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Details

Stereochemistry ACHIRAL
Molecular Formula C17H26N2O3
Molecular Weight 306.3999
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROXATIDINE

SMILES

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

InChI

InChIKey=BCCREUFCSIMJFS-UHFFFAOYSA-N
InChI=1S/C17H26N2O3/c20-14-17(21)18-8-5-11-22-16-7-4-6-15(12-16)13-19-9-2-1-3-10-19/h4,6-7,12,20H,1-3,5,8-11,13-14H2,(H,18,21)

HIDE SMILES / InChI
Molecular Formula C17H26N2O3
Molecular Weight 306.3999
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 UTC 2023
Edited
by admin
on Fri Dec 15 17:48:25 UTC 2023
Record UNII
IV9VHT3YUM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROXATIDINE
INN   VANDF   WHO-DD  
INN  
Official Name English
ROXIT
Brand Name English
Roxatidine [WHO-DD]
Common Name English
2-HYDROXY-N-(3-(3-(1-PIPERIDINYLMETHYL)PHENOXY)PROPYL)ACETAMIDE
Systematic Name English
ROXATIDINE [VANDF]
Common Name English
DESACETYL-TZU-0460
Common Name English
roxatidine [INN]
Common Name English
Classification Tree Code System Code
WHO-ATC A02BA06
Created by admin on Fri Dec 15 17:48:25 UTC 2023 , Edited by admin on Fri Dec 15 17:48:25 UTC 2023
WHO-VATC QA02BA06
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
NCI_THESAURUS C29702
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
Code System Code Type Description
RXCUI
114817
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY RxNorm
ChEMBL
CHEMBL46102
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
CAS
78273-80-0
Created by admin on Fri Dec 15 17:48:25 UTC 2023 , Edited by admin on Fri Dec 15 17:48:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID30228937
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
EVMPD
SUB10396MIG
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
NCI_THESAURUS
C152265
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
WIKIPEDIA
ROXATIDINE
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
FDA UNII
IV9VHT3YUM
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
SMS_ID
100000084385
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
PUBCHEM
91276
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
INN
5830
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
MESH
C053742
Created by admin on Fri Dec 15 17:48:26 UTC 2023 , Edited by admin on Fri Dec 15 17:48:26 UTC 2023
PRIMARY
Related Record Type Details
HISTAMINE H2 RECEPTOR
TARGET -> INHIBITOR
Structure of ROXATIDINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of ROXATIDINE ACETATE
PARENT -> METABOLITE ACTIVE
Related Record Type Details
Structure of ROXATIDINE
ACTIVE MOIETY
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