Altanserin

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Altanserin
Altanserin.svg
Clinical data
ATC code
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Identifiers
  • 3-[2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-2-sulfanylidene-1H-quinazolin-4-one
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PubChem CID
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ECHA InfoCard 100.071.272 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C22H22FN3O2S
Molar mass 411.50 g·mol−1
3D model (JSmol)
  • Fc1ccc(cc1)C(=O)C4CCN(CCN3C(=O)c2ccccc2NC3=S)CC4
  • InChI=1S/C22H22FN3O2S/c23-17-7-5-15(6-8-17)20(27)16-9-11-25(12-10-16)13-14-26-21(28)18-3-1-2-4-19(18)24-22(26)29/h1-8,16H,9-14H2,(H,24,29) Yes check.svgY
  • Key:SMYALUSCZJXWHG-UHFFFAOYSA-N Yes check.svgY
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Altanserin is a compound that binds to the 5-HT2A receptor (5-Hydroxytryptamine (serotonin) 2A receptor). Labeled with the isotope fluorine-18 it is used as a radioligand in positron emission tomography (PET) studies of the brain, i.e., studies of the 5-HT2A neuroreceptors. Besides human neuroimaging studies altanserin has also been used in the study of rats. [1] [2]

Contents

An alternative for PET imaging the 5-HT2A receptor is the [ 11C ] volinanserin (MDL-100,907) radioligand. 18F-altanserin and 3H-volinanserin have shown very comparable binding. [3] Both altanserin and MDL 100,907 are 5-HT2A receptor antagonists. [3] [18F]-setoperone can also be used in PET.

An alternative SPECT radioligand is the [123I]-5-I-R91150 receptor antagonist. [4]

A rapid chemical synthesis of fluorine-18 and H-2 dual-labeled altanserin has been described. [5]

Other ligands for other parts of the serotonin system used in PET studies are, e.g., DASB, ketanserin, and WAY-100635.

Human brain mapping studies with altanserin

A PET scanner. Human experiments with fluorine-18 altanserin are performed in these types of brain scanners. ECAT-Exact-HR--PET-Scanner.jpg
A PET scanner. Human experiments with fluorine-18 altanserin are performed in these types of brain scanners.

As of 2007 altanserin is probably not used in clinical routine. However, there have been performed several research-based neuroimaging studies with the compound in humans since the 1990s. [6] [7] Some of these studies have considered methodogical issues such as the reproducibility of the method [8] [9] or whether to use constant infusion [10] or bolus-infusion [11] delivery of altanserin. Other studies have compared altanserin binding to subject variables such as age, personality trait and neuropsychiatric disorder.

The altanserin PET scan shows high binding in neocortex. The cerebellum is often regarded as a region with no specific 5-HT2A binding and the brain region is used as a reference in some studies, even though an autoradiography study has found nonnegligible levels of 5-HT2A binding in the human cerebellum, [12] and another type of study have observed strong immunoreaction against 5-HT2A receptor protein in rat Purkinje cells. [13]

In the table below is an overview of the results of altanserin binding seen in human PET-studies. A consistent finding across altanserin studies has been that the binding decreases with age. This is in line with in vitro studies of the 5-HT2A receptor, [14] as well as PET studies with other radioligands that binds to the receptor. [15]

The result for recovered bulimia-type anorexia nervosa [16] is in line with a SPECT study of anorexia nervosa patients, that found a decrease in frontal, occipital and parietal cortices. [4] The results of PET studies of the 5-HT2A in depression has been mixed. [17]

Altanserin binding has also been examine in twins, where one study showed higher correlation between monozygotic twin pairs than between dizygotic twin pairs, giving evidence that the binding is "strongly genetically determined". [18]

Altanserin neuroimaging studies
WhatResultReference
Gender Higher binding in men [19]
Body mass index Correlation in cortex [20]
Neuroticism (NEO PI-R)Increase in frontolimbic region [21]
Tourette syndrome Increase [22]
Obsessive-compulsive disorder Increase in caudate nuclei [23]
(Recovered) bulimia-type anorexia nervosa Decrease in left subgenual cingulate, left parietal cortex and right occipital cortex [16]
Unipolar depression Decrease in a region in right hemisphere (posterolateral orbitofrontal cortex and the anterior insular cortex) [24]
Major depressive disorder Decrease in hippocampus [25]
Older depressed patientsDecrease in hippocampus [26]
Borderline personality disorder Increase in hippocampus [27]
Schizophrenia No significant cortical difference, higher binding in caudate [28]
At-risk mental state Decrease [29] See also  [30]
Age Decrease [31]
Age Decrease [32]
Age Decrease in cortical regions (except occipital), increase in cerebellum [33]
Mild cognitive impairment Decrease [34]
Alzheimer's disease Decrease in amygdalo-hippocampal complex and cortical regions, such as anterior cingulate, lateral temporal cortex, prefrontal cortex and sensorimotor cortex [35]

Synthesis

Patent: Radiolabelled: Altanserin synthesis.svg
Patent: Radiolabelled:

The reaction of 4-(4-fluorobenzoyl)piperidine [56346-57-7] (1) with 2-bromoethylamine [107-09-5] gives [1-(2-aminoethyl)piperidin-4-yl]-(4-fluorophenyl)methanone [83763-22-8] (2). The reaction of the terminal amino group with thiophosgene [463-71-8] leads to the corresponding isothiocyanate derivative, 4-fluorophenyl 1-(2-isothiocyanatoethyl)piperidin-4-yl ketone [84946-22-5] (3). Upon reaction of this reactive intermediate with ethyl anthranilate [87-25-2] (4), the transient addition product might be expected to be initially formed (5'). An intramolecular lactamization to the heterocyclic ring then occurs giving altanserin (6).

See also

Related Research Articles

A radioligand is a radioactive biochemical substance, in particular, a ligand that is radiolabeled. Radioligands are used for diagnosis or for research-oriented study of the receptor systems of the body, and for anti-cancer radioligand therapy.

<span class="mw-page-title-main">5-HT receptor</span> Class of transmembrane proteins

5-HT receptors, 5-hydroxytryptamine receptors, or serotonin receptors, are a group of G protein-coupled receptor and ligand-gated ion channels found in the central and peripheral nervous systems. They mediate both excitatory and inhibitory neurotransmission. The serotonin receptors are activated by the neurotransmitter serotonin, which acts as their natural ligand.

<span class="mw-page-title-main">Ketanserin</span> Antihypertensive agent

Ketanserin (INN, USAN, BAN) (brand name Sufrexal; former developmental code name R41468) is a drug used clinically as an antihypertensive agent and in scientific research to study the serotonergic system; specifically, the 5-HT2 receptor family. It was discovered at Janssen Pharmaceutica in 1980. It is not available in the United States.

<span class="mw-page-title-main">Pindolol</span> Chemical compound

Pindolol, sold under the brand name Visken among others, is a nonselective beta blocker which is used in the treatment of hypertension. It is also an antagonist of the serotonin 5-HT1A receptor, preferentially blocking inhibitory 5-HT1A autoreceptors, and has been researched as an add-on therapy to selective serotonin reuptake inhibitors (SSRIs) in the treatment of depression.

5-HT<sub>2A</sub> receptor Subtype of serotonin receptor

The 5-HT2A receptor is a subtype of the 5-HT2 receptor that belongs to the serotonin receptor family and is a G protein-coupled receptor (GPCR). The 5-HT2A receptor is a cell surface receptor, but has several intracellular locations. 5-HT is short for 5-hydroxy-tryptamine or serotonin. This is the main excitatory receptor subtype among the GPCRs for serotonin, although 5-HT2A may also have an inhibitory effect on certain areas such as the visual cortex and the orbitofrontal cortex. This receptor was first noted for its importance as a target of serotonergic psychedelic drugs such as LSD and psilocybin mushrooms. Later it came back to prominence because it was also found to be mediating, at least partly, the action of many antipsychotic drugs, especially the atypical ones.

5-HT<sub>4</sub> receptor Protein-coding gene in the species Homo sapiens

5-Hydroxytryptamine receptor 4 is a protein that in humans is encoded by the HTR4 gene.

5-HT<sub>1A</sub> receptor Serotonin receptor protein distributed in the cerebrum and raphe nucleus

The serotonin 1A receptor is a subtype of serotonin receptors, or 5-HT receptors, that binds serotonin, also known as 5-HT, a neurotransmitter. 5-HT1A is expressed in the brain, spleen, and neonatal kidney. It is a G protein-coupled receptor (GPCR), coupled to the Gi protein, and its activation in the brain mediates hyperpolarisation and reduction of firing rate of the postsynaptic neuron. In humans, the serotonin 1A receptor is encoded by the HTR1A gene.

<span class="mw-page-title-main">DASB</span> Chemical compound

DASB, also known as 3-amino-4-(2-dimethylaminomethylphenylsulfanyl)-benzonitrile, is a compound that binds to the serotonin transporter. Labeled with carbon-11 — a radioactive isotope — it has been used as a radioligand in neuroimaging with positron emission tomography (PET) since around year 2000. In this context it is regarded as one of the superior radioligands for PET study of the serotonin transporter in the brain, since it has high selectivity for the serotonin transporter.

<span class="mw-page-title-main">WAY-100635</span> Chemical compound

WAY-100635 is a piperazine drug and research chemical widely used in scientific studies. It was originally believed to act as a selective 5-HT1A receptor antagonist, but subsequent research showed that it also acts as potent full agonist at the D4 receptor. It is sometimes referred to as a silent antagonist at the former receptor. It is closely related to WAY-100135.

<span class="mw-page-title-main">Nisoxetine</span> Chemical compound

Nisoxetine, originally synthesized in the Lilly research laboratories during the early 1970s, is a potent and selective inhibitor for the reuptake of norepinephrine (noradrenaline) into synapses. It currently has no clinical applications in humans, although it was originally researched as an antidepressant. Nisoxetine is now widely used in scientific research as a standard selective norepinephrine reuptake inhibitor. It has been used to research obesity and energy balance, and exerts some local analgesia effects.

rs6295, also called C(-1019)G, is a gene variation—a single nucleotide polymorphism (SNP)—in the HTR1A gene. It is one of the most investigated SNPs of its gene. The C-allele is the most prevalent with 0.675 against the G-allele with 0.325 among Caucasian.

<span class="mw-page-title-main">Setoperone</span> Chemical compound

Setoperone is a compound that is a ligand to the 5-HT2A receptor. It can be radiolabeled with the radioisotope fluorine-18 and used as a radioligand with positron emission tomography (PET). Several research studies have used the radiolabeled setoperone in neuroimaging for the studying neuropsychiatric disorders, such as depression or schizophrenia.

<span class="mw-page-title-main">McN5652</span> Chemical compound

McN5652 is a molecule that can be radiolabeled and then used as a radioligand in positron emission tomography (PET) studies. The [11C]-(+)-McN5652 enantiomer binds to the serotonin transporter. The radioligand is used for molecular neuroimaging and for imaging of the lungs.

<span class="mw-page-title-main">5-I-R91150</span> Chemical compound

5-I-R91150 is a compound that acts as a potent and selective antagonist of 5-HT2A receptors. Its main application is as its iodine-123 radiolabeled form, in which it can be used in SPECT scanning in human neuroimaging studies, to examine the distribution of the 5-HT2A receptor subtype in the brain, e.g. with respect to sex and age and in adults with Asperger syndrome or Alzheimer's disease.

<span class="mw-page-title-main">MPPF</span> Chemical compound

MPPF, with the full name 2'-methoxyphenyl-(N-2'-pyridinyl)-p-fluoro-benzamidoethyipiperazine, is a compound that binds to the serotonin-1A receptor. Labeled with fluorine-18 it has been used as a radioligand with positron emission tomography. It has, e.g., been used to examine the difference in neuroreceptor binding in the human brain across sex and age.

<span class="mw-page-title-main">Volinanserin</span> Chemical compound

Volinanserin (INN) is a highly selective 5-HT2A receptor antagonist that is frequently used in scientific research to investigate the function of the 5-HT2A receptor. It was also tested in clinical trials as a potential antipsychotic, antidepressant, and treatment for insomnia but was never marketed.

<span class="mw-page-title-main">25B-NBOMe</span> Chemical compound

25B-NBOMe is a derivative of the phenethylamine psychedelic 2C-B, discovered in 2004 by Ralf Heim at the Free University of Berlin. It acts as a potent full agonist for the 5HT2A receptor. Anecdotal reports from users suggest 25B-NBOMe to be an active hallucinogen at a dose of as little as 250–500 µg, making it a similar potency to other phenethylamine derived hallucinogens such as Bromo-DragonFLY. Duration of effects lasts about 12–16 hours, although the parent compound is rapidly cleared from the blood when used in the radiolabeled form in tracer doses. Recently, Custodio et al (2019) evaluated the potential involvement of dysregulated dopaminergic system, neuroadaptation, and brain wave changes which may contribute to the rewarding and reinforcing properties of 25B-NBOMe in rodents.

Mefway (<sup>18</sup>F) Chemical compound

Mefway is a serotonin 5-HT1A receptor antagonist used in medical research, usually in the form of mefway (18F) as a positron emission tomography (PET) radiotracer.

<span class="mw-page-title-main">25CN-NBOH</span> Chemical compound

25CN-NBOH is a compound indirectly derived from the phenethylamine series of hallucinogens, which was discovered in 2014 at the University of Copenhagen. This compound is notable as one of the most selective agonist ligands for the 5-HT2A receptor yet discovered, with a pKi of 8.88 at the human 5-HT2A receptor and with 100x selectivity for 5-HT2A over 5-HT2C, and 46x selectivity for 5-HT2A over 5-HT2B. A tritiated version of 25CN-NBOH has also been accessed and used for more detailed investigations of the binding to 5-HT2 receptors and autoradiography.

<span class="mw-page-title-main">F-11,461</span> Chemical compound

F-11,461 is a drug that acts as an agonist of the 5-HT1A receptor (Ki = 1.36 nM) that has been used as a radioligand in PET studies. It possesses modest affinity for the 5-HT7 (Ki = 9.1 nM) and D4 (Ki = 8.5 nM) receptors, although the interaction of F-11,461 with these receptors is not detectable with PET due to their relative scarcity in the brain.

References

  1. ↑ Lemaire C, Cantineau R, Guillaume M, Plenevaux A, Christiaens L (December 1991). "Fluorine-18-altanserin: a radioligand for the study of serotonin receptors with PET: radiolabeling and in vivo biologic behavior in rats". Journal of Nuclear Medicine. 32 (12): 2266–2272. PMID   1744713.
  2. ↑ Biver F, Lotstra F, Monclus M, Dethy S, Damhaut P, Wikler D, et al. (May 1997). "In vivo binding of [18F]altanserin to rat brain 5HT2 receptors: a film and electronic autoradiographic study". Nuclear Medicine and Biology. 24 (4): 357–360. doi:10.1016/s0969-8051(97)00054-1. hdl: 2268/144404 . PMID   9257335.
  3. 1 2 Kristiansen H, Elfving B, Plenge P, Pinborg LH, Gillings N, Knudsen GM (December 2005). "Binding characteristics of the 5-HT2A receptor antagonists altanserin and MDL 100907". Synapse. 58 (4): 249–257. doi:10.1002/syn.20205. PMID   16206185. S2CID   19110277.
  4. 1 2 Audenaert K, Van Laere K, Dumont F, Vervaet M, Goethals I, Slegers G, et al. (February 2003). "Decreased 5-HT2a receptor binding in patients with anorexia nervosa". Journal of Nuclear Medicine. 44 (2): 163–169. PMID   12571204.
  5. 1 2 Tan PZ, Baldwin RM, Fu T, Charney DS, Innis RB (1999). "Rapid synthesis of F-18 and H-2 dual-labeled altanserin, a metabolically resistant PET ligand for 5-HT2a receptors". Journal of Labelled Compounds and Radiopharmaceuticals. 42 (5): 457–467. doi:10.1002/(SICI)1099-1344(199905)42:5<457::AID-JLCR206>3.0.CO;2-0. ISSN   0362-4803.
  6. ↑ Biver F, Goldman S, Luxen A, Monclus M, Forestini M, Mendlewicz J, Lotstra F (September 1994). "Multicompartmental study of fluorine-18 altanserin binding to brain 5HT2 receptors in humans using positron emission tomography". European Journal of Nuclear Medicine. 21 (9): 937–946. doi:10.1007/BF00238117. PMID   7995287. S2CID   20200751.
  7. ↑ Sadzot B, Lemaire C, Maquet P, Salmon E, Plenevaux A, Degueldre C, et al. (September 1995). "Serotonin 5HT2 receptor imaging in the human brain using positron emission tomography and a new radioligand, [18F]altanserin: results in young normal controls". Journal of Cerebral Blood Flow and Metabolism. 15 (5): 787–797. doi: 10.1038/jcbfm.1995.99 . PMID   7673371. S2CID   36870327.
  8. ↑ Smith GS, Price JC, Lopresti BJ, Huang Y, Simpson N, Holt D, et al. (December 1998). "Test-retest variability of serotonin 5-HT2A receptor binding measured with positron emission tomography and [18F]altanserin in the human brain". Synapse. 30 (4): 380–392. doi:10.1002/(SICI)1098-2396(199812)30:4<380::AID-SYN5>3.0.CO;2-U. PMID   9826230. S2CID   1297178.
  9. ↑ Haugbøl S, Pinborg LH, Arfan HM, Frøkjaer VM, Madsen J, Dyrby TB, et al. (June 2007). "Reproducibility of 5-HT2A receptor measurements and sample size estimations with [18F]altanserin PET using a bolus/infusion approach". European Journal of Nuclear Medicine and Molecular Imaging. 34 (6): 910–915. doi:10.1007/s00259-006-0296-y. PMID   17195073. S2CID   1828118.
  10. ↑ van Dyck CH, Tan PZ, Baldwin RM, Amici LA, Garg PK, Ng CK, et al. (February 2000). "PET quantification of 5-HT2A receptors in the human brain: a constant infusion paradigm with [18F]altanserin". Journal of Nuclear Medicine. 41 (2): 234–241. PMID   10688105.
  11. ↑ Pinborg LH, Adams KH, Svarer C, Holm S, Hasselbalch SG, Haugbøl S, et al. (August 2003). "Quantification of 5-HT2A receptors in the human brain using [18F]altanserin-PET and the bolus/infusion approach". Journal of Cerebral Blood Flow and Metabolism. 23 (8): 985–996. doi: 10.1097/01.WCB.0000074092.59115.23 . PMID   12902843. S2CID   6262998.
  12. ↑ Eastwood SL, Burnet PW, Gittins R, Baker K, Harrison PJ (November 2001). "Expression of serotonin 5-HT(2A) receptors in the human cerebellum and alterations in schizophrenia". Synapse. 42 (2): 104–114. doi:10.1002/syn.1106. PMID   11574947. S2CID   40304220.
  13. ↑ Maeshima T, Shutoh F, Hamada S, Senzaki K, Hamaguchi-Hamada K, Ito R, Okado N (August 1998). "Serotonin2A receptor-like immunoreactivity in rat cerebellar Purkinje cells". Neuroscience Letters. 252 (1): 72–74. doi:10.1016/S0304-3940(98)00546-1. PMID   9756362. S2CID   28549709.
  14. ↑ Marcusson JO, Morgan DG, Winblad B, Finch CE (October 1984). "Serotonin-2 binding sites in human frontal cortex and hippocampus. Selective loss of S-2A sites with age". Brain Research. 311 (1): 51–56. doi:10.1016/0006-8993(84)91397-0. PMID   6488044. S2CID   1203974.
  15. ↑ Wong DF, Wagner HN, Dannals RF, Links JM, Frost JJ, Ravert HT, et al. (December 1984). "Effects of age on dopamine and serotonin receptors measured by positron tomography in the living human brain". Science. 226 (4681): 1393–1396. Bibcode:1984Sci...226.1393W. doi:10.1126/science.6334363. PMID   6334363. S2CID   24278577.
  16. 1 2 Bailer UF, Price JC, Meltzer CC, Mathis CA, Frank GK, Weissfeld L, et al. (June 2004). "Altered 5-HT(2A) receptor binding after recovery from bulimia-type anorexia nervosa: relationships to harm avoidance and drive for thinness". Neuropsychopharmacology. 29 (6): 1143–1155. doi:10.1038/sj.npp.1300430. PMC   4301578 . PMID   15054474.
  17. ↑ Fujita M, Charney DS, Innis RB (October 2000). "Imaging serotonergic neurotransmission in depression: hippocampal pathophysiology may mirror global brain alterations". Biological Psychiatry. 48 (8): 801–812. doi:10.1016/s0006-3223(00)00960-4. PMID   11063976. S2CID   10348049.
  18. ↑ Pinborg LH, Arfan H, Haugbol S, Kyvik KO, Hjelmborg JV, Svarer C, et al. (April 2008). "The 5-HT2A receptor binding pattern in the human brain is strongly genetically determined". NeuroImage. 40 (3): 1175–1180. doi:10.1016/j.neuroimage.2007.09.019. PMID   18291676. S2CID   9105318.
  19. ↑ Biver F, Lotstra F, Monclus M, Wikler D, Damhaut P, Mendlewicz J, Goldman S (February 1996). "Sex difference in 5HT2 receptor in the living human brain". Neuroscience Letters. 204 (1–2): 25–28. doi:10.1016/0304-3940(96)12307-7. PMID   8929969. S2CID   43416706.
  20. ↑ Erritzoe D, Frokjaer VG, Haugbol S, Marner L, Svarer C, Holst K, et al. (May 2009). "Brain serotonin 2A receptor binding: relations to body mass index, tobacco and alcohol use". NeuroImage. 46 (1): 23–30. doi:10.1016/j.neuroimage.2009.01.050. PMID   19457377. S2CID   26525667.
  21. ↑ Frokjaer VG, Mortensen EL, Nielsen FA, Haugbol S, Pinborg LH, Adams KH, et al. (March 2008). "Frontolimbic serotonin 2A receptor binding in healthy subjects is associated with personality risk factors for affective disorder". Biological Psychiatry. 63 (6): 569–576. doi:10.1016/j.biopsych.2007.07.009. PMID   17884017. S2CID   25979780.
  22. ↑ Haugbøl S, Pinborg LH, Regeur L, Hansen ES, Bolwig TG, Nielsen FA, et al. (April 2007). "Cerebral 5-HT2A receptor binding is increased in patients with Tourette's syndrome". The International Journal of Neuropsychopharmacology. 10 (2): 245–252. doi: 10.1017/S1461145706006559 . PMID   16945163.
  23. ↑ Adams KH, Hansen ES, Pinborg LH, Hasselbalch SG, Svarer C, Holm S, et al. (September 2005). "Patients with obsessive-compulsive disorder have increased 5-HT2A receptor binding in the caudate nuclei". The International Journal of Neuropsychopharmacology. 8 (3): 391–401. doi: 10.1017/S1461145705005055 . PMID   15801987.
  24. ↑ Biver F, Wikler D, Lotstra F, Damhaut P, Goldman S, Mendlewicz J (November 1997). "Serotonin 5-HT2 receptor imaging in major depression: focal changes in orbito-insular cortex". The British Journal of Psychiatry. 171 (5): 444–448. doi:10.1192/bjp.171.5.444. PMID   9463603. S2CID   38577128.
  25. ↑ Mintun MA, Sheline YI, Moerlein SM, Vlassenko AG, Huang Y, Snyder AZ (February 2004). "Decreased hippocampal 5-HT2A receptor binding in major depressive disorder: in vivo measurement with [18F]altanserin positron emission tomography". Biological Psychiatry. 55 (3): 217–224. doi:10.1016/j.biopsych.2003.08.015. PMID   14744461. S2CID   24849671.
  26. ↑ Sheline YI, Mintun MA, Barch DM, Wilkins C, Snyder AZ, Moerlein SM (December 2004). "Decreased hippocampal 5-HT(2A) receptor binding in older depressed patients using [18F]altanserin positron emission tomography". Neuropsychopharmacology. 29 (12): 2235–2241. doi: 10.1038/sj.npp.1300555 . PMID   15367923. S2CID   1727523.
  27. ↑ Soloff PH, Price JC, Meltzer CC, Fabio A, Frank GK, Kaye WH (September 2007). "5HT2A receptor binding is increased in borderline personality disorder". Biological Psychiatry. 62 (6): 580–587. doi:10.1016/j.biopsych.2006.10.022. PMID   17448449. S2CID   12109806.
  28. ↑ Erritzoe D, Rasmussen H, Kristiansen KT, Frokjaer VG, Haugbol S, Pinborg L, et al. (September 2008). "Cortical and subcortical 5-HT2A receptor binding in neuroleptic-naive first-episode schizophrenic patients". Neuropsychopharmacology. 33 (10): 2435–2441. doi: 10.1038/sj.npp.1301656 . PMID   18288096. S2CID   7596368. Electronic publication ahead of print
  29. ↑ Hurlemann R, Matusch A, Kuhn KU, Berning J, Elmenhorst D, Winz O, et al. (January 2008). "5-HT2A receptor density is decreased in the at-risk mental state". Psychopharmacology. 195 (4): 579–590. doi:10.1007/s00213-007-0921-x. PMID   17899021. S2CID   7784253.
  30. ↑ Hurlemann R, Boy C, Meyer PT, Scherk H, Wagner M, Herzog H, et al. (December 2005). "Decreased prefrontal 5-HT2A receptor binding in subjects at enhanced risk for schizophrenia". Anatomy and Embryology. 210 (5–6): 519–523. doi:10.1007/s00429-005-0036-2. PMID   16187138. S2CID   4113675.
  31. ↑ Rosier A, Dupont P, Peuskens J, Bormans G, Vandenberghe R, Maes M, et al. (November 1996). "Visualisation of loss of 5-HT2A receptors with age in healthy volunteers using [18F]altanserin and positron emission tomographic imaging". Psychiatry Research. 68 (1): 11–22. doi:10.1016/S0925-4927(96)02806-5. PMID   9027929. S2CID   32317795.
  32. ↑ Meltzer CC, Smith G, Price JC, Reynolds CF, Mathis CA, Greer P, et al. (November 1998). "Reduced binding of [18F]altanserin to serotonin type 2A receptors in aging: persistence of effect after partial volume correction". Brain Research. 813 (1): 167–171. doi:10.1016/S0006-8993(98)00909-3. PMID   9824691. S2CID   21884218.
  33. ↑ Adams KH, Pinborg LH, Svarer C, Hasselbalch SG, Holm S, Haugbøl S, et al. (March 2004). "A database of [(18)F]-altanserin binding to 5-HT(2A) receptors in normal volunteers: normative data and relationship to physiological and demographic variables". NeuroImage. 21 (3): 1105–1113. doi:10.1016/j.neuroimage.2003.10.046. PMID   15006678. S2CID   24403109.
  34. ↑ Hasselbalch SG, Madsen K, Svarer C, Pinborg LH, Holm S, Paulson OB, et al. (December 2008). "Reduced 5-HT2A receptor binding in patients with mild cognitive impairment". Neurobiology of Aging. 29 (12): 1830–1838. doi:10.1016/j.neurobiolaging.2007.04.011. PMID   17544547. S2CID   23665678.
  35. ↑ Meltzer CC, Price JC, Mathis CA, Greer PJ, Cantwell MN, Houck PR, et al. (December 1999). "PET imaging of serotonin type 2A receptors in late-life neuropsychiatric disorders". The American Journal of Psychiatry. 156 (12): 1871–1878. doi:10.1176/ajp.156.12.1871. PMID   10588399. S2CID   7678215.
  36. ↑ EP0013612 idem Jan Vandenberk, Ludo Kennis, Marcel Van der Aa, Albert Van Heertum, U.S. Patent 4,522,945 (1985 to Janssen Pharmaceutica N.V.).
  37. ↑ Massarweh G, Kovacevic M, Rosa-Neto P, Evans AC, Diksic M, Schirrmacher R (November 2009). "Time-efficient and convenient synthesis of [(18)F]altanserin for human PET imaging by a new work-up procedure". Applied Radiation and Isotopes. 67 (11): 2040–2043. doi:10.1016/j.apradiso.2009.07.020. PMID   19692252.
  38. ↑ Monclus M, Van Naemen J, Mulleneers E, Damhaut P, Luxen A, Goldman S (March 1998). "Automatic Synthesis of [(18)F]Altanserin, a Radiopharmaceutical for Positron Emission Tomographic Studies of the Serotonergic Type-2 Receptors". Clinical Positron Imaging. 1 (2): 111–116. doi:10.1016/s1095-0397(98)00005-3. hdl: 2268/144402 . PMID   14516599.
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