Substance

ID:585

Names and Identifiers
Synonyms
Methazolamide
IUPAC Traditional name
methazolamide
IUPAC name
N-[(2Z)-3-methyl-5-sulfamoyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene]acetamide
Brand Name
MZMNaptazaneNeptazaneatNeptazaneMethenamide
Registration numbers
PubChem CID
CAS Number
PubChem SID
Properties
Physical Property
Solubility
3500 mg/L
Hydrophobicity(logP)
-1.6
Molecule Details
Drug Groups
approved
Description
A carbonic anhydrase inhibitor that is used as a diuretic and in the treatment of glaucoma. [PubChem]
Indication
For treatment of chronic open-angle glaucoma and acute angle-closure glaucoma
Pharmacology
Methazolamide is topical carbonic anhydrase inhibitor. Methazolamide is indicated for the reduction of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension who are insufficiently responsive to beta-blockers. Methazolamide is a sulfonamide derivative; however, it does not have any clinically significant antimicrobial properties. Although methazolamide achieves a high concentration in the cerebrospinal fluid, it is not-considered an effective anticonvulsant. Methazolamide has a weak and transient diuretic effect, therefore use results in an increase in urinary volume, with excretion of sodium, potassium and chloride.
Toxicity
Electrolyte imbalance, development of an acidotic state, and central nervous system effects might be expected to occur in the case of an overdose.
Affected Organisms
Humans and other mammals
Absorption
Methazolamide is well absorbed from the gastrointestinal tract.
Half Life
14 hours
Protein Binding
55%
Distribution
* 17 to 23 L
References
• Iyer GR, Bellantone RA, Taft DR: In vitro characterization of the erythrocyte distribution of methazolamide: a model of erythrocyte transport and binding kinetics. J Pharmacokinet Biopharm. 1999 Feb;27(1):45-66. [Pubmed]
• Shirato S, Kagaya F, Suzuki Y, Joukou S: Stevens-Johnson syndrome induced by methazolamide treatment. Arch Ophthalmol. 1997 Apr;115(4):550-3. [Pubmed]
• Skorobohach BJ, Ward DA, Hendrix DV: Effects of oral administration of methazolamide on intraocular pressure and aqueous humor flow rate in clinically normal dogs. Am J Vet Res. 2003 Feb;64(2):183-7. [Pubmed]
External Links
Molecular Spectra
No Data Available
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References
• Iyer GR, Bellantone RA, Taft DR: In vitro characterization of the erythrocyte distribution of methazolamide: a model of erythrocyte transport and binding kinetics. J Pharmacokinet Biopharm. 1999 Feb;27(1):45-66. Pubmed
• Skorobohach BJ, Ward DA, Hendrix DV: Effects of oral administration of methazolamide on intraocular pressure and aqueous humor flow rate in clinically normal dogs. Am J Vet Res. 2003 Feb;64(2):183-7. Pubmed
• Shirato S, Kagaya F, Suzuki Y, Joukou S: Stevens-Johnson syndrome induced by methazolamide treatment. Arch Ophthalmol. 1997 Apr;115(4):550-3. Pubmed