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<script type="text/javascript" src="/corehtml/pmc/jatsreader/ptpmc_3.22/js/jr.boots.min.js"> </script><title>N-(4-(6-(Isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-N-methyl-4-[11C]methylbenzamide - Molecular Imaging and Contrast Agent Database (MICAD) - NCBI Bookshelf</title>
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<meta name="citation_inbook_title" content="Molecular Imaging and Contrast Agent Database (MICAD) [Internet]">
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<meta name="citation_title" content="N-(4-(6-(Isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-N-methyl-4-[11C]methylbenzamide">
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<meta name="citation_date" content="2013/05/02">
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<meta name="citation_author" content="Kam Leung">
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<meta name="description" content="Glutamate is a major excitatory neurotransmitter at neuronal synapses in the central nervous system (CNS) (1, 2). Glutamate produces excitatory effects by acting on cell-surface ionotropic glutamate or metabotropic glutamate receptors (mGluRs). The mGluRs are GTP-binding protein (G-protein)–coupled receptors that play important roles in regulating the activity of many synapses in the CNS, and many neuronal projection pathways contain mGluRs. There are eight mGluR subtypes, which are further subdivided into groups I, II, and III. The group I receptors include mGluR1 and mGluR5, and they are found predominantly in postsynaptic locations. mGluR1 is found in moderate to high density in the cerebellum, caudate, putamen, thalamus, cingulate cortex, and hippocampus, with low density in the pons. mGluR5 is usually found in moderate to high density in the frontal cortex, caudate, putamen, nucleus accumbens, olfactory tubercle, and hippocampus, with low density in the cerebellum. mGluR1 and mGluR5 are positively coupled to phospholipase C in the regulation of neuronal excitability (3). Dysfunction of mGluR1 and mGluR5 is implicated in a variety of diseases in the CNS, including anxiety, depression, schizophrenia, Parkinson’s disease, and drug addiction or withdrawal (2, 4).">
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<meta name="og:description" content="Glutamate is a major excitatory neurotransmitter at neuronal synapses in the central nervous system (CNS) (1, 2). Glutamate produces excitatory effects by acting on cell-surface ionotropic glutamate or metabotropic glutamate receptors (mGluRs). The mGluRs are GTP-binding protein (G-protein)–coupled receptors that play important roles in regulating the activity of many synapses in the CNS, and many neuronal projection pathways contain mGluRs. There are eight mGluR subtypes, which are further subdivided into groups I, II, and III. The group I receptors include mGluR1 and mGluR5, and they are found predominantly in postsynaptic locations. mGluR1 is found in moderate to high density in the cerebellum, caudate, putamen, thalamus, cingulate cortex, and hippocampus, with low density in the pons. mGluR5 is usually found in moderate to high density in the frontal cortex, caudate, putamen, nucleus accumbens, olfactory tubercle, and hippocampus, with low density in the cerebellum. mGluR1 and mGluR5 are positively coupled to phospholipase C in the regulation of neuronal excitability (3). Dysfunction of mGluR1 and mGluR5 is implicated in a variety of diseases in the CNS, including anxiety, depression, schizophrenia, Parkinson’s disease, and drug addiction or withdrawal (2, 4).">
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id="jr-fip-info-p"><a id="jr-fip-prev" class="wsprkl btn" title="Jump to previuos match">◀</a><button id="jr-fip-matches">no matches yet</button><a id="jr-fip-next" class="wsprkl btn" title="Jump to next match">▶</a></nav></nav></div><div id="jr-epub-interstitial" class="hidden"></div><div id="jr-content"><article data-type="main"><div class="main-content lit-style" itemscope="itemscope" itemtype="http://schema.org/CreativeWork"><div class="meta-content fm-sec"><div class="fm-sec"><h1 id="_NBK133252_"><span class="title" itemprop="name"><i>N</i>-(4-(6-(Isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-<i>N</i>-methyl-4-[<sup>11</sup>C]methylbenzamide</span></h1><div itemprop="alternativeHeadline" class="subtitle whole_rhythm">[<sup>11</sup>C]ITDM</div><p class="contribs">Leung K.</p><p class="fm-aai"><a href="#_NBK133252_pubdet_">Publication Details</a></p></div></div><div class="jig-ncbiinpagenav body-content whole_rhythm" data-jigconfig="allHeadingLevels: ['h2'],smoothScroll: false" itemprop="text"><div class="iconblock whole_rhythm clearfix ten_col table-wrap" id="figITDM11CTncchemicalnamen46isopropyla"><a href="/books/NBK133252/table/ITDM-11C.T.nc_chemical_namen46isopropyla/?report=objectonly" target="object" title="Table" class="img_link icnblk_img" rid-ob="figobITDM11CTncchemicalnamen46isopropyla"><img class="small-thumb" src="/corehtml/pmc/css/bookshelf/2.26/img/table-icon.gif" alt="Table Icon" /></a><div class="icnblk_cntnt"><h4 id="ITDM-11C.T.nc_chemical_namen46isopropyla"><a href="/books/NBK133252/table/ITDM-11C.T.nc_chemical_namen46isopropyla/?report=objectonly" target="object" rid-ob="figobITDM11CTncchemicalnamen46isopropyla">Table</a></h4><p class="float-caption no_bottom_margin">
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<i>In vitro</i>
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Rodents
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</p></div></div><div id="ITDM-11C.Background"><h2 id="_ITDM-11C_Background_">Background</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=23194448" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Glutamate is a major excitatory neurotransmitter at neuronal synapses in the central nervous system (CNS) (<a class="bibr" href="#ITDM-11C.REF.1" rid="ITDM-11C.REF.1 ITDM-11C.REF.2">1, 2</a>). Glutamate produces excitatory effects by acting on cell-surface ionotropic glutamate or metabotropic glutamate receptors (mGluRs). The mGluRs are GTP-binding protein (G-protein)–coupled receptors that play important roles in regulating the activity of many synapses in the CNS, and many neuronal projection pathways contain mGluRs. There are eight mGluR subtypes, which are further subdivided into groups I, II, and III. The group I receptors include mGluR1 and mGluR5, and they are found predominantly in postsynaptic locations. mGluR1 is found in moderate to high density in the cerebellum, caudate, putamen, thalamus, cingulate cortex, and hippocampus, with low density in the pons. mGluR5 is usually found in moderate to high density in the frontal cortex, caudate, putamen, nucleus accumbens, olfactory tubercle, and hippocampus, with low density in the cerebellum. mGluR1 and mGluR5 are positively coupled to phospholipase C in the regulation of neuronal excitability (<a class="bibr" href="#ITDM-11C.REF.3" rid="ITDM-11C.REF.3">3</a>). Dysfunction of mGluR1 and mGluR5 is implicated in a variety of diseases in the CNS, including anxiety, depression, schizophrenia, Parkinson’s disease, and drug addiction or withdrawal (<a class="bibr" href="#ITDM-11C.REF.2" rid="ITDM-11C.REF.2 ITDM-11C.REF.4">2, 4</a>).</p><p>Positron emission tomography (PET) radioligands targeting mGluR5 can visualize and analyze mGluR5 expression in normal physiological and pathological conditions (<a class="bibr" href="#ITDM-11C.REF.4" rid="ITDM-11C.REF.4 ITDM-11C.REF.5 ITDM-11C.REF.6 ITDM-11C.REF.7 ITDM-11C.REF.8">4-8</a>). However, only a few mGluR1 ligands have been studied. <i>N</i>-(4-(6-(Isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-<i>N</i>-methyl-4-methylbenzamide (ITDM) was shown to be a selective mGluR1 antagonist with nanomolar affinity (<i>K</i><sub>i</sub> = 13.6 nM), with little inhibition of mGluR5 (<a class="bibr" href="#ITDM-11C.REF.9" rid="ITDM-11C.REF.9">9</a>). Fujinaga et al. (<a class="bibr" href="#ITDM-11C.REF.9" rid="ITDM-11C.REF.9">9</a>) labeled ITDM with <sup>11</sup>C to prepare <i>N</i>-(4-(6-(isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-<i>N</i>-methyl-4-[<sup>11</sup>C]methylbenzamide ([<sup>11</sup>C]ITDM) for use with <i>in vivo</i> PET imaging of mGluR1 distribution in rat and monkey brains.</p><div id="ITDM-11C.Related_Resource_Links"><h3>Related Resource Links:</h3><ul><li class="half_rhythm"><div>Chapters in MICAD (<a href="/books?Db=books&Cmd=DetailsSearch&Term=mGluR1+AND+micad%5Bbook%5D" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">mGluR1</a>, <a href="/books?term=mGluR5%20AND%20micad%5Bbook%5D" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">mGluR5</a>)</div></li><li class="half_rhythm"><div>Gene information in NCBI (<a href="/gene/2911" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">mGluR1</a>, <a href="/gene/2915" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">mGluR5</a>)</div></li><li class="half_rhythm"><div>Articles in Online Mendelian Inheritance in Man (OMIM) (<a href="http://omim.org/entry/604473" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">mGluR1</a>, <a href="/omim/604102" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">mGluR5</a>)</div></li><li class="half_rhythm"><div>Clinical trials (<a href="http://www.clinicaltrials.gov/ct2/results?term=mGluR1" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">mGluR1</a>, <a href="http://www.clinicaltrials.gov/ct2/results?term=mglur5" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">mGluR5</a>)</div></li></ul></div></div><div id="ITDM-11C.Synthesis"><h2 id="_ITDM-11C_Synthesis_">Synthesis</h2><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=23194448%20and%20synthesis" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Fujinaga et al. (<a class="bibr" href="#ITDM-11C.REF.9" rid="ITDM-11C.REF.9">9</a>) synthesized [<sup>11</sup>C]ITDM by methylation of the arylstannane precursor with [<sup>11</sup>C]MeI (prepared with [<sup>11</sup>C]CO<sub>2</sub>) using an automated synthesizer for 5 min at 80°C. Subsequent separation with high-performance liquid chromatography produced a radiochemical purity >99%. Average radiochemical yield was 19 ± 9% (<i>n</i> = 11) based on [<sup>11</sup>C]CO<sub>2</sub>. The specific activity of [<sup>11</sup>C]ITDM was 70–170 GBq/µmol (1.89–4.59 Ci/µmol) at the end of synthesis. The total synthesis time was <31 min from the end of bombardment.</p></div><div id="ITDM-11C.In_Vitro_Studies_Testing_in_Cel"><h2 id="_ITDM-11C_In_Vitro_Studies_Testing_in_Cel_"><i>In Vitro</i> Studies: Testing in Cells and Tissues</h2><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=23194448%20and%20in%20vitro" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p><i>In vitro</i> binding affinity of ITMM was determined with rat brain homogenates using [<sup>18</sup>F]fluoro-<i>N</i>-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-<i>N</i>-methylbenzamide ([<sup>18</sup>F]FITM) as the mGluR1 radioligand (<a class="bibr" href="#ITDM-11C.REF.9" rid="ITDM-11C.REF.9">9</a>). The <i>K</i><sub>i</sub> values were 13.6 ± 3.4 nM and 5.4 ± 1.2 nM for ITDM and FITM, respectively. Both agents showed IC<sub>50</sub> values >10,000 nM for mGluR5. ITDM (LogD 1.74) was found to be slightly more lipophilic than FITM (LogD 1.45).</p><p><i>In vitro</i> [<sup>11</sup>C]ITDM autoradiographic imaging studies were performed on rat brain sections (<a class="bibr" href="#ITDM-11C.REF.9" rid="ITDM-11C.REF.9">9</a>). [<sup>11</sup>C]ITDM bound heterogeneously to the brain sections, with the highest accumulation of radioactivity in the mGluR1-rich cerebellum, followed by the thalamus, hippocampus, striatum, and cerebral cortex, with the lowest radioactivity in the pons. ITDM and JNJ-16259685 (1,000 nM), both mGluR1 antagonists, blocked radioactivity to homogeneity in the brain sections.</p></div><div id="ITDM-11C.Animal_Studies"><h2 id="_ITDM-11C_Animal_Studies_">Animal Studies</h2><div id="ITDM-11C.Rodents"><h3>Rodents</h3><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=23194448%20and%20rodentia" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Fujinaga et al. (<a class="bibr" href="#ITDM-11C.REF.9" rid="ITDM-11C.REF.9">9</a>) performed <i>ex vivo</i> biodistribution studies in mice (<i>n</i> = 4/group) at 1–90 min after intravenous injection of 4.8 MBq (0.13 mCi) [<sup>11</sup>C]ITDM (0.04 nmol). The radioactivity levels in most tissues were highest at 1–5 min and decreased gradually thereafter. The highest accumulation at 5 min was observed in the small intestine (66.76% injected dose/gram (ID/g)), followed by the liver (11.38% ID/g), kidney (4.41% ID/g), brain (2.58% ID/g), lung (2.56% ID/g), heart (1.28% ID/g), blood (1.27% ID/g), muscle (0.96% ID/g), and spleen (0.93% ID/g). The accumulation in the brain remained high at 1.99% ID/g and 1.59% ID/g at 15 min and 30 min, respectively. No blocking studies were performed.</p></div><div id="ITDM-11C.Other_NonPrimate_Mammals"><h3>Other Non-Primate Mammals</h3><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=23194448%20and%20%28dog%20or%20pig%20or%20sheep%20or%20rabbit%29" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div><div id="ITDM-11C.NonHuman_Primates"><h3>Non-Human Primates</h3><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=23194448%20and%20%28primate%20not%20human%29" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Fujinaga et al. (<a class="bibr" href="#ITDM-11C.REF.9" rid="ITDM-11C.REF.9">9</a>) performed dynamic PET imaging studies for 90 min in a male rhesus monkey after intravenous injection of 185–220 MBq (5.0–5.9 mCi) [<sup>11</sup>C]ITDM (5–6 nmol). Blocking studies were performed with injection of excess ITDM (1 mg/kg) or mGluR1 antagonist JNJ-16259685 (3 mg/kg) just before injection of the tracer in the same monkey two weeks later. Baseline tissue time-activity curves revealed high accumulation of radioactivity that peaked at 15–30 min in the cerebellum, with moderate radioactivity in the cingulate cortex, thalamus, and striatum and low radioactivity in the pons. The radioactivity declined in all brain regions after the peaks. The maximum standard uptake values in the cerebellum, cingulate cortex, and thalamus were 1.2, 0.9, and 0.8 at ~20 min after injection of [<sup>11</sup>C]ITDM, respectively. Pretreatment with ITDM and JNJ-16259685 reduced the levels of radioactivity to that of the whole brain. Logan graphic analysis was used to estimate the distribution volume ratio (DVR) values under the equilibrium state. The DVR values were 4.3, 2.6, 2.0, 1.8, 1.5, 1.5, and 1.0 for the cerebellum, cingulate cortex, thalamus, hippocampus, caudate, putamen, and pons, respectively.</p></div></div><div id="ITDM-11C.Human_Studies"><h2 id="_ITDM-11C_Human_Studies_">Human Studies</h2><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=23194448%20and%20human" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div><div id="ITDM-11C.References"><h2 id="_ITDM-11C_References_">References</h2><dl class="temp-labeled-list"><dl class="bkr_refwrap"><dt>1.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.1">Pin J.P., Duvoisin R.
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<em>The metabotropic glutamate receptors: structure and functions.</em>
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<span><span class="ref-journal">Neuropharmacology. </span>1995;<span class="ref-vol">34</span>(1):1–26.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/7623957" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 7623957</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>2.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.2">Ferraguti F., Crepaldi L., Nicoletti F.
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<em>Metabotropic glutamate 1 receptor: current concepts and perspectives.</em>
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<span><span class="ref-journal">Pharmacol Rev. </span>2008;<span class="ref-vol">60</span>(4):536–81.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/19112153" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 19112153</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>3.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.3">Abe T., Sugihara H., Nawa H., Shigemoto R., Mizuno N., Nakanishi S.
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<em>Molecular characterization of a novel metabotropic glutamate receptor mGluR5 coupled to inositol phosphate/Ca2+ signal transduction.</em>
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<span><span class="ref-journal">J Biol Chem. </span>1992;<span class="ref-vol">267</span>(19):13361–8.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/1320017" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 1320017</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>4.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.4">Gasparini F., Lingenhohl K., Stoehr N., Flor P.J., Heinrich M., Vranesic I., Biollaz M., Allgeier H., Heckendorn R., Urwyler S., Varney M.A., Johnson E.C., Hess S.D., Rao S.P., Sacaan A.I., Santori E.M., Velicelebi G., Kuhn R.
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<em>2-Methyl-6-(phenylethynyl)-pyridine (MPEP), a potent, selective and systemically active mGlu5 receptor antagonist.</em>
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<span><span class="ref-journal">Neuropharmacology. </span>1999;<span class="ref-vol">38</span>(10):1493–503.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/10530811" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 10530811</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>5.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.5">Ametamey S.M., Kessler L.J., Honer M., Wyss M.T., Buck A., Hintermann S., Auberson Y.P., Gasparini F., Schubiger P.A.
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<em>Radiosynthesis and preclinical evaluation of 11C-ABP688 as a probe for imaging the metabotropic glutamate receptor subtype 5.</em>
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<span><span class="ref-journal">J Nucl Med. </span>2006;<span class="ref-vol">47</span>(4):698–705.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/16595505" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 16595505</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>6.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.6">Ametamey S.M., Treyer V., Streffer J., Wyss M.T., Schmidt M., Blagoev M., Hintermann S., Auberson Y., Gasparini F., Fischer U.C., Buck A.
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<em>Human PET studies of metabotropic glutamate receptor subtype 5 with 11C-ABP688.</em>
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<span><span class="ref-journal">J Nucl Med. </span>2007;<span class="ref-vol">48</span>(2):247–52.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17268022" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17268022</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>7.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.7">Baumann C.A., Mu L., Johannsen S., Honer M., Schubiger P.A., Ametamey S.M.
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<em>Structure-activity relationships of fluorinated (E)-3-((6-methylpyridin-2-yl)ethynyl)cyclohex-2-enone-O-methyloxime (ABP688) derivatives and the discovery of a high affinity analogue as a potential candidate for imaging metabotropic glutamate recepors subtype 5 (mGluR5) with positron emission tomography (PET).</em>
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<span><span class="ref-journal">J Med Chem. </span>2010;<span class="ref-vol">53</span>(10):4009–17.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/20411954" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 20411954</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>8.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.8">Honer M., Stoffel A., Kessler L.J., Schubiger P.A., Ametamey S.M.
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<em>Radiolabeling and in vitro and in vivo evaluation of [(18)F]-FE-DABP688 as a PET radioligand for the metabotropic glutamate receptor subtype 5.</em>
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<span><span class="ref-journal">Nucl Med Biol. </span>2007;<span class="ref-vol">34</span>(8):973–80.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17998101" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17998101</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>9.</dt><dd><div class="bk_ref" id="ITDM-11C.REF.9">Fujinaga M., Yamasaki T., Maeda J., Yui J., Xie L., Nagai Y., Nengaki N., Hatori A., Kumata K., Kawamura K., Zhang M.R.
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<em>Development of N-[4-[6-(Isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methyl-4-[(11)C]methy lbenzamide for Positron Emission Tomography Imaging of Metabotropic Glutamate 1 Receptor in Monkey Brain.</em>
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<span><span class="ref-journal">J Med Chem. </span>2012;<span class="ref-vol">55</span>(24):11042–51.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/23194448" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 23194448</span></a>]</div></dd></dl></dl></div><div id="bk_toc_contnr"></div></div></div><div class="fm-sec"><h2 id="_NBK133252_pubdet_">Publication Details</h2><h3>Author Information and Affiliations</h3><div class="contrib half_rhythm"><span itemprop="author">Kam Leung</span>, PhD<div class="affiliation small">National Center for Biotechnology Information, NLM, NIH<div><span class="email-label">Email: </span><a href="mailto:dev@null" data-email="vog.hin.mln.ibcn@DACIM" class="oemail">vog.hin.mln.ibcn@DACIM</a></div></div><div class="small">Corresponding author.</div></div><h3>Publication History</h3><p class="small">Created: <span itemprop="datePublished">February 19, 2013</span>; Last Update: <span itemprop="dateModified">May 2, 2013</span>.</p><h3>Copyright</h3><div><div class="half_rhythm"><a href="/books/about/copyright/">Copyright Notice</a></div></div><h3>Publisher</h3><p><a href="http://www.ncbi.nlm.nih.gov/" ref="pagearea=page-banner&targetsite=external&targetcat=link&targettype=publisher">National Center for Biotechnology Information (US)</a>, Bethesda (MD)</p><h3>NLM Citation</h3><p>Leung K. N-(4-(6-(Isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-N-methyl-4-[11C]methylbenzamide. 2013 Feb 19 [Updated 2013 May 2]. In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. <span class="bk_cite_avail"></span></p></div><div class="small-screen-prev"><a href="/books/n/micad/ITMM-11C/?report=reader"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 100 100" preserveAspectRatio="none"><path d="M75,30 c-80,60 -80,0 0,60 c-30,-60 -30,0 0,-60"></path><text x="20" y="28" textLength="60" style="font-size:25px">Prev</text></svg></a></div><div class="small-screen-next"><a href="/books/n/micad/MetSch225336C11/?report=reader"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 100 100" preserveAspectRatio="none"><path d="M25,30c80,60 80,0 0,60 c30,-60 30,0 0,-60"></path><text x="20" y="28" textLength="60" style="font-size:25px">Next</text></svg></a></div></article><article data-type="table-wrap" id="figobITDM11CTncchemicalnamen46isopropyla"><div id="ITDM-11C.T.nc_chemical_namen46isopropyla" class="table"><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK133252/table/ITDM-11C.T.nc_chemical_namen46isopropyla/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ITDM-11C.T.nc_chemical_namen46isopropyla_lrgtbl__"><table><tbody><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Chemical name:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><i>N</i>-(4-(6-(Isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-<i>N</i>-methyl-4-[<sup>11</sup>C]methylbenzamide</td><td rowspan="9" colspan="1" style="text-align:center;vertical-align:middle;">
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<a href="https://pubchem.ncbi.nlm.nih.gov/substance/162067119" title="View this structure in PubChem" class="img_link" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem"><img src="https://pubchem.ncbi.nlm.nih.gov/image/imgsrv.fcgi?t=l&sid=162067119" alt="image 162067119 in the ncbi pubchem database" /></a>
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</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Abbreviated name:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">[<sup>11</sup>C]ITDM, [<sup>11</sup>C]4</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Synonym:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"></td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Agent category:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Compound</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Target:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Metabotropic glutamate receptor subtype 1 (mGluR1)</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Target category:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Receptor</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Method of detection:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Positron emission tomography (PET)</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Source of signal:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><sup>11</sup>C</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Activation:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">No</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Studies:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">
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<ul class="simple-list"><li class="half_rhythm"><div>
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<img alt="Checkbox" src="/corehtml/pmc/css/bookshelf/2.26/img/studies.checkbox.png" />
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<i>In vitro</i>
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</div></li><li class="half_rhythm"><div>
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<img alt="Checkbox" src="/corehtml/pmc/css/bookshelf/2.26/img/studies.checkbox.png" /> Rodents
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</div></li><li class="half_rhythm"><div>
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<img alt="Checkbox" src="/corehtml/pmc/css/bookshelf/2.26/img/studies.checkbox.png" /> Non-human primates
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</div></li></ul>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Click on the above structure for additional information in <a href="http://pubchem.ncbi.nlm.nih.gov/" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubChem</a>.</td></tr></tbody></table></div></div></article></div><div id="jr-scripts"><script src="/corehtml/pmc/jatsreader/ptpmc_3.22/js/libs.min.js"> </script><script src="/corehtml/pmc/jatsreader/ptpmc_3.22/js/jr.min.js"> </script></div></div>
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