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cipralisant

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EntityQ27276158· pop 5· linked from 331 articles

cipralisant

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Also known as (1S,2S)-4-(2-(5,5-dimethylhex-1-inyl)-cyclopropyl)imidazol, gt-2342, GT-2342, (+)-cipralisant

Cipralisant (GT-2331, tentative trade name Perceptin) is an extremely potent histamine H3 receptor ligand originally developed by Gliatech. Cipralisant was initially classified as a selective H3 antagonist, but newer research (2005) suggests also agonist properties, i.e., functional selectivity.

Chemical data

Formula
C14H20N2
Molecular weight
216.32 g/mol
IUPAC name
5-[(1S,2S)-2-(5,5-dimethylhex-1-ynyl)cyclopropyl]-1H-imidazole
SMILES
CC(C)(C)CCC#C[C@H]1C[C@@H]1C2=CN=CN2
InChIKey
CVKJAXCQPFOAIN-RYUDHWBXSA-N
XLogP
3.3
Polar surface area
28.7 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
216.163
Show 4 more facts
canonical SMILES
CC(C)(C)CCC#CC1CC1C2=CN=CN2
chemical formula
C₁₄H₂₀N₂
isomeric SMILES
CC(C)(C)CCC#C[C@H]1C[C@@H]1C2=CN=CN2
Commons category
Cipralisant
Sources (2)

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Cipralisant (GT-2331, tentative trade name Perceptin) is an extremely potent histamine H3 receptor ligand originally developed by Gliatech. Cipralisant was initially classified as a selective H3 antagonist, but newer research (2005) suggests also agonist properties, i.e., functional selectivity.

The relatively recent cloning of human H3 receptor, as well as the discovery of its constitutive activity provided the ability to better assess the activity of H3 receptor ligands. Consequently, cipralisant was reassessed as an H3 receptor agonist in human and rat recombinant systems, showing functional selectivity and stimulating one type of G-protein coupled pathway while failing to activate other intracellular pathways.

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

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