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

Details

Stereochemistry ACHIRAL
Molecular Formula C20H26N4O5S
Molecular Weight 434.509
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NIPEROTIDINE

SMILES

CN(C)CC1=CC=C(CSCCNC(NCC2=CC=C3OCOC3=C2)=C[N+]([O-])=O)O1

InChI

InChIKey=HXRSXEDVVARPHP-UDWIEESQSA-N
InChI=1S/C20H26N4O5S/c1-23(2)11-16-4-5-17(29-16)13-30-8-7-21-20(12-24(25)26)22-10-15-3-6-18-19(9-15)28-14-27-18/h3-6,9,12,21-22H,7-8,10-11,13-14H2,1-2H3/b20-12+

HIDE SMILES / InChI
Niperotidine is an H2 antagonist structurally related to ranitidine. H2 antagonists inhibit gastric acid secretion by selectively blocking histamine receptor type 2. Niperotidine was proposed for the treatment of peptic ulcer. Bedtime dose of niperotidine inhibits nocturnal gastric acid secretion in healthy subjects. The duration of niperotidine action was 5 to 7 hours. Twenty-five cases of acute hepatitis (including one death from fulminant hepatitis) associated with niperotidine use were reported in Italy between March and August 1995 and drug was withdrawn from the market. The methylenedioxy group of niperotidine is known to undergo metabolism to catechol and quinone metabolites.

Approval Year

Sample Use Guides

Daily dose: 230 - 460 mg
Route of Administration: Oral
Name Type Language
Niperotidine [WHO-DD]
Preferred Name English
NIPEROTIDINE
INN   WHO-DD  
INN  
Official Name English
N-(2-((5-((DIMETHYLAMINO)METHYL)FURFURYL)THIO)ETHYL)-2-NITRO-N'-PIPERONYL-1,1-ETHENEDIAMINE
Systematic Name English
niperotidine [INN]
Common Name English
Classification Tree Code System Code
WHO-ATC A02BA05
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
NCI_THESAURUS C29702
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
WHO-VATC QA02BA05
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
Code System Code Type Description
ECHA (EC/EINECS)
284-304-0
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
INN
5857
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
EVMPD
SUB09301MIG
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
DRUG BANK
DB13760
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
SMS_ID
100000083906
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
FDA UNII
12JBD7U72K
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
MESH
C073716
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
EPA CompTox
DTXSID201016745
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
NCI_THESAURUS
C90863
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
PUBCHEM
66753191
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
WIKIPEDIA
NIPEROTIDINE
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
DRUG CENTRAL
4002
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
ChEMBL
CHEMBL1909284
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY
CAS
84845-75-0
Created by admin on Mon Mar 31 18:22:08 GMT 2025 , Edited by admin on Mon Mar 31 18:22:08 GMT 2025
PRIMARY