LM22A-4, neurotrophic BDNF mimetic

Key facts

CAS number

37988-18-4

Purity

>98%

Form

Solid

form

Molecular weight

339.34 Da

Molecular formula

C₁₅H₂₁N₃O₆

PubChem

2054170

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Soluble in DMSO to 100 mM

Biochemical name

1-N,3-N,5-N-tris(2-hydroxyethyl)benzene-1,3,5-tricarboxamide

Biological description

Small molecule BDNF mimetic displaying neurotrophic activity. Partial agonist at TrkB, activating TrkB signaling. Displaces BDNF (IC₅₀ = 47 nM) in binding assays. Prevents neuronal degeneration with equal efficacy to that of BDNF in in vitro models of neurodegenerative disease. Causes hippocampal and striatal TrkB activation in mice and improved motor learning after traumatic brain injury in rats, after in vivo administraton. Improves respiratory function in a mouse model of Rett syndrome.

Canonical smiles

C1=C(C=C(C=C1C(=O)NCCO)C(=O)NCCO)C(=O)NCCO

InChi

InChI=1S/C15H21N3O6/c19-4-1-16-13(22)10-7-11(14(23)17-2-5-20)9-12(8-10)15(24)18-3-6-21/h7-9,19-21H,1-6H2,(H,16,22)(H,17,23)(H,18,24)

InChiKey

RGWJKANXFYJKHN-UHFFFAOYSA-N

IUPAC Name

1-N,3-N,5-N-tris(2-hydroxyethyl)benzene-1,3,5-tricarboxamide