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Camostat mesilate

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Camostat mesilate Basic information

Product Name:
Camostat mesilate
Synonyms:
  • 4-((4-((aminoiminomethyl)amino)benzoyl)oxy)-benzeneaceticaci2-(dimethylam
  • ino)-2-oxoethylester,monomethanesulfonate
  • n,n-dimethylcarbamoylmethyl4-(4-guanidinobenzoyloxy)phenylacetatemethanesul
  • p-(p-guanidinobenzoyloxy)phenylaceticacid,n,n-dimethylcarbamoylmethyleste
  • Camostatemesylate
  • CAMOSTAT MESILATE
  • CAMOSTAT MESYLATE
  • 2-(Dimethylamino)-2-oxoethyl 4-(4-guanidinobenzoyloxy)phenylacetate methanesulphonate
CAS:
59721-29-8
MF:
C21H26N4O8S
MW:
494.52
EINECS:
694-565-6
Product Categories:
  • Pharmaceutical intermediate
  • All Inhibitors
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API
  • Coronavirus
Mol File:
59721-29-8.mol
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Camostat mesilate Chemical Properties

Melting point:
150-1550C
RTECS 
CY1571620
storage temp. 
2-8°C
solubility 
H2O: ≥24mg/mL
form 
powder
color 
white to tan
Water Solubility 
Soluble in water (100 mM), DMSO (100 mM), and ethanol (<1 mg/ml).
Merck 
14,1728
Stability:
Stable for 2 years? from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month.
CAS DataBase Reference
59721-29-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,N
Risk Statements 
36/37/38-50
Safety Statements 
26-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HazardClass 
9
HS Code 
2934999090
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Camostat mesilate Usage And Synthesis

Description

Camostat mesylate is a broad spectrum protease inhibitor useful in the treatment of chronic pancreatitis.

Chemical Properties

Crystalline Solid

Originator

Ono (Japan)

Uses

It is used as a protease and Trypsin inhibitor. Furthermore it was found that this water induction and bicarbonate secretion increase was achieved via direct regulation of ductular cells of the dog pancreas. Other studies have shown Camostat mesylate to suppress spinal Fos expression in the rat, which is a marker for neuronal activation. In addition it was shown that this compound may prevent or depress pancreatitis-induced referred allodynia/hyperalgesia in rat models. Camostat mesylate has also demonstrated the ability to prevent Trypsin attack of microspheres, which causes the degradation product N-benzoyl-dl-arginine. Camostat mesylate is an inhibitor of KLK, plasminogen, Prothrombin and Trypsin.

Uses

Orally active, non-peptide proteolitic enzyme inhibitor with anti-trypsin and anti-plasmin activities, related structurally to gabexate. Protease inhibitor

Definition

ChEBI: Camostat mesylate is a methanesulfonate (mesylate) salt prepared from equimolar amounts of camostat and methanesulfonic acid. It is a serine protease inhibitor approved and marketed in Japan in 1985 for the alleviation of acute symptoms associated with chronic pancreatitis. In 1994, it was approved for the treatment of postoperative reflux esophagitis. It has a role as an anticoronaviral agent, an anti-inflammatory agent, an antifibrinolytic drug, an antihypertensive agent, an antineoplastic agent, an antiviral agent and a serine protease inhibitor. It contains a camostat(1+).

brand name

FOIPAN

Biological Activity

Orally active protease inhibitor. Known to inhibit trypsin and various inflammatory proteases including plasmin, kallikrein and thrombin. Suppresses pancreatitis-induced pain in rats following oral administration.

storage

Desiccate at RT

References

1) Gibo?et al.?(2005),?Camostat mesylate attenuates pancreatic fibrosis via inhibition of monocytes and pancreatic stellate cells activity;?Lab Invest.,?85?75 2) Albarazanji?et al.?(2019),?Intestinal serine protease inhibition increases FGF21 and improves metabolism in obese mice.; Am. J. Physiol. Gastrointest. Liver Physiol.,?316?G653 3) Ueda?et al.?(2015),?The serine protease inhibitor camostat mesylate attenuates the progression of chronic kidney disease through its antioxidant effects; Nephron,?129?223 4) Yamaya?et al.?(2015),?The serine protease inhibitor camostat inhibits influenza virus replication and cytokine production in primary cultures of human tracheal epithelial cells; Pulm. Pharmacol. Ther.,?33?66 5) Hoffmann?et al.?(2020),?SARS-CoV-2 Cell Entry Depends on ACE2 and TMPRSS2 and Is Blocked by a Clinically Proven Protease Inhibitor; Cell, 181 271

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