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{{Short description|Chemical compound}} |
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{{drugbox |
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{{Drugbox |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| Verifiedfields = changed |
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| UNII = Q3V87119BP |
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| verifiedrevid = 437193885 |
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| verifiedrevid = 477317202 |
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|IUPAC_name = 1-phenylpent-4-en-2-amine |
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| image = Alfetamine.png |
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| image = Alfetamine.png |
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| width = 150 |
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| width = 150px |
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| image2 = Alfetamine_3d_structure.png |
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| image2 = Alfetamine_3d_structure.png |
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| width = 150 |
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| width2 = |
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| synonyms = Alfetadrinum |
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<!-- Clinical data --> |
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| tradename = |
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<!-- Identifiers --> |
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| CAS_number_Ref = {{cascite|changed|??}} |
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| CAS_number = 4255-23-6 |
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| ATC_prefix = none |
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| PubChem = 20254 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 19080 |
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| ChemSpiderID = 19080 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| InChI = 1/C11H15N/c1-2-6-11(12)9-10-7-4-3-5-8-10/h2-5,7-8,11H,1,6,9,12H2 |
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| ChEMBL = 2110598 |
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| smiles = NC(Cc1ccccc1)C\C=C |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| InChIKey = WQKXQJYCZMWOSD-UHFFFAOYAV |
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| UNII = Q3V87119BP |
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| synonyms = Alfetadrine; Aletamine; α-Allylphenethylamine; α-Allyl-β-phenylethylamine |
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<!-- Chemical data --> |
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| IUPAC_name = 1-phenylpent-4-en-2-amine |
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| C=11 | H=15 | N=1 |
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| SMILES = NC(Cc1ccccc1)C\C=C |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C11H15N/c1-2-6-11(12)9-10-7-4-3-5-8-10/h2-5,7-8,11H,1,6,9,12H2 |
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| StdInChI = 1S/C11H15N/c1-2-6-11(12)9-10-7-4-3-5-8-10/h2-5,7-8,11H,1,6,9,12H2 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = WQKXQJYCZMWOSD-UHFFFAOYSA-N |
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| StdInChIKey = WQKXQJYCZMWOSD-UHFFFAOYSA-N |
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| CAS_number= 4255-23-6 |
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| ATC_prefix= none |
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| ATC_suffix= |
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| PubChem= 20254 |
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| C=11 | H=15 | N=1 |
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| molecular_weight = 161.24 g/mol |
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}} |
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}} |
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'''Alfetamine''', or '''alpha-]-phenethylamine''', is a chemical compound of the ] family. It was briefly investigated as a possible antidepressant in the early 1970s. Its activity profile was said to be very similar to ] and ], two ].<ref name="pharm eval">John T. Hitchens, Raymond Orzechowski, Sidney Goldstein, Irving Shemano. Pharmacalogical Evaluation of Aletamine as an Antidepressant. Toxicology and Applied Pharmacology. 1972, 21, 302-314.</ref> |
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'''Alfetamine''', or '''α-]-]]]''', is a chemical compound of the ] family. It was briefly investigated as a possible antidepressant in the early 1970s. Its activity profile was said to be very similar to ] and ], two ].<ref name="pharm eval">{{cite journal | vauthors = Hitchens JT, Orzechowski R, Goldstein S, Shemano I | title = Pharmacologic evaluation of aletamine (alpha-allylphenethylamine hydrochloride) as an antidepressant | journal = Toxicology and Applied Pharmacology | volume = 21 | issue = 3 | pages = 302–14 | date = March 1972 | pmid = 5063697 | doi = 10.1016/0041-008X(72)90150-0 }}</ref> It has now been largely superseded by the newer compounds in this class, and only rarely found in scientific literature. The "alpha" in its name refers to its prodrug form, alfetamine. In addition to being an antidepressant, alfetamine is also a neuroprotective agent that acts as a weak dopamine antagonist and a high affinity κ-opioid receptor agonist.{{medcn|date=November 2023}} |
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Alfetamine was synthesized by Kenji Tsukada and colleagues at Shinshu University and Dow Chemical Company in the 1960s and early 1970s. |
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==References== |
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<references /> |
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==References== |
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{{Reflist}} |
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{{Stimulants}} |
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{{Stimulants}} |
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{{Monoamine releasing agents}} |
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{{Phenethylamines}} |
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{{Phenethylamines}} |
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] |
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] |
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] |
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] |
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] |
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] |
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] |
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] |