Millipore Sigma Vibrant Logo
Attention: We have moved. Merck Millipore products are no longer available for purchase on MerckMillipore.com.Learn More

215902 Carbonic Anhydrase IX Inhibitor III, Methazolamide - CAS 554-57-4 - Calbiochem

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: N-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide, Carbonic Anhydrase Inhibitor, Methazolamide, CAIX Inhibitor III

Primary Target: carbonic anhydrase
215902
  
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
554-57-4C₅H₈N₄O₃S₂
Description
Overview

This product has been discontinued.



A cell-permeable thiadiazolylsulfonamide derivative that acts as a carbonic anhydrase (CA) inhibitor (Ki = 20 nM) with anti-glaucoma, anti-diabetic, and potential anti-neoplastic activity. May induce death in hypoxic tumor cells by inhibiting tumor-associated CAIX in maintaining an acidic tumor microenvironment, and blocking CAIX-dependent resistance to chemotherapy in these tumors. Shown to enhance insulin sensitivity and reduce HbA1c levels in diabetic rodent models in a dose-dependent manner. Shown to reduce oxygen and glucose-deprived cell death in primary cerebrocortical neurons by diminishing the release of cytochrome c and dissipating the mitochondrial membrane potential gradient.
Catalogue Number215902
Brand Family Calbiochem®
SynonymsN-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide, Carbonic Anhydrase Inhibitor, Methazolamide, CAIX Inhibitor III
References
ReferencesMaren, T., et al. 1977. Invest Ophthalmol Vis Sci. 16, 730.
Chegwidden, W. R. and Spencer, I. M. 1995. Inflammopharmacology. 3, 231.
Wang, X., et al. 2009. Stroke. 40, 1877.
Konstantopoulos, N., et al. 2012. Diabetes.
Product Information
CAS number554-57-4
FormWhite powder
Hill FormulaC₅H₈N₄O₃S₂
ReversibleY
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary Targetcarbonic anhydrase
Primary Target K<sub>i</sub>20 nM
Purity≥99% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Shipped at Ambient Temperature or with Blue Ice or with Dry Ice
Toxicity Standard Handling
Storage +2°C to +8°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
215902 0

Documentation

Carbonic Anhydrase IX Inhibitor III, Methazolamide - CAS 554-57-4 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

Carbonic Anhydrase IX Inhibitor III, Methazolamide - CAS 554-57-4 - Calbiochem Certificates of Analysis

TitleLot Number
215902

References

Reference overview
Maren, T., et al. 1977. Invest Ophthalmol Vis Sci. 16, 730.
Chegwidden, W. R. and Spencer, I. M. 1995. Inflammopharmacology. 3, 231.
Wang, X., et al. 2009. Stroke. 40, 1877.
Konstantopoulos, N., et al. 2012. Diabetes.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision30-October-2012 JSW
SynonymsN-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]acetamide, Carbonic Anhydrase Inhibitor, Methazolamide, CAIX Inhibitor III
DescriptionA cell-permeable thiadiazolylsulfonamide derivative that acts as a carbonic anhydrase (CA) inhibitor (Ki = 20 nM) with anti-glaucoma, anti-diabetic, and potential anti-neoplastic activity. May induce death in hypoxic tumor cells by inhibiting tumor-associated CAIX in maintaining an acidic tumor microenvironment, and blocking CAIX-dependent resistance to chemotherapy in these tumors. Shown to enhance insulin sensitivity and reduce HbA1c levels in diabetic rodent models in a dose-dependent manner. Shown to reduce oxygen and glucose-deprived cell death in primary cerebrocortical neurons by diminishing the release of cytochrome c and dissipating the mitochondrial membrane potential gradient.
FormWhite powder
Intert gas (Yes/No) Packaged under inert gas
CAS number554-57-4
Structure formulaStructure formula
Purity≥99% by HPLC
SolubilityDMSO (50 mg/ml)
Storage Protect from light
+2°C to +8°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Toxicity Standard Handling
ReferencesMaren, T., et al. 1977. Invest Ophthalmol Vis Sci. 16, 730.
Chegwidden, W. R. and Spencer, I. M. 1995. Inflammopharmacology. 3, 231.
Wang, X., et al. 2009. Stroke. 40, 1877.
Konstantopoulos, N., et al. 2012. Diabetes.