Methazolamide

Not to be confused with methimazole, metamizole, or acetazolamide.
Methazolamide
Ball-and-stick model of the methazolamide molecule
Names
Other namesN-(3-Methyl-5-sulfamoyl-3H-1,3,4-thiadiazol-2-ylidene) ethanamide
IUPAC name
  • N-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide
Clinical data
Drug classCarbonic anhydrase inhibitor[1]
Main usesGlaucoma[1]
Side effectsNumbness, hearing problems, tiredness, nausea, diarrhea, sleepiness[1]
Pregnancy
category
  • US: C (Risk not ruled out)
    Routes of
    use    		By mouth
    Onset of actionWithin 4 hrs[1]
    Duration of actionUp to 18 hrs[1]
    External links
    AHFS/Drugs.comMonograph
    US NLMMethazolamide
    MedlinePlusa601233
    Legal
    Legal status
    Pharmacokinetics
    Protein binding~55%
    Elimination half-life~14 hours
    Chemical and physical data
    FormulaC5H8N4O3S2
    Molar mass236.26 g·mol−1
    3D model (JSmol)
    SMILES
    • O=S(=O)(C\1=N\N(C(=N/C(=O)C)/S/1)C)N
    InChI
    • 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- checkY
    • Key:FLOSMHQXBMRNHR-DAXSKMNVSA-N checkY

    Methazolamide, sold under the brand name Neptazane among, is a medication used to treat increased intraocular pressure (IOP) including in glaucoma.[1] It is taken by mouth.[1] Effects begin within 4 hours and last for up to 18 hours.[1]

    Common side effects include numbness, hearing problems, tiredness, nausea, diarrhea, and sleepiness.[1] Other side effects may include Stevens-Johnson syndrome.[1] It is an carbonic anhydrase inhibitor which decreases the production of aqueous humor.[1]

    Methazolamide was approved for medical use in the United States in 1950s.[1][2] In the United States 60 tablets of 50 mg costs about 125 USD as of 2021.[3]

    Medical uses

    It is used for open angle glaucoma and secondary glaucoma.[1] Also it is used preoperatively in acute angle-closure (narrow-angle) glaucoma where lowering the IOP is desired before surgery.[1]

    Dosage

    The typical dose is 50 to 100 mg two or three times per day.[1]

    References

    1. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 "Methazolamide Monograph for Professionals". Drugs.com. Archived from the original on 7 May 2021. Retrieved 17 November 2021.
    2. ↑ Supuran, Claudiu T.; Nocentini, Alessio (17 July 2019). Carbonic Anhydrases: Biochemistry and Pharmacology of an Evergreen Pharmaceutical Target. Academic Press. p. 271. ISBN 978-0-12-816745-8. Archived from the original on 17 November 2021. Retrieved 17 November 2021.
    3. ↑ "Methazolamide Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 5 November 2016. Retrieved 17 November 2021.
    Identifiers:
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