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Revision as of 17:35, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 471983762 of page 2C-D for the Chem/Drugbox validation project (updated: 'CASNo').  Latest revision as of 02:26, 28 August 2023 edit Davemck (talk | contribs)Extended confirmed users119,673 editsm renumber duplicate parm 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 413114600
| Watchedfields = changed
| ImageFile1 = 2C-D-Marvin Sketch.png
| verifiedrevid = 477216133
| ImageSize1 = 180px
| ImageFile1 = 2C-D 2DACS.svg
| ImageSize1 = 150px
| ImageFileL2 = 2C-D-3d-sticks.png | ImageFileL2 = 2C-D-3d-sticks.png
| ImageSizeL2 = 100px
| ImageFileR2 = 2C-D_animation.gif | ImageFileR2 = 2C-D_animation.gif
| PIN = 2-(2,5-Dimethoxy-4-methylphenyl)ethan-1-amine
| ImageSizeR2 = 125px
| OtherNames = {{bulletedlist|2,5-Dimethoxy-4-methyl-phenethylamine| 4-Methyl-2,5-dimethoxyphenethylamine| LE-25}}
| IUPACName = 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminoethane
|Section1={{Chembox Identifiers
| OtherNames = 2,5-Dimethoxy-4-methyl-phenethylamine
| Section1 = {{Chembox Identifiers
| InChI = 1/C11H17NO2/c1-8-6-11(14-3)9(4-5-12)7-10(8)13-2/h6-7H,4-5,12H2,1-3H3 | InChI = 1/C11H17NO2/c1-8-6-11(14-3)9(4-5-12)7-10(8)13-2/h6-7H,4-5,12H2,1-3H3
| InChIKey = UNQQFDCVEMVQHM-UHFFFAOYAJ | InChIKey = UNQQFDCVEMVQHM-UHFFFAOYAJ
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = UNQQFDCVEMVQHM-UHFFFAOYSA-N | StdInChIKey = UNQQFDCVEMVQHM-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = <!-- blanked - oldvalue: 24333-19-5 --> | CASNo = 24333-19-5
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 7J43GY6ONS
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 119559 | ChemSpiderID = 119559
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| SMILES = O(c1cc(c(OC)cc1CCN)C)C | SMILES = O(c1cc(c(OC)cc1CCN)C)C
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>11</sub>H<sub>17</sub>NO<sub>2</sub> | Formula =
| C=11 | H=17 | N=1 | O=2
| MolarMass = 195.26 g/mol
| Appearance = | Appearance =
| Density = | Density =
| MeltingPt = 213-214 °C (]) | MeltingPtC = 213 to 214
| MeltingPt_notes = (])
| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility = }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = }} | AutoignitionPt =
}}
| Section4 = {{Chembox Pharmacology
| Legal_status =
| Legal_AU =
| Legal_BR = F2
| Legal_CA = Schedule III
| Legal_DE = Anlage I
| Legal_US = Schedule I
}}
}} }}

'''2C-D''' ('''2,5-dimethoxy-4-methylphenethylamine''' or '''2C-M''') is a ] of the ] that is sometimes used as an ]. It was first synthesized in 1970 by a team from the Texas Research Institute of Mental Sciences,<ref name="pmid5412084">{{cite journal |vauthors=Ho BT, Tansey LW, Balster RL, An R, McIsaac WM, Harris RT |title=Amphetamine analogs. II. Methylated phenethylamines |journal=Journal of Medicinal Chemistry |volume=13 |issue=1 |pages=134–5 |date=January 1970 |pmid=5412084 |doi= 10.1021/jm00295a034}}</ref> and its activity was subsequently investigated in humans by ]. In his book '']'', Shulgin lists the dosage range as being from 20 to 60&nbsp;mg.<ref name=Shulgin></ref> Lower doses of 10 mg or less have been explored for ].<ref>{{Cite web|last=Nez|first=Hosteen|date=2015|title=Erowid 2C-D Vault : Smart Pills|url=https://www.erowid.org/chemicals/2cd/2cd_smartpills1.shtml|url-status=live|access-date=2022-01-09|website=www.erowid.org|archive-url = https://web.archive.org/web/20010709231503/http://www.erowid.org/chemicals/2cd/2cd_smartpills1.shtml |archive-date = 2001-07-09 }}</ref>

Not much information is known about the toxicity of 2C-D, as no major studies have been conducted. According to Shulgin, the effects of 2C-D typically last for 4–6 hours.<ref name=Shulgin/> Shulgin himself referred to this substance as a “pharmacological ],” meaning that when mixed with other substances, it can extend or potentiate their effects without coloring the experience too much, in a manner similar to how tofu absorbs the flavors of sauces or spices it is cooked with. ], working in Germany, explored the use of 2C-D under the name LE-25 in psychotherapeutic research.{{citation needed|date=November 2018}}

==Drug prohibition laws==

===China===
As of October 2015 2C-D is a controlled substance in China.<ref>{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=zh | access-date=1 October 2015 | archive-url=https://web.archive.org/web/20151001222554/http://www.sfda.gov.cn/WS01/CL0056/130753.html | archive-date=1 October 2015 | url-status=dead }}</ref>

===Canada===
As of October 31, 2016; 2C-D is a controlled substance (Schedule III) in Canada.<ref>{{Cite web|url=http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php|title=Canada Gazette – Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)|date=4 May 2016}}</ref>

===Denmark===
2C-D is added to the list of Schedule B controlled substances.<ref>{{cite web |url=https://www.retsinformation.dk/Forms/R0710.aspx?id=137169 |title = Retsinformation}}</ref>

===Finland===
Listed in the government decree on psychoactive substances banned from the consumer market.<ref>{{cite web | url=https://www.finlex.fi/fi/laki/ajantasa/2014/20141130 | title=FINLEX ® - Ajantasainen lainsäädäntö: Valtioneuvoston asetus kuluttajamarkkinoilta… 1130/2014 }}</ref><ref>{{cite web | url=https://www.finlex.fi/fi/laki/alkup/2021/20210733 | title=FINLEX ® - Säädökset alkuperäisinä: Valtioneuvoston asetus kuluttajamarkkinoilta… 733/2021 }}</ref>

===Germany===
2C-D is an ] controlled drug.

===Sweden===
] health ministry {{ill|Statens folkhälsoinstitut|sv|Statens folkhälsoinstitut}} classified 2C-D as "health hazard" under the act {{ill|Lagen om förbud mot vissa hälsofarliga varor|sv|Lagen om förbud mot vissa hälsofarliga varor}} (Act on the Prohibition of Certain Goods Dangerous to Health) as of Mar 1, 2005, in their regulation SFS 2005:26 listed as "2,5-dimetoxi-4-metylfenetylamin (2C-D)", making it illegal to sell or possess.<ref>{{cite web |last=Johansson |first=Morgan |url=http://www.notisum.se/rnp/sls/sfs/20050026.pdf |title=Svensk författningssamling |access-date=January 24, 2022 |archive-date=September 29, 2013 |archive-url=https://web.archive.org/web/20130929063138/http://www.notisum.se/rnp/sls/sfs/20050026.pdf |url-status=dead }}</ref>

===United States===
2C-D became a ] in the United States as of July 9, 2012, with the signing of Food and Drug Administration Safety and Innovation Act.<ref>{{Cite web |url=http://thomas.loc.gov/cgi-bin/query/z?c112:S.3187: |title=S. 3187 |access-date=2012-07-11 |archive-date=2012-12-14 |archive-url=https://web.archive.org/web/20121214091910/http://thomas.loc.gov/cgi-bin/query/z?c112:S.3187: |url-status=dead }}</ref> On a state level, both ] and ] list 2C-D under schedule I.

==References==
{{reflist}}

{{2Cs}}
{{Hallucinogens}}
{{Phenethylamines}}

]
]
]