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Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi
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{{chembox
{{chembox
| Name = BOD
| verifiedrevid = 401812146
| verifiedrevid = 401813792
| ImageFile1 = 4-methyl-2,5,beta-trimethoxy-phenethylamine.svg
| ImageFile1 = 4-methyl-2,5,beta-trimethoxy-phenethylamine.svg
| ImageSize1 =
| ImageSize1 =
| ImageFile2 = BOD-3d-sticks.png
| ImageFile2 = BOD-3d-sticks.png
| ImageSize2 =
| ImageSize2 =
| IUPACName = 2-(2,5-dimethoxy-4-methylphenyl)-2-methoxyethanamine
| PIN = 2-(2,5-Dimethoxy-4-methylphenyl)-2-methoxyethan-1-amine
| OtherNames = 4-Methyl-2,5,β-trimethoxyphenethylamine<br>2-(4-Methyl-2,5,β-trimethoxyphenyl)ethanamine
| OtherNames = 4-Methyl-2,5,β-trimethoxyphenethylamine<br>2-(4-Methyl-2,5,β-trimethoxyphenyl)ethanamine
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| InChIKey = VTEIFHQUZWABDE-UHFFFAOYAC
| InChIKey = VTEIFHQUZWABDE-UHFFFAOYAC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| CASNo_Ref = {{cascite|correct|??}}
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 98537-41-8
| CASNo = 98537-41-8
| UNII_Ref = {{fdacite|correct|FDA}}
⚫
| PubChem =
| UNII = 9PXE981731
⚫
| PubChem = 44719486
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID=21106262
| ChemSpiderID = 21106262
| SMILES = COc1cc(C)c(cc1C(CN)OC)OC
| SMILES = COc1cc(C)c(cc1C(CN)OC)OC
| InChI = 1/C12H19NO3/c1-8-5-11(15-3)9(6-10(8)14-2)12(7-13)16-4/h5-6,12H,7,13H2,1-4H3
| InChI = 1/C12H19NO3/c1-8-5-11(15-3)9(6-10(8)14-2)12(7-13)16-4/h5-6,12H,7,13H2,1-4H3
}}
}}
| Section2 = {{Chembox Properties
|Section2={{Chembox Properties
| C=12
| Formula = C<sub>12</sub>H<sub>19</sub>NO<sub>3</sub>
| H=19
| MolarMass = 225.28 g/mol
| N=1
| O=3
| Appearance =
| Appearance =
| Density =
| Density =
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| BoilingPt =
| BoilingPt =
| Solubility = }}
| Solubility = }}
| Section3 = {{Chembox Hazards
|Section3={{Chembox Hazards
| MainHazards =
| MainHazards =
| FlashPt =
| FlashPt =
| Autoignition = }}
| AutoignitionPt = }}
}}
}}


'''BOD''', or 4-[[methyl]]-2,5,beta-tri[[methoxy]][[phenethylamine]], is a lesser-known [[Psychedelics, dissociatives and deliriants|psychedelic drug]]. It is the beta-[[methoxy]] [[analog (chemistry)|analog]] of [[2C-D]]. BOD was first synthesized by [[Alexander Shulgin]]. In his book ''[[PiHKAL|PiHKAL (Phenethylamines i Have Known And Loved)]]'', the dosage range is listed as 15–25&nbsp;mg, and the duration listed as 8–16 hours. BOD produces strongly distorted open-eye visuals, and some closed-eye visuals. It also has an [[entheogen]]ic effect and produces [[humor]].<ref>{{CitePiHKAL}}</ref> Very little data exists about the pharmacological properties, metabolism, and toxicity of BOD.
'''BOD''' ('''4-methyl-2,5,β-trimethoxyphenethylamine''') is a lesser-known [[Psychedelics, dissociatives and deliriants|psychedelic drug]]. It is the beta-[[methoxy]] [[analog (chemistry)|analog]] of [[2C-D]] and was first synthesized by [[Alexander Shulgin]]. In his book ''[[PiHKAL]]'', the dosage range is listed as 15–25&nbsp;mg with a duration of 8–16 hours.<ref>[http://www.erowid.org/library/books_online/pihkal/pihkal014.shtml BOD Entry in ''PiHKAL'']</ref> Its reported effects include mild open-eye and moderate closed-eye alterations in visual perception, enhancement of conversation and sense of humor, and unpleasant physical effects such as nausea and lethargy.<ref>{{CitePiHKAL}}</ref> Very little data exists about the pharmacological properties, metabolism, and toxicity of BOD.


==References==
==Legality==

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{{reflist}}
===United States===
BOD is unscheduled in the United States, but purchase, sale, or possession for human consumption could be prosecuted under the [[Federal Analogue Act]].<ref>{{Cite web |title=21 U.S. Code § 841 - Prohibited acts A |url=https://www.law.cornell.edu/uscode/text/21/841 |access-date=2016-08-02 |website=LII / Legal Information Institute |mode=cs2}}</ref>

===United Kingdom===
This substance is a Class A drug in the [[Drugs controlled by the UK Misuse of Drugs Act#Class A drugs|Drugs controlled by the UK Misuse of Drugs Act]].<ref>{{cite web | title = UK Misuse of Drugs act 2001 Amendment summary | url = http://isomerdesign.com/Cdsa/scheduleUK.php?schedule=1&ion=30&structure=C | access-date = 12 March 2014 | publisher = Isomer Design}}</ref>


== See also ==
== See also ==
* [[BOB (psychedelic)|BOB]]

* [[BOH (psychedelic)|BOH]]
* [[BOHD (psychedelic)|BOHD]]
* [[Phenethylamine]]
* [[Phenethylamine]]
* [[Psychedelics, dissociatives and deliriants]]
* [[Psychedelics, dissociatives and deliriants]]


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{{Hallucinogen-stub}}
== External links ==
* [http://www.erowid.org/library/books_online/pihkal/pihkal014.shtml BOD Entry in ''PiHKAL'']
* [http://pihkal.info/read.php?domain=pk&id=14 BOD Entry in PiHKAL • info]


==References==
{{PiHKAL}}
⚫
{{reflist}}


[[Category:Psychedelic phenethylamines]]
[[Category:Psychedelic phenethylamines]]
[[Category:Phenylethanolamine ethers]]

[[Category:Designer drugs]]

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{{Psychoactive-stub}}
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