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Details

Stereochemistry ACHIRAL
Molecular Formula C19H17N5O2
Molecular Weight 347.3706
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAFAMOSTAT

SMILES

NC(=N)NC1=CC=C(C=C1)C(=O)OC2=CC3=C(C=C2)C=C(C=C3)C(N)=N

InChI

InChIKey=MQQNFDZXWVTQEH-UHFFFAOYSA-N
InChI=1S/C19H17N5O2/c20-17(21)14-2-1-13-10-16(8-5-12(13)9-14)26-18(25)11-3-6-15(7-4-11)24-19(22)23/h1-10H,(H3,20,21)(H4,22,23,24)

HIDE SMILES / InChI
Nafamostat mesilate (NM), a synthetic serine protease inhibitor, has anticoagulant and anti-inflammatory properties. Nafamostat is approved and marketed in Japan. It relieves symptoms such as pain due to inflammation of the spleen. It improves visceral disorders and bleeding tendency caused by blood clotting tendency in the vessels. It prevents coagulation in the blood circuit during hemodialysis. It is usually used to improve acute symptoms of pancreatitis (acute pancreatitis, acute exacerbation phase of chronic pancreatitis, post-operative acute pancreatitis, acute pancreatitis after pancreatography, traumatic pancreatitis) and to prevent disseminated intravascular coagulation (DIC) and clotting of perfusing blood in extracorporeal blood circuit. Nafamostat mesilate significantly inhibits the release of platelet beta-thromboglobulin (beta TG) at 60 and 120 min. Nafamostat mesilate (NM) prevents any significant release of neutrophil elastase; at 120 min, plasma elastase-alpha 1-antitrypsin complex is 0.16 mg/mL in the NM group and 1.24 mg/mL in the control group. Nafamostat mesilate completely inhibits formation of complexes of C1 inhibitor with kallikrein and FXIIa.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
NAFAMOSTAT

Approved Use

This medicine relieves symptoms such as pain due to inflammation of the spleen. It improves visceral disorders and bleeding tendency caused by blood clotting tendency in the vessels. It prevents coagulation in the blood circuit during hemodialysis. It is usually used to improve acute symptoms of pancreatitis (acute pancreatitis, acute exacerbation phase of chronic pancreatitis, post-operative acute pancreatitis, acute pancreatitis after pancreatography, traumatic pancreatitis) and to prevent disseminated intravascular coagulation (DIC) and clotting of perfusing blood in extracorporeal blood circuit.
Preventing
NAFAMOSTAT

Approved Use

This medicine relieves symptoms such as pain due to inflammation of the spleen. It improves visceral disorders and bleeding tendency caused by blood clotting tendency in the vessels. It prevents coagulation in the blood circuit during hemodialysis. It is usually used to improve acute symptoms of pancreatitis (acute pancreatitis, acute exacerbation phase of chronic pancreatitis, post-operative acute pancreatitis, acute pancreatitis after pancreatography, traumatic pancreatitis) and to prevent disseminated intravascular coagulation (DIC) and clotting of perfusing blood in extracorporeal blood circuit.
PubMed

PubMed

TitleDatePubMed
Successful treatment of levodopa-induced neuroleptic malignant syndrome (NMS) and disseminated intravascular coagulation (DIC) in a patient with Parkinson's disease.
1992 Nov
Successful treatment of severe acute pancreatitis by the combination therapy of continuous arterial infusion of a protease inhibitor and continuous hemofiltration.
2001 Aug
[Anti-bleeding effect of nafamostat mesilate for the surgery of thoracic ascending aorta].
2001 Aug
Regional effects of nafamostat, a novel potent protease and complement inhibitor, on severe necrotizing pancreatitis.
2001 Aug
Broad-spectrum and selective serine protease inhibitors prevent expression of platelet-derived growth factor-BB and cerebral vasospasm after subarachnoid hemorrhage: vasospasm caused by cisternal injection of recombinant platelet-derived growth factor-BB.
2001 Jul
Induction of IkappaB-kinase by cholecystokinin is mediated by trypsinogen activation in rat pancreatic lobules.
2002
Changes in blood viscosity with synthetic protease inhibitors.
2003 Apr
Reduction of oxidative stress augments natriuretic effect of furosemide in moderate heart failure.
2003 Jan
Inhibition of enteral enzymes by enteroclysis with nafamostat mesilate reduces neutrophil activation and transfusion requirements after hemorrhagic shock.
2004 Mar
Correlation between serum nafamostat mesilate and activated coagulation time during continuous hemodiafiltration.
2005 Apr
Rat experimental model of continuous regional arterial infusion of protease inhibitor and its effects on severe acute pancreatitis.
2005 Apr
Mast cell tryptase stimulates DLD-1 carcinoma through prostaglandin- and MAP kinase-dependent manners.
2005 Aug
Open heart surgery in a patient with paroxysmal nocturnal hemoglobinuria.
2005 Jun
Antitumor effects of Nafamostat mesilate on head and neck squamous cell carcinoma.
2007 Dec
[Anticoagulation of extracorporeal circuit in critically ill patients].
2007 Jan-Feb
Patents

Sample Use Guides

Acute Kidney Injury: Initial dose of nafamostat mesilate is 20mg/hr. Dosage is adjusted from 10mg to 30mg/hr according to patients' status. For priming, two vial of nafamostat mesilate was dissolved in 2mL of 5% glucose fluid, and then mixed with 1000mL of normal saline. After carefully removing air bubble from the circuit with the prepared fluid, nafamostat mesilate was dissolved with 15 mL of 5% glucose fluid and loaded in anticoagulation line with starting dose of 20mg/hr.
Route of Administration: Intravenous
In Vitro Use Guide
Nafamostat inhibited extrinsic pathway activity (TF-F.VIIa mediated-F.Xa generation) in a concentration dependent manner; the IC50 was 1.0 x 10(-7) M. Nafamostat inhibited TF-F.VIIa complex activity with an IC50 of 1.5 x 10(-7) M.
Name Type Language
NAFAMOSTAT
INN   MI   WHO-DD  
INN  
Official Name English
Nafamostat [WHO-DD]
Common Name English
BENZOIC ACID, 4-((AMINOIMINOMETHYL)AMINO)-, 6-(AMINOIMINOMETHYL)-2-NAPHTHALENYL ESTER
Common Name English
nafamostat [INN]
Common Name English
NAFAMOSTAT [MI]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 835721
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
NCI_THESAURUS C783
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
NCI_THESAURUS C257
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
FDA ORPHAN DRUG 742120
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL273264
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY
EPA CompTox
DTXSID0048420
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY
PUBCHEM
4413
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PRIMARY
DRUG BANK
DB12598
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY
EVMPD
SUB09114MIG
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PRIMARY
SMS_ID
100000091465
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PRIMARY
FDA UNII
Y25LQ0H97D
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY
CAS
81525-10-2
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY
DRUG CENTRAL
1867
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PRIMARY
MERCK INDEX
m7704
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
NAFAMOSTAT
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY
IUPHAR
4262
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PRIMARY
INN
5682
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PRIMARY
MESH
C032855
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY
NCI_THESAURUS
C96292
Created by admin on Fri Dec 15 15:52:03 GMT 2023 , Edited by admin on Fri Dec 15 15:52:03 GMT 2023
PRIMARY