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tezampanel

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tezampanel

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Also known as LY-293,558, LY293558, tezampanel anhydrous

Tezampanel (, ) (developmental code names LY-293,558, LY-326,325, NGX-424) is a drug originally developed by Eli Lilly which acts as a competitive antagonist of the AMPA and kainate subtypes of the ionotropic glutamate receptor family, with selectivity for the GluR5 subtype of the kainate receptor. It has neuroprotective and anticonvulsant properties, the former of which may, at least in part, occur via blockade of calcium uptake into neurons.

Chemical data

Formula
C13H21N5O2
Molecular weight
279.34 g/mol
IUPAC name
(3S,4aR,6R,8aR)-6-[2-(2H-tetrazol-5-yl)ethyl]-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylic acid
SMILES
C1C[C@H]2CN[C@@H](C[C@H]2C[C@H]1CCC3=NNN=N3)C(=O)O
InChIKey
ZXFRFPSZAKNPQQ-YTWAJWBKSA-N
XLogP
-0.8
Polar surface area
104 Ų
H-bond donors
3
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
migraine disorder

via ChEMBL · EBI

Wikidata facts

Subclass of
carboxylic acid
Mass
279.169525
Show 4 more facts
chemical formula
C₁₃H₂₁N₅O₂
isomeric SMILES
C1C[C@H]2CN[C@@H](C[C@H]2C[C@H]1CCC3=NNN=N3)C(=O)O
canonical SMILES
C1CC2CNC(CC2CC1CCC3=NNN=N3)C(=O)O
Commons category
Tezampanel
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

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Contents
  • References

Tezampanel (, ) (developmental code names LY-293,558, LY-326,325, NGX-424) is a drug originally developed by Eli Lilly which acts as a competitive antagonist of the AMPA and kainate subtypes of the ionotropic glutamate receptor family, with selectivity for the GluR5 subtype of the kainate receptor. It has neuroprotective and anticonvulsant properties, the former of which may, at least in part, occur via blockade of calcium uptake into neurons.

Tezampanel has a range of effects which may be useful for medicinal purposes, as well as its applications in scientific research. It suppresses both the withdrawal symptoms from morphine and other opioids, and the development of tolerance, as well as having antihyperalgesic and analgesic effects in its own right. It also has anxiolytic effects in animal studies and has been suggested as a candidate for the treatment of anxiety in humans.

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

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