niperotidine

Also known as (Z)-niperotidine

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 It was studied as a treatment for excessive gastric acidity, but withdrawn after human trials showed liver damage.

In the Vinony graph

Vinony's link graph records 384 inbound references to niperotidine, and connects out to medication, digital object identifier and chemical formula.

It is catalogued under topics including Abandoned drugs, Benzodioxoles and Chembox image size set.

Vinony links it to 6 Wikipedia language editions.

Chemical data

Formula: C20H26N4O5S
Molecular weight: 434.5 g/mol
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
SMILES: CN(C)CC1=CC=C(O1)CSCCN/C(=C\[N+](=O)[O-])/NCC2=CC3=C(C=C2)OCO3
InChIKey: HXRSXEDVVARPHP-UDWIEESQSA-N
XLogP: 2.9
Polar surface area: 130 Å²
H-bond donors: 2
H-bond acceptors: 9
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: Peptic ulcer, gastroesophageal reflux disease

via ChEMBL · EBI

Wikidata facts

Mass: 434.162391

Show 4 more facts

canonical SMILES: CN(C)CC1=CC=C(O1)CSCCNC(=C[N+](=O)[O-])NCC2=CC3=C(C=C2)OCO3
chemical formula: C₂₀H₂₆N₄O₅S
isomeric SMILES: CN(C)CC1=CC=C(O1)CSCCN/C(=C\[N+](=O)[O-])/NCC2=CC3=C(C=C2)OCO3
Commons category: Niperotidine

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections

Contents

References

{{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 444599209 | ImageFile = Niperotidine.svg | ImageClass = skin-invert-image | ImageSize = 300 | PIN = (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 | OtherNames =

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Excerpted from Wikipedia’s “niperotidine” article, available under the CC BY-SA 4.0 licence.