Ro60-0213: Difference between revisions

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{{Short description|Chemical compound}}
{{drugbox
{{Drugbox
| IUPAC_name = (S)-1-(7-methoxyindeno[1,2-b]pyrrol-1(4H)-yl)propan-2-amine
| Watchedfields = changed
| image = Ro60-0213_structure.png
| verifiedrevid = 433025850
| IUPAC_name = (''S'')-1-(7-methoxyindeno[1,2-b]pyrrol-1(4''H'')-yl)propan-2-amine
| image = Ro60-0213.svg
| width = 240
| width = 240

| CAS_number =
<!--Clinical data-->
| ATC_prefix =
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| PubChem =
| C=15 | H=20 | N=2 | O=1
| molecular_weight = 244.331 g/mol
| smiles = C2=CN(CC(C)N)C1C2Cc3c1cc(OC)cc3
| melting_point =
| melting_high =
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| protein_bound =
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| elimination_half-life =
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| pregnancy_AU =
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| pregnancy_US =
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| legal_AU =
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<!--Pharmacokinetic data-->
| bioavailability =
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<!--Identifiers-->
| CAS_number =
| ATC_prefix =
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| PubChem = 3045239
| ChemSpiderID = 2308013

<!--Chemical data-->
| C=15 | H=18 | N=2 | O=1
| smiles = C[C@@H](Cn1ccc2c1-c3cc(ccc3C2)OC)N
| StdInChI = 1S/C15H18N2O/c1-10(16)9-17-6-5-12-7-11-3-4-13(18-2)8-14(11)15(12)17/h3-6,8,10H,7,9,16H2,1-2H3/t10-/m0/s1
| StdInChIKey = OTCPUISFVUWAGR-JTQLQIEISA-N
| melting_point =
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}}


'''Ro60-0213''' ('''Org 35032''') is a drug developed by [[Hoffmann–La Roche]], which acts as a potent and selective [[agonist]] for the [[5-HT2C receptor|5-HT<sub>2C</sub>]] [[serotonin]] [[Receptor (biochemistry)|receptor]], with more than 100x selectivity over other closely related serotonin receptor subtypes, and little or no affinity at other receptors. It was developed as a potential [[antidepressant]],<ref>{{Cite doi|10.1016/S0165-7208(98)80044-5}}</ref> but was discontinued from clinical development at an early stage due to toxicity concerns.<ref>Albertini S, Bös M, Gocke E, Kirchner S, Muster W, Wichmann J. Suppression of mutagenic activity of a series of 5HT2c receptor agonists by the incorporation of a gem-dimethyl group: SAR using the Ames test and a DNA unwinding assay. ''Mutagenesis''. 1998 Jul;13(4):397-403. PMID 9717178</ref> However the high selectivity of Ro60-0213 for 5-HT<sub>2C</sub> makes it of continued interest for research into serotonin receptors.<ref>{{cite journal | last1 = Shimada | first1 = I | last2 = Maeno | first2 = K | last3 = Kazuta | first3 = K | last4 = Kubota | first4 = H | last5 = Kimizuka | first5 = T | last6 = Kimura | first6 = Y | last7 = Hatanaka | first7 = K | last8 = Naitou | first8 = Y | last9 = Wanibuchi | first9 = F | title = Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo2,3-gindazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists | journal = Bioorganic & medicinal chemistry | volume = 16 | issue = 4 | pages = 1966–82 | year = 2008 | pmid = 18035544 | doi = 10.1016/j.bmc.2007.10.100 }}</ref>
'''Ro60-0213''' ('''Org 35032''') is a drug developed by [[Hoffmann–La Roche]], which acts as a potent and selective [[agonist]] for the [[5-HT2C receptor|5-HT<sub>2C</sub>]] [[serotonin]] [[Receptor (biochemistry)|receptor]], with more than 100x selectivity over other closely related serotonin receptor subtypes, and little or no affinity at other receptors. It was developed as a potential [[antidepressant]],<ref>{{Cite book | vauthors = Leysen D, Kelder J | doi = 10.1016/S0165-7208(98)80044-5 | chapter = Ligands for the 5-HT2C receptor as potential antidepressants and anxiolytics | volume = 29 | pages = 49–61 | year = 1998 | title = Trends in Drug Research II, Proceedings of the 11th Noordwijkerhout-Camerino Symposium | series = Pharmacochemistry Library | isbn = 9780444826336 }}</ref> but was discontinued from clinical development at an early stage due to toxicity concerns.<ref>{{cite journal | vauthors = Albertini S, Bös M, Gocke E, Kirchner S, Muster W, Wichmann J | title = Suppression of mutagenic activity of a series of 5HT2c receptor agonists by the incorporation of a gem-dimethyl group: SAR using the Ames test and a DNA unwinding assay | journal = Mutagenesis | volume = 13 | issue = 4 | pages = 397–403 | date = July 1998 | pmid = 9717178 | doi = 10.1093/mutage/13.4.397 | doi-access = free }}</ref> However the high selectivity of Ro60-0213 for 5-HT<sub>2C</sub> makes it of continued interest for research into serotonin receptors.<ref>{{cite journal | vauthors = Shimada I, Maeno K, Kazuta K, Kubota H, Kimizuka T, Kimura Y, Hatanaka K, Naitou Y, Wanibuchi F, Sakamoto S, Tsukamoto S | display-authors = 6 | title = Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists | journal = Bioorganic & Medicinal Chemistry | volume = 16 | issue = 4 | pages = 1966–82 | date = February 2008 | pmid = 18035544 | doi = 10.1016/j.bmc.2007.10.100 }}</ref>


==See also==
== See also ==
* [[5-MeO-AMT]]
* [[5-MeO-AMT]]
* [[AL-34662]]
* [[AL-34662]]
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* [[YM-348]]
* [[YM-348]]


==References==
== References ==
{{reflist}}
{{reflist}}


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[[Category:Serotonin receptor agonists]]
[[Category:Serotonin receptor agonists]]
[[Category:Hoffmann-La Roche]]
[[Category:Drugs developed by Hoffmann-La Roche]]
[[Category:Indenes]]


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