMBL
Carbonic anhydrase 7 Enzyme INHIBITOR Ki 8.68 CHEMBL CHEMBL
Carbonic anhydrase 4 Enzyme INHIBITOR Ki 6.62 CHEMBL CHEMBL
Carbonic anhydrase 1 Enzyme INHIBITOR Ki 7.85 CHEMBL CHEMBL
Carbonic anhydrase 14 Enzyme Ki 7.37 CHEMBL
Carbonic anhydrase 12 Enzyme Ki 8.47 CHEMBL
Carbonic anhydrase 9 Enzyme Ki 7.57 CHEMBL
Carbonic anhydrase V Enzyme Ki 8.60 CHEMBL
Carbonic anhydrase 5B, mitochondrial Enzyme Ki 7.21 CHEMBL
Carbonic anhydrase 3 Enzyme Ki 8.96 CHEMBL
Carbonic anhydrase 13 Enzyme Ki 7.72 CHEMBL
Carbonic anhydrase 6 Enzyme Ki 8 CHEMBL
Carbonic anhydrase 5A, mitochondrial Enzyme Ki 7.19 CHEMBL
Carbonic anhydrase Enzyme IC50 7.70 CHEMBL
Carbonic anhydrase Enzyme Ki 6.92 CHEMBL
Carbonic anhydrase Enzyme Ki 4.49 CHEMBL
Carbonic anhydrase 13 Enzyme Ki 7.72 CHEMBL
Carbonic anhydrase Enzyme Ki 6.77 CHEMBL
Carbonic anhydrase 15 Enzyme Ki 7.19 CHEMBL
Alpha carbonic anhydrase Unclassified Ki 7.67 CHEMBL
Probable transmembrane carbonic anhydrase (Carbonate dehydratase) (Carbonic dehydratase); Transmembrane carbonic anhydrase Enzyme Ki 6.25 CHEMBL
Astrosclerin-3 Unclassified Ki 6.49 CHEMBL
Carbonic anhydrase Enzyme Ki 7.85 CHEMBL
Carbonic anhydrase Enzyme Ki 6.85 CHEMBL
Beta-carbonic anhydrase 1 Enzyme Ki 6.11 CHEMBL
Carbonic anhydrase 2 Enzyme Ki 6.18 CHEMBL
Carbonic anhydrase 4 Enzyme Ki 7.44 CHEMBL
Carbonic anhydrase Unclassified Ki 6.74 CHEMBL
Carbonic anhydrase Unclassified Ki 6.88 CHEMBL
Carbonic anhydrase Enzyme Ki 6.93 CHEMBL
Delta carbonic anhydrase Unclassified Ki 6.77 CHEMBL

External reference:

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IDSource
4017906 VUID
N0000146257 NUI
C0025631 UMLSCUI
6828 IUPHAR_LIGAND_ID
D00655 KEGG_DRUG
CHEMBL19 ChEMBL_ID
DB00703 DRUGBANK_ID
4100 PUBCHEM_CID
4017906 VANDF
921 MMSL
6826 RXNORM
392575007 SNOMEDCT_US
53052005 SNOMEDCT_US
5067 MMSL
N0000007315 NDFRT
N0000146257 NDFRT
002289 NDDF
d00640 MMSL
CHEBI:6822 CHEBI
D008704 MESH_DESCRIPTOR_UI
W733B0S9SD UNII
882 INN_ID
MZM PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Neptazane HUMAN PRESCRIPTION DRUG LABEL 1 0574-0786 TABLET 25 mg ORAL ANDA 11 sections
Neptazane HUMAN PRESCRIPTION DRUG LABEL 1 0574-0787 TABLET 50 mg ORAL ANDA 11 sections
methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 0574-0790 TABLET 25 mg ORAL ANDA 11 sections
methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 0574-0791 TABLET 50 mg ORAL ANDA 11 sections
Methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 0781-1071 TABLET 50 mg ORAL ANDA 12 sections
Methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 0781-1072 TABLET 25 mg ORAL ANDA 12 sections
METHAZOLAMIDE HUMAN PRESCRIPTION DRUG LABEL 1 54868-2996 TABLET 50 mg ORAL ANDA 12 sections
methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 55806-020 TABLET 50 mg ORAL ANDA 11 sections
methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 55806-021 TABLET 25 mg ORAL ANDA 11 sections
Methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 62559-240 TABLET 25 mg ORAL ANDA 11 sections
Methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 62559-241 TABLET 50 mg ORAL ANDA 11 sections
Methazolamide HUMAN PRESCRIPTION DRUG LABEL 1 68151-3110 TABLET 50 mg ORAL ANDA 11 sections