Prothipendyl
Prothipendyl
Names
Preferred IUPAC name
N ,N -Dimethyl-3-(10H -pyrido[3,2-b ][1,4]benzothiazin-10-yl)propan-1-amine
Identifiers
ChemSpider
ECHA InfoCard 100.132.989
EC Number
UNII
InChI=1S/C16H19N3S/c1-18(2)11-6-12-19-13-7-3-4-8-14(13)20-15-9-5-10-17-16(15)19/h3-5,7-10H,6,11-12H2,1-2H3
N Key: JTTAUPUMOLRVRA-UHFFFAOYSA-N
N InChI=1/C16H19N3S/c1-18(2)11-6-12-19-13-7-3-4-8-14(13)20-15-9-5-10-17-16(15)19/h3-5,7-10H,6,11-12H2,1-2H3
Key: JTTAUPUMOLRVRA-UHFFFAOYAL
CN(C)CCCN1C2=CC=CC=C2SC3=C1N=CC=C3
Properties
C16 H19 N3 S
Molar mass
285.40716
Pharmacology
N05AX07 (WHO
Legal status
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Prothipendyl (brand names Dominal , Timovan , Tolnate ), also known as azapromazine or phrenotropin , is an anxiolytic , antiemetic , and antihistamine of the azaphenothiazine group which is marketed in Europe and is used to treat anxiety and agitation in psychotic syndromes .[ 2] [ 3] [ 4] [ 5] promazine only by the replacement of one carbon atom with a nitrogen atom in the tricyclic ring system .[ 2] [ 3] antipsychotic effects, and in accordance, appears to be a weaker dopamine receptor antagonist than other phenothiazines.[ 6] [ 5]
Synthesis
See also: Pipazetate .
Synthesis:[ 7] [ 8] [ 9] [ 10] 1-Azaphenothiazine [261-96-1] (1 )
3-Dimethylaminopropyl chloride [109-54-6] (2 )
Sodium hydride suspension
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 .^ a b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies ISBN 978-1-4757-2085-3 ^ a b Index Nominum 2000: International Drug Directory ISBN 978-3-88763-075-1 ^ "Archived copy" . Archived from the original on 2017-09-27. Retrieved 2017-09-27 .{{cite web }}: CS1 maint: archived copy as title (link )^ a b D. Leigh; C.M. Pare; J. Marks (6 December 2012). A Concise Encyclopaedia of Psychiatry ISBN 978-94-011-5913-5 ^ Psychotropic Agents: Part I: Antipsychotics and Antidepressants ISBN 978-3-642-67538-6 ^ von Schlichtegroll, Proc. 1st Int. Congr. Neuro-Pharm. 1958, 408 (1959), C.A. 54, 13400g (1960).
^ Yale, Harry L.; Sowinski, Francis (1958). "10-(Dialkylaminoalkyl)-pyrido[3,2-b][1,4]benzothiazine (1-Azaphenothiazine) and Related Compounds". Journal of the American Chemical Society 80 (7): 1651–1654. doi:10.1021/ja01540a035.
^ Yale, Bernstein, U.S. patent 2,943,086
^ FR 1173134 Rhône-Poulenc ).
H1
Agonists Antagonists
Others: Atypical antipsychotics (e.g., aripiprazole , asenapine , brexpiprazole , brilaroxazine , clozapine , iloperidone , olanzapine , paliperidone , quetiapine , risperidone , ziprasidone , zotepine )Phenylpiperazine antidepressants (e.g., hydroxynefazodone , nefazodone , trazodone , triazoledione )Tetracyclic antidepressants (e.g., amoxapine , loxapine , maprotiline , mianserin , mirtazapine , oxaprotiline )Tricyclic antidepressants (e.g., amitriptyline , butriptyline , clomipramine , desipramine , dosulepin (dothiepin) , doxepin , imipramine , iprindole , lofepramine , nortriptyline , protriptyline , trimipramine )Typical antipsychotics (e.g., chlorpromazine , flupenthixol , fluphenazine , loxapine , perphenazine , prochlorperazine , thioridazine , thiothixene )
H2
H3
H4
