Dimemebfe

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 451551953

| IUPAC_name = 2-(5-Methoxy-1-benzofuran-3-yl)-N,N-dimethylethanamine

| image = Dimemebfe.svg

| width =

| caption =

| image2 = Dimemebfe molecule ball.png

| width2 =

| caption2 =

| tradename =

| pregnancy_category =

| legal_DE = NpSG

| legal_UK = Class A

| legal_US = unscheduled

| legal_US_comment = and not FDA approved

| routes_of_administration =

| bioavailability =

| protein_bound =

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| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 140853-58-3

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 9JXZ3RM7Y9

| ATC_prefix =

| ATC_suffix =

| PubChem = 126589

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 112474

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C13H17NO2/c1-14(2)7-6-10-9-16-13-5-4-11(15-3)8-12(10)13/h4-5,8-9H,6-7H2,1-3H3

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = WBPQJTBOQCCTFX-UHFFFAOYSA-N

| synonyms = 5-MeO-BFE

| C=13 | H=17 | N=1 | O=2

| smiles = CN(C)CCc1coc(c1c2)ccc2OC

}}

Dimemebfe (5-MeO-BFE) is a recreational drug{{Cite journal | title = The Characterization of 2-(5-Methoxy-1-benzofuran-3-yl)-N,N-dimethylethanamine (5-MeO-BFE) and Differentiation from its N-Ethyl Analog | vauthors = Casale JF, Hays PA | journal = Microgram Journal | volume = 9 | issue = 1 | pages = 39–45 | url = http://www.dea.gov/pr/microgram-journals/2012/mj9-1_39-45.pdf | access-date = 2015-02-23 | archive-date = 2017-05-13 | archive-url = https://web.archive.org/web/20170513130345/https://www.dea.gov/pr/microgram-journals/2012/mj9-1_39-45.pdf | url-status = dead }} and research chemical. It acts as an agonist for the 5-HT_1A and 5-HT₂ family of serotonin receptors. It is related in structure to the psychedelic tryptamine derivative 5-MeO-DMT, but with the indole nitrogen replaced by oxygen, making dimemebfe a benzofuran derivative. It is several times less potent as a serotonin agonist than 5-MeO-DMT and with relatively more activity at 5-HT_1A, but still shows strongest effects at the 5-HT₂ family of receptors.{{cite journal | vauthors = Tomaszewski Z, Johnson MP, Huang X, Nichols DE | title = Benzofuran bioisosteres of hallucinogenic tryptamines | journal = Journal of Medicinal Chemistry | volume = 35 | issue = 11 | pages = 2061–4 | date = May 1992 | pmid = 1534585 | doi = 10.1021/jm00089a017 }}