[18F](R)-5-chloro-1-(1-cyclopropyl-2-methoxyethyl)-3-(4-(2-fluoroethoxy)-2,5-dimethyl phenylamino)pyrazin-2(1H)-one: introduction of N3-phenylpyrazinones as potential CRF-R1 PET imaging agents

Jeffrey A Deskus; Douglas D Dischino; Ronald J Mattson; Jonathan L Ditta; Michael F Parker; Derek J Denhart; Dmitry Zuev; Hong Huang; Richard A Hartz; Vijay T Ahuja; Henry Wong; Gail K Mattson; Thaddeus F Molski; James E Grace Jr; Larisa Zueva; Julia M Nielsen; Heidi Dulac; Yu-Wen Li; Mary Guaraldi; Michael Azure; David Onthank; Megan Hayes; Eric Wexler; Jennifer McDonald; Nicholas J Lodge; Joanne J Bronson; John E Macor

doi:10.1016/j.bmcl.2012.08.112

[18F](R)-5-chloro-1-(1-cyclopropyl-2-methoxyethyl)-3-(4-(2-fluoroethoxy)-2,5-dimethyl phenylamino)pyrazin-2(1H)-one: introduction of N3-phenylpyrazinones as potential CRF-R1 PET imaging agents

Bioorg Med Chem Lett. 2012 Nov 1;22(21):6651-5. doi: 10.1016/j.bmcl.2012.08.112. Epub 2012 Sep 7.

Affiliation

¹ Bristol-Myers Squibb Co., Research and Development, 5 Research Parkway, Wallingford, CT 06492, USA. [email protected]

PMID: 23010264
DOI: 10.1016/j.bmcl.2012.08.112

Abstract

Based on a favorable balance between CRF-R1 affinity, lipophilicity and metabolic stability, compound 10 was evaluated for potential development as PET radioligand. Compound [(18)F]10 was prepared with high radiochemical purity and showed promising binding properties in rat brain imaging experiments.

MeSH terms

Aniline Compounds / chemistry*
Animals
Brain / diagnostic imaging
Brain / metabolism
Fluorine Radioisotopes* / blood
Imaging, Three-Dimensional
Molecular Structure
Positron-Emission Tomography*
Pyrazines / chemistry*
Pyrazoles / chemistry*
Pyrazoles / metabolism
Rats
Tissue Distribution

Substances

(18F)(R)-5-chloro-1-(1-cyclopropyl-2-methoxyethyl)-3-(4-(2-fluoroethoxy)-2,5-dimethyl phenylamino)pyrazin-2(1H)-one
Aniline Compounds
Fluorine Radioisotopes
Pyrazines
Pyrazoles