| Revision as of 15:49, 24 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 451226525 of page Para-Bromoamphetamine for the Chem/Drugbox validation project (updated: 'ChEMBL', 'CAS_number'). |
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{{Short description|Chemical compound}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}} |
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{{DISPLAYTITLE:''para''-Bromoamphetamine}} |
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{{More citations needed|date=November 2009}} |
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{{Drugbox |
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{{Drugbox |
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| Verifiedfields = changed |
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| verifiedrevid = 449578440 |
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| Watchedfields = changed |
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| verifiedrevid = 462272913 |
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| IUPAC_name = 1-(4-bromophenyl)propan-2-amine |
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| IUPAC_name = 1-(4-bromophenyl)propan-2-amine |
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| image = 4-bromoamphetamine.svg |
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| image = 4-bromoamphetamine.svg |
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| image2 = 4-BA44.jpg |
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| width = 200px |
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| width = 200px |
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| drug_name = ''para''-Bromoamphetamine |
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| drug_name = ''para''-Bromoamphetamine |
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<!--Clinical data--> |
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<!--Clinical data--> |
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| tradename = |
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| tradename = |
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| legal_DE = NpSG |
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| legal_UK = Class A |
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<!--Identifiers--> |
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<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|changed|CAS}} |
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| CAS_number = <!-- blanked - oldvalue: 18455-37-3 --> |
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| CAS_number = 18455-37-3 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 6IBU62D1N2 |
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| ATC_prefix = none |
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| ATC_prefix = none |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 61355 |
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| ChEMBL = 61355 |
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| PubChem = 205668 |
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| PubChem = 205668 |
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<!--Chemical data--> |
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<!--Chemical data--> |
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| C=9 | H=12 | Br=1 | N=1 |
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| C=9 | H=12 | Br=1 | N=1 |
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| molecular_weight = 214.102 |
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| smiles = Brc1ccc(cc1)CC(N)C |
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| smiles = Brc1ccc(cc1)CC(N)C |
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| InChI = 1/C9H12BrN/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5,7H,6,11H2,1H3 |
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| InChIKey = SMNXUMMCCOZPPN-UHFFFAOYAZ |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C9H12BrN/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5,7H,6,11H2,1H3 |
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| StdInChI = 1S/C9H12BrN/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5,7H,6,11H2,1H3 |
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| StdInChIKey = SMNXUMMCCOZPPN-UHFFFAOYSA-N |
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| StdInChIKey = SMNXUMMCCOZPPN-UHFFFAOYSA-N |
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}} |
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}} |
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'''''para''-Bromoamphetamine''' ('''PBA'''), also known as '''4-bromoamphetamine''' ('''4-BA'''), is an ] derivative which acts as a ]-]-] ] (SNDRA) and produces ] effects. |
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Another related compound is ] (PBMA) known by the codename V-111.<ref name="pmid7304194">{{cite journal | vauthors = Magyar K, Tekes K, Zólyomi G, Szüts T, Knoll J | title = The fate of p-bromo-methylamphetamine (V-111) in the body | journal = Acta Physiologica Academiae Scientiarum Hungaricae | volume = 57 | issue = 3 | pages = 285–307 | date = 1981 | pmid = 7304194 | doi = | url = }}</ref> |
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==Pharmacology== |
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PBA has been found to be a ] (MAO-A) ], with an {{Abbrlink|IC<sub>50</sub>|half-maximal inhibitory concentration}} of 1,500{{nbsp}}nM.<ref name="Reyes-ParadaIturriaga-VasquezCassels2019">{{cite journal | vauthors = Reyes-Parada M, Iturriaga-Vasquez P, Cassels BK | title = Amphetamine Derivatives as Monoamine Oxidase Inhibitors | journal = Front Pharmacol | volume = 10 | issue = | pages = 1590 | date = 2019 | pmid = 32038257 | pmc = 6989591 | doi = 10.3389/fphar.2019.01590 | doi-access = free | url = }}</ref> |
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==Neurotoxicity== |
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Like most other '']''-] ]s, PBA can be ] and may deplete the brain of 5-hydroxyindoles for at least a week.<ref name=haloampcomparison>{{cite journal | vauthors = Fuller RW, Baker JC, Perry KW, Molloy BB | title = Comparison of 4-chloro-, 4-bromo- and 4-fluoroamphetamine in rats: drug levels in brain and effects on brain serotonin metabolism | journal = Neuropharmacology | volume = 14 | issue = 10 | pages = 739–46 | date = October 1975 | pmid = 1196472 | doi = 10.1016/0028-3908(75)90099-4 | s2cid = 9620299 }}</ref> |
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== See also == |
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* ]s |
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* ] (4-BMC) |
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* ] (4-FA) |
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* ] (PCA) |
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* ] (PIA) |
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== References == |
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{{Reflist}} |
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{{Monoamine neurotoxins}} |
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{{Monoamine releasing agents}} |
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{{Phenethylamines}} |
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{{DEFAULTSORT:Bromoamphetamine, para-}} |
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] |
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] |
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] |
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] |