Fully automated synthesis of PET TSPO radioligands [11C]DAA1106 and [18F]FEDAA1106

[11C]DAA1106 was prepared by O-[11C]methylation of DAA1123 with [11C]CH3OTf and NaH in CH3CN at 80°C and isolated by HPLC combined with SPE purification in 60–70% decay corrected radiochemical yield. [18F]FEDAA1106 was synthesized by the nucleophilic substitution of tosyloxy-FEDAA1106 in DMSO with K...

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Published in	Applied radiation and isotopes Vol. 70; no. 6; pp. 965 - 973
Main Authors	Wang, Min, Gao, Mingzhang, Zheng, Qi-Huang
Format	Journal Article
Language	English
Published	England Elsevier Ltd 01.06.2012
Subjects	[11C]DAA1106 [18F]FEDAA1106 Acetamides - chemical synthesis Automation Carbon Radioisotopes - chemistry Contrast Media - chemical synthesis Fluorine Radioisotopes - chemistry Isotope Labeling - instrumentation Isotope Labeling - methods Phenyl Ethers - chemical synthesis Positron emission tomography (PET) Positron-Emission Tomography - methods Radiopharmaceuticals - chemical synthesis Radiosynthesis Robotics - instrumentation Robotics - methods Translocator protein 18 kDa (TSPO) [18F]FEDAA1106 Translocator protein 18kDa (TSPO) Positron emission tomography (PET) Automation [11C]DAA1106 Radiosynthesis
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Abstract	[11C]DAA1106 was prepared by O-[11C]methylation of DAA1123 with [11C]CH3OTf and NaH in CH3CN at 80°C and isolated by HPLC combined with SPE purification in 60–70% decay corrected radiochemical yield. [18F]FEDAA1106 was synthesized by the nucleophilic substitution of tosyloxy-FEDAA1106 in DMSO with K[18F]F/Kryptofix 2.2.2 at 140°C and isolated by HPLC combined with SPE purification in 30–60% decay corrected radiochemical yield. The specific activity for [11C]DAA1106 and [18F]FEDAA1106 was 370–740GBq/μmol and 37–222GBq/μmol at EOB, respectively. ► Fully automated syntheses of [11C]DAA1106 and [18F]FEDAA1106 have been developed. ► Simplified solid-phase extraction (SPE) method was employed in radiosynthesis. ► Syntheses of DAA1106, FEDAA1106 and their precursors have been improved.
AbstractList	[11C]DAA1106 was prepared by O-[11C]methylation of DAA1123 with [11C]CH3OTf and NaH in CH3CN at 80 degree C and isolated by HPLC combined with SPE purification in 60-70% decay corrected radiochemical yield. [18F]FEDAA1106 was synthesized by the nucleophilic substitution of tosyloxy-FEDAA1106 in DMSO with K[18F]F/Kryptofix 2.2.2 at 140 degree C and isolated by HPLC combined with SPE purification in 30-60% decay corrected radiochemical yield. The specific activity for [11C]DAA1106 and [18F]FEDAA1106 was 370-740 GBq/ mu mol and 37-222 GBq/ mu mol at EOB, respectively. [(11)C]DAA1106 was prepared by O-[(11)C]methylation of DAA1123 with [(11)C]CH(3)OTf and NaH in CH(3)CN at 80°C and isolated by HPLC combined with SPE purification in 60-70% decay corrected radiochemical yield. [(18)F]FEDAA1106 was synthesized by the nucleophilic substitution of tosyloxy-FEDAA1106 in DMSO with K[(18)F]F/Kryptofix 2.2.2 at 140°C and isolated by HPLC combined with SPE purification in 30-60% decay corrected radiochemical yield. The specific activity for [(11)C]DAA1106 and [(18)F]FEDAA1106 was 370-740GBq/μmol and 37-222GBq/μmol at EOB, respectively. [11C]DAA1106 was prepared by O-[11C]methylation of DAA1123 with [11C]CH3OTf and NaH in CH3CN at 80°C and isolated by HPLC combined with SPE purification in 60–70% decay corrected radiochemical yield. [18F]FEDAA1106 was synthesized by the nucleophilic substitution of tosyloxy-FEDAA1106 in DMSO with K[18F]F/Kryptofix 2.2.2 at 140°C and isolated by HPLC combined with SPE purification in 30–60% decay corrected radiochemical yield. The specific activity for [11C]DAA1106 and [18F]FEDAA1106 was 370–740GBq/μmol and 37–222GBq/μmol at EOB, respectively. ► Fully automated syntheses of [11C]DAA1106 and [18F]FEDAA1106 have been developed. ► Simplified solid-phase extraction (SPE) method was employed in radiosynthesis. ► Syntheses of DAA1106, FEDAA1106 and their precursors have been improved.
Author	Zheng, Qi-Huang Wang, Min Gao, Mingzhang
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Cites_doi	10.1016/j.jalz.2010.05.010 10.1021/jm0707370 10.1002/jlcr.1752 10.1016/j.ejmech.2008.08.001 10.1021/jm0304919 10.1016/0883-2889(92)90012-4 10.1016/j.bmc.2005.02.010 10.1016/j.mce.2010.06.013 10.1021/jm8011855 10.1016/j.bmcl.2009.08.051 10.1021/ja01596a078 10.1016/j.neuroimage.2010.04.216 10.1007/s00259-011-1864-3 10.1016/j.steroids.2011.06.012 10.1016/j.apradiso.2011.11.034 10.1038/nrd3295 10.2174/1874471010902010049 10.1016/j.nucmedbio.2007.02.009 10.1016/S0969-8051(98)00087-0 10.1021/jm061127n 10.2967/jnumed.110.079459 10.2174/092986708783497292 10.2967/jnumed.110.086629 10.1002/bmc.494 10.1016/S0969-8051(03)00016-7 10.1016/j.tips.2006.06.005 10.1016/j.apradiso.2008.05.010 10.1016/S0960-894X(02)00886-7 10.1007/s00259-008-0908-9 10.2967/jnumed.110.081703 10.1016/j.apradiso.2009.09.071 10.1016/j.bmc.2003.10.050 10.1007/s11307-009-0270-8
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Keywords	[18F]FEDAA1106 Translocator protein 18kDa (TSPO) Positron emission tomography (PET) Automation [11C]DAA1106 Radiosynthesis
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References	Buck, McKinley, Hight, Fu, Tang, Smith, Tantawy, Peterson, Colvin, Ansari, Baldwin, Zhao, Guleryuz, Manning (bib5) 2010; 52 Wang, Gao, Miller, Zheng (bib31) 2011; 76 Briard, Zoghbi, Imaizumi, Gourley, Shetty, Hong, Cropley, Fujita, Innis, Pike (bib3) 2008; 51 Howell, Millington, Pattison (bib12) 1956; 78 Kuhnast, Hinnen, Dolle (bib14) 2009; 52 Okubo, Yoshikawa, Chaki, Okuyama, Nakazato (bib21) 2004; 12 Yoder, Risacher, MaGee, McDonald, Zheng, Wang, Mock, West, Shen, Hutchins, Saykin (bib33) 2010; 52 Saykin, Yoder, Risacher, MaGee, McDonald, Zheng, Wang, Mock, Shen, West, Fletcher, Farlow, Hutchins (bib26) 2010; 6 Wang, Yoder, Gao, Mock, Xu, Saykin, Hutchins, Zheng (bib30) 2009; 19 Takano, Gulyás, Varrone, Karlsson, Sjoholm, Larsson, Jonsson, Odh, Sparks, Al Tawil, Hoffmann, Zimmermann, Thiele, Halldin (bib28) 2011; 38 Zhang, Maeda, Ogawa, Noguchi, Ito, Yoshida, Okauchi, Obayashi, Suhara, Suzuki (bib36) 2004; 47 Scarf, Kassiou (bib27) 2011; 52 Dhir, Rogawski (bib7) 2011 Mock, Mulholland, Vavrek (bib18) 1999; 26 Allard, Fouquet, James, Szlosek-Pinaud (bib1) 2008; 15 Lu, Giamis, Pike (bib16) 2009; 2 Rupprecht, Papadopoulos, Rammes, Baghai, Fan, Akula, Groyer, Adams, Schumacher (bib25) 2010; 9 Luus, Hanani, Reynolds, Kassiou (bib17) 2010; 53 Papadopoulos, Baraldi, Guilarte, Knudsen, Lacapère, Lindemann, Norenberg, Nutt, Weizman, Zhang, Gavish (bib23) 2006; 27 Zhang, Maeda, Furutsuka, Yoshida, Ogawa, Suhara, Suzuki (bib35) 2003; 13 Gao, Wang, Mock, Glick-Wilson, Yoder, Hutchins, Zheng (bib9) 2010; 68 Wang, Gao, Hutchins, Zheng (bib29) 2009; 44 Hara, Kosaka, Kishi (bib11) 2002; 43 Mock, Zheng, DeGrado (bib20) 2005; 48 Wyatt, Manning, Bai, Bailey, Gallant, Ma, Mclntosh, Bornhop (bib32) 2009; 12 Zhang, Kida, Noguchi, Furutsuka, Maeda, Suhara, Suzuki (bib34) 2003; 30 Zhang, Kumata, Maeda, Haradahira, Noguchi, Suhara, Halldin, Suzuki (bib37) 2007; 50 Batarseh, Papadopoulos (bib2) 2010; 327 Chauveau, Boutin, Van Camp, Dollé, Tavitian (bib6) 2008; 35 Briard, Zoghbi, Siméon, Imaizumi, Gourley, Shetty, Lu, Fujita, Innis, Pike (bib4) 2009; 52 Kumar, Amador, Hidalgo, Bhat, Khan (bib15) 2005; 13 Mock, Glick-Wilson, Zheng, DeGrado (bib19) 2005; 48 Gao, Wang, Zheng (bib10) 2012; 70 Jewett (bib13) 1992; 43 Gao, Wang, Hutchins, Zheng (bib8) 2008; 66 Zheng, Mock (bib38) 2005; 19 Owen, Gunn, Rabiner, Bennacef, Fujita, Kreisl, Innis, Pike, Reynolds, Matthews, Parker (bib22) 2011; 52 Probst, Izquierdo, Bird, Brichard, Franck, Davies, Fryer, Richards, Clark, Davenport, Weissberg, Warburton (bib24) 2007; 34 Owen (10.1016/j.apradiso.2012.03.011_bib22) 2011; 52 Wang (10.1016/j.apradiso.2012.03.011_bib31) 2011; 76 Mock (10.1016/j.apradiso.2012.03.011_bib20) 2005; 48 Lu (10.1016/j.apradiso.2012.03.011_bib16) 2009; 2 Wang (10.1016/j.apradiso.2012.03.011_bib29) 2009; 44 Zhang (10.1016/j.apradiso.2012.03.011_bib36) 2004; 47 Briard (10.1016/j.apradiso.2012.03.011_bib3) 2008; 51 Zhang (10.1016/j.apradiso.2012.03.011_bib34) 2003; 30 Mock (10.1016/j.apradiso.2012.03.011_bib18) 1999; 26 Allard (10.1016/j.apradiso.2012.03.011_bib1) 2008; 15 Scarf (10.1016/j.apradiso.2012.03.011_bib27) 2011; 52 Zheng (10.1016/j.apradiso.2012.03.011_bib38) 2005; 19 Dhir (10.1016/j.apradiso.2012.03.011_bib7) 2011 Saykin (10.1016/j.apradiso.2012.03.011_bib26) 2010; 6 Zhang (10.1016/j.apradiso.2012.03.011_bib35) 2003; 13 Kuhnast (10.1016/j.apradiso.2012.03.011_bib14) 2009; 52 Mock (10.1016/j.apradiso.2012.03.011_bib19) 2005; 48 Zhang (10.1016/j.apradiso.2012.03.011_bib37) 2007; 50 Howell (10.1016/j.apradiso.2012.03.011_bib12) 1956; 78 Papadopoulos (10.1016/j.apradiso.2012.03.011_bib23) 2006; 27 Hara (10.1016/j.apradiso.2012.03.011_bib11) 2002; 43 Gao (10.1016/j.apradiso.2012.03.011_bib9) 2010; 68 Buck (10.1016/j.apradiso.2012.03.011_bib5) 2010; 52 Rupprecht (10.1016/j.apradiso.2012.03.011_bib25) 2010; 9 Wyatt (10.1016/j.apradiso.2012.03.011_bib32) 2009; 12 Gao (10.1016/j.apradiso.2012.03.011_bib10) 2012; 70 Okubo (10.1016/j.apradiso.2012.03.011_bib21) 2004; 12 Briard (10.1016/j.apradiso.2012.03.011_bib4) 2009; 52 Chauveau (10.1016/j.apradiso.2012.03.011_bib6) 2008; 35 Wang (10.1016/j.apradiso.2012.03.011_bib30) 2009; 19 Gao (10.1016/j.apradiso.2012.03.011_bib8) 2008; 66 Jewett (10.1016/j.apradiso.2012.03.011_bib13) 1992; 43 Batarseh (10.1016/j.apradiso.2012.03.011_bib2) 2010; 327 Kumar (10.1016/j.apradiso.2012.03.011_bib15) 2005; 13 Probst (10.1016/j.apradiso.2012.03.011_bib24) 2007; 34 Yoder (10.1016/j.apradiso.2012.03.011_bib33) 2010; 52 Takano (10.1016/j.apradiso.2012.03.011_bib28) 2011; 38 Luus (10.1016/j.apradiso.2012.03.011_bib17) 2010; 53
References_xml	– volume: 52 start-page: 688 year: 2009 end-page: 699 ident: bib4 article-title: Single-step high-yield radiosynthesis and evaluation of a sensitive publication-title: J. Med. Chem. – volume: 48 start-page: S225 year: 2005 ident: bib20 article-title: A multi-purpose publication-title: J. Labelled Compd. Radiopharm. – volume: 52 start-page: S33 year: 2010 end-page: S34 ident: bib33 article-title: Age-related neuroinflammation in non-demented elderly adults: preliminary findings with the TSPO ligand [ publication-title: NeuroImage – volume: 43 start-page: 1383 year: 1992 end-page: 1385 ident: bib13 article-title: A simple synthesis of [ publication-title: Int. J. Rad. Appl. Instrum. A – volume: 52 start-page: 24 year: 2011 end-page: 32 ident: bib22 article-title: Mixed-affinity binding in humans with 18 publication-title: J. Nucl. Med. – volume: 12 start-page: 423 year: 2004 end-page: 438 ident: bib21 article-title: Design, synthesis and structure-affinity relationship of arylxoyanilide derivatives as novel peripheral benzodiazepine receptor ligands publication-title: Bioorg. Med. Chem. – volume: 34 start-page: 439 year: 2007 end-page: 446 ident: bib24 article-title: Strategy for improved [ publication-title: Nucl. Med. Biol. – volume: 43 start-page: 187 year: 2002 end-page: 199 ident: bib11 article-title: Development of publication-title: J. Nucl. Med. – volume: 9 start-page: 971 year: 2010 end-page: 988 ident: bib25 article-title: Translocator protein (18 publication-title: Nat. Rev. Drug Discov. – volume: 19 start-page: 5636 year: 2009 end-page: 5639 ident: bib30 article-title: Fully automated synthesis and initial PET evaluation of [ publication-title: Bioorg. Med. Chem. Lett. – volume: 35 start-page: 2304 year: 2008 end-page: 2319 ident: bib6 article-title: Nuclear imaging of neuroinflammation: a comprehensive review of [ publication-title: Eur. J. Nucl. Med. Mol. Imaging – volume: 6 start-page: S3 year: 2010 end-page: S4 ident: bib26 article-title: Neuroinflammation and amyloid deposition: concurrent [ publication-title: Alzheimer's Dement – volume: 66 start-page: 1891 year: 2008 end-page: 1897 ident: bib8 article-title: Synthesis of new carbon-11-labeled carboxamide derivatives as potential PET dopamine D publication-title: Appl. Radiat. Isot. – volume: 12 start-page: 349 year: 2009 end-page: 358 ident: bib32 article-title: Molecular imaging of the translocator protein (TSPO) in a pre-clinical model of breast cancer publication-title: Mol. Imaging Biol. – volume: 38 start-page: 2058 year: 2011 end-page: 2065 ident: bib28 article-title: Biodistribution and radiation dosimetry of the 18 publication-title: Eur. J. Nucl. Med. Mol. Imaging – volume: 76 start-page: 1331 year: 2011 end-page: 1340 ident: bib31 article-title: Synthesis of [ publication-title: Steroids – year: 2011 ident: bib7 article-title: Role of neurosteroids in the anticonvulsant activity of midazolam publication-title: Br. J. Pharmacol. – volume: 48 start-page: S224 year: 2005 ident: bib19 article-title: Automated measurement of specific activity of radiolabeled ligands during synthesis publication-title: J. Labelled Compd. Radiopharm. – volume: 27 start-page: 402 year: 2006 end-page: 409 ident: bib23 article-title: Translocator protein (18 publication-title: Trends Pharmacol. Sci. – volume: 52 start-page: S286 year: 2009 ident: bib14 article-title: Production of [ publication-title: J. Labelled Compd. Radiopharm. – volume: 68 start-page: 1079 year: 2010 end-page: 1086 ident: bib9 article-title: An improved synthesis of dopamine D publication-title: Appl. Radiat. Isot. – volume: 2 start-page: 49 year: 2009 end-page: 55 ident: bib16 article-title: Synthesis of [ publication-title: Curr. Radiopharm. – volume: 44 start-page: 2748 year: 2009 end-page: 2753 ident: bib29 article-title: Synthesis of [ publication-title: Eur. J. Med. Chem. – volume: 70 start-page: 498 year: 2012 end-page: 504 ident: bib10 article-title: Facile synthesis of carbon-11-labeled arylpiperazinylthioalkyl derivatives as new PET radioligands for imaging of 5-HT publication-title: Appl. Radiat. Isot. – volume: 15 start-page: 235 year: 2008 end-page: 277 ident: bib1 article-title: State of art in publication-title: Curr. Med. Chem. – volume: 78 start-page: 3843 year: 1956 end-page: 3846 ident: bib12 article-title: Toxic fluorine compounds. VII. ω-Fluoroalkyl thiocyanates and ω-fluoroalkyl mercaptans publication-title: J. Am. Chem. Soc. – volume: 50 start-page: 848 year: 2007 end-page: 855 ident: bib37 article-title: -(5-Fluoro-2-phenoxyphenyl)–N-(2-[ publication-title: J. Med. Chem. – volume: 13 start-page: 201 year: 2003 end-page: 204 ident: bib35 article-title: [ publication-title: Bioorg. Med. Chem. Lett. – volume: 19 start-page: 671 year: 2005 end-page: 676 ident: bib38 article-title: Purification of carbon-11 PET radiotracers from unlabeled precursors by preparative HPLC and SPE publication-title: Biomed. Chromatogr. – volume: 13 start-page: 2873 year: 2005 end-page: 2880 ident: bib15 article-title: Design, synthesis and biological evaluation of novel ricardiphenol analogs publication-title: Bioorg. Med. Chem. – volume: 30 start-page: 513 year: 2003 end-page: 519 ident: bib34 article-title: [ publication-title: Nucl. Med. Biol. – volume: 51 start-page: 17 year: 2008 end-page: 30 ident: bib3 article-title: Synthesis and evaluation in monkey of two sensitive publication-title: J. Med. Chem. – volume: 52 start-page: 677 year: 2011 end-page: 680 ident: bib27 article-title: The translocator protein publication-title: J. Nucl. Med. – volume: 47 start-page: 2228 year: 2004 end-page: 2235 ident: bib36 article-title: Development of a new radioligand, publication-title: J. Med. Chem. – volume: 53 start-page: 501 year: 2010 end-page: 510 ident: bib17 article-title: The development of PET radioligands for imaging the translocator protein (18 publication-title: J. Labelled Compd. Radiopharm. – volume: 26 start-page: 467 year: 1999 end-page: 471 ident: bib18 article-title: Convenient gas phase bromination of [ publication-title: Nucl. Med. Biol. – volume: 52 start-page: 107 year: 2010 end-page: 114 ident: bib5 article-title: Quantitative, preclinical PET of translocator protein expression in glioma using publication-title: J. Nucl. Med. – volume: 327 start-page: 1 year: 2010 end-page: 12 ident: bib2 article-title: Regulation of translocator protein 18 publication-title: Mol. Cell Endocrinol. – volume: 6 start-page: S3 issue: 4, Suppl. 1 year: 2010 ident: 10.1016/j.apradiso.2012.03.011_bib26 article-title: Neuroinflammation and amyloid deposition: concurrent [11C]PBR28 and [11C]PIB PET in patients with Alzheimer's disease, mild cognitive impairment, and older adults with cognitive complaints publication-title: Alzheimer's Dement doi: 10.1016/j.jalz.2010.05.010 – volume: 51 start-page: 17 year: 2008 ident: 10.1016/j.apradiso.2012.03.011_bib3 article-title: Synthesis and evaluation in monkey of two sensitive 11C-labeled aryloxyanilide ligands for imaging brain peripheral benzodiazepine receptors in vivo publication-title: J. Med. Chem. doi: 10.1021/jm0707370 – volume: 53 start-page: 501 year: 2010 ident: 10.1016/j.apradiso.2012.03.011_bib17 article-title: The development of PET radioligands for imaging the translocator protein (18kDa): what have we learned? publication-title: J. Labelled Compd. Radiopharm. doi: 10.1002/jlcr.1752 – volume: 44 start-page: 2748 year: 2009 ident: 10.1016/j.apradiso.2012.03.011_bib29 article-title: Synthesis of [11C]FEDAA1106 as a new PET imaging probe for peripheral benzodiazepine receptor expression publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2008.08.001 – volume: 47 start-page: 2228 year: 2004 ident: 10.1016/j.apradiso.2012.03.011_bib36 article-title: Development of a new radioligand, N-(5-fluoro-2-phenoxyphenyl)–N-(2-[ 18F]fluoroethyl-5-methoxybenzyl)acetamide, for pet imaging of peripheral benzodiazepine receptor in primate brain publication-title: J. Med. Chem. doi: 10.1021/jm0304919 – volume: 43 start-page: 1383 year: 1992 ident: 10.1016/j.apradiso.2012.03.011_bib13 article-title: A simple synthesis of [11C]methyl triflate publication-title: Int. J. Rad. Appl. Instrum. A doi: 10.1016/0883-2889(92)90012-4 – volume: 48 start-page: S224 year: 2005 ident: 10.1016/j.apradiso.2012.03.011_bib19 article-title: Automated measurement of specific activity of radiolabeled ligands during synthesis publication-title: J. Labelled Compd. Radiopharm. – volume: 13 start-page: 2873 year: 2005 ident: 10.1016/j.apradiso.2012.03.011_bib15 article-title: Design, synthesis and biological evaluation of novel ricardiphenol analogs publication-title: Bioorg. Med. Chem. doi: 10.1016/j.bmc.2005.02.010 – volume: 48 start-page: S225 year: 2005 ident: 10.1016/j.apradiso.2012.03.011_bib20 article-title: A multi-purpose 11C-radio-synthesis system publication-title: J. Labelled Compd. Radiopharm. – volume: 327 start-page: 1 year: 2010 ident: 10.1016/j.apradiso.2012.03.011_bib2 article-title: Regulation of translocator protein 18kDa (TSPO) expression in health and disease states publication-title: Mol. Cell Endocrinol. doi: 10.1016/j.mce.2010.06.013 – volume: 52 start-page: S286 year: 2009 ident: 10.1016/j.apradiso.2012.03.011_bib14 article-title: Production of [18F]Fallypride on a TRACERLab FX-FN synthesizer publication-title: J. Labelled Compd. Radiopharm. – volume: 52 start-page: 688 year: 2009 ident: 10.1016/j.apradiso.2012.03.011_bib4 article-title: Single-step high-yield radiosynthesis and evaluation of a sensitive 18F-labeled ligand for imaging brain peripheral benzodiazepine receptors with PET publication-title: J. Med. Chem. doi: 10.1021/jm8011855 – volume: 19 start-page: 5636 year: 2009 ident: 10.1016/j.apradiso.2012.03.011_bib30 article-title: Fully automated synthesis and initial PET evaluation of [11C]PBR28 publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/j.bmcl.2009.08.051 – volume: 78 start-page: 3843 year: 1956 ident: 10.1016/j.apradiso.2012.03.011_bib12 article-title: Toxic fluorine compounds. VII. ω-Fluoroalkyl thiocyanates and ω-fluoroalkyl mercaptans publication-title: J. Am. Chem. Soc. doi: 10.1021/ja01596a078 – volume: 52 start-page: S33 issue: Suppl. 1 year: 2010 ident: 10.1016/j.apradiso.2012.03.011_bib33 article-title: Age-related neuroinflammation in non-demented elderly adults: preliminary findings with the TSPO ligand [11C]PBR28 publication-title: NeuroImage doi: 10.1016/j.neuroimage.2010.04.216 – volume: 38 start-page: 2058 year: 2011 ident: 10.1016/j.apradiso.2012.03.011_bib28 article-title: Biodistribution and radiation dosimetry of the 18kDa translocator protein (TSPO) radioligand [18F]FEDAA1106: a human whole-body PET study publication-title: Eur. J. Nucl. Med. Mol. Imaging doi: 10.1007/s00259-011-1864-3 – volume: 76 start-page: 1331 year: 2011 ident: 10.1016/j.apradiso.2012.03.011_bib31 article-title: Synthesis of [11C]PBR06 and [18F]PBR06 as agents for positron emission tomographic (PET) imaging of the translocator protein (TSPO) publication-title: Steroids doi: 10.1016/j.steroids.2011.06.012 – volume: 70 start-page: 498 year: 2012 ident: 10.1016/j.apradiso.2012.03.011_bib10 article-title: Facile synthesis of carbon-11-labeled arylpiperazinylthioalkyl derivatives as new PET radioligands for imaging of 5-HT1AR publication-title: Appl. Radiat. Isot. doi: 10.1016/j.apradiso.2011.11.034 – volume: 9 start-page: 971 year: 2010 ident: 10.1016/j.apradiso.2012.03.011_bib25 article-title: Translocator protein (18kDa) (TSPO) as a therapeutic target for neurological and psychiatric disorders publication-title: Nat. Rev. Drug Discov. doi: 10.1038/nrd3295 – volume: 2 start-page: 49 year: 2009 ident: 10.1016/j.apradiso.2012.03.011_bib16 article-title: Synthesis of [18F]Fallypride in a micro-reactor: rapid optimization and multiple-production in small doses for micro-PET studies publication-title: Curr. Radiopharm. doi: 10.2174/1874471010902010049 – volume: 34 start-page: 439 year: 2007 ident: 10.1016/j.apradiso.2012.03.011_bib24 article-title: Strategy for improved [11C]DAA1106 radiosynthesis and in vivo peripheral benzodiazepine receptor imaging using microPET, evaluation of [11C]DAA1106 publication-title: Nucl. Med. Biol. doi: 10.1016/j.nucmedbio.2007.02.009 – volume: 26 start-page: 467 year: 1999 ident: 10.1016/j.apradiso.2012.03.011_bib18 article-title: Convenient gas phase bromination of [11C]methane and production of [11C]methyl triflate publication-title: Nucl. Med. Biol. doi: 10.1016/S0969-8051(98)00087-0 – volume: 50 start-page: 848 year: 2007 ident: 10.1016/j.apradiso.2012.03.011_bib37 article-title: N-(5-Fluoro-2-phenoxyphenyl)–N-(2-[131I]iodo-5-methoxybenzyl)acetamide: a potent iodinated radioligand for the peripheral-type benzodiazepine receptor in brain publication-title: J. Med. Chem. doi: 10.1021/jm061127n – volume: 52 start-page: 24 year: 2011 ident: 10.1016/j.apradiso.2012.03.011_bib22 article-title: Mixed-affinity binding in humans with 18kDa translocator protein ligands publication-title: J. Nucl. Med. doi: 10.2967/jnumed.110.079459 – volume: 15 start-page: 235 year: 2008 ident: 10.1016/j.apradiso.2012.03.011_bib1 article-title: State of art in 11C labelled radiotracers synthesis publication-title: Curr. Med. Chem. doi: 10.2174/092986708783497292 – volume: 52 start-page: 677 year: 2011 ident: 10.1016/j.apradiso.2012.03.011_bib27 article-title: The translocator protein publication-title: J. Nucl. Med. doi: 10.2967/jnumed.110.086629 – volume: 19 start-page: 671 year: 2005 ident: 10.1016/j.apradiso.2012.03.011_bib38 article-title: Purification of carbon-11 PET radiotracers from unlabeled precursors by preparative HPLC and SPE publication-title: Biomed. Chromatogr. doi: 10.1002/bmc.494 – volume: 30 start-page: 513 year: 2003 ident: 10.1016/j.apradiso.2012.03.011_bib34 article-title: [11C]DAA1106: radiosynthesis and in vivo binding to peripheral benzodiazepine receptors in mouse brain publication-title: Nucl. Med. Biol. doi: 10.1016/S0969-8051(03)00016-7 – volume: 27 start-page: 402 year: 2006 ident: 10.1016/j.apradiso.2012.03.011_bib23 article-title: Translocator protein (18kDa): new nomenclature for the peripheral-type benzodiazepine receptor based on its structure and molecular function publication-title: Trends Pharmacol. Sci. doi: 10.1016/j.tips.2006.06.005 – volume: 66 start-page: 1891 year: 2008 ident: 10.1016/j.apradiso.2012.03.011_bib8 article-title: Synthesis of new carbon-11-labeled carboxamide derivatives as potential PET dopamine D3 receptor radioligands publication-title: Appl. Radiat. Isot. doi: 10.1016/j.apradiso.2008.05.010 – volume: 13 start-page: 201 year: 2003 ident: 10.1016/j.apradiso.2012.03.011_bib35 article-title: [18F]FMDAA1106 and [18F]FEDAA1106: two positron-emitter labeled ligands for peripheral benzodiazepine receptor (PBR) publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/S0960-894X(02)00886-7 – volume: 35 start-page: 2304 year: 2008 ident: 10.1016/j.apradiso.2012.03.011_bib6 article-title: Nuclear imaging of neuroinflammation: a comprehensive review of [11C]PK11195 challengers publication-title: Eur. J. Nucl. Med. Mol. Imaging doi: 10.1007/s00259-008-0908-9 – volume: 43 start-page: 187 year: 2002 ident: 10.1016/j.apradiso.2012.03.011_bib11 article-title: Development of 18F-fluoroethylcholine for cancer imaging with PET: synthesis, biochemistry, and prostate cancer imaging publication-title: J. Nucl. Med. – year: 2011 ident: 10.1016/j.apradiso.2012.03.011_bib7 article-title: Role of neurosteroids in the anticonvulsant activity of midazolam publication-title: Br. J. Pharmacol. – volume: 52 start-page: 107 year: 2010 ident: 10.1016/j.apradiso.2012.03.011_bib5 article-title: Quantitative, preclinical PET of translocator protein expression in glioma using 18F-N-fluoroacetyl-N-(2,5-dimethoxybenzyl)-2-phenoxyaniline publication-title: J. Nucl. Med. doi: 10.2967/jnumed.110.081703 – volume: 68 start-page: 1079 year: 2010 ident: 10.1016/j.apradiso.2012.03.011_bib9 article-title: An improved synthesis of dopamine D2/D3 receptor radioligands [11C]fallypride and [18F]fallypride publication-title: Appl. Radiat. Isot. doi: 10.1016/j.apradiso.2009.09.071 – volume: 12 start-page: 423 year: 2004 ident: 10.1016/j.apradiso.2012.03.011_bib21 article-title: Design, synthesis and structure-affinity relationship of arylxoyanilide derivatives as novel peripheral benzodiazepine receptor ligands publication-title: Bioorg. Med. Chem. doi: 10.1016/j.bmc.2003.10.050 – volume: 12 start-page: 349 year: 2009 ident: 10.1016/j.apradiso.2012.03.011_bib32 article-title: Molecular imaging of the translocator protein (TSPO) in a pre-clinical model of breast cancer publication-title: Mol. Imaging Biol. doi: 10.1007/s11307-009-0270-8
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Snippet	[11C]DAA1106 was prepared by O-[11C]methylation of DAA1123 with [11C]CH3OTf and NaH in CH3CN at 80°C and isolated by HPLC combined with SPE purification in... [(11)C]DAA1106 was prepared by O-[(11)C]methylation of DAA1123 with [(11)C]CH(3)OTf and NaH in CH(3)CN at 80°C and isolated by HPLC combined with SPE... [11C]DAA1106 was prepared by O-[11C]methylation of DAA1123 with [11C]CH3OTf and NaH in CH3CN at 80 degree C and isolated by HPLC combined with SPE purification...
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SubjectTerms	[11C]DAA1106 [18F]FEDAA1106 Acetamides - chemical synthesis Automation Carbon Radioisotopes - chemistry Contrast Media - chemical synthesis Fluorine Radioisotopes - chemistry Isotope Labeling - instrumentation Isotope Labeling - methods Phenyl Ethers - chemical synthesis Positron emission tomography (PET) Positron-Emission Tomography - methods Radiopharmaceuticals - chemical synthesis Radiosynthesis Robotics - instrumentation Robotics - methods Translocator protein 18 kDa (TSPO)
Title	Fully automated synthesis of PET TSPO radioligands [11C]DAA1106 and [18F]FEDAA1106
URI	https://dx.doi.org/10.1016/j.apradiso.2012.03.011 https://www.ncbi.nlm.nih.gov/pubmed/22469868 https://www.proquest.com/docview/1020837588
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