U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C9H7Cl2N5
Molecular Weight 256.091
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IRSOGLADINE

SMILES

NC1=NC(=NC(N)=N1)C2=C(Cl)C=CC(Cl)=C2

InChI

InChIKey=ATCGGEJZONJOCL-UHFFFAOYSA-N
InChI=1S/C9H7Cl2N5/c10-4-1-2-6(11)5(3-4)7-14-8(12)16-9(13)15-7/h1-3H,(H4,12,13,14,15,16)

HIDE SMILES / InChI

Molecular Formula C9H7Cl2N5
Molecular Weight 256.091
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Irsogladine, a mucosal protective drug, was developed in Japan for the treatment of peptic ulcer disease and acute gastritis. Irsogladine increases intracellular cyclic adenosine 3',5'-monophosphate content via non-selective inhibition of phosphodiesterase isozymes and exhibits gastric cytoprotection partly mediated by endogenous nitric oxide. These effects may account for a variety of actions of irsogladine in the gastrointestinal tract, including facilitation of gap junctional intercellular communication, inhibition of the reduced gastric mucosal blood flow response, suppression of reactive oxygen generation and so on.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Phosphodiesterase inhibition by a gastroprotective agent irsogladine: preferential blockade of cAMP hydrolysis.
2004 Aug 27
Irsogladine: overview of the mechanisms of mucosal protective and healing- promoting actions in the gastrointestinal tract.
2013
Patents

Sample Use Guides

2-4 mg/day
Route of Administration: Oral
In Vitro Use Guide
irsogladine at higher concentration (10(-5) M) was unable to further increase cAMP level in the presence of non-selective phosphodiesterase (PDE) inhibitor 3-isobutyl-1-methylxanthine, although 3-isobutyl-1-methylxanthine by itself increased cAMP level.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:51:41 GMT 2023
Edited
by admin
on Sat Dec 16 17:51:41 GMT 2023
Record UNII
QBX79NZC1D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IRSOGLADINE
INN   MI   WHO-DD  
INN  
Official Name English
Irsogladine [WHO-DD]
Common Name English
NSC-759836
Code English
IRSOGLADINE [MI]
Common Name English
2,4-DIAMINO-6-(2,5-DICHLOROPHENYL)-S-TRIAZINE
Systematic Name English
irsogladine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
Code System Code Type Description
DRUG CENTRAL
1484
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
PUBCHEM
3752
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
WIKIPEDIA
Irsogladine
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
EVMPD
SUB08299MIG
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
DRUG BANK
DB13056
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
MERCK INDEX
m6416
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY Merck Index
CAS
57381-26-7
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
NSC
759836
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
NCI_THESAURUS
C65964
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
FDA UNII
QBX79NZC1D
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
INN
6223
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
ChEMBL
CHEMBL136497
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
MESH
C041836
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
SMS_ID
100000083376
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID8043999
Created by admin on Sat Dec 16 17:51:41 GMT 2023 , Edited by admin on Sat Dec 16 17:51:41 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY