Gepefrine

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title: "Gepefrine" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["abandoned-drugs", "antihypotensive-agents", "3-hydroxyphenyl-compounds", "norepinephrine-dopamine-releasing-agents", "substituted-amphetamines", "sympathomimetics", "vasoconstrictors"] description: "Sympathomimetic drug in the amphetamine family" topic_path: "arts/music" source: "https://en.wikipedia.org/wiki/Gepefrine" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Sympathomimetic drug in the amphetamine family ::

| Verifiedfields = verified | Watchedfields = verified | verifiedrevid = 447926897 | drug_name = 3-Hydroxyamphetamine | image = 3-hydroxyamphetamine.svg | image_class = skin-invert-image

| tradename = Pressionorm, Wintonin | pregnancy_category = | legal_status = Rx-only | routes_of_administration =

| bioavailability = | protein_bound = | metabolism = | metabolites = | elimination_half-life = | excretion =

| index2_label = S-form | CAS_number_Ref = | CAS_number = 1075-61-2 | CAS_number2_Ref = | CAS_number2 = 18840-47-6 | UNII_Ref = | UNII = L9JB0763SW | UNII2_Ref = | UNII2 = V51RRX51VH | ATC_prefix = C01 | ATC_suffix = CA15 | PubChem = 219105 | DrugBank_Ref = | DrugBank = DB13703 | ChEMBL_Ref = | ChEMBL = 2105064 | ChemSpiderID_Ref = | ChemSpiderID = 189921 | KEGG_Ref = | KEGG = D07150 | synonyms = 3-Hydroxyamphetamine; meta-Hydroxyamphetamine; α-Methyl-meta-tyramine; 3-Hydroxy-α-methylphenethylamine

| IUPAC_name = (±)-3-(2-aminopropyl)phenol | C=9 | H=13 | N=1 | O=1 | SMILES = OC1=CC(CC@HN)=CC=C1 | StdInChI_Ref = | StdInChI = 1S/C9H13NO/c1-7(10)5-8-3-2-4-9(11)6-8/h2-4,6-7,11H,5,10H2,1H3/t7-/m0/s1 | StdInChIKey_Ref = | StdInChIKey = WTDGMHYYGNJEKQ-ZETCQYMHSA-N Gepefrine, also known as 3-hydroxyamphetamine or α-methyl-meta-tyramine and sold under the brand names Pressionorm and Wintonin, is a sympathomimetic medication used as an antihypotensive agent which has been marketed in Germany.

Pharmacology

Gepefrine is described as a sympathomimetic and antihypotensive agent.

Chemistry

Gepefrine, also known as 3-hydroxy-α-methylphenethylamine or as 3-hydroxyamphetamine, is a substituted phenethylamine and amphetamine derivative. It is used pharmaceutically as the (S)-enantiomer and as the tartrate salt. Related compounds include meta-tyramine (3-hydroxyphenethylamine), 4-hydroxyamphetamine (norpholedrine), 3,4-dihydroxyamphetamine (α-methyldopamine), and metaraminol ((1R,2S)-3,β-dihydroxyamphetamine), among others.

History

Gepefrine was synthesized by 1968 and was introduced for medical use in Germany by 1981.

Society and culture

Names

Gepefrine is the generic name of the drug and its . Brand names of gepefrine include Pressionorm and Wintonin.

Other drugs

Gepefrine is a known metabolite of amphetamine in rats.

References

References

1. (2000). "Index Nominum 2000: International Drug Directory". Taylor & Francis US.
2. (1997). "Dictionary of Pharmacological Agents". CRC Press.
3. (October 1977). "Identification of metahydroxyamphetamine as a metabolite of amphetamine in the rat". Research Communications in Chemical Pathology and Pharmacology.
4. Publishing, W.A.W.A.. (2013). "Pharmaceutical Manufacturing Encyclopedia". Elsevier Science.
5. Elks, J.. (2014). "The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies". Springer US.
6. Challener, C.A.. (2017). "Chiral Drugs". Taylor & Francis.

::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::