A carbonic anhydrase inhibitor
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Methazolamide

Item No. 23413

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]-acetamide
CAS Number
554-57-4
Molecular Formula
C5H8N4O3S2
Formula Weight
236.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 15 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml
λmax
255, 292 nm
SMILES
CN(N=C(S(N)(=O)=O)S/1)C1=N/C(C)=O
InChi Code
InChI=1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2H3,(H2,6,11,12)/b7-4+
InChi Key
FLOSMHQXBMRNHR-QPJJXVBHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $51

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    1 g

    $97

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    5 g

    $431

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    10 g

    $758

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    Product Description

    Methazolamide is a carbonic anhydrase inhibitor (IC50 = 130 nM).1 It reduces intraocular pressure and cerebrospinal fluid flow in a rat model of glaucoma. Methazolamide reduces electroshock-induced seizures in rats with an ED50 value of 19.2 mg/kg.2 It also inhibits production of reactive oxygen species (ROS) in a primary cortical neuron (PCN) cellular model of subarachnoid hemorrhage (SAH) and reduces cerebral edema in a mouse model of SAH.3 Formulations containing methazolamide have been used for the treatment of glaucoma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maren, T.H. Carbonic anhydrase: Chemistry, physiology, and inhibition. Physiol. Rev. 47(4), 595-781 (1967).

    2. Gray, W.D., and Rauh, C.E. The anticonvulsant action of the carbonic anhydrase inhibitor methazolamide: Possible involvement of a noradrenergic mechanism. Eur. J. Pharmacol. 28(1), 42-54 (1974).

    3. Li, M., Wang, W., Mai, H., et al. Methazolamide improves neurological behavior by inhibition of neuron apoptosis in subarachnoid hemorrhage mice. Sci. Rep. 6, 35055 (2016).