title: Synthesis of (3) H, (2) H4 and (14) C-SCH 417690 (Vicriviroc).
abstract: Vicriviroc or SCH 417690 is a potent and selective antagonist of the CCR5 receptor. CCR5 receptor antagonists have the potential for the treatment of HIV infections. Four distinct isotopically labelled forms of SCH 417690 were synthesized. Low specific activity [(3) H]SCH 417690 was prepared for a preliminary absorption, distribution, metabolism and excretion evaluation of the compound and [(14) C]SCH 417690 for more definitive absorption, distribution, metabolism and excretion work, including an absorption, metabolism and excretion study in man. In addition, high specific activity [(3) H]SCH 417690 was prepared for CCR5 receptor binding work and [(2) H4 ]SCH 417690 was prepared as an internal standard for a liquid chromatography-mass spectrometry bioanalytical method. The paper discusses the synthesis of four isotopically labelled forms of SCH 417690.
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: D
authors.initials: D
authors.lastname: Hesk
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: S
authors.initials: S
authors.lastname: Borges
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: S
authors.initials: S
authors.lastname: Hendershot
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: D
authors.initials: D
authors.lastname: Koharski
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: P
authors.initials: P
authors.lastname: McNamara
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: S
authors.initials: S
authors.lastname: Ren
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: S
authors.initials: S
authors.lastname: Saluja
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: V
authors.initials: V
authors.lastname: Truong
authors.affiliation: Merck and Co, 126 E. Lincoln Avenue, RY 80R, Rahway, NJ, 07065, USA.
authors.forename: K
authors.initials: K
authors.lastname: Voronin
mesh_terms: D002250:Carbon Radioisotopes / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D007553:Isotope Labeling; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry*; D014316:Tritium / Q000737:chemistry*
chemical_list: D002250:Carbon Radioisotopes; D010879:Piperazines; D011743:Pyrimidines; D014316:Tritium; C486781:vicriviroc
keywords: carbon-14; deuterium; ruthenium catalyst; tritium exchange