Methazolamide

Methazolamide

Systematic (IUPAC) name
N-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a601233
Pregnancy category	US: C (Risk not ruled out)
Routes of administration	Oral
Legal status
Legal status	US: ℞-only
Pharmacokinetic data
Protein binding	55%
Biological half-life	14 hours
Identifiers
CAS Number	554-57-4
ATC code	S01EC05 (WHO)
PubChem	CID 4100
IUPHAR/BPS	6828
DrugBank	DB00703
ChemSpider	3958
UNII	W733B0S9SD
KEGG	D00655
ChEMBL	CHEMBL19
Synonyms	N-(3-Methyl-5-sulfamoyl-3H-1,3,4-thiadiazol-2-ylidene) ethanamide
Chemical data
Formula	C5H8N4O3S2
Molar mass	236.274 g/mol
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- Key:FLOSMHQXBMRNHR-DAXSKMNVSA-N
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Methazolamide (Neptazane) is a carbonic anhydrase inhibitor.

References

• Iyer G, Bellantone R, Taft D (1999). "In vitro characterization of the erythrocyte distribution of methazolamide: a model of erythrocyte transport and binding kinetics.". J Pharmacokinet Biopharm 27 (1): 45–66. doi:10.1023/A:1020630712388. PMID 10533697.
• RxList. "Neptazane". Retrieved August 20, 2006.
• Shirato S, Kagaya F, Suzuki Y, Joukou S (1997). "Stevens–Johnson syndrome induced by methazolamide treatment.". Arch Ophthalmol 115 (4): 550–3. doi:10.1001/archopht.1997.01100150552021. PMID 9109770.
• Skorobohach B, Ward D, Hendrix D (2003). "Effects of oral administration of methazolamide on intraocular pressure and aqueous humor flow rate in clinically normal dogs.". Am J Vet Res 64 (2): 183–7. doi:10.2460/ajvr.2003.64.183. PMID 12602587.