LIMSwiki

Niperotidine
Names
	Preferred IUPAC name (Z)-N1-[(2H-1,3-Benzodioxol-5-yl)methyl]-N′1-{2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}-2-nitroethene-1,1-diamine
Identifiers
CAS Number	84845-75-0 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1909284 ;
ChemSpider	11644617 ;
ECHA InfoCard	100.076.612
EC Number	284-304-0;
KEGG	D07072 ;
MeSH	C073716
PubChem CID	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)Cc1ccc(o1)CSCCN/C(=C\[N+](=O)[O-])NCc2cc3OCOc3cc2;
Properties
Chemical formula	C20H26N4O5S
Molar mass	434.51 g·mol−1
Pharmacology
ATC code	A02BA05 (WHO)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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 It was studied as a treatment for excessive gastric acidity,^[1] but withdrawn after human trials showed liver damage.^[2]

References

^ Palasciano, G; Maggi, V; Portincasa, P (1990). "The effect of the H2-antagonist niperotidine on intragastric acidity in healthy subjects undergoing 24-hour pH-monitoring". The Italian Journal of Gastroenterology. 22 (5): 291–4. PMID 1983712.
^ 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 (1997). "Acute liver injury related to the use of niperotidine". Journal of Hepatology. 27 (3): 583–6. doi:10.1016/s0168-8278(97)80365-0. PMID 9314138.

[1] Palasciano, G; Maggi, V; Portincasa, P (1990). "The effect of the H2-antagonist niperotidine on intragastric acidity in healthy subjects undergoing 24-hour pH-monitoring". The Italian Journal of Gastroenterology. 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 (1997). "Acute liver injury related to the use of niperotidine". Journal of Hepatology. 27 (3): 583–6. doi:10.1016/s0168-8278(97)80365-0. PMID 9314138.

[1]

[2]

Names

Preferred IUPAC name (Z)-N¹-[(2H-1,3-Benzodioxol-5-yl)methyl]-N′¹-{2-[({5-[(dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}-2-nitroethene-1,1-diamine
Identifiers
CAS Number	84845-75-0^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1909284^N
ChemSpider	11644617^N
ECHA InfoCard	100.076.612
EC Number	284-304-0
KEGG	D07072^Y
MeSH	C073716
PubChem CID	3033952
UNII	12JBD7U72K^Y
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^N Key: VZPXHGJTEAPNAA-UHFFFAOYSA-N^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)Cc1ccc(o1)CSCCN/C(=C\[N+](=O)[O-])NCc2cc3OCOc3cc2
Properties
Chemical formula	C₂₀H₂₆N₄O₅S
Molar mass	434.51 g·mol⁻¹
Pharmacology
ATC code	A02BA05 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references