structure of Tilapertin

Tilapertin

CAS No.: 1000690-85-6
M. Wt: 378.388
M. Fa: C20H21F3N2O2
InChI Key: MDLQJNCGZVDZFV-LJQANCHMSA-N

Names and Identifiers of Tilapertin

CAS Number

1000690-85-6

IUPAC Name

2-[4-[(R)-phenyl-[3-(trifluoromethyl)phenyl]methyl]piperazin-1-yl]acetic acid

InChI

InChI=1S/C20H21F3N2O2/c21-20(22,23)17-8-4-7-16(13-17)19(15-5-2-1-3-6-15)25-11-9-24(10-12-25)14-18(26)27/h1-8,13,19H,9-12,14H2,(H,26,27)/t19-/m1/s1

InChIKey

MDLQJNCGZVDZFV-LJQANCHMSA-N

Canonical SMILES

C1CN(CCN1CC(=O)O)C(C2=CC=CC=C2)C3=CC(=CC=C3)C(F)(F)F

Isomeric SMILES

C1CN(CCN1CC(=O)O)[C@H](C2=CC=CC=C2)C3=CC(=CC=C3)C(F)(F)F

UNII

A2SV488G98

Physical and chemical properties of Tilapertin

Boiling Point

455.3±45.0 °C at 760 mmHg

Density

1.3±0.1 g/cm3

Exact Mass

378.155518

Flash Point

229.2±28.7 °C

Index of Refraction

1.554

LogP

2.95

Molecular Formula

C20H21F3N2O2

Molecular Weight

378.388

Storage condition

2-8℃

Vapour Pressure

0.0±1.2 mmHg at 25°C

Applications of Tilapertin

Tilapertin is primarily investigated for its potential applications in treating:

  • Cognitive impairments: Particularly in conditions like schizophrenia and Alzheimer's disease.
  • Mood disorders: By modulating glycine levels, it may help improve mood regulation.

Research continues to explore its efficacy and safety in clinical settings.

Biological Activity of Tilapertin

Tilapertin's primary biological activity stems from its role as a GlyT1 inhibitor. This inhibition leads to increased levels of glycine, which is crucial for the modulation of NMDA receptor activity. Enhanced NMDA receptor function is associated with improved cognitive processes such as learning and memory. Studies have indicated that Tilapertin may have potential benefits in conditions like schizophrenia and Alzheimer's disease by ameliorating cognitive deficits linked to these disorders.