| Revision as of 22:44, 18 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'DrugBank_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID|Chem/Dr← Previous edit |
Latest revision as of 23:58, 7 September 2024 edit undo98.178.241.102 (talk) No longer a stub. |
| (30 intermediate revisions by 24 users not shown) |
| Line 1: |
Line 1: |
|
|
{{Short description|Chemical compound}} |
|
{{DISPLAYTITLE:''para''-Iodoamphetamine}} |
|
{{DISPLAYTITLE:''para''-Iodoamphetamine}} |
|
{{Drugbox |
|
{{Drugbox |
|
| verifiedrevid = 449581785 |
|
| verifiedrevid = 451226630 |
|
| IUPAC_name = 1-(4-iodophenyl)propan-2-amine |
|
| IUPAC_name = 1-(4-iodophenyl)propan-2-amine |
|
| image = PIA_structure.png |
|
| image = para-Iodoamphetamine Structure.svg |
|
| width = 200 |
|
| width = |
|
| drug_name = ''para''-Iodoamphetamine |
|
| drug_name = ''para''-Iodoamphetamine |
|
|
|
|
|
<!--Clinical data--> |
|
<!--Clinical data--> |
|
| tradename = |
|
| tradename = |
|
|
|
|
|
<!--Identifiers--> |
|
<!--Identifiers--> |
|
|
| CAS_number_Ref = {{cascite|correct|CAS}} |
|
| CAS_number = 21894-72-4 |
|
| CAS_number = 21894-72-4 |
|
|
| UNII_Ref = {{fdacite|correct|FDA}} |
|
|
| UNII = C4UL3HTE7T |
|
| PubChem = 123870 |
|
| PubChem = 123870 |
|
|
| ChemSpiderID = 110407 |
|
|
|
|
|
<!--Chemical data--> |
|
<!--Chemical data--> |
|
| C=9 | H=12 | I=1 | N=1 |
|
| C=9 | H=12 | I=1 | N=1 |
|
| molecular_weight = 261.103 |
|
|
| smiles = CC(CC1=CC=C(C=C1)I)N |
|
| smiles = CC(CC1=CC=C(C=C1)I)N |
|
|
| StdInChI = 1S/C9H12IN/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5,7H,6,11H2,1H3 |
|
|
| StdInChIKey = VZPKOWYCGWOYRF-UHFFFAOYSA-N |
|
}} |
|
}} |
|
|
|
|
|
'''''para''-Iodoamphetamine''' ('''PIA'''), also known as '''4-iodoamphetamine''' ('''4-IA'''), is a ] of the ] and ] ]es. |
|
'''''para''-Iodoamphetamine''' ('''PIA'''), also known as '''4-iodoamphetamine''' ('''4-IA'''), is a ] of the ] and ] ]es. |
|
|
|
|
|
It acts as a selective ] ] and is also a ].<ref name=fluoro>{{Cite pmid|8749023}}</ref> |
|
It acts as a selective ] ] and is also a ].<ref name=fluoro>{{cite journal | vauthors = Marona-Lewicka D, Rhee GS, Sprague JE, Nichols DE | title = Psychostimulant-like effects of p-fluoroamphetamine in the rat | journal = European Journal of Pharmacology | volume = 287 | issue = 2 | pages = 105–13 | date = December 1995 | pmid = 8749023 | doi = 10.1016/0014-2999(95)00478-5 }}</ref> |
|
|
|
|
|
4-IA is rumored to be a serotonergic neurotoxin on the account of that being reported to be the case for ]. |
|
PIA is rumored to be a serotonergic neurotoxin on the account of that being reported to be the case for ]. |
|
|
|
|
|
|
However, PIA is a much weaker 5-HT neurotoxin than is the case for PCA.<ref>{{cite journal | vauthors = Nichols DE, Johnson MP, Oberlender R | title = 5-Iodo-2-aminoindan, a nonneurotoxic analogue of p-iodoamphetamine | journal = Pharmacology, Biochemistry, and Behavior | volume = 38 | issue = 1 | pages = 135–9 | date = January 1991 | pmid = 1826785 | doi = 10.1016/0091-3057(91)90601-W | citeseerx = 10.1.1.670.504 | s2cid = 20485505 }}</ref> |
|
However, p-IA is a much weaker 5-HT neurotoxin than is the case for p-CA.<ref>{{Cite pmid|1826785}}</ref> |
|
|
|
|
|
|
==See also== |
|
==Analogs== |
|
|
] was an attempt to make a non-neurotoxic analog of PIA that proved to be less neurotoxic. |
| ⚫ |
* ] (4-FA) |
|
| ⚫ |
* ] (PBA) |
|
| ⚫ |
* ] (PCA) |
|
|
|
|
|
|
==References== |
|
== See also == |
|
⚫ |
* ] |
|
{{Reflist|2}} |
|
|
⚫ |
* ] |
|
⚫ |
* ] |
|
|
* ] |
|
|
|
|
|
|
== References == |
|
{{Neurotoxins}} |
|
|
{{Adrenergics}} |
|
{{Reflist}} |
|
|
|
|
{{Dopaminergics}} |
|
|
|
{{Monoamine neurotoxins}} |
|
{{Serotonergics}} |
|
|
|
{{Monoamine releasing agents}} |
|
{{Phenethylamines}} |
|
{{Phenethylamines}} |
|
|
|
|
|
{{DEFAULTSORT:Iodoamphetamine, para-}} |
|
{{DEFAULTSORT:Iodoamphetamine, para-}} |
|
|
|
|
|
] |
|
] |
|
] |
|
] |
|
] |
|
] |
|
|
] |
|
|
|
|
|
|
|
{{nervous-system-drug-stub}} |
|
|
|
|
|
] |
|