[N-methyl-3H3]AZ10419369 binding to the 5-HT1B receptor: in vitro characterization and in vivo receptor occupancy

J Pharmacol Exp Ther. 2009 Jul;330(1):342-51. doi: 10.1124/jpet.109.150722. Epub 2009 Apr 28.

Abstract

Radiotracers suitable for positron emission tomography studies often serve as preclinical tools for in vivo receptor occupancy. The serotonin 1B receptor (5-HT(1B)) subtype is a pharmacological target used to discover treatments for various psychiatric and neurological disorders. In psychiatry, 5-HT(1B) antagonists may provide novel therapeutics for depression and anxiety. We report on the in vitro and in vivo evaluation of tritiated 5-methyl-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylicacid (4-morpholin-4-yl-phenyl)-amide ([N-methyl-(3)H(3)]AZ10419369), a potent 5-HT(1B) radiotracer. [N-methyl-(3)H(3)]-AZ10419369 showed saturable single-site high-affinity in vitro binding (guinea pig, K(d) = 0.38 and human, K(d) = 0.37) to guinea pig or human 5-HT(1B) receptors in recombinant membranes and high-affinity (K(d) = 1.9 nM) saturable (B(max) = 0.099 pmol/mg protein) binding in membranes from guinea pig striatum. When [N-methyl-(3)H(3)]AZ10419369 was administered to guinea pigs by intravenous bolus, the measured radioactivity was up to 5-fold higher in brain areas containing the 5-HT(1B) receptor (striatum/globus pallidus, midbrain, hypothalamus, and frontal cortex) compared with the cerebellum, the nonspecific binding region. Specific uptake peaked 30 min after injection with slow dissociation from target regions, as suggested by the in vitro binding kinetic profile. Pretreatment with 6-fluoro-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid [4-(4-propionyl-piperazin-1-yl)-phenyl]-amide (AZD1134) and 2-aminotetralin (AR-A000002), 5-HT(1B)-selective ligands, inhibited [N-methyl-(3)H(3)]AZ10419369-specific binding in a dose-dependent manner. In the guinea pig striatum, AZD1134 (ED(50) = 0.017 mg/kg) occupies a greater percentage of the 5-HT(1B) receptors at a lower administered dose than AR-A000002 (ED(50) = 2.5 mg/kg). In vivo receptor occupancy is an essential component to build binding-efficacy-exposure relationships and compare novel compound pharmacology. [N-methyl-(3)H(3)]AZ10419369 is a useful preclinical tool for investigating 5-HT(1B) receptor occupancy for novel compounds targeting this receptor.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Benzopyrans / chemical synthesis
  • Benzopyrans / metabolism*
  • Benzopyrans / pharmacology
  • CHO Cells
  • Cell Line
  • Cricetinae
  • Cricetulus
  • Guinea Pigs
  • Haplorhini
  • Humans
  • Male
  • Morpholines / chemical synthesis
  • Morpholines / metabolism*
  • Morpholines / pharmacology
  • Piperazines / chemical synthesis
  • Piperazines / metabolism*
  • Piperazines / pharmacology
  • Protein Binding / drug effects
  • Protein Binding / physiology
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / metabolism*
  • Radiopharmaceuticals / pharmacology
  • Receptor, Serotonin, 5-HT1B / metabolism*
  • Serotonin 5-HT1 Receptor Antagonists*
  • Serotonin Antagonists / chemical synthesis
  • Serotonin Antagonists / metabolism*
  • Serotonin Antagonists / pharmacology
  • Tritium / metabolism*

Substances

  • 5-methyl-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid (4-morpholin-4-yl-phenyl)amide
  • Benzopyrans
  • Morpholines
  • Piperazines
  • Radiopharmaceuticals
  • Receptor, Serotonin, 5-HT1B
  • Serotonin 5-HT1 Receptor Antagonists
  • Serotonin Antagonists
  • Tritium