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Methazolamide

Catalog No.
A4364
Carbonic anhydrase inhibitor
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$75.00
In stock
50mg
$40.00
In stock

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Background

Methazolamide, a derivative of sulfonamide, is an inhibitor of carbonic anhydrase (CA) that potently inhibits isoenzymes of CA, CA II and CA IV with values of 50% inhibition concentration IC50 of 8.1 nM and 80.3 nM respectively. Methazolamide has been widely used to treat glaucoma for its ability to reduce the rate of fluid formation in the inner eye through slowing the formation of bicarbonate ions and subsequently resulting in reduction in sodium and fluid transport. Recent studies have revealed that methazolamide, while other CA inhibitos are not, also acts as an insulin sensitizer to suppress hepatic glucose production in vivo.

Reference

Konstantopoulos N, Molero JC, McGee SL, Spolding B, Connor T, de Vries M, Wanyonyi S, Fahey R, Morrison S, Swinton C, Jones S, Cooper A, Garcia-Guerra L, Foletta VC, Krippner G, Andrikopoulos S, Walder KR. Methazolamide is a new hepatic insulin sensitizer that lowers blood glucose in vivo. Diabetes. 2012;61(8):2146-2154

Chang X, Yan X, Zhang Y. Treat ankylosing spondylitis with methazolamide. Int J Med Sci;8(5):413-419

Gudmundsdóttir E, Stefánsson E, Bjarnadóttir G, Sigurjónsdóttir JF, Gudmundsdóttir G, Masson M, Loftsson T. Methazolamide 1% in cyclodextrin solution lowers IOP in human ocular hypertension. Invest Ophthalmol Vis Sci. 2000;41(11):3552-3554.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt236.27
Cas No.554-57-4
FormulaC5H8N4O3S2
SynonymsNaptazane, N-Methylacetazolamide
Solubility≥7.25 mg/mL in DMSO, ≥11.18 mg/mL in EtOH with ultrasonic and warming, ≥2.58 mg/mL in H2O with ultrasonic and warming
Chemical NameN-(3-methyl-5-sulfamoyl-1,3,4-thiadiazol-2-ylidene)acetamide
SDFDownload SDF
Canonical SMILESCC(=O)N=C1N(N=C(S1)S(=O)(=O)N)C
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Quality Control

Quality Control & MSDS

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Chemical structure

Methazolamide