ESAPRAZOLE HYDROCHLORIDE

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 Search

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

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

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23601816 | http://adisinsight.springer.com/drugs/800000606 | https://www.ncbi.nlm.nih.gov/pubmed/3583500 | https://www.ncbi.nlm.nih.gov/pubmed/3803702

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 Target	Pharmacology	Potency
Sigma opioid receptor 63 Target ID: CHEMBL3602 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23601816	Binding Agent 1064	27.0 µM [IC50]
Muscarinic acetylcholine receptor M3 159 Target ID: P08483 Gene ID: 24260.0 Gene Symbol: Chrm3 Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/23601816	Binding Agent 1064	87.0 µM [IC50]
Muscarinic acetylcholine receptor M5 62 Target ID: CHEMBL277 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23601816	Binding Agent 1064	71.0 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Peptic ulcer 72 Sources: https://www.trademarkia.com/prazol-73563899.html http://adisinsight.springer.com/drugs/800000606 https://www.ncbi.nlm.nih.gov/pubmed/3315535	Primary	Phase II 1132	Unknown Approved Use Unknown
Gastritis 45 Sources: https://www.trademarkia.com/prazol-73563899.html https://www.ncbi.nlm.nih.gov/pubmed/1828408	Primary	Phase II 1132	Unknown Approved Use Unknown
Neurodegenerative diseases 14 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23601816	Primary	Basic research	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse events
1350 mg 1 times / day multiple, oral Highest studied dose Dose: 1350 mg, 1 times / day Route: oral Route: multiple Dose: 1350 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3315535	unhealthy, ADULT Health Status: unhealthy Condition: gastric ulcer Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3315535	Sources: https://pubmed.ncbi.nlm.nih.gov/3315535
900 mg single, intravenous Highest studied dose Dose: 900 mg Route: intravenous Route: single Dose: 900 mg Sources: https://pubmed.ncbi.nlm.nih.gov/3803702	unhealthy, ADULT n = 6 Health Status: unhealthy Condition: gastrointestinal disorder Age Group: ADULT Sex: M+F Food Status: UNKNOWN Population Size: 6 Sources: https://pubmed.ncbi.nlm.nih.gov/3803702	Sources: https://pubmed.ncbi.nlm.nih.gov/3803702

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P00ECDD	https://www.1pchem.com/search?query=1P00ECDD
A2B Chem	AG68417	http://a2bchem.com/prod/AG68417
AA Blocks	AA00EBTX	http://aablocks.com/goods/Goods/detail?id=AA00EBTX
AK Scientific	7294AE	https://aksci.com/item_detail.php?cat=7294AE
Alfa Chemistry	64204-55-3	http://www.alfa-chemistry.com/search.aspx?q=64204-55-3
Alinda	ALBB-013043	http://alinda.ru/finechem_en_.html?i=ALBB-013043
Angene	AGN-PC-0JL8NE	http://www.angenechemical.com/productshow/AGN-PC-0JL8NE.html
Apollo Scientific	OR49034	http://www.apolloscientific.co.uk/chemical_results.php?qstext=OR49034&product_group=%25&search_fieldname=header_search
AsisChem	D50635	https://asischem.com/catalogsearch/result/?q=D50635
AstaTech	A10274	http://astatechinc.com/CPSResult.php?CRNO=A10274
BLD Pharm	BD143970	http://www.bldpharm.com/search/Search.html?keyword=BD143970
ChemDiv	BB53-1429	http://chemistryondemand.com:8080/eShop/search_results.jsp?idnumber=BB53-1429
Enamine	BBV-099868	http://www.enaminestore.com/catalog/BBV-099868
Enamine	EN300-68725	https://www.enaminestore.com/catalog/EN300-68725
Fluorochem	33880	http://www.fluorochem.co.uk/Products/Product?code=033880
Fluorochem	203184	http://www.fluorochem.co.uk/Products/Product?code=203184
KeyOrganics	AS-44244	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-44244
Lab Network	LN00134940	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00134940
Matrix Scientific	31054	http://www.matrixscientific.com/031054.html
MolPort	MolPort-002-018-199	https://www.molport.com/shop/molecule-link/MolPort-002-018-199
MuseChem	M163074	https://www.musechem.com/product/M163074.html
Princeton BioMolecular Research	PBMR024004	http://www.princetonbio.com/order_online?common_id=PBMR024004
Specs	AE-641/00334033	http://www.specs.net/enter.php?specsid=AE-641/00334033
SynQuest	4H48-1-8C	http://www.synquestlabs.com/search-result.html?q=4H48-1-8C
SynQuest	75656	http://www.synquestlabs.com/search-result.html?q=75656
Toronto Research Chemicals	A621580	https://www.trc-canada.com/product-detail/?CatNum=A621580
eMolecules	1524426	https://orderbb.emolecules.com/search/#?query=1524426
eMolecules	195167701	https://orderbb.emolecules.com/search/#?query=195167701
eMolecules	49250948	https://orderbb.emolecules.com/search/#?query=49250948
mcule	MCULE-8782683340	https://mcule.com/MCULE-8782683340/

PubMed

Title	Date	PubMed
[Bis(3,5-dimethyl-pyrazol-1-yl)methane]{N-[1-(2-oxidophen-yl)ethyl-idene]-dl-alaninato}copper(II) monohydrate.	2008 Nov 13	21581163
Quantitative analysis reveals multiple mechanisms of allosteric modulation of the mGlu5 receptor in rat astroglia.	2011 May	21321061
Synthesis and biological evaluation of Esaprazole analogues showing σ1 binding and neuroprotective properties in vitro.	2013 Jun 1	23601816

Patents

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 Created by `admin` on `Sat Dec 16 09:55:41 GMT 2023` Edited by `admin` on `Sat Dec 16 09:55:41 GMT 2023`
Record UNII	5T7LN77U1M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ESAPRAZOLE HYDROCHLORIDE

Common Name

English

N-CYCLOHEXYL-1-PIPERAZINEACETAMIDE MONOHYDROCHLORIDE

Systematic Name

English

ESAPRAZOLE HYDROCHLORIDE [MI]

Common Name

English

1-PIPERAZINEACETAMIDE, N-CYCLOHEXYL-, HYDROCHLORIDE (1:1)

Systematic Name

English

1-PIPERAZINEACETAMIDE, N-CYCLOHEXYL-, MONOHYDROCHLORIDE

Systematic Name

English

N-((N-CYCLOHEXYLCARBAMOYL)METHYL)PIPERAZINE HYDROCHLORIDE

Systematic Name

English

N-CYCLOHEXYLPIPERAZINE-1-ACETAMIDE MONOHYDROCHLORIDE

Systematic Name

English

CO-1063

Code

English

Code System Code Type Description

EPA CompTox

DTXSID80919848