Niperotidine

Niperotidine

Names
IUPAC name (Z)-1-N'-(1,3-benzodioxol-5-ylmethyl)-1-N-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethyl]-2-nitroethene-1,1-diamine
Identifiers
CAS Number	84845-75-0
ChEMBL	ChEMBL1909284
ChemSpider	11644617
EC Number	284-304-0
Jmol interactive 3D	Image
KEGG	D07072
MeSH	C073716
PubChem	3033952
UNII	12JBD7U72K
InChI InChI=1S/C20H28N4O5S/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/h3-6,9,20-22H,7-8,10-14H2,1-2H3 Key: VZPXHGJTEAPNAA-UHFFFAOYSA-N InChI=1/C20H28N4O5S/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/h3-6,9,20-22H,7-8,10-14H2,1-2H3 Key: VZPXHGJTEAPNAA-UHFFFAOYAQ
SMILES CN(C)CC1=CC=C(O1)CSCCNC(=C[N+](=O)[O-])NCC2=CC3=C(C=C2)OCO3
Properties
Chemical formula	C20H26N4O5S
Molar mass	434.50924 g/mol
Pharmacology
ATC code	A02BA05
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Niperotidine is a histamine antagonist selective for the H₂ subtype. It was trialled as a treatment for excessive gastric acidity,^[1] but withdrawn after human trials showed liver damage.^[2]

References

1. Palasciano G, Maggi V, Portincasa P. The effect of the H2-antagonist niperotidine on intragastric acidity in healthy subjects undergoing 24-hour pH-monitoring. Italian Journal of Gastroenterology. 1990 Oct;22(5):291-4. PMID 1983712
2. Gasbarrini G, Gentiloni N, Febbraro S, Gasbarrini A, Di Campli C, Cesana M, Miglio F, Miglioli M, Ghinelli F, D'Ambrosi A, Amoroso P, Pacini F, Salvadori G. Acute liver injury related to the use of niperotidine. Journal of Hepatology. 1997 Sep;27(3):583-6. PMID 9314138