Tipindole

Tipindole
Clinical data
Other names	Tipindol; Typindol; Typindole
Identifiers
	IUPAC name 2-(dimethylamino)ethyl 1,3,4,5-tetrahydrothiopyrano[4,3-b]indole-8-carboxylate;
CAS Number	7489-66-9;
PubChem CID	65595;
ChemSpider	59036;
UNII	US65H9WBNH;
ChEMBL	ChEMBL494521;
CompTox Dashboard (EPA)	DTXSID70225869 ;
Chemical and physical data
Formula	C16H20N2O2S
Molar mass	304.41 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)CCOC(=O)C1=CC2=C(C=C1)NC3=C2CSCC3;
	InChI InChI=1S/C16H20N2O2S/c1-18(2)6-7-20-16(19)11-3-4-14-12(9-11)13-10-21-8-5-15(13)17-14/h3-4,9,17H,5-8,10H2,1-2H3; Key:WNDHLINIYZAWCR-UHFFFAOYSA-N;

Tipindole (INNTooltip International Nonproprietary Name), also known as typindole, is a drug of the tricyclic family described as a serotonin antagonist and monoamine oxidase inhibitor (MAOI) which was never marketed.^[1]^[2]^[3]^[4] The drug was developed by Soviet researchers and was first described by 1962.^[3]

References

^ Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 1-PA287. ISBN 978-1-4757-2085-3. Retrieved 20 October 2024.
^ "Tipindole". Inxight Drugs. National Center for Advancing Translational Sciences. Retrieved 20 October 2024.
^ ^a ^b Aksanova LA, Pidevich IN, Sharkova LM, Kucherova NF (1968). "Indole derivatives". Pharmaceutical Chemistry Journal. 2 (7). Springer Science and Business Media LLC: 353–359. doi:10.1007/bf00759600. ISSN 0091-150X.
^ Ramsay RR, Gravestock MB (March 2003). "Monoamine oxidases: to inhibit or not to inhibit". Mini Reviews in Medicinal Chemistry. 3 (2): 129–136. doi:10.2174/1389557033405287. PMID 12570845. A screen using this model identified not only known MAO inhibitors (MAOI) but also similar rigid cyclic compounds such as tipindole, a 5HT receptor agonist, [...]

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[Elks2014-1] Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 1-PA287. ISBN 978-1-4757-2085-3. Retrieved 20 October 2024.

[InxightDrugs-2] "Tipindole". Inxight Drugs. National Center for Advancing Translational Sciences. Retrieved 20 October 2024.

[AksanovaPidevichSharkova1968-3] Aksanova LA, Pidevich IN, Sharkova LM, Kucherova NF (1968). "Indole derivatives". Pharmaceutical Chemistry Journal. 2 (7). Springer Science and Business Media LLC: 353–359. doi:10.1007/bf00759600. ISSN 0091-150X.

[RamsayGravestock2003-4] Ramsay RR, Gravestock MB (March 2003). "Monoamine oxidases: to inhibit or not to inhibit". Mini Reviews in Medicinal Chemistry. 3 (2): 129–136. doi:10.2174/1389557033405287. PMID 12570845. A screen using this model identified not only known MAO inhibitors (MAOI) but also similar rigid cyclic compounds such as tipindole, a 5HT receptor agonist, [...]

[1]

v t e Tricyclics
Classes	Acridine Anthracene Dibenzazepine Dibenzocycloheptene Dibenzodiazepine Dibenzothiazepine Dibenzothiepin Dibenzoxazepine Dibenzoxepin Phenothiazine Pyridazinobenzoxazine Pyridinobenzodiazepine Thioxanthene
Antidepressants (Tricyclic antidepressants (TCAs))	Amoxapine Amezepine Amineptine Amitriptyline Amitriptylinoxide Amoxapine Aptazapine Azepindole Batelapine Beloxepin Butriptyline Cianopramine Ciclazindol Cidoxepin Clomipramine Cotriptyline Cyanodothiepin Demexiptiline Depramine (balipramine) Desipramine (desmethylimipramine) Desmethylclomipramine Desmethyltrimipramine Dibenzepin Dimetacrine Dosulepin (dothiepin) Doxepin Enprazepine Fantridone Fluotracen Hepzidine Homopipramol Imipramine Imipraminoxide Intriptyline Iprindole Ketipramine Litracen Lofepramine Losindole Loxapine Maprotiline Mariptiline Mazindol Melitracen Metapramine Mezepine Mirtazapine Monometacrine Nitroxazepine Norbutriptyline Nordoxepin Northiaden (nordosulepin) Nortriptyline (noramitriptyline) Noxiptiline Octriptyline Opipramol Pipofezine Pirandamine Propizepine Protriptyline Quinupramine Spiroxepin Tandamine Tampramine Tianeptine Tienopramine Trimipramine
Antihistamines	Azatadine Bisulepin Cidoxepin Clobenzepam Cyproheptadine Dacemazine Deptropine Desloratadine Epinastine Etymemazine Fenethazine Hydroxyethylpromethazine Isopromethazine Isothipendyl Ketotifen Latrepirdine Loratadine Mebhydrolin Mequitazine Methdilazine Olopatadine Oxomemazine Perlapine Phenindamine Pimethixene Pirolate Promethazine Propiomazine Rupatadine Thiazinamium
Antipsychotics	Acetophenazine Alimemazine Amoxapine Asenapine Butaclamol Butaperazine Carfenazine (carphenazine) Carpipramine Chlorpromazine Chlorprothixene Ciclindole Citatepine Clocapramine Clomacran Clorotepine Clotiapine Clozapine Cyanothepin Doclothepin Docloxythepin Erizepine Flucindole Flumezapine Fluotracen Flupentixol Fluphenazine Gevotroline Homopipramol Isofloxythepin Levomepromazine/Methotrimeprazine Loxapine Maroxepin Meperathiepin Mesoridazine Metiapine Metitepine Metoxepin Mosapramine Naranol Octomethothepin Olanzapine Oxyclothepin Oxyprothepin Pentiapine Peradithiepin Perathiepin Perazine Perphenazine Periciazine Pinoxepin Piperacetazine Pipotiazine Piquindone Prochlorperazine Promazine Prothipendyl Quetiapine Savoxepin/Cipazoxapine Sulforidazine Tenilapine Thiethylperazine Thiopropazate Thioridazine Thiothixene Tilozepine Traboxopine Trifluoperazine Triflupromazine Trifluthepin Zotepine Zuclopenthixol
Anticonvulsants	Carbamazepine Dizocilpine Eslicarbazepine Eslicarbazepine acetate Etazepine Licarbazepine Oxcarbazepine Oxitriptyline
Anticholinergics	Darenzepine Dipitramine Nuvenzepine Pirenzepine Profenamine Rispenzepine Siltenzepine Telenzepine Tripitramine Tropatepine Zolenzepine
Others	Adosopine Aminopromazine Atiprosin Benzoctamine Botiacrine Carvedilol Cyclobenzaprine Damotepine Elanzepine Fluradoline Methylene blue Monatepil Oxetorone Pipazethate P7C3 Pinadoline Pitrazepin Pizotifen Serazapine Tipindole

See also

References