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lavoltidine

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EntityQ6694396· pop 7· linked from 384 articles

lavoltidine

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Also known as loxtidine

Lavoltidine (INN, USAN, BAN; previously known as loxtidine; development code AH-23,844) is a highly potent and selective H2 receptor antagonist which was under development by Glaxo Wellcome (now GlaxoSmithKline) as a treatment for gastroesophageal reflux disease but was discontinued due to the discovery that it produced gastric carcinoid tumors in rodents.

Chemical data

Formula
C19H29N5O2
Molecular weight
359.5 g/mol
IUPAC name
[1-methyl-5-[3-[3-(piperidin-1-ylmethyl)phenoxy]propylamino]-1,2,4-triazol-3-yl]methanol
SMILES
CN1C(=NC(=N1)CO)NCCCOC2=CC=CC(=C2)CN3CCCCC3
InChIKey
VTLNPNNUIJHJQB-UHFFFAOYSA-N
XLogP
2.2
Polar surface area
75.4 Ų
H-bond donors
2
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
359.232
Show 5 more facts
chemical formula
C₁₉H₂₉N₅O₂
canonical SMILES
CN1C(=NC(=N1)CO)NCCCOC2=CC=CC(=C2)CN3CCCCC3
Commons category
Lavoltidine
World Health Organisation international non-proprietary name
lavoltidine
subject has role
H2 antagonists
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Lavoltidine (INN, USAN, BAN; previously known as loxtidine; development code AH-23,844) is a highly potent and selective H2 receptor antagonist which was under development by Glaxo Wellcome (now GlaxoSmithKline) as a treatment for gastroesophageal reflux disease but was discontinued due to the discovery that it produced gastric carcinoid tumors in rodents.

==See also== H2 receptor antagonist Sufotidine (analogous sequence in which a sulfonyl group replaces the hydroxyl group)

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

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