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lupitidine

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EntityQ11071947· pop 6· linked from 329 articles

lupitidine

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Lupitidine (INN; lupitidine hydrochloride (USAN); development code SKF-93479) is a long-acting H2 receptor antagonist developed by Smith, Kline & French and described as an antiulcerogenic that was never marketed. It was shown to inhibit nocturnal gastric acid secretion and, in experiments on rodents, produced diffuse neuroendocrine cell hyperplasia and an increase in multifocal glandular hyperplasia due to hypergastrinemia resulting from the pharmacological suppression of gastric acid secretion.

Chemical data

Formula
C21H27N5O2S
Molecular weight
413.5 g/mol
IUPAC name
2-[2-[[5-(2-aminopropan-2-yl)furan-2-yl]methylsulfanyl]ethylamino]-5-[(6-methyl-3-pyridinyl)methyl]-1H-pyrimidin-6-one
SMILES
CC1=NC=C(C=C1)CC2=CN=C(NC2=O)NCCSCC3=CC=C(O3)C(C)(C)N
InChIKey
CZTPLYMKHNEVHO-UHFFFAOYSA-N
XLogP
1.1
Polar surface area
131 Ų
H-bond donors
3
H-bond acceptors
6
Formal charge
0

via PubChem

Wikidata facts

Mass
413.18854610400007
Show 3 more facts
canonical SMILES
Cc1ccc(cn1)Cc2c[nH]c(nc2=O)NCCSCc3ccc(o3)C(C)(C)N
chemical formula
C₂₁H₂₇N₅O₂S
Commons category
Lupitidine
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Encyclopedic overview

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Contents
  • References

Lupitidine (INN; lupitidine hydrochloride (USAN); development code SKF-93479) is a long-acting H2 receptor antagonist developed by Smith, Kline & French and described as an antiulcerogenic that was never marketed. It was shown to inhibit nocturnal gastric acid secretion and, in experiments on rodents, produced diffuse neuroendocrine cell hyperplasia and an increase in multifocal glandular hyperplasia due to hypergastrinemia resulting from the pharmacological suppression of gastric acid secretion.

== References ==

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

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