Oxypertine

Oxypertine
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	By mouth
ATC code	N05AE01 (WHO) ;
Legal status
Legal status	BR: Class C1 (Other controlled substances); In general: ℞ (Prescription only);
Identifiers
	IUPAC name 5,6-Dimethoxy-2-methyl-3--1H-indole;
CAS Number	153-87-7 ;
PubChem CID	4640;
ChemSpider	4479 ;
UNII	5JGL4G25R7;
KEGG	D01219 ;
CompTox Dashboard (EPA)	DTXSID20165185 ;
ECHA InfoCard	100.005.291
Chemical and physical data
Formula	C23H29N3O2
Molar mass	379.504 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=C(C2=CC(=C(C=C2N1)OC)OC)CCN3CCN(CC3)C4=CC=CC=C4;
	InChI InChI=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 ; Key:XCWPUUGSGHNIDZ-UHFFFAOYSA-N ;
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Oxypertine (Equipertine, Forit, Integrin, Lanturil, Lotawin, Opertil) is an antipsychotic used in the treatment of schizophrenia.^[2] It was also evaluated for the treatment of anxiety at a dosage of 20 mg per day.^[3] Chemically, it is an indole and phenylpiperazine derivative.^[4] Like reserpine and tetrabenazine, oxypertine depletes catecholamines, though not serotonin, possibly underlying its neuroleptic efficacy.^[5] Its structure is similar to solypertine and milipertine.

References

^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
^ Hall C, Rhodes PH (1996). Dictionary of organic compounds. London: Chapman & Hall. ISBN 0-412-54090-8.
^ Somohano MD, Broissin MC, Sobrino ZA (1976). "". Neurologia, Neurocirugia, Psiquiatria (in Spanish). 17 (3): 171–180. PMID 12484.
^ Breulet M, Labar P, Delree C, Collard J, Bobon J (February 1968). "". Acta Neurologica et Psychiatrica Belgica (in French). 68 (2): 116–127. PMID 4972600.
^ Bak IJ, Hassler R, Kim JS (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. 101 (3): 448–462. doi:10.1007/BF00335580. PMID 5362847. S2CID 32583722.

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[1] Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.

[isbn0-412-54090-8-2] Hall C, Rhodes PH (1996). Dictionary of organic compounds. London: Chapman & Hall. ISBN 0-412-54090-8.

[pmid12484-3] Somohano MD, Broissin MC, Sobrino ZA (1976). "". Neurologia, Neurocirugia, Psiquiatria (in Spanish). 17 (3): 171–180. PMID 12484.

[pmid4972600-4] Breulet M, Labar P, Delree C, Collard J, Bobon J (February 1968). "". Acta Neurologica et Psychiatrica Belgica (in French). 68 (2): 116–127. PMID 4972600.

[pmid5362847-5] Bak IJ, Hassler R, Kim JS (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. 101 (3): 448–462. doi:10.1007/BF00335580. PMID 5362847. S2CID 32583722.

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v t e Antipsychotics (N05A)
Typical	Butyrophenones: Benperidol Bromperidol Bromperidol decanoate Droperidol Haloperidol^# Haloperidol decanoate Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines: Fluspirilene Penfluridol Pimozide Phenothiazines: Acepromazine Acetophenazine Butaperazine Carphenazine (carfenazine)^‡ Chlorpromazine Cyamemazine Dixyrazine Fluphenazine Fluphenazine decanoate Fluphenazine enanthate Levomepromazine (methotrimeprazine) Mesoridazine Perazine Periciazine Perphenazine BL-1020 Perphenazine decanoate Perphenazine enanthate Piperacetazine Pipotiazine Pipotiazine palmitate Pipotiazine undecylenate Prochlorperazine Promazine Sulforidazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes: Chlorprothixene Clopenthixol Clopenthixol decanoate Flupentixol Flupentixol decanoate Tiotixene (thiothixene) Zuclopenthixol Zuclopenthixol acetate Zuclopenthixol decanoate
Disputed	Benzamides: Amisulpride Levosulpiride Nemonapride Remoxipride^‡ Sulpiride Sultopride Tiapride Veralipride^‡ Butyrophenones: Melperone Tricyclics: Carpipramine Clocapramine Clorotepine Clotiapine Loxapine Mosapramine Oxyprothepin decanoate Others: Molindone
Atypical	Benzisoxazole/benzisothiazoles: Iloperidone Lurasidone Paliperidone Paliperidone palmitate Perospirone Risperidone^# Ziprasidone Butyrophenones: Lumateperone Phenylpiperazines/quinolinones: Aripiprazole Aripiprazole lauroxil Brilaroxazine^† Brexpiprazole Cariprazine Tricyclics: Asenapine Clozapine^# Olanzapine (+samidorphan) Quetiapine Zotepine Others: Blonanserin Pimavanserin Sertindole
Others	Monoamine-depleting agents: Oxypertine Reserpine Tetrabenazine Others/unknown: Azacyclonol
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	By mouth
ATC code	N05AE01 (WHO)
Legal status
Legal status	BR: Class C1 (Other controlled substances)^[1] In general: ℞ (Prescription only)
Identifiers
IUPAC name 5,6-Dimethoxy-2-methyl-3--1H-indole
CAS Number	153-87-7^Y
PubChem CID	4640
ChemSpider	4479^N
UNII	5JGL4G25R7
KEGG	D01219^Y
CompTox Dashboard (EPA)	DTXSID20165185
ECHA InfoCard	100.005.291
Chemical and physical data
Formula	C₂₃H₂₉N₃O₂
Molar mass	379.504 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=C(C2=CC(=C(C=C2N1)OC)OC)CCN3CCN(CC3)C4=CC=CC=C4
InChI InChI=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^N Key:XCWPUUGSGHNIDZ-UHFFFAOYSA-N^N
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See also

References