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SML2964

Sigma-Aldrich

Gabexate mesylate

≥97% (HPLC)

Synonym(s):

Gabexate mesylate, 4-[[6-[(Aminoiminomethyl)amino]-1-oxohexyl]oxy]-benzoic acid ethyl ester mesylate, FOY, p-Carbethoxyphenyl ε-guanidineocaproate mesylate, 4-[[6-[(Aminoiminomethyl)amino]-1-oxohexyl]oxyl]benzoic acid ethyl ester mesylate salt, Megacart

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About This Item

Empirical Formula (Hill Notation):
C16H23N3O4 · CH4O3S
CAS Number:
56974-61-9
Molecular Weight:
417.48
MDL number:
MFCD00210299
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.CCOC(=O)c1ccc(OC(=O)CCCCCNC(N)=N)cc1

InChI

1S/C16H23N3O4.CH4O3S/c1-2-22-15(21)12-7-9-13(10-8-12)23-14(20)6-4-3-5-11-19-16(17)18;1-5(2,3)4/h7-10H,2-6,11H2,1H3,(H4,17,18,19);1H3,(H,2,3,4)

InChI key

DNTNDFLIKUKKOC-UHFFFAOYSA-N

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Biochem/physiol Actions

Gabexate mesylate is a competitive inhibitor of serine proteases that displays high selectivity for TMPRSS2 (Transmembrane protease serine 2) (IC50 = 130 nM) with little or no activity towards several MMPs, caspases and USPs (>> 10 μM). Gabexate mesylate was reported to decrease inflammatory cytokines production and be useful as an anticoagulant.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Mehtap Yuksel et al.
The Journal of pharmacology and experimental therapeutics, 305(1), 298-305 (2003-03-22)
Gabexate mesilate, a synthetic protease inhibitor, was shown to be effective in treating patients with sepsis-associated disseminated intravascular coagulation in which tumor necrosis factor-alpha (TNF-alpha) plays a critical role. We demonstrated that gabexate mesilate reduced lipopolysaccharide (LPS)-induced tissue injury by
Mizuki Yamamoto et al.
Viruses, 12(6) (2020-06-14)
Although infection by SARS-CoV-2, the causative agent of coronavirus pneumonia disease (COVID-19), is spreading rapidly worldwide, no drug has been shown to be sufficiently effective for treating COVID-19. We previously found that nafamostat mesylate, an existing drug used for disseminated

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