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SML0057

Sigma-Aldrich

Camostat mesylate

≥98% (HPLC)

Synonym(s):

4-[[4-[(Aminoiminomethyl)amino]benzoyl]oxy]benzeneacetic acid 2-(dimethylamino)-2-oxoethyl ester methanesulfonate; FOY 305; FOY-S 980; Foipan mesylate

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About This Item

Empirical Formula (Hill Notation):
C20H22N4O5·CH3SO3H
CAS Number:
59721-29-8
Molecular Weight:
494.52
MDL number:
MFCD00941410
UNSPSC Code:
12352203
PubChem Substance ID:
329825123
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

H2O: ≥24 mg/mL

originator

Novartis

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.CN(C)C(=O)COC(=O)Cc1ccc(OC(=O)c2ccc(NC(N)=N)cc2)cc1

InChI

1S/C20H22N4O5.CH4O3S/c1-24(2)17(25)12-28-18(26)11-13-3-9-16(10-4-13)29-19(27)14-5-7-15(8-6-14)23-20(21)22;1-5(2,3)4/h3-10H,11-12H2,1-2H3,(H4,21,22,23);1H3,(H,2,3,4)

InChI key

FSEKIHNIDBATFG-UHFFFAOYSA-N

Application

Camostat mesylate has been used to determine the effect of transmembrane protease, serine (TMPRSS) family proteases on cell-cell fusion.
Camostat mesylate may be used in cell signaling studies.

Biochem/physiol Actions

Camostat is a synthetic, orally bioavailble serine protease inhibitor and airway epithelial sodium channel (ENaC) attenuator.
Camostat mesylate (CM) is used to treat pancreatitis and reflux esophagitis after gastrectomy.
Camostat mesylate inhibits the production of TNF-α and monocyte chemoattractant protein-1 (MCP-1) by monocytes. It also inhibits the activity of pancreatic stellate cells. Camostat mesylate regulates the cytokine expression and inflammation and is effective in the treatment of dibutyltin dichloride-induced rat pancreatic fibrosis.

Features and Benefits

This compound is featured on the Acid-Sensing (Proton-gated) Ion Channels (ASICs) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315,H319,H335,H400

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Yushun Wan et al.
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Antibody-dependent enhancement (ADE) of viral entry has been a major concern for epidemiology, vaccine development, and antibody-based drug therapy. However, the molecular mechanism behind ADE is still elusive. Coronavirus spike protein mediates viral entry into cells by first binding to
Junya Gibo et al.
Laboratory investigation; a journal of technical methods and pathology, 85(1), 75-89 (2004-11-09)
Camostat mesilate (CM), an oral protease inhibitor, has been used clinically for the treatment of chronic pancreatitis in Japan. However, the mechanism by which it operates has not been fully understood. Our aim was to evaluate the therapeutic efficacy of
Hannah Kleine-Weber et al.
Journal of virology, 93(2) (2018-11-09)
Middle East respiratory syndrome coronavirus (MERS-CoV) poses a threat to public health. The virus is endemic in the Middle East but can be transmitted to other countries by travel activity. The introduction of MERS-CoV into the Republic of Korea by
Neurovirulent murine coronavirus JHM. SD uses cellular zinc metalloproteases for virus entry and cell-cell fusion
Phillips J M, et al.
Journal of Virology, JVI-01564 (2017)
Chang Liu et al.
The Journal of biological chemistry, 291(47), 24779-24786 (2016-10-13)
Porcine epidemic diarrhea coronavirus (PEDV) is currently devastating the United States pork industry by causing an 80-100% fatality rate in infected piglets. Coronavirus spike proteins mediate virus entry into cells, a process that requires the spike proteins to be proteolytically
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