Oxypertine

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title: "Oxypertine" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["abandoned-drugs", "2-alkyltryptamines", "antipsychotics", "catechol-ethers", "indole-ethers-at-the-benzene-ring", "monoamine-depleting-agents", "pertines"] description: "Antipsychotic medication" topic_path: "arts/music" source: "https://en.wikipedia.org/wiki/Oxypertine" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Antipsychotic medication ::

| Verifiedfields = verified | Watchedfields = verified | verifiedrevid = 444739401 | IUPAC_name = 5,6-Dimethoxy-2-methyl-3-[2-(4-phenylpiperazin-1-yl)ethyl]-1H-indole | image = Oxypertine.svg | image_class = skin-invert-image | width = 225px

| tradename = Oxypertine, others | Drugs.com = | pregnancy_category = | legal_AU = | legal_BR = C1 | legal_BR_comment = | legal_CA = | legal_DE = | legal_NZ = | legal_UK = | legal_US = | legal_EU = | legal_UN = | legal_status = Rx-only | routes_of_administration = By mouth

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

| CAS_number_Ref = | CAS_number = 153-87-7 | ATC_prefix = N05 | ATC_suffix = AE01 | PubChem = 4640 | UNII_Ref = | UNII = 5JGL4G25R7 | KEGG_Ref = | KEGG = D01219 | ChemSpiderID_Ref = | ChemSpiderID = 4479 | synonyms = WIN-18501; WIN18501; WIN-18,501, Win-18501; Win-18501-2

| C=23 | H=29 | N=3 | O=2 | SMILES = CC1=C(C2=CC(=C(C=C2N1)OC)OC)CCN3CCN(CC3)C4=CC=CC=C4 | StdInChI_Ref = | StdInChI = 1S/C23H29N3O2/c1-17-19(20-15-22(27-2)23(28-3)16-21(20)24-17)9-10-25-11-13-26(14-12-25)18-7-5-4-6-8-18/h4-8,15-16,24H,9-14H2,1-3H3 | StdInChIKey_Ref = | StdInChIKey = XCWPUUGSGHNIDZ-UHFFFAOYSA-N

Oxypertine, sold under the brand name Oxypertine among others, is an antipsychotic medication of the pertine group which was previously used in the treatment of schizophrenia but is no longer marketed. It was also evaluated for the treatment of anxiety.

Pharmacology

Pharmacodynamics

The drug shows high affinity for the serotonin 5-HT2 and dopamine D2 receptors (Ki = 8.6nM and 30nM, respectively). It antagonizes the behavioral effects of tryptamine, a serotonin receptor agonist, and apomorphine, a dopamine receptor agonist, in animals. Like reserpine and tetrabenazine, oxypertine depletes catecholamines, though not serotonin, possibly contributing to its antipsychotic effectiveness.

Chemistry

Chemically, it is a substituted tryptamine and phenylpiperazine derivative. Its chemical structure is similar to other "pertines" including alpertine, milipertine, and solypertine.

History

Oxypertine was first described in the scientific literature by 1962.

Society and culture

Names

Oxypertine is the generic name of the drug and its , , , , and . It is also known by its former developmental code name WIN-18501. The drug has been sold under brand names including Equipertine, Forit, Integrin, Lanturil, Lotawin, Opertil, and Oxypertine.

References

References

1. Anvisa. (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial". [[Diário Oficial da União]].
2. (1996). "Dictionary of organic compounds". Chapman & Hall.
3. (1976). "[Clinical evaluation of oxypertine in anxiety conditions]". Neurologia, Neurocirugia, Psiquiatria.
4. (1996). "Risperidone and related 5HT2/D2 antagonists: a new type of antipsychotic agent?".
5. (June 1979). "A systematic study of the pharmacological activities of dopamine antagonists". Elsevier BV.
6. (1969). "Differential monoamine depletion by oxypertine in nerve terminals. Granulated synaptic vesicles in relation to depletion of norepinephrine, dopamine and serotonin". Zeitschrift für Zellforschung und Mikroskopische Anatomie.
7. (February 1968). "[Oxypertine, peperazine derivative of tryptophan with neuroleptic and dynamogenic properties]". Acta Neurologica et Psychiatrica Belgica.
8. (1996). "Progress in Medicinal Chemistry". Elsevier Science.
9. (1980). "The Organic Chemistry of Drug Synthesis, Volume 2". Wiley.
10. (2014). "The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies". Springer US.
11. Schweizerischer Apotheker-Verein. (2000). "Index Nominum 2000: International Drug Directory". Medpharm Scientific Publishers.
12. (2012). "Concise Dictionary of Pharmacological Agents: Properties and Synonyms". Springer Netherlands.
13. "List of Antipsychotics".

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