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<script type="text/javascript" src="/corehtml/pmc/jatsreader/ptpmc_3.22/js/jr.boots.min.js"> </script><title>[11C]N,N-Dimethyl-2-(2-amino-4-cyanophenylthio)benzylamine - Molecular Imaging and Contrast Agent Database (MICAD) - NCBI Bookshelf</title>
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<meta name="citation_title" content="[11C]N,N-Dimethyl-2-(2-amino-4-cyanophenylthio)benzylamine">
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<meta name="citation_date" content="2008/06/24">
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<meta name="citation_author" content="Kam Leung">
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<meta name="og:description" content="Serotonin (5-hydroxytryptamine, 5-HT) has diverse physiological roles as a neurotransmitter in the central nervous system (1). It also is a regulator of smooth muscle function and platelet aggregation. The brain 5-HT system has been implicated in several neuropsychiatric disorders, including major depression, anxiety, obsessive-compulsive disorder, and schizophrenia (2, 3). The serotonergic transmission is controlled in part by the serotonin transporter (SERT), which regulates the concentration of free, active 5-HT in the synaptic cleft. Citalopram, paroxetine, and fluoxetine were developed as selective SERT inhibitors to treat depression and anxiety disorders by blocking the reuptake of 5-HT [PubMed]. The blockade led to a higher 5-HT concentration in the synaptic cleft, and subsequently an improved well-being of the patients.">
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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="_NBK23385_"><span class="title" itemprop="name">[<sup>11</sup>C]<i>N</i>,<i>N</i>-Dimethyl-2-(2-amino-4-cyanophenylthio)benzylamine </span></h1><div itemprop="alternativeHeadline" class="subtitle whole_rhythm">[<sup>11</sup>C]DASB</div><p class="contribs">Leung K.</p><p class="fm-aai"><a href="#_NBK23385_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="figDASB11CT1"><a href="/books/NBK23385/table/DASB11C.T1/?report=objectonly" target="object" title="Table" class="img_link icnblk_img" rid-ob="figobDASB11CT1"><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="DASB11C.T1"><a href="/books/NBK23385/table/DASB11C.T1/?report=objectonly" target="object" rid-ob="figobDASB11CT1">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="DASB11C.Background"><h2 id="_DASB11C_Background_">Background</h2><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=DASB%5BAll%20Fields%5D" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Serotonin (5-hydroxytryptamine, 5-HT) has diverse physiological roles as a neurotransmitter in the central nervous system (<a class="bibr" href="#DASB11C.REF.1" rid="DASB11C.REF.1">1</a>). It also is a regulator of smooth muscle function and platelet aggregation. The brain 5-HT system has been implicated in several neuropsychiatric disorders, including major depression, anxiety, obsessive-compulsive disorder, and schizophrenia (<a class="bibr" href="#DASB11C.REF.2" rid="DASB11C.REF.2">2</a>, <a class="bibr" href="#DASB11C.REF.3" rid="DASB11C.REF.3">3</a>). The serotonergic transmission is controlled in part by the serotonin transporter (SERT), which regulates the concentration of free, active 5-HT in the synaptic cleft. Citalopram, paroxetine, and fluoxetine were developed as selective SERT inhibitors to treat depression and anxiety disorders by blocking the reuptake of 5-HT [<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=%28Citalopram%2C%20paroxetine%20and%20fluoxetine%20%29%20and%20human" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]. The blockade led to a higher 5-HT concentration in the synaptic cleft, and subsequently an improved well-being of the patients.</p><p><i>Trans-</i>1,2,3,5,6,10-β-Hexahydro-6-[4-([<sup>11</sup>C]methylthio)phenyl[pyrrolo-[2,1-a]isoquinoline ([<sup>11</sup>C]McN5652) binds selectively to the SERT, and its regional distribution of binding in humans correlates well with the known distribution of the SERT in human brain (<a class="bibr" href="#DASB11C.REF.4" rid="DASB11C.REF.4">4</a>). However, usefulness of [<sup>11</sup>C]McN5652 may be limited by its nonspecific binding and slow release from specific binding sites (<a class="bibr" href="#DASB11C.REF.5" rid="DASB11C.REF.5">5</a>). [<sup>11</sup>C]<i>N</i>,<i>N</i>-Dimethyl-2-(2-amino-4-cyanophenylthio)benzylamine ([<sup>11</sup>C]DASB) was found to be a promising tracer for SERT imaging in animals and humans (<a href="#DASB11C.REF.6">6-9</a>). It displayed a nanomolar affinity for SERT and a greater than 1000-fold affinity for SERT over dopamine transporter (DAT) and norepinephrine transporter (NET). The uptake in the SERT-rich brain regions was both saturable and selective for SERT.</p></div><div id="DASB11C.Synthesis"><h2 id="_DASB11C_Synthesis_">Synthesis</h2><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=DASB%5BAll%20Fields%5D%20AND%20synthesis%5BAll%20Fields%5D" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>[<sup>11</sup>C]DASB was synthesized by alkylation of its <i>N</i>-normethyl precursor using [<sup>11</sup>C]iodomethane in 30-55% radiochemical yield (not corrected for decay) in 25-30 min (<a class="bibr" href="#DASB11C.REF.6" rid="DASB11C.REF.6">6</a>). Chemical and radiochemical purities were >98% with specific activities of 25-55 GBq/μmol (0.68-1.49 Ci/μmol) at the end of synthesis.</p></div><div id="DASB11C.In_Vitro_Studies_Tes"><h2 id="_DASB11C_In_Vitro_Studies_Tes_"><i>In Vitro</i> Studies: Testing in Cells and Tissues</h2><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=DASB%5BAll%20Fields%5D%20AND%20in%20vitro" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>[<sup>11</sup>C]DASB was reported to bind specifically to the serotonergic transporter in homogenates of rat forebrain membrane (<a class="bibr" href="#DASB11C.REF.8" rid="DASB11C.REF.8">8</a>). The transporter-binding affinity of DASB was evaluated by competitive radioaffinity assays for serotonin (SERT), norepinephrine (NET), and dopamine (DAT). Binding affinity (<i>K</i><sub>i</sub>, n<span class="small-caps">m</span>) of DASB at SERT, NET, and DAT were 0.97, 6,000, and 1,180 n<span class="small-caps">m</span>, respectively. DASB binding selectively to SERT over other monoamine transporters was also reported previously using cloned human transporters (<a class="bibr" href="#DASB11C.REF.6" rid="DASB11C.REF.6">6</a>). DASB inhibited selectively [<sup>3</sup>H]5-HT re-uptake into rat brain synaptic vesicles. <i>K</i><sub>d</sub>, obtained from saturation data, was 0.54 n<span class="small-caps">m</span>, and <i>B</i><sub>max</sub> was 1.4 pmol/mg protein (<a class="bibr" href="#DASB11C.REF.10" rid="DASB11C.REF.10">10</a>). The IC<sub>50</sub> of serotonin to displace 50% of binding of 1.0 n<span class="small-caps">m</span> [<sup>11</sup>C]DASB was 3.47 μ<span class="small-caps">m</span>.</p></div><div id="DASB11C.Animal_Studies"><h2 id="_DASB11C_Animal_Studies_">Animal Studies</h2><div id="DASB11C.Rodents"><h3>Rodents</h3><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=DASB%5BAll%20Fields%5D%20AND%20%28%22rodentia%22%5BMeSH%20Terms%5D%20OR%20rodentia%5BText%20Word%5D%29" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Intravenous injection of [<sup>11</sup>C]DASB in rats resulted in high uptake of radioactivity in the lungs (5.99% injected dose (ID/g)) and kidneys (2.62% ID/g) at 5 min after injection (<a class="bibr" href="#DASB11C.REF.8" rid="DASB11C.REF.8">8</a>). Less pronounced uptake was seen in the whole brain (0.79% ID/g). The uptake in the hypothalamus (0.8% ID/g), thalamus (0.64% ID/g), hippocampus (0.5% ID/g), striatum (0.55% ID/g), and cortex (0.5% ID/g) was higher than the cerebellum (0.13% ID/g) at 45 min (<a class="bibr" href="#DASB11C.REF.6" rid="DASB11C.REF.6">6</a>). The brain regional radioactivity was blocked by pretreatment of paroxetine and fluoxetine (SERT inhibitors), except in the cerebellum, indicating that SERT is low and the cerebellum can be used as a reference region (<a class="bibr" href="#DASB11C.REF.8" rid="DASB11C.REF.8">8</a>). The [<sup>11</sup>C]DASB uptake in the SERT-rich brain regions returned to >90% baseline levels in 24-48 h after paroxetine treatment. Pretreatment of rats with unlabeled DASB reduced binding of [<sup>11</sup>C]DASB in a dose-dependent manner. The mean ED<sub>50</sub> for the whole brain is 56 nmol/kg. Elimination of [<sup>11</sup>C]DASB was via the hepatobiliary and renal systems.</p></div><div id="DASB11C.Other_NonPrimate_Mam"><h3>Other Non-Primate Mammals</h3><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=DASB%20and%20%28pig%20or%20cat%20or%20dog%20or%20rabbit%20or%20sheep%29" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>[<sup>11</sup>C]DASB (200 MBq or 5.4 mCi) was injected in pigs to study its positron emission tomography (PET) imaging properties of brain SERT (<a class="bibr" href="#DASB11C.REF.11" rid="DASB11C.REF.11">11</a>). The fraction of intact tracer in plasma at 10 min after injection was 35%. Citalopram pretreatment reduced the binding potential and distribution volume of [<sup>11</sup>C]DASB markedly in the mesencephalon, striatum, and frontal cortex. There was substantial agreement between results of several methods of kinetic analysis. There was a uniform displacement of 80% of [<sup>11</sup>C]DASB specific binding after citalopram <i>in vivo</i>.</p></div><div id="DASB11C.NonHuman_Primates"><h3>Non-Human Primates</h3><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=DASB%20AND%20%28primate%20not%20human%29" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>In monkeys, [<sup>11</sup>C]DASB uptake was greatest in lungs, followed by the urinary bladder, gallbladder, brain, and other organs at 7-95 min (<a class="bibr" href="#DASB11C.REF.12" rid="DASB11C.REF.12">12</a>). The tracer was eliminated via the hepatobiliary and renal systems. Paroxetine (SERT inhibitor) and 3,4-methylenedioxymethamphetamine (5-HT neurotoxicity) reduced the uptake of [<sup>11</sup>C]DASB in brain regions with high SERT density (<a class="bibr" href="#DASB11C.REF.13" rid="DASB11C.REF.13">13</a>). The biological half-life in plasma was 30 min. The metabolism led to very polar metabolites (19% of total [<sup>11</sup>C]DASB radioactivity in 30 min) and one or more lipophilic metabolites in the plasma.</p></div></div><div id="DASB11C.Human_Studies"><h2 id="_DASB11C_Human_Studies_">Human Studies</h2><p>[<a href="/entrez/query.fcgi?cmd=PureSearch&db=pubmed&details_term=DASB%20and%20human" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Nine healthy volunteers received intravenous injections of 350 MBq (9.7 mCi) [<sup>11</sup>C]DASB (<a class="bibr" href="#DASB11C.REF.7" rid="DASB11C.REF.7">7</a>). Sequential images of the brain were taken over a 90-min period. The highest uptake was in the mid-brain, thalamus, hypothalamus, and striatum. The peak uptake occurred at 30-40 min. After pretreatment with an oral dose of 40 mg of citalopram, there was an 80% reduction in specific binding of [<sup>11</sup>C]DASB in SERT-rich regions. The metabolism of [<sup>11</sup>C]DASB was rapid, with about 50% of the intact compound remaining in plasma at 20 min after injection.</p><p>No difference in regional SERT binding potential was found between major depressive episodes and normal subjects as measured by [<sup>11</sup>C]DASB PET (<a class="bibr" href="#DASB11C.REF.9" rid="DASB11C.REF.9">9</a>). In a subgroup of patients with major depressive episodes patients and with more negativistic dysfunctional attitudes, there was a significantly higher SERT binding potential, which led to low extracellular 5-HT. It was suggested that the lower 5-HT level caused these patients to feel more negativistic. [<sup>11</sup>C]DASB PET is being evaluated as a useful tool for antidepressant development (<a class="bibr" href="#DASB11C.REF.14" rid="DASB11C.REF.14">14</a>), obsessive-compulsive disorder studies (<a class="bibr" href="#DASB11C.REF.15" rid="DASB11C.REF.15">15</a>) and alcoholism (<a class="bibr" href="#DASB11C.REF.16" rid="DASB11C.REF.16">16</a>).</p><p>Human dosimetry of [<sup>11</sup>C]DASB was estimated in seven normal volunteers (<a class="bibr" href="#DASB11C.REF.17" rid="DASB11C.REF.17">17</a>). Dynamic whole-body PET scans were acquired after the injection of 669 ± 97 MBq (18.1 ± 2.6 mCi) of [<sup>11</sup>C]DASB. Uptake of [<sup>11</sup>C]DASB in the lungs was rapid and high, with a peak of 53.1%ID within 18-46 s after injection. About 12% ID was excreted in urine. The organs that received the highest absorbed doses were found to be the lungs (0.0328 mGy/MBq or 121 mrad/mCi), the urinary bladder (0.012 mGy/MBq or 44 mrad/mCi), the kidneys (0.0093 mGy/MBq or 34 mrad/mCi), the gallbladder (0.0093 mGy/MBq or 34 mrad/mCi), and the liver (0.0064 mGy/MBq or 24 mrad/mCi). The effective dose was calculated as 0.0070 mSv/MBq (26 mrem/mCi) for a 70-kg-standard man.</p></div><div id="DASB11C.NIH_Support"><h2 id="_DASB11C_NIH_Support_">NIH Support</h2><p>MH62185, MH40695, MH01997, DA05707, DA06275, AG14400, AA11653, intramural research program</p></div><div id="DASB11C.references"><h2 id="_DASB11C_references_">References</h2><dl class="temp-labeled-list"><dl class="bkr_refwrap"><dt>1.</dt><dd><div class="bk_ref" id="DASB11C.REF.1">Lucki I. The spectrum of behaviors influenced by serotonin. <span><span class="ref-journal">Biol Psychiatry. </span>1998;<span class="ref-vol">
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</span>(3):151–62.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/9693387" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 9693387</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>2.</dt><dd><div class="bk_ref" id="DASB11C.REF.2">Abi-Dargham A. , Laruelle M. , Aghajanian G.K. , Charney D. , Krystal J. The role of serotonin in the pathophysiology and treatment of schizophrenia. <span><span class="ref-journal">J Neuropsychiatry Clin Neurosci. </span>1997;<span class="ref-vol">
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<strong>9</strong>
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</span>(1):1–17.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/9017523" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 9017523</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>3.</dt><dd><div class="bk_ref" id="DASB11C.REF.3">Charney D.S. Monoamine dysfunction and the pathophysiology and treatment of depression. <strong>Suppl 14</strong><span><span class="ref-journal">J Clin Psychiatry. </span>1998;<span class="ref-vol">
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</span>:11–4.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/9818625" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 9818625</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>4.</dt><dd><div class="bk_ref" id="DASB11C.REF.4">Parsey R.V. , Kegeles L.S. , Hwang D.R. , Simpson N. , Abi-Dargham A. , Mawlawi O. , Slifstein M. , Van Heertum R.L. , Mann J.J. , Laruelle M. In vivo quantification of brain serotonin transporters in humans using [11C]McN 5652. <span><span class="ref-journal">J Nucl Med. </span>2000;<span class="ref-vol">
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</span>(9):1465–77.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/10994724" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 10994724</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>5.</dt><dd><div class="bk_ref" id="DASB11C.REF.5">Szabo Z. , Scheffel U. , Mathews W.B. , Ravert H.T. , Szabo K. , Kraut M. , Palmon S. , Ricaurte G.A. , Dannals R.F. Kinetic analysis of [11C]McN5652: a serotonin transporter radioligand. <span><span class="ref-journal">J Cereb Blood Flow Metab. </span>1999;<span class="ref-vol">
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</span>(9):967–81.</span> [<a href="/pmc/articles/PMC2034412/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2034412</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/10478648" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 10478648</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>6.</dt><dd><div class="bk_ref" id="DASB11C.REF.6">Wilson A.A. , Ginovart N. , Schmidt M. , Meyer J.H. , Threlkeld P.G. , Houle S. Novel radiotracers for imaging the serotonin transporter by positron emission tomography: synthesis, radiosynthesis, and in vitro and ex vivo evaluation of (11)C-labeled 2-(phenylthio)araalkylamines. <span><span class="ref-journal">J Med Chem. </span>2000;<span class="ref-vol">
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<strong>43</strong>
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</span>(16):3103–10.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/10956218" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 10956218</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>7.</dt><dd><div class="bk_ref" id="DASB11C.REF.7">Houle S. , Ginovart N. , Hussey D. , Meyer J.H. , Wilson A.A. Imaging the serotonin transporter with positron emission tomography: initial human studies with [11C]DAPP and [11C]DASB. <span><span class="ref-journal">Eur J Nucl Med. </span>2000;<span class="ref-vol">
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<strong>27</strong>
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</span>(11):1719–22.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/11105830" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 11105830</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>8.</dt><dd><div class="bk_ref" id="DASB11C.REF.8">Wilson A.A. , Ginovart N. , Hussey D. , Meyer J. , Houle S. In vitro and in vivo characterisation of [11C]-DASB: a probe for in vivo measurements of the serotonin transporter by positron emission tomography. <span><span class="ref-journal">Nucl Med Biol. </span>2002;<span class="ref-vol">
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</span>(5):509–15.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/12088720" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 12088720</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>9.</dt><dd><div class="bk_ref" id="DASB11C.REF.9">Meyer J.H. , Houle S. , Sagrati S. , Carella A. , Hussey D.F. , Ginovart N. , Goulding V. , Kennedy J. , Wilson A.A. Brain serotonin transporter binding potential measured with carbon 11-labeled DASB positron emission tomography: effects of major depressive episodes and severity of dysfunctional attitudes. <span><span class="ref-journal">Arch Gen Psychiatry. </span>2004;<span class="ref-vol">
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</span>(12):1271–9.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/15583118" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 15583118</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>10.</dt><dd><div class="bk_ref" id="DASB11C.REF.10">Lundquist P. , Wilking H. , Hoglund A.U. , Sandell J. , Bergstrom M. , Hartvig P. , Langstrom B. Potential of [(11)C]DASB for measuring endogenous serotonin with PET: binding studies. <span><span class="ref-journal">Nucl Med Biol. </span>2005;<span class="ref-vol">
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</span>(2):129–36.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/15721758" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 15721758</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>11.</dt><dd><div class="bk_ref" id="DASB11C.REF.11">Jensen S.B. , Smith D.F. , Bender D. , Jakobsen S. , Peters D. , Nielsen E.O. , Olsen G.M. , Scheel-Kruger J. , Wilson A. , Cumming P. [11C]-NS 4194 versus [11C]-DASB for PET imaging of serotonin transporters in living porcine brain. <span><span class="ref-journal">Synapse. </span>2003;<span class="ref-vol">
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</span>(3):170–7.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/12774301" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 12774301</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>12.</dt><dd><div class="bk_ref" id="DASB11C.REF.12">Belanger M.J. , Simpson N.R. , Wang T. , Van Heertum R.L. , Mann J.J. , Parsey R.V. Biodistribution and radiation dosimetry of [11C]DASB in baboons. <span><span class="ref-journal">Nucl Med Biol. </span>2004;<span class="ref-vol">
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<strong>31</strong>
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</span>(8):1097–102.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/15607492" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 15607492</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>13.</dt><dd><div class="bk_ref" id="DASB11C.REF.13">Szabo Z. , McCann U.D. , Wilson A.A. , Scheffel U. , Owonikoko T. , Mathews W.B. , Ravert H.T. , Hilton J. , Dannals R.F. , Ricaurte G.A. Comparison of (+)-(11)C-McN5652 and (11)C-DASB as serotonin transporter radioligands under various experimental conditions. <span><span class="ref-journal">J Nucl Med. </span>2002;<span class="ref-vol">
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<strong>43</strong>
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</span>(5):678–92.</span> [<a href="/pmc/articles/PMC2078607/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2078607</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/11994534" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 11994534</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>14.</dt><dd><div class="bk_ref" id="DASB11C.REF.14">Meyer J.H. Imaging the serotonin transporter during major depressive disorder and antidepressant treatment. <span><span class="ref-journal">J Psychiatry Neurosci. </span>2007;<span class="ref-vol">
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<strong>32</strong>
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</span>(2):86–102.</span> [<a href="/pmc/articles/PMC1810585/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC1810585</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/17353938" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17353938</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>15.</dt><dd><div class="bk_ref" id="DASB11C.REF.15">Reimold M. , Smolka M.N. , Zimmer A. , Batra A. , Knobel A. , Solbach C. , Mundt A. , Smoltczyk H.U. , Goldman D. , Mann K. , Reischl G. , Machulla H.J. , Bares R. , Heinz A. Reduced availability of serotonin transporters in obsessive-compulsive disorder correlates with symptom severity - a [11C]DASB PET study. <span><span class="ref-journal">J Neural Transm. </span>2007;<span class="ref-vol">
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<strong>114</strong>
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</span>(12):1603–9.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17713719" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17713719</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>16.</dt><dd><div class="bk_ref" id="DASB11C.REF.16">Brown A.K. , George D.T. , Fujita M. , Liow J.S. , Ichise M. , Hibbeln J. , Ghose S. , Sangare J. , Hommer D. , Innis R.B. PET [11C]DASB imaging of serotonin transporters in patients with alcoholism. <span><span class="ref-journal">Alcohol Clin Exp Res. </span>2007;<span class="ref-vol">
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<strong>31</strong>
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</span>(1):28–32.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17207098" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17207098</span></a>]</div></dd></dl><dl class="bkr_refwrap"><dt>17.</dt><dd><div class="bk_ref" id="DASB11C.REF.17">Lu J.Q. , Ichise M. , Liow J.S. , Ghose S. , Vines D. , Innis R.B. Biodistribution and radiation dosimetry of the serotonin transporter ligand 11C-DASB determined from human whole-body PET. <span><span class="ref-journal">J Nucl Med. </span>2004;<span class="ref-vol">
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<strong>45</strong>
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</span>(9):1555–9.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/15347724" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 15347724</span></a>]</div></dd></dl></dl></div><div id="bk_toc_contnr"></div></div></div><div class="fm-sec"><h2 id="_NBK23385_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">
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National Center for Biotechnology Information, NLM, NIH, Bethesda, MD,
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<span class="before-email-separator"></span><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>
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</div></div><h3>Publication History</h3><p class="small">Created: <span itemprop="datePublished">May 18, 2005</span>; Last Update: <span itemprop="dateModified">June 24, 2008</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. [11C]N,N-Dimethyl-2-(2-amino-4-cyanophenylthio)benzylamine. 2005 May 18 [Updated 2008 Jun 24]. 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/HOMADAM11C/?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/Erlotinib11C/?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="figobDASB11CT1"><div id="DASB11C.T1" class="table"><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK23385/table/DASB11C.T1/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__DASB11C.T1_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;">[<sup>11</sup>C]<i>N</i>,<i>N</i>-Dimethyl-2-(2-amino-4-cyanophenylthio)benzylamine</td><td rowspan="9" colspan="1" style="text-align:left;vertical-align:middle;">
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<a href="https://pubchem.ncbi.nlm.nih.gov/substance/853768" 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=853768" alt="image 853768 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]DASB</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;">[<sup>11</sup>C]3-Amino-4-(2-dimethylaminomethylphenylsulfanyl)-benzonitrile</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;">Serotonin transporter</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;">Serotonin transporter binding</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;">PET</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Source of signal\contrast:</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></ul>
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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" /> Rodents
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</div></li></ul>
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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" /> Non-primate non-rodent mammals
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</div></li></ul>
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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" /> Non-human primates
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</div></li></ul>
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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" /> Humans
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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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