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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown
Preventing
Unknown
Preventing
Unknown
Preventing
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
84 ng/mL
4 mg single, oral
IRSOGLADINE MALEATE plasma
Homo sapiens
83.6 ng/mL
4 mg single, oral
IRSOGLADINE MALEATE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
11005.4 ng × h/mL
4 mg single, oral
IRSOGLADINE MALEATE plasma
Homo sapiens
11442.6 ng × h/mL
4 mg single, oral
IRSOGLADINE MALEATE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
126.7 h
4 mg single, oral
IRSOGLADINE MALEATE plasma
Homo sapiens
131.1 h
4 mg single, oral
IRSOGLADINE MALEATE plasma
Homo sapiens

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

PubMed

Sample Use Guides

In Vivo Use Guide
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
Record UNII
QBX79NZC1D
Record Status Validated (UNII)
Record Version