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Details

Stereochemistry ACHIRAL
Molecular Formula C12H23N3O.ClH
Molecular Weight 261.791
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ESAPRAZOLE HYDROCHLORIDE

SMILES

Cl.O=C(CN1CCNCC1)NC2CCCCC2

InChI

InChIKey=NJIZIJFDFPHEQU-UHFFFAOYSA-N
InChI=1S/C12H23N3O.ClH/c16-12(10-15-8-6-13-7-9-15)14-11-4-2-1-3-5-11;/h11,13H,1-10H2,(H,14,16);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
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

Molecular Formula C12H23N3O
Molecular Weight 225.3305
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

Esaprazole, also known as hexaprazole, was developed in the 1980s as a drug for the treatment of gastric and duodenal ulcers. Esaprazole exerts a dose-dependent cytoprotective effect on the gastric mucosa in man. It was shown to have a dose-dependent antisecretory activity, which was particularly evident on secretion volume and acid output. Esaprazole completed phase II clinical trials with only a few minor side effects being reported, but was shown to be less effective than Cimetidine and Ranitidine at healing ulcers. Esaprazole is a weak sigma opioid receptor and muscarinic acetylcholine receptors M3 and M5 ligand. Esaprazole analogs with many compounds showing neuroprotective properties.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
27.0 µM [IC50]
87.0 µM [IC50]
71.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
Once a day at doses of 900 and 1350 mg/day
Route of Administration: Oral
In Vitro Use Guide
Esaprazole prevented cell death in a dose-dependent manner against both glutamate and peroxide-induced cell death in primary culture of cortical neurons, with a 27% and 44% decrease in cell death at concentration 100 uM.
Substance Class Chemical
Record UNII
5T7LN77U1M
Record Status Validated (UNII)
Record Version