2,5-Dimethoxy-4-propylamphetamine: Difference between revisions
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{{Short description|Psychedelic drug}} |
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{{one source|date=April 2015}} |
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{{Drugbox |
{{Drugbox |
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| Verifiedfields = changed |
| Verifiedfields = changed |
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| Watchedfields = changed |
| Watchedfields = changed |
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| verifiedrevid = 477211774 |
| verifiedrevid = 477211774 |
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| IUPAC_name = 1-(2,5-Dimethoxy-4- |
| IUPAC_name = 1-(2,5-Dimethoxy-4-propylphenyl)propan-2-amine |
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| image = 2,5-Dimethoxy-4-propylamphetamine.svg |
| image = 2,5-Dimethoxy-4-propylamphetamine.svg |
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| width = 200px |
| width = 200px |
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| pregnancy_category = |
| pregnancy_category = |
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| legal_CA = Schedule I |
| legal_CA = Schedule I |
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| legal_DE = NpSG |
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| legal_UK = Class A |
| legal_UK = Class A |
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| legal_status = |
| legal_status = |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| metabolism = |
| metabolism = |
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| elimination_half-life = |
| elimination_half-life = |
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| excretion = |
| excretion = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| CAS_number = 63779-88-4 |
| CAS_number = 63779-88-4 |
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| CAS_supplemental = <BR> 53581-55-8 (hydrochloride) |
| CAS_supplemental = <BR> 53581-55-8 (hydrochloride) |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = L3P287BI9W |
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| ATC_prefix = |
| ATC_prefix = |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=14 | H=23 | N=1 | O=2 |
| C=14 | H=23 | N=1 | O=2 |
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| molecular_weight = 237.34 g/mol |
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| smiles = O(c1cc(c(OC)cc1CC(N)C)CCC)C |
| smiles = O(c1cc(c(OC)cc1CC(N)C)CCC)C |
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| InChI = 1/C14H23NO2/c1-5-6-11-8-14(17-4)12(7-10(2)15)9-13(11)16-3/h8-10H,5-7,15H2,1-4H3 |
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| InChIKey = UEEAUFJYLUJWQJ-UHFFFAOYAM |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C15H25NO2/c1-5-6-11-8-14(17-4)12(7-10(2)15)9-13(11)16-3/h8-10H,5-7,15H2,1-4H3 |
| StdInChI = 1S/C15H25NO2/c1-5-6-11-8-14(17-4)12(7-10(2)15)9-13(11)16-3/h8-10H,5-7,15H2,1-4H3 |
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'''2,5-Dimethoxy-4-propylamphetamine''' ('''DOPR''') is a [[ |
'''2,5-Dimethoxy-4-propylamphetamine''' ('''DOPR''') is a [[psychedelic drug|psychedelic]] [[drug]] of the [[substituted phenethylamine|phenethylamine]] and [[substituted amphetamine|amphetamine]] [[chemical class]]es. It was first [[Organic synthesis|synthesized]] by [[Alexander Shulgin]], and was described in his book ''[[PiHKAL]]'' (''Phenethylamines i Have Known And Loved''). Shulgin described DOPR as a "heavy duty psychedelic", complete with alterations of the thought process and visual distortion.<ref name="PiHKAL">{{cite book | title = PiHKAL: A Chemical Love Story | vauthors = Shulgin A, Shulgin A | publisher = Transform Press | location = United States | isbn = 0-9630096-0-5 | pages = 978 | url = http://www.erowid.org/library/books_online/pihkal/pihkal.shtml |date= September 1991}}</ref> Very little data exists about the pharmacological properties, metabolism, and toxicity of DOPR. |
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The alternative structural isomer [[2,5-Dimethoxy-4-isopropylamphetamine|DOIP]], with a 4-isopropyl substitution, is also known but is around ten times weaker than DOPR, with an active dose of some |
The alternative structural isomer [[2,5-Dimethoxy-4-isopropylamphetamine|DOIP]], with a 4-isopropyl substitution, is also known but is around ten times weaker than DOPR, with an active dose of some 20–30 mg (as compared to 2–5 mg for DOPR).<ref name="PiHKAL"/> |
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[[Image:DOIP_structure.png|180px|thumb|left|Structure of DOIP]]{{clear-left}} |
[[Image:DOIP_structure.png|180px|thumb|left|Structure of DOIP]]{{clear-left}} |
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== See also == |
== See also == |
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* [[DOPF]] |
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* [[DOx]] |
* [[DOx]] |
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== References == |
== References == |
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{{Reflist |
{{Reflist}} |
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{{Hallucinogens}} |
{{Hallucinogens}} |
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{{hallucinogen-stub}} |
Latest revision as of 15:42, 5 October 2024
This article relies largely or entirely on a single source. (April 2015) |
Clinical data | |
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Other names | 2,5-Dimethoxy-4-propylamphetamine |
Legal status | |
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Identifiers | |
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CAS Number |
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CompTox Dashboard (EPA) | |
Chemical and physical data | |
Formula | C14H23NO2 |
Molar mass | 237.343 g·mol−1 |
3D model (JSmol) | |
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(what is this?) (verify) |
2,5-Dimethoxy-4-propylamphetamine (DOPR) is a psychedelic drug of the phenethylamine and amphetamine chemical classes. It was first synthesized by Alexander Shulgin, and was described in his book PiHKAL (Phenethylamines i Have Known And Loved). Shulgin described DOPR as a "heavy duty psychedelic", complete with alterations of the thought process and visual distortion.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of DOPR.
The alternative structural isomer DOIP, with a 4-isopropyl substitution, is also known but is around ten times weaker than DOPR, with an active dose of some 20–30 mg (as compared to 2–5 mg for DOPR).[1]
See also
[edit]References
[edit]- ^ a b Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. United States: Transform Press. p. 978. ISBN 0-9630096-0-5.