Synthesis optimization of 2-(4-N-[11C]methylaminophenyl)-6-hydroxybenzothiazole ([11C]PIB), β-amyloid PET imaging tracer for Alzheimer's disease diagnosis

A Coliva; C Monterisi; A Apollaro; D Gatti; M Penso; L Gianolli; D Perani; M C Gilardi; A Carpinelli

doi:10.1016/j.apradiso.2015.07.003

Synthesis optimization of 2-(4-N-[11C]methylaminophenyl)-6-hydroxybenzothiazole ([11C]PIB), β-amyloid PET imaging tracer for Alzheimer's disease diagnosis

Appl Radiat Isot. 2015 Nov:105:66-71. doi: 10.1016/j.apradiso.2015.07.003. Epub 2015 Jul 17.

Authors

A Coliva¹, C Monterisi², A Apollaro², D Gatti³, M Penso⁴, L Gianolli³, D Perani⁵, M C Gilardi⁶, A Carpinelli⁷

Affiliations

¹ Vita-Salute S. Raffaele University, Milan, Italy.
² CNR-IBFM c/o Department of Nuclear Medicine, Ospedale San Raffaele, Via Olgettina 60, 20132 Milan, Italy.
³ Nuclear Medicine Department, IRCCS Ospedale San Raffaele, Milan, Italy.
⁴ CNR-ISTM, Milan, Italy.
⁵ Vita-Salute S. Raffaele University, Milan, Italy; CNR-IBFM c/o Department of Nuclear Medicine, Ospedale San Raffaele, Via Olgettina 60, 20132 Milan, Italy.
⁶ CNR-IBFM c/o Department of Nuclear Medicine, Ospedale San Raffaele, Via Olgettina 60, 20132 Milan, Italy; Nuclear Medicine Department, IRCCS Ospedale San Raffaele, Milan, Italy.
⁷ CNR-IBFM c/o Department of Nuclear Medicine, Ospedale San Raffaele, Via Olgettina 60, 20132 Milan, Italy; Nuclear Medicine Department, IRCCS Ospedale San Raffaele, Milan, Italy. Electronic address: carpinelli.assunta@hsr.it.

PMID: 26248085
DOI: 10.1016/j.apradiso.2015.07.003

Abstract

[11C]PIB is the most used amyloid plaques-specific positron-emitting radiotracers. The radiosynthesis of this compound, carried out by methylation of its precursor with [11C]methyl triflate in 2-butanone, has been improved optimizing the initial concentration and the purification method. Two HPLC methods were compared: good radiochemical yields, specific activities, and chemical purity above 98% were achieved by using as eluant acetonitrile/citrate and formulation in 10% ethanol.

Keywords: Alzheimer's disease; Cyclotron; [11C]MeOTf; [11C]PIB; β-amyloid.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alzheimer Disease / diagnosis
Alzheimer Disease / diagnostic imaging*
Alzheimer Disease / metabolism
Amyloid beta-Peptides / metabolism*
Aniline Compounds
Benzothiazoles / chemical synthesis*
Benzothiazoles / isolation & purification
Benzothiazoles / standards
Carbon Radioisotopes* / isolation & purification
Carbon Radioisotopes* / standards
Humans
Positron-Emission Tomography / methods*
Quality Control
Radiopharmaceuticals / chemical synthesis*
Radiopharmaceuticals / isolation & purification
Radiopharmaceuticals / standards
Thiazoles

Substances

2-(4'-(methylamino)phenyl)-6-hydroxybenzothiazole
Amyloid beta-Peptides
Aniline Compounds
Benzothiazoles
Carbon Radioisotopes
Radiopharmaceuticals
Thiazoles