PATAMOSTAT MESILATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H20N4O4S.CH4O3S
Molecular Weight	508.568
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CS(O)(=O)=O.NC(=N)NC1=CC=C(C=C1)C(=O)OC2=CC=C(SCCN3C(=O)CCC3=O)C=C2

InChI

InChIKey=HTSFLDCSCNSKJW-UHFFFAOYSA-N

InChI=1S/C20H20N4O4S.CH4O3S/c21-20(22)23-14-3-1-13(2-4-14)19(27)28-15-5-7-16(8-6-15)29-12-11-24-17(25)9-10-18(24)26;1-5(2,3)4/h1-8H,9-12H2,(H4,21,22,23);1H3,(H,2,3,4)

HIDE SMILES / InChI

Molecular Formula	C20H20N4O4S
Molecular Weight	412.462
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	CH4O3S
Molecular Weight	96.106
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://adisinsight.springer.com/drugs/800003114
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2611946 https://www.ncbi.nlm.nih.gov/pubmed/8071570 https://www.ncbi.nlm.nih.gov/pubmed/3410375

Patamostat (E-3123) is a protease inhibitor in vivo and in vitro. Inhibitory activity was shown toward trypsin, thrombin, plasmin, cathepsin-B and kallikrein. Patamostat is effective toward experimental pancreatitis and disseminated intravascular coagulation (animal models).

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
CHEBI:9765 - Trypsin 2 Target ID: CHEBI:9765 - Trypsin Sources: https://www.ncbi.nlm.nih.gov/pubmed/3410375 \| https://www.ncbi.nlm.nih.gov/pubmed/8071570 \| https://www.ncbi.nlm.nih.gov/pubmed/2611946	Inhibitor 8297	0.39 nM [IC50]
HINO_0005745 Plasmin 2 Target ID: HINO_0005745 Plasmin Sources: https://www.ncbi.nlm.nih.gov/pubmed/3410375	Inhibitor 8297	95.0 µM [IC50]
CHEBI:9574 - Thrombin 2 Target ID: CHEBI:9574 - Thrombin Sources: https://www.ncbi.nlm.nih.gov/pubmed/3410375 \| https://www.ncbi.nlm.nih.gov/pubmed/2611946	Inhibitor 8297	1.9 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Disseminated intravascular coagulation 8 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1644370	Primary		Basic research	Unknown Approved Use Unknown
Pancreatitis 16 Sources: http://adisinsight.springer.com/drugs/800003114	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
The therapeutic effect of a new synthetic protease inhibitor (E-3123) on hemodynamic changes during experimental acute pancreatitis in dogs.	1993 Feb	8440425
Intracellular action of an exogenous low-molecular-weight synthetic protease inhibitor, E3123, in cerulein-induced acute pancreatitis in rats.	1994 Apr	8071570
Effect of short-term pancreatico-biliary duct obstruction with intraductal hypertension on subcellular organelle fragility and pancreatic adenylate energy metabolism in rats: protective effect of a new protease inhibitor, E-3123.	1994 Mar-Apr	7517090
[Effects of E3123 on pancreatic injury in the isolated, perfused rat pancreas and in a pancreatic slice].	1994 Oct	7959424
Protective effects of prophylaxis with a protease inhibitor and a free radical scavenger against a temporary ischemia model of pancreatitis.	1995 Jun	7540502

Patents

Sample Use Guides

In Vivo Use Guide

0.4 mg/kg (bolus), 3-5 mg/kg/hr (infusion) (dogs)

Route of Administration: Intravenous

In Vitro Use Guide

Patamostat (E-3123) potently inhibited trypsin, plasmin and thrombin with IC50 values of 3.9 x 10(-8) M, 9.5 x 10(-7) M and 1.9 x 10(-6) M

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:52:31 GMT 2023` Edited by `admin` on `Sat Dec 16 05:52:31 GMT 2023`
Record UNII	4697U796PV
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PATAMOSTAT MESILATE

Common Name

English

PATOMOSTAT MESILATE

Common Name

English

PATOMOSTAT MESILATE [JAN]

Common Name

English

E-3123

Code

English

BENZOIC ACID, 4-((AMINOIMINOMETHYL)AMINO)-, 4-((2-(2,5-DIOXO-1-PYRROLIDINYL)ETHYL)THIO)PHENYL ESTER, METHANESULFONATE (1:1)

Common Name

English

BENZOIC ACID, 4-((AMINOIMINOMETHYL)AMINO)-, 4-((2-(2,5-DIOXO-1-PYRROLIDINYL)ETHYL)THIO)PHENYL ESTER, MONOMETHANESULFONATE

Common Name

English

E 3123

Code

English

PATOMOSTAT MESYLATE

Common Name

English

Code System Code Type Description

PUBCHEM

6918009

Created by admin on Sat Dec 16 05:52:31 GMT 2023 , Edited by admin on Sat Dec 16 05:52:31 GMT 2023

PRIMARY

EPA CompTox

DTXSID50150786

Created by admin on Sat Dec 16 05:52:31 GMT 2023 , Edited by admin on Sat Dec 16 05:52:31 GMT 2023

PRIMARY

CAS

114568-32-0

Created by admin on Sat Dec 16 05:52:31 GMT 2023 , Edited by admin on Sat Dec 16 05:52:31 GMT 2023

PRIMARY

FDA UNII

4697U796PV

Created by admin on Sat Dec 16 05:52:31 GMT 2023 , Edited by admin on Sat Dec 16 05:52:31 GMT 2023

PRIMARY

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ACTIVE MOIETY

Details

SMILES

InChI

DescriptionSources: http://adisinsight.springer.com/drugs/800003114Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2611946 https://www.ncbi.nlm.nih.gov/pubmed/8071570 https://www.ncbi.nlm.nih.gov/pubmed/3410375

Originator

Approval Year

Targets

Conditions

Approved Use

Approved Use

PubMed

Patents

Sample Use Guides

Description
Sources: http://adisinsight.springer.com/drugs/800003114
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2611946 https://www.ncbi.nlm.nih.gov/pubmed/8071570 https://www.ncbi.nlm.nih.gov/pubmed/3410375