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

Details

Stereochemistry ACHIRAL
Molecular Formula C19H28N2O4.ClH
Molecular Weight 384.898
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROXATIDINE ACETATE HYDROCHLORIDE

SMILES

Cl.CC(=O)OCC(=O)NCCCOC1=CC=CC(CN2CCCCC2)=C1

InChI

InChIKey=FEWCTJHCXOHWNL-UHFFFAOYSA-N
InChI=1S/C19H28N2O4.ClH/c1-16(22)25-15-19(23)20-9-6-12-24-18-8-5-7-17(13-18)14-21-10-3-2-4-11-21;/h5,7-8,13H,2-4,6,9-12,14-15H2,1H3,(H,20,23);1H

HIDE SMILES / InChI
Molecular Formula C19H28N2O4
Molecular Weight 348.4366
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
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

Description
Curator's Comment: Description was created based on several sources, including http://www.drugsupdate.com/generic/view/456/Roxatidine | https://www.ncbi.nlm.nih.gov/pubmed/1717223 | https://www.ncbi.nlm.nih.gov/pubmed/20718616

Roxatidine is an histamine H2-receptor antagonist. Roxatidine is a potent and selective inhibitor of basal and stimulated gastric acid secretion through competitive blockade of H2-receptors. Total pepsin secretion is reduced in a dose-dependent manner. There is an independent mucosal protection action. Roxatidine is indicated for the treatment of peptic ulcer, gastro-oesophageal reflux disease, gastritis, upper gastrointestinal haemorrhage and Zollinger-Ellison syndrome also it can be used as a premedication before anaesthesia. Roxatidine possessed a robust estrogenic activity.

CNS Activity

CNS Non-penetrant
1014
Curator's Comment: Small amounts of roxatidine were detectable in the CSF, the CSF to plasma ratio ranging from 0 to 0.89.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
Agonist
2678
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
ROXATIDINE

Approved Use

Roxatidine is indicated for the treatment of peptic ulcer, gastro-oesophageal reflux disease, gastritis, upper gastrointestinal haemorrhage and Zollinger-Ellison syndrome
Primary
Approved
8429
ROXATIDINE

Approved Use

Roxatidine is indicated for the treatment of peptic ulcer, gastro-oesophageal reflux disease, gastritis, upper gastrointestinal haemorrhage and Zollinger-Ellison syndrome
Primary
Approved
8429
ROXATIDINE

Approved Use

Roxatidine is indicated for the treatment of peptic ulcer, gastro-oesophageal reflux disease, gastritis, upper gastrointestinal haemorrhage and Zollinger-Ellison syndrome
Primary
Approved
8429
ROXATIDINE

Approved Use

Roxatidine is indicated for the treatment of peptic ulcer, gastro-oesophageal reflux disease, gastritis, upper gastrointestinal haemorrhage and Zollinger-Ellison syndrome
Primary
Approved
8429
ROXATIDINE

Approved Use

Roxatidine is indicated for the treatment of peptic ulcer, gastro-oesophageal reflux disease, gastritis, upper gastrointestinal haemorrhage and Zollinger-Ellison syndrome
PubMed

PubMed

TitleDatePubMed
Histamine H2-receptor antagonistic action of N-(3-[3-(1-piperidinylmethyl)phenoxy]propyl)acetoxyacetamide hydrochloride (TZU-0460).
1985
Penetration of roxatidine into the cerebrospinal fluid.
1988
Roxatidine acetate. A review of its pharmacodynamic and pharmacokinetic properties, and its therapeutic potential in peptic ulcer disease and related disorders.
1991 Aug
Roxatidine, an H(2) receptor blocker, is an estrogenic compound--experimental evidence.
2010 Aug
Roxatidine attenuates mast cell-mediated allergic inflammation via inhibition of NF-κB and p38 MAPK activation.
2017 Jan 31
Patents

Patents

JP2011157298
4
JPH06271467A
4

Sample Use Guides

In Vivo Use Guide
Peptic ulcer: 150 mg at bedtime or 75 mg bid daily for 4-6 weeks. Maintenance: 75 mg at bedtime. Gastro-oesophageal reflux disease: 75 mg bid or 150 mg at bedtime for 6-8 weeks. Gastritis: 75 mg once daily in the evening. Zollinger-Ellison syndrome: 75 mg bid. Premedication before anaesthesia: 75 mg in the evening on the day before surgery and repeated 2 hours before induction of anaesthesia. Alternatively, 150 mg once on the night before surgery. Intravenous Upper gastrointestinal haemorrhage: 75 mg bid via slow injection or infusion.
Route of Administration: Other
In Vitro Use Guide
6.25-25 uM Roxatidine suppressed the PMACI-induced production of pro-inflammatory cytokines in HMC-1
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:48:25 GMT 2023
Edited
by admin
on Fri Dec 15 17:48:25 GMT 2023
Record UNII
60426GOR1E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROXATIDINE ACETATE HYDROCHLORIDE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
ROXATIDINE ACETATE HYDROCHLORIDE [MI]
Common Name English
PIFATIDINE HYDROCHLORIDE
Common Name English
ROXATIDINE ACETATE HYDROCHLORIDE [JAN]
Common Name English
ROXATIDINE ACETATE HCL
Common Name English
TZU-0460
Common Name English
HOE-760
Code English
ALTAT
Brand Name English
ROXATIDINE ACETATE HYDROCHLORIDE [USAN]
Common Name English
ROXATIDINE ACETATE HYDROCHLORIDE [MART.]
Common Name English
HOE 760
Code English
N-(3-((.ALPHA.-PIPERIDINO-M-TOLYL)OXY)PROPYL)GLYCOLAMIDE ACETATE MONOHYDROCHLORIDE
Systematic Name English
NSC-760384
Code English
Roxatidine acetate hydrochloride [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29702
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
Code System Code Type Description
DRUG BANK
DBSALT000906
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
NCI_THESAURUS
C152266
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
SMS_ID
100000085398
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
ChEMBL
CHEMBL46102
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
FDA UNII
60426GOR1E
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
CAS
93793-83-0
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
PUBCHEM
56704
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
NSC
760384
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
RXCUI
236543
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY RxNorm
EVMPD
SUB04278MIG
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID2046670
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
MERCK INDEX
m9677
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY Merck Index
USAN
AA-99
Created by admin on Fri Dec 15 17:48:25 GMT 2023 , Edited by admin on Fri Dec 15 17:48:25 GMT 2023
PRIMARY
Related Record Type Details
Structure of ROXATIDINE ACETATE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of ROXATIDINE
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966