Niperotidine

Niperotidine: Niperotidine

IUPAC name

(Z)-N-(1,3-benzodioxol-5-ylmethyl)-N'-{2[({5-[(dimethylamino)methyl]-2-furyl}methyl)thio]ethyl}-2-nitroethylene-1,1-diamine

Identifiers

CAS number 84845-75-0

PubChem 3033952

KEGG D07072^Y

MeSH Niperotidine

Jmol-3D images Image 1

SMILES

CN(C)CC1=CC=C(O1)CSCCNC(=C[N+](=O)[O-])NCC2=CC3=C(C=C2)OCO3

Properties

Molecular formula C₂₀H₂₆N₄O₅S

Molar mass 434.50924

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

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 It was trialled as a treatment for excessive gastric acidity,^[1] but withdrawn after human trials showed liver damage.^[2]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

^ 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

^ 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

v · d · eHistaminergics

Receptor
ligands

H₁

Agonists: 2-Pyridylethylamine • Betahistine • Histamine • HTMT • UR-AK49
Antagonists: 1st generation: 4-Methyldiphenhydramine • Alimemazine • Antazoline • Azatadine • Bamipine • Benzatropine (Benztropine) • Bepotastine • Bromazine • Brompheniramine • Buclizine • Captodiame • Carbinoxamine • Chlorcyclizine • Chloropyramine • Chlorothen • Chlorphenamine • Chlorphenoxamine • Cinnarizine • Clemastine • Clobenzepam • Clocinizine • Cyclizine • Cyproheptadine • Dacemazine • Deptropine • Dexbrompheniramine • Dexchlorpheniramine • Dimenhydrinate • Dimetindene • Diphenhydramine • Diphenylpyraline • Doxylamine • Embramine • Etybenzatropine (Ethylbenztropine) • Etymemazine • Histapyrrodine • Homochlorcyclizine • Hydroxyethylpromethazine • Hydroxyzine • Isopromethazine • Isothipendyl • Meclozine • Mepyramine (Pyrilamine) • Mequitazine • Methafurylene • Methapyrilene • Methdilazine • Moxastine • Niaprazine • Orphenadrine • Oxatomide • Oxomemazine • Phenindamine • Pheniramine • Phenyltoloxamine • Pimethixene • Piperoxan • Promethazine • Propiomazine • Pyrrobutamine • Talastine • Thenalidine • Thenyldiamine • Thiazinamium • Thonzylamine • Tolpropamine • Tripelennamine • Triprolidine; 2nd generation: Acrivastine • Astemizole • Azelastine • Cetirizine • Clemizole • Clobenztropine • Ebastine • Emedastine • Epinastine • Ketotifen • Latrepirdine • Levocabastine • Loratadine • Mebhydrolin • Mizolastine • Olopatadine • Rupatadine • Setastine • Terfenadine; "3rd generation": Desloratadine • Fexofenadine • Levocetirizine; Miscellaneous: Tricyclic antidepressants (Amitriptyline, Doxepin, Trimipramine, etc) • Tetracyclic antidepressants (Mianserin, Mirtazapine, etc) • Serotonin antagonist and reuptake inhibitors (Trazodone, Nefazodone) • Typical antipsychotics (Chlorpromazine, Thioridazine, etc) • Atypical antipsychotics (Clozapine, Olanzapine, Quetiapine, etc)

H₂

Agonists: Amthamine • Betazole • Dimaprit • Histamine • HTMT • Impromidine • UR-AK49
Antagonists: Burimamide • Cimetidine • Ebrotidine • Famotidine • Lafutidine • Lavoltidine/Loxtidine • Lupitidine • Metiamide • Niperotidine • Nizatidine • Oxmetidine • Ranitidine • Roxatidine

H₃

Agonists: α-Methylhistamine • Cipralisant • Histamine • Imetit • Immepip • Immethridine • Methimepip • Proxyfan
Antagonists: A-349,821 • A-423,579 • ABT-239 • Betahistine • Burimamide • Ciproxifan • Clobenpropit • Conessine • GSK-189,254 • Impentamine • Iodophenpropit • JNJ-5,207,852 • MK-0249 • NNC-38-1,049 • PF-03654746 • Pitolisant • SCH-79,687 • Thioperamide • VUF-5,681

H₄

Agonists: 4-Methylhistamine • Histamine • VUF-8,430
Antagonists: JNJ-7,777,120 • Thioperamide • VUF-6,002

Reuptake
inhibitors

Vesicular

VMAT inhibitors

Ibogaine • Reserpine • Tetrabenazine

Enzyme
inhibitors

Anabolism

HDC inhibitors

Catechin • Meciadanol • Naringenin • Tritoqualine

Catabolism

HNMT inhibitors

Amodiaquine • Diphenhydramine • Harmaline • Quinacrine • Tacrine

DAO inhibitors

Aminoguanidine

Others

Precursors

L-Histidine

Cofactors

Vitamin B6 (pyridoxine, pyridoxamine, pyridoxal → Pyridoxal phosphate)

This drug article relating to the gastrointestinal system is a stub. You can help Wikipedia by expanding it.

Academic Dictionaries and Encyclopedias

Niperotidine

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Niperotidine

IUPAC name (Z)-N-(1,3-benzodioxol-5-ylmethyl)-N'-{2[({5-[(dimethylamino)methyl]-2-furyl}methyl)thio]ethyl}-2-nitroethylene-1,1-diamine
Identifiers
CAS number	84845-75-0
PubChem	3033952
KEGG	D07072^Y
MeSH	Niperotidine
Jmol-3D images	Image 1
SMILES CN(C)CC1=CC=C(O1)CSCCNC(=C[N+](=O)[O-])NCC2=CC3=C(C=C2)OCO3
Properties
Molecular formula	C₂₀H₂₆N₄O₅S
Molar mass	434.50924
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Academic Dictionaries and Encyclopedias

Wikipedia

Niperotidine

References

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