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Merck
CN

1406005

USP

Methazolamide

United States Pharmacopeia (USP) Reference Standard

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:
554-57-4
Molecular Weight:
236.27
MDL number:
MFCD00083416
UNSPSC Code:
41116107
PubChem Substance ID:
329750392
NACRES:
NA.24

Key Documents

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grade

pharmaceutical primary standard

API family

methazolamide

manufacturer/tradename

USP

mp

208 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

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

human ... CA1(759), CA2(760), CA4(762), CA7(766)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Methazolamide USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Methazolamide Tablets

Biochem/physiol Actions

Cell-permeable and potent carbonic anhydrase (CA) inhibitor
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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H351

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

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