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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H17F2N3O2
Molecular Weight 369.3647
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADX-47273

SMILES

[H][C@@]1(CCCN(C1)C(=O)C2=CC=C(F)C=C2)C3=NC(=NO3)C4=CC=C(F)C=C4

InChI

InChIKey=VXQCCZHCFBHTTD-HNNXBMFYSA-N
InChI=1S/C20H17F2N3O2/c21-16-7-3-13(4-8-16)18-23-19(27-24-18)15-2-1-11-25(12-15)20(26)14-5-9-17(22)10-6-14/h3-10,15H,1-2,11-12H2/t15-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23869026

ADX-47273 is a research pharmaceutical developed by Addex Therapeutics. It is a novel positive allosteric modulator of the metabotropic glutamate receptor subtype 5 (mGluR5). ADX-47273 displays antipsychotic, neuromodulatory, and cognition enhancing activities. In vivo, ADX 47273 increases waking and decreases deep sleep behaviors; it also increases late phase long-term potentiation (LTP) and enhances adaptive learning. In other animal models, ADX-47273 decreases amphetamine- and phencyclidine-induced hyperlocomotion and accumbal dopamine levels.

Approval Year

PubMed

PubMed

TitleDatePubMed
Metabotropic glutamate receptors: potential drug targets for psychiatric disorders.
2010 May 27
In vitro characterisation of the novel positive allosteric modulators of the mGlu₅ receptor, LSN2463359 and LSN2814617, and their effects on sleep architecture and operant responding in the rat.
2013 Jan
Patents

Patents

Sample Use Guides

Rats: ADX-47273 (1-100mg/kg) was evaluated in rat models used for detecting antipsychotic-like activity
Route of Administration: Intraperitoneal
30uM ADX-47273 induces a concentration-dependent ∼13-fold shift to the left in the glutamate EC50.
Name Type Language
ADX-47273
Common Name English
METHANONE, (4-FLUOROPHENYL)((3S)-3-(3-(4-FLUOROPHENYL)-1,2,4-OXADIAZOL-5-YL)-1-PIPERIDINYL)-
Systematic Name English
PIPERIDINE, 1-(4-FLUOROBENZOYL)-3-(3-(4-FLUOROPHENYL)-1,2,4-OXADIAZOL-5-YL)-, (3S)-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
ADX-47273
Created by admin on Sat Dec 16 08:09:25 GMT 2023 , Edited by admin on Sat Dec 16 08:09:25 GMT 2023
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CAS
851881-60-2
Created by admin on Sat Dec 16 08:09:25 GMT 2023 , Edited by admin on Sat Dec 16 08:09:25 GMT 2023
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EPA CompTox
DTXSID80234386
Created by admin on Sat Dec 16 08:09:25 GMT 2023 , Edited by admin on Sat Dec 16 08:09:25 GMT 2023
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PUBCHEM
11383075
Created by admin on Sat Dec 16 08:09:25 GMT 2023 , Edited by admin on Sat Dec 16 08:09:25 GMT 2023
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FDA UNII
4C4P7L0W63
Created by admin on Sat Dec 16 08:09:25 GMT 2023 , Edited by admin on Sat Dec 16 08:09:25 GMT 2023
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