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QuickView for Methazolamide (compound)

Summary
General Info

PubChem

PubChem Compound 4100

PubChem Compound 4100

Name:	Methazolamide
PubChem Compound ID:	4100
Description:	A carbonic anhydrase inhibitor that is used as a diuretic and in the treatment of glaucoma.
Molecular formula:	C₅H₈N₄O₃S₂
Molecular weight:	236.274 g/mol
Synonyms:	Methazolamide [BAN:INN:JAN]; CAS-554-57-4; DivK1c_000582; EINECS 209-066-7; Acetamide, N-(4-methyl-2-sulfamoyl-delta(2)-1,3,4-thiadiazolin-5-ylidene)-; N-(4-Methyl-2-sulfamoyl-delta(sup 2)-1,3,4-thiadiazolin-5-ylidene)acetamide; Spectrum2_001543; BRN 0232387; Methazolamidum [INN-Latin]; D00655. show more » Methazolamide [BAN:INN:JAN]; CAS-554-57-4; DivK1c_000582; EINECS 209-066-7; Acetamide, N-(4-methyl-2-sulfamoyl-delta(2)-1,3,4-thiadiazolin-5-ylidene)-; N-(4-Methyl-2-sulfamoyl-delta(sup 2)-1,3,4-thiadiazolin-5-ylidene)acetamide; Spectrum2_001543; BRN 0232387; Methazolamidum [INN-Latin]; D00655; KBio2_002095; 4-27-00-08221 (Beilstein Handbook Reference); SPBio_002584; Neptazane (TN); Methenamide; Prestwick0_000802; Prestwick1_000802; Methazolamide; Neptazaneat; ZINC00897227; Acetamide, N-(4-methyl-2-sulfamoyl-delta(sup 2)-1,3,4-thiadiazolin-5-ylidene)-; Acetamide, N-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]-; ZINC00897228; Spectrum4_000190; MLS000028532; NCGC00016508-01; KBioSS_002095; NINDS_000582; KBioGR_000739; Methazolamide (JAN/USP); Neptazane; 2-Acetylimino-3-methyl-delta(sup 4)-1,3,4-thiadiazoline-5-sulfonamide; 5-Acetylimino-4-methyl-delta(sup 2)-1,3,4-thiadiazoline-2-sulfonamide; KBio1_000582; Metazolamide [DCIT]; Metazolamida [INN-Spanish]; SPBio_001386; KBio2_004663; 554-57-4; KBio3_003013; Spectrum_001615; Spectrum3_001914; SMR000058287; C07764; Prestwick_1007; Acetamide, N-(5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene)-; HSDB 3269; KBio2_007231 show less «

DrugBank

Identification

Name:	Methazolamide
Name (isomeric):	DB00703
Drug Type:	small molecule
Description:	A carbonic anhydrase inhibitor that is used as a diuretic and in the treatment of glaucoma.
Brand:	Naptazane, Methenamide, Neptazaneat, Neptazane, MZM
Category:	Carbonic Anhydrase Inhibitors, Diuretics
CAS number:	554-57-4

Pharmacology

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 antimicro... show more » 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. show less «
Mechanism of Action:	Methazolamide is a potent inhibitor of carbonic anhydrase. Inhibition of carbonic anhydrase in the ciliary processes of the eye decreases aqueous humor secretion, presumably by slowing the formation of bicarbonate ions with subsequent reduction in sodium and fluid transport.
Absorption:	Methazolamide is well absorbed from the gastrointestinal tract.
Protein binding:	55%
Half Life:	14 hours
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

Interactions

Food interaction:

Take with food, more than 6 hours before bedtime increase liquid intake.

Drug interaction:

Brinzolamide	As both brinzolamide and methazolamide are carbonic anhydrase inhibitors, there is an increased risk of adverse effects.The development of acid-base disorders with concurrent use of ophthalmic and oral carbonic anhydrase inhibitors has been reported. Avoid concurrent use of different carbonic anhydrase inhibitors when possible.
Trisalicylate-choline	The salicylate, trisalicylate-choline, at high dose increases the effect of the carbonic anhydrase inhibitor, methazolamide.
Acetylsalicylic acid	Acetylsalicylic acid at high dose increases the effect of the carbonic anhydrase inhibitor, methazolamide.
Salsalate	The salicylate, salsalate, at high dose increases the effect of the carbonic anhydrase inhibitor, methazolamide.
Memantine	Possible increased levels of memantine

Targets

Carbonic anhydrase 1

Carbonic anhydrase 2

Carbonic anhydrase 4

Carbonic anhydrase 7

Enzymes

Cytochrome P450 2C19

Cytochrome P450 2C9

Cytochrome P450 2D6

Cytochrome P450 2E1

Cytochrome P450 3A4

Transporters

Solute carrier family 22 member 6