BOH (drug): Difference between revisions
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Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'StdInChI', 'StdInChIKey', 'CAS_number'). |
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{{Short description|Chemical compound}} |
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{{Drugbox |
{{Drugbox |
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| image = 3,4-methylenedioxy-beta-methoxy-phenethylamine.png |
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| drug_name = BOH |
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| verifiedrevid = 458977667 |
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| image = BOH Structure.svg |
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<!--Clinical data--> |
<!--Clinical data--> |
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| pregnancy_category = |
| pregnancy_category = |
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| legal_status = Uncontrolled |
| legal_status = Uncontrolled |
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| legal_US =[[List of Schedule I drugs|Schedule I (isomer of MDOH)]] |
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| routes_of_administration = [[Mouth|Oral]] |
| routes_of_administration = [[Mouth|Oral]] |
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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_Ref = {{cascite|changed|??}} |
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| CAS_number = |
| CAS_number = 73304-06-0 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = W7KI9V2RCE |
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| ATC_prefix = none |
| ATC_prefix = none |
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| ATC_suffix = |
| ATC_suffix = |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C10H13NO3/c1-12-10(5-11)7-2-3-8-9(4-7)14-6-13-8/h2-4,10H,5-6,11H2,1H3 |
| StdInChI = 1S/C10H13NO3/c1-12-10(5-11)7-2-3-8-9(4-7)14-6-13-8/h2-4,10H,5-6,11H2,1H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = KUTKTMOZFCYDLZ-UHFFFAOYSA-N |
| StdInChIKey = KUTKTMOZFCYDLZ-UHFFFAOYSA-N |
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| PubChem = 44719487 |
| PubChem = 44719487 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 21106264 |
| ChemSpiderID = 21106264 |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=10 | H=13 | N=1 | O=3 |
| C=10 | H=13 | N=1 | O=3 |
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| molecular_weight = 195.22 g/mol |
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| smiles = NCC(OC)c1ccc2OCOc2c1 |
| smiles = NCC(OC)c1ccc2OCOc2c1 |
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| synonyms = 3,4-methylenedioxy-β-methoxyphenethylamine |
| synonyms = 3,4-methylenedioxy-β-methoxyphenethylamine |
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'''BOH''', also known as '''3,4-methylenedioxy-β-methoxyphenethylamine''', is a [[drug]] of the [[substituted phenethylamine|phenethylamine]] class.<ref name="isbn0-9630096-0-5">{{cite book | |
'''BOH''', also known as '''3,4-methylenedioxy-β-methoxyphenethylamine''', is a [[drug]] of the [[substituted phenethylamine|phenethylamine]] class.<ref name="isbn0-9630096-0-5">{{cite book | vauthors = Shulgin A, Shulgin A | title = Pihkal: A Chemical Love Story | publisher = Transform Press | year = 1991 | isbn = 0-9630096-0-5 | url = http://www.erowid.org/library/books_online/pihkal/pihkal015.shtml}}</ref> It is the β-[[methoxy]] [[structural analog|analog]] of [[methylenedioxyphenethylamine]] (MDPEA) and is also more distantly related to [[methylone]]. On account of its similarity to [[norepinephrine]], the effects of BOH may be of a purely [[adrenergic]] nature.<ref name="isbn0-9630096-0-5"/> |
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BOH was first [[Chemical synthesis|synthesized]] by [[Alexander Shulgin]].<ref name="isbn0-9630096-0-5" |
BOH was first [[Chemical synthesis|synthesized]] by [[Alexander Shulgin]].<ref name="isbn0-9630096-0-5"/> In his book [[PiHKAL]], the dosage range is listed as 80–120 mg, and the duration listed as 6–8 hours. Shulgin reports that BOH causes slight [[hyperthermia|warmth]], [[mydriasis]], [[anorexia (symptom)|anorexia]], mild [[nausea]], and [[cold feet]], with no [[psychedelic drug|psychedelic]], [[entactogen]], or [[euphoriant]] effects.<ref name="isbn0-9630096-0-5"/> He gives it a ++ on the [[Shulgin Rating Scale]].<ref name="isbn0-9630096-0-5"/> |
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==Legality== |
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===United Kingdom=== |
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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> |
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== See also == |
== See also == |
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* [[BOB (psychedelic)|BOB]] |
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* [[BOD (psychedelic)|BOD]] |
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* [[BOHD (psychedelic)|BOHD]] |
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* [[MDMA]] |
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* [[Methylenedioxyphenethylamine|MDPEA]] |
* [[Methylenedioxyphenethylamine|MDPEA]] |
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* [[Methylone]] |
* [[Methylone]] |
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== References == |
== References == |
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{{Reflist}} |
{{Reflist}} |
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== External links == |
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* [http://www.erowid.org/library/books_online/pihkal/pihkal015.shtml BOH Entry in ''PiHKAL''] |
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* [http://isomerdesign.com/PiHKAL/read.php?domain=pk&id=15 BOH Entry in PiHKAL • info] |
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{{Stimulants}} |
{{Stimulants}} |
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{{Monoamine releasing agents}} |
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{{Adrenergics}} |
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{{Phenethylamines}} |
{{Phenethylamines}} |
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[[Category:Benzodioxoles]] |
[[Category:Benzodioxoles]] |
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[[Category:Ethers]] |
[[Category:Ethers]] |
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[[Category: |
[[Category:Phenylethanolamine ethers]] |
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[[Category:Norepinephrine releasing agents]] |