pholedrine

{{Short description|Chemical compound}}

{{cs1 config|name-list-style=vanc|display-authors=6}}

{{Drugbox

| Verifiedfields = verified

| Watchedfields = verified

| verifiedrevid = 455126459

| IUPAC_name = 4-[2-(Methylamino)propyl]phenol

| image = Pholedrine2D.svg

| image_class = skin-invert-image

| width = 225px

| tradename = Paredrinol, Presoitan, Pulsotyl, Veritain, Veritol

| pregnancy_category =

| legal_status =

| routes_of_administration = Topical (ocular)

| bioavailability =

| metabolism =

| elimination_half-life =

| excretion =

| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 370-14-9

| PubChem = 4655

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = AY28O44JGD

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = D08370

| ChEBI = 134798

| ChEMBL = 2008672

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 4494

| DrugBank = DBMET00735

| synonyms = 4-Hydroxy-N-methylamphetamine; 4-HMA; 4-Hydroxymethamphetamine; para-Hydroxymethamphetamine; PHMA; Hydroxymethamphetamine

| C=10 | H=15 | N=1 | O=1

| SMILES = Oc1ccc(cc1)CC(NC)C

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C10H15NO/c1-8(11-2)7-9-3-5-10(12)6-4-9/h3-6,8,11-12H,7H2,1-2H3

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = SBUQZKJEOOQSBV-UHFFFAOYSA-N

}}

Pholedrine, also known as 4-hydroxy-N-methylamphetamine and sold under the brand names Paredrinol, Pulsotyl, and Veritol among others, is a sympathomimetic drug used in topical eye drops to dilate the pupil.{{cite book | author=Schweizerischer Apotheker-Verein | title=Index Nominum: International Drug Directory | publisher=Medpharm Scientific Publishers | year=2004 | isbn=978-3-88763-101-7 | url=https://books.google.com/books?id=EgeuA47Ocm4C&pg=PA969 | access-date=30 August 2024 | page=969}}{{cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/4655|publisher=National Library of Medicine|access-date=24 June 2023|title=Pholedrine}}{{cite journal | vauthors = Bates AT, Chamberlain S, Champion M, Foley L, Hughes E, Jani B, Mehta H, Smith SE | title = Pholedrine: a substitute for hydroxyamphetamine as a diagnostic eyedrop test in Horner's syndrome | journal = Journal of Neurology, Neurosurgery, and Psychiatry | volume = 58 | issue = 2 | pages = 215–217 | date = February 1995 | pmid = 7876854 | pmc = 1073320 | doi = 10.1136/jnnp.58.2.215 }} It can be used to diagnose Horner's syndrome.

In 2004, it remained marketed only in Germany.