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Details

Stereochemistry ACHIRAL
Molecular Formula C20H22N4O5.CH4O3S
Molecular Weight 494.518
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAMOSTAT MESYLATE

SMILES

CS(O)(=O)=O.CN(C)C(=O)COC(=O)CC1=CC=C(OC(=O)C2=CC=C(NC(N)=N)C=C2)C=C1

InChI

InChIKey=FSEKIHNIDBATFG-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Description

Camostat mesilate (FOY-305) is a synthetic f low-molecular weight protease inhibitor. It is able to inhibit trypsin, prostasin, matriptase and plasma kallikrein. In addition camostat attenuates airway epithelial sodium channel function and enhances mucociliary clearance. Camostat mesilate tablets (FOIPAN®) are approved in Japan and used for the treatment of remission of acute symptoms of chronic pancreatitis and postoperative reflux esophagitis.

CNS Activity

Approval Year

PubMed

PubMed

TitleDatePubMed
New orally active serine protease inhibitors.
1995 Jul 7
Strategies of development of antiviral agents directed against influenza virus replication.
2007
[Fibrosis markers in heavy alcohol drinkers].
2007 Aug
Matrix metalloproteinase gene delivery for liver fibrosis.
2008 Feb
CCK-induced pancreatic growth is not limited by mitogenic capacity in mice.
2008 May
Activation of submucosal but not myenteric plexus of the gastrointestinal tract accompanies reduction of food intake by camostat.
2008 Oct 9
Active site conformational changes of prostasin provide a new mechanism of protease regulation by divalent cations.
2009 May
Camostat attenuates airway epithelial sodium channel function in vivo through the inhibition of a channel-activating protease.
2009 May
ONO 3403, a synthetic serine protease inhibitor, inhibits lipopolysaccharide-induced tumor necrosis factor-{alpha} and nitric oxide production and protects mice from lethal endotoxic shock.
2011 Feb
Reduced sodium transport with nasal administration of the prostasin inhibitor camostat in subjects with cystic fibrosis.
2013 Jul
Patents

Sample Use Guides

In Vivo Use Guide
1. Remission of acute symptoms of chronic pancreatitis. The usual dosage for oral use is 600 mg of camostat mesilate daily in three divided doses. The dosage may be adjusted according to the patient’s symptoms. 2. Postoperative reflux esophagitis. The usual dosage for oral use is 300 mg of camostat mesilate daily in three divided doses after each meal.
Route of Administration: Oral
In Vitro Use Guide
Camostat mesilate (500 uM) inhibited generation of TGF-beta by suppressing plasmin activity and reduced the activity of TGF-beta, which blocked in vitro activation of the rat hepatic stellate cells.
Name Type Language
CAMOSTAT MESYLATE
Common Name English
CAMOSTAT METHANESULFONATE [MI]
Common Name English
CAMOSTAT MESILATE [WHO-DD]
Common Name English
CAMOSTAT MESILATE [MART.]
Common Name English
CAMOSTAT MESILATE
MART.   WHO-DD  
Common Name English
CAMOSTAT MESILATE [JAN]
Common Name English
CAMOSTAT METHANESULFONATE
MI  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C783
Created by admin on Tue Oct 22 05:42:39 UTC 2019 , Edited by admin on Tue Oct 22 05:42:39 UTC 2019
Code System Code Type Description
EVMPD
SUB01007MIG
Created by admin on Tue Oct 22 05:42:39 UTC 2019 , Edited by admin on Tue Oct 22 05:42:39 UTC 2019
PRIMARY
NCI_THESAURUS
C96364
Created by admin on Tue Oct 22 05:42:39 UTC 2019 , Edited by admin on Tue Oct 22 05:42:39 UTC 2019
PRIMARY
MERCK INDEX
M3000
Created by admin on Tue Oct 22 05:42:39 UTC 2019 , Edited by admin on Tue Oct 22 05:42:39 UTC 2019
PRIMARY Merck Index
EPA CompTox
59721-29-8
Created by admin on Tue Oct 22 05:42:39 UTC 2019 , Edited by admin on Tue Oct 22 05:42:39 UTC 2019
PRIMARY
ChEMBL
CHEMBL590799
Created by admin on Tue Oct 22 05:42:39 UTC 2019 , Edited by admin on Tue Oct 22 05:42:39 UTC 2019
PRIMARY
CAS
59721-29-8
Created by admin on Tue Oct 22 05:42:39 UTC 2019 , Edited by admin on Tue Oct 22 05:42:39 UTC 2019
PRIMARY
MESH
C034532
Created by admin on Tue Oct 22 05:42:39 UTC 2019 , Edited by admin on Tue Oct 22 05:42:39 UTC 2019
PRIMARY