Dipraglurant
Basic information
- CAS
872363-17-2- Standard SMILES
Fc1ccc2nc(CCC#Cc3ccccn3)cn2c1- InChIKey
LZXMUJCJAWVHPZ-UHFFFAOYSA-N- Molecular formula
- C16H12FN3
- Average molar mass
- 265.28 g/mol
- Monoisotopic mass
- 265.10152556
Overview
Dipraglurant has been used in trials studying the treatment of Parkinson's Disease. It is a metabotropic glutamate receptor 5 (mGluR5) negative allosteric modulator (NAM).
Names & identifiers
- Preferred name
- Dipraglurant
- IUPAC
- 6-fluoro-2-(4-pyridin-2-ylbut-3-ynyl)imidazo[1,2-a]pyridine
- English name
- 6-Fluoro-2-[4-(pyridin-2-yl)-3-butynyl]imidazo[1,2-a]pyridine
- Molecular formula
- C16H12FN3
- Molecular weight
- 265.29
Names & synonyms
Dipraglurant872363-17-2ADX48621ADX-48621CV8JZR21A1DTXSID902362306-Fluoro-2-(4-(pyridin-2-yl)but-3-yn-1-yl)imidazo(1,2-a)pyridine2-(4-{6-fluoroimidazo[1,2-a]pyridin-2-yl}but-1-yn-1-yl)pyridine6-fluoro-2-(4-(pyridin-2-yl)but-3-yn-1-yl)imidazo[1,2-a]pyridinedipraglurantum2-(4-(6-fluoroimidazo(1,2-a)pyridin-2-yl)but-1-yn-1-yl)pyridine6-Fluoro-2-[4-(pyridin-2-yl)but-3-yn-1-yl]imidazo[1,2-a]pyridine
Show more names
IcosabutateADX 486216-fluoro-2-[4-(2-pyridinyl)-3-butyn-1-yl]-Imidazo[1,2-a]pyridineImidazo[1,2-a]pyridine, 6-fluoro-2-[4-(2-pyridinyl)-3-butyn-1-yl]-
RefChem:134830DTXCID90158721Dipraglurant [INN]6-fluoro-2-(4-pyridin-2-ylbut-3-ynyl)imidazo[1,2-a]pyridine6-Fluoro-2-[4-(2-pyridinyl)-3-butyn-1-yl]imidazo[1,2-a]pyridineCHEMBL23467386-Fluoro-2-[4-(pyridin-2-yl)-3-butynyl]imidazo[1,2-a]pyridineUNII-CV8JZR21A1
Database identifiers
- CAS
872363-17-2- PubChem CID
- 44557636
- DTXSID
DTXSID90236230- ChEMBL
CHEMBL2346738- UNII
- CV8JZR21A1
- Nikkaji
- J3.560.334D
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 30.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 386
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Density
- 1.16 · 1.16
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in DMSO
- pka
- 5.59 · 5.59±0.50(Predicted)
- form
- Powder
- color
- White to off-white
- FDA UNII
- 8 JZR21A1 · CV8JZR21A1
Chemistry & industry
Applications
UsesDipraglurant (ADX48621) is a potent, selective, orally active and brain penetrant mGluR5 negative allosteric modulator (NAM), with an IC50 of 21 nM. Dipraglurant can reduce Levodopa-induced dyskinesia (LID) in vivo[1][2]. Dipraglurant is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
Related reactions
0 records
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Compound notes
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