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SML0720

Sigma-Aldrich

Methazolamide

≥98% (HPLC)

Synonym(s):

5-Acetylimino-4-methyl-·2-1,3,4-thiadiazoline-2-sulfonamide, N-(4-Methyl-2-sulfamoyl-Δ2-1,3,4-thiadiazolin-5-ylidene) acetamide, L 584601, N-[5-(Aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide

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About This Item

Empirical Formula (Hill Notation):
C5H8N4O3S2
CAS Number:
Molecular Weight:
236.27
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

mp

208 °C (dec.) (lit.)

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

CN1N=C(S\C1=N\C(C)=O)S(N)(=O)=O

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

Gene Information

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Biochem/physiol Actions

Methazolamide has a plasma half-life of 14 hours in humans. Methazolamide has relatively good lipid solubility and low plasma protein binding ability. Thus, it diffuses into tissues and fluids much more readily than acetazolamide, another carbonic anhydrase inhibitor. Methazolamide has less side effects than acetazolamide.
Methazolamide is a cell-permeable and potent carbonic anhydrase (CA) inhibitor that is used in the treatment of glaucoma. Methazolamide is an insulin sensitizer that reduces hepatic glucose generation in animal models.

Other Notes

Light sensitive

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

wgk_germany

WGK 3


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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U-104 ≥98% (HPLC)

Sigma-Aldrich

SML0374

U-104

Methazolamide United States Pharmacopeia (USP) Reference Standard

USP

1406005

Methazolamide

The pharmacology of methazolamide in relation to the treatment of glaucoma.
Maren TH, et al.
Investigative Ophthalmology & Visual Science, 16(8), 730-742 (1977)
Ming-Tao Yang et al.
Psychopharmacology, 232(20), 3763-3772 (2015-08-01)
Dysregulation of noradrenergic and dopaminergic systems is involved in the pathology of attention deficit hyperactivity disorder (ADHD). Carbonic anhydrase (CA) has been reported to affect monoamine transmission in the central nervous system. The aim of this study is to investigate

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