Preclinical pharmacology and pharmacokinetics of AZD3783, a selective 5-hydroxytryptamine 1B receptor antagonist

J Pharmacol Exp Ther. 2011 Nov;339(2):567-78. doi: 10.1124/jpet.110.174433. Epub 2011 Aug 8.

Abstract

The preclinical pharmacology and pharmacokinetic properties of (2R)-6-methoxy-8-(4-methylpiperazin-1-yl)-N-(4-morpholin-4-ylphenyl)chromane-2-carboxamide (AZD3783), a potent 5-hydroxytryptamine 1B (5-HT(1B)) receptor antagonist, were characterized as part of translational pharmacokinetic/pharmacodynamic hypothesis testing in human clinical trials. The affinity of AZD3783 to the 5-HT(1B) receptor was measured in vitro by using membrane preparations containing recombinant human or guinea pig 5-HT(1B) receptors and in native guinea pig brain tissue. In vivo antagonist potency of AZD3783 for the 5HT(1B) receptor was investigated by measuring the blockade of 5-HT(1B) agonist-induced guinea pig hypothermia. The anxiolytic-like potency was assessed using the suppression of separation-induced vocalization in guinea pig pups. The affinity of AZD3783 for human and guinea pig 5-HT(1B) receptor (K(i), 12.5 and 11.1 nM, respectively) was similar to unbound plasma EC(50) values for guinea pig receptor occupancy (11 nM) and reduction of agonist-induced hypothermia (18 nM) in guinea pig. Active doses of AZD3783 in the hypothermia assay were similar to doses that reduced separation-induced vocalization in guinea pig pups. AZD3783 demonstrated favorable pharmacokinetic properties. The predicted pharmacokinetic parameters (total plasma clearance, 6.5 ml/min/kg; steady-state volume of distribution, 6.4 l/kg) were within 2-fold of the values observed in healthy male volunteers after a single 20-mg oral dose. This investigation presents a direct link between AZD3783 in vitro affinity and in vivo receptor occupancy to preclinical disease model efficacy. Together with predicted human pharmacokinetic properties, we have provided a model for the quantitative translational pharmacology of AZD3783 that increases confidence in the optimal human receptor occupancy required for antidepressant and anxiolytic effects in patients.

Publication types

  • Randomized Controlled Trial

MeSH terms

  • ATP Binding Cassette Transporter, Subfamily B / analysis
  • Animals
  • Anti-Anxiety Agents / blood
  • Anti-Anxiety Agents / chemistry
  • Anti-Anxiety Agents / pharmacokinetics
  • Anti-Anxiety Agents / pharmacology
  • Behavior, Animal / drug effects
  • Benzopyrans / blood
  • Benzopyrans / chemistry
  • Benzopyrans / pharmacokinetics*
  • Benzopyrans / pharmacology*
  • Disease Models, Animal
  • Dogs
  • Double-Blind Method
  • Guinea Pigs
  • Hepatocytes / drug effects
  • Humans
  • Hypothermia, Induced
  • Macaca fascicularis
  • Male
  • Microsomes, Liver / drug effects
  • Molecular Targeted Therapy
  • Morpholines / blood
  • Morpholines / chemistry
  • Morpholines / pharmacokinetics*
  • Morpholines / pharmacology*
  • Protein Binding / drug effects*
  • Radioligand Assay
  • Rats, Sprague-Dawley
  • Receptor, Serotonin, 5-HT1B / metabolism*
  • Serotonin 5-HT1 Receptor Antagonists / blood
  • Serotonin 5-HT1 Receptor Antagonists / chemistry
  • Serotonin 5-HT1 Receptor Antagonists / pharmacokinetics*
  • Serotonin 5-HT1 Receptor Antagonists / pharmacology*
  • Serotonin Receptor Agonists / adverse effects
  • Serotonin Receptor Agonists / pharmacology
  • Translational Research, Biomedical

Substances

  • (2R)-6-methoxy-8-(4-methylpiperazin-1-yl)-N-(4-morpholin-4-ylphenyl)chromane-2-carboxamide
  • ATP Binding Cassette Transporter, Subfamily B
  • Anti-Anxiety Agents
  • Benzopyrans
  • Morpholines
  • Receptor, Serotonin, 5-HT1B
  • Serotonin 5-HT1 Receptor Antagonists
  • Serotonin Receptor Agonists