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Revision as of 18:27, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 467652880 of page 5-Benzyloxytryptamine for the Chem/Drugbox validation project (updated: 'CAS_number').  Latest revision as of 17:22, 12 June 2024 edit Augmented Seventh (talk | contribs)Extended confirmed users13,336 edits Legality: unsourcedTags: Manual revert Mobile edit Mobile web edit Advanced mobile edit 
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{{short description|Chemical compound}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}}
{{Drugbox {{Drugbox
| Verifiedfields = changed
| verifiedrevid = 451561330 | verifiedrevid = 477224082
| IUPAC_name = 2-(5-phenylmethoxy-1''H''-indol-3-yl)ethanamine | IUPAC_name = 2-(5-phenylmethoxy-1''H''-indol-3-yl)ethanamine
| image = 5-benzyloxytryptamine.png | image = 5-benzyloxytryptamine.png

<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename =

<!--Identifiers--> <!--Identifiers-->
| CASNo_Ref = {{cascite|??|??}} | CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 20776-45-8
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = <!-- blanked - oldvalue: 20776-45-8 -->
| PubChem = 89576 | PubChem = 89576
| IUPHAR_ligand = | IUPHAR_ligand = 265
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 80845 | ChemSpiderID = 80845
| legal_status = Illegal in Singapore

<!--Chemical data--> <!--Chemical data-->
| C=17 | H=18 | N=2 | O=1 | C=17 | H=18 | N=2 | O=1
| molecular_weight = 266.34 g/mol
| smiles = NCCC1=CNC2=CC=C(OCC3=CC=CC=C3)C=C21 | smiles = NCCC1=CNC2=CC=C(OCC3=CC=CC=C3)C=C21
| InChI = 1/C17H18N2O/c18-9-8-14-11-19-17-7-6-15(10-16(14)17)20-12-13-4-2-1-3-5-13/h1-7,10-11,19H,8-9,12,18H2
| InChIKey =
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C17H18N2O/c18-9-8-14-11-19-17-7-6-15(10-16(14)17)20-12-13-4-2-1-3-5-13/h1-7,10-11,19H,8-9,12,18H2 | StdInChI = 1S/C17H18N2O/c18-9-8-14-11-19-17-7-6-15(10-16(14)17)20-12-13-4-2-1-3-5-13/h1-7,10-11,19H,8-9,12,18H2
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| StdInChIKey = WKPDXBXNJWWWGQ-UHFFFAOYSA-N | StdInChIKey = WKPDXBXNJWWWGQ-UHFFFAOYSA-N
}} }}

'''5-Benzyloxytryptamine''' ('''5-BT'''), is a ] ] which acts as an ] at the ], ] and ] ] ],<ref name="pmid3350047">{{cite journal | vauthors = Lyon RA, Titeler M, Seggel MR, Glennon RA | title = Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens | journal = European Journal of Pharmacology | volume = 145 | issue = 3 | pages = 291–297 | date = January 1988 | pmid = 3350047 | doi = 10.1016/0014-2999(88)90432-3 }}</ref><ref name="pmid1650872">{{cite journal | vauthors = Peroutka SJ, McCarthy BG, Guan XM | title = 5-benzyloxytryptamine: a relatively selective 5-hydroxytryptamine 1D/1B agent | journal = Life Sciences | volume = 49 | issue = 6 | pages = 409–418 | year = 1991 | pmid = 1650872 | doi = 10.1016/0024-3205(91)90582-V | doi-access = free }}</ref><ref name="pmid1319907">{{cite journal | vauthors = Cohen ML, Schenck K, Nelson D, Robertson DW | title = Sumatriptan and 5-benzyloxytryptamine: contractility of two 5-HT1D receptor ligands in canine saphenous veins | journal = European Journal of Pharmacology | volume = 211 | issue = 1 | pages = 43–46 | date = January 1992 | pmid = 1319907 | doi = 10.1016/0014-2999(92)90260-B }}</ref><ref name="pmid9225298">{{cite journal | vauthors = Boess FG, Monsma FJ, Carolo C, Meyer V, Rudler A, Zwingelstein C, Sleight AJ | title = Functional and radioligand binding characterization of rat 5-HT6 receptors stably expressed in HEK293 cells | journal = Neuropharmacology | volume = 36 | issue = 4–5 | pages = 713–720 | year = 1997 | pmid = 9225298 | doi = 10.1016/S0028-3908(97)00019-1 | s2cid = 41813873 }}</ref> and an antagonist of ].<ref>{{cite journal | vauthors = DeFalco J, Steiger D, Dourado M, Emerling D, Duncton MA | title = 5-benzyloxytryptamine as an antagonist of TRPM8 | journal = Bioorganic & Medicinal Chemistry Letters | volume = 20 | issue = 23 | pages = 7076–7079 | date = December 2010 | pmid = 20965726 | doi = 10.1016/j.bmcl.2010.09.099 }}</ref>

==Legality==
5-Benzyloxytryptamine is illegal in Singapore.<ref>{{cite web|title=Misuse of Drugs Act - Singapore Statutes Online|url=https://sso.agc.gov.sg/Act/MDA1973|website=sso.agc.gov.sg}}</ref>

== See also ==
* ]
* ]
* ]
* ]

== References ==
{{Reflist}}

{{Serotonin receptor modulators}}
{{Tryptamines}}

{{DEFAULTSORT:Benzyloxytryptamine, 5-}}

]
]
]
]

{{Nervous-system-drug-stub}}