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Prothipendyl

From Wikipedia, the free encyclopedia
Prothipendyl
Names
Preferred IUPAC name
N,N-Dimethyl-3-(10H-pyrido[3,2-b][1,4]benzothiazin-10-yl)propan-1-amine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.132.989Edit this at Wikidata
EC Number
  • 214-958-4
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
C16H19N3S
Molar mass285.40716
Pharmacology
N05AX07 (WHO)
Legal status
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Prothipendyl (brand namesDominal,Timovan,Tolnate), also known asazapromazine orphrenotropin, is ananxiolytic,antiemetic, andantihistamine of theazaphenothiazine group which is marketed inEurope and is used to treatanxiety andagitation inpsychotic syndromes.[2][3][4][5] It differs frompromazine only by the replacement of onecarbon atom with anitrogen atom in thetricyclicring system.[2][3] Prothipendyl is said to not possessantipsychotic effects, and in accordance, appears to be a weakerdopamine receptorantagonist than other phenothiazines.[6][5]

Synthesis

[edit]

See also:Pipazetate.

Synthesis:[7][8] Patents:[9][10]

1-Azaphenothiazine [261-96-1] (1)3-Dimethylaminopropyl chloride [109-54-6] (2)Sodium hydride suspension

References

[edit]
  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. Retrieved2023-08-16.
  2. ^abJ. Elks (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1038–.ISBN 978-1-4757-2085-3.
  3. ^abIndex Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 893–.ISBN 978-3-88763-075-1.
  4. ^"Archived copy". Archived fromthe original on 2017-09-27. Retrieved2017-09-27.{{cite web}}: CS1 maint: archived copy as title (link)
  5. ^abD. Leigh; C.M. Pare; J. Marks (6 December 2012).A Concise Encyclopaedia of Psychiatry. Springer Science & Business Media. pp. 396–.ISBN 978-94-011-5913-5.
  6. ^Psychotropic Agents: Part I: Antipsychotics and Antidepressants. Springer Science & Business Media. 6 December 2012. pp. 131–.ISBN 978-3-642-67538-6.
  7. ^von Schlichtegroll, Proc. 1st Int. Congr. Neuro-Pharm. 1958, 408 (1959), C.A. 54, 13400g (1960).
  8. ^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.
  9. ^Yale, Bernstein,U.S. patent 2,943,086 (1960 to Olin Mathieson).
  10. ^FR 1173134  (1959 toRhône-Poulenc).
5-HT3 serotonin ion
channel antagonists
5-HT serotonin G-protein
receptor antagonists
CB1agonists
(cannabinoids)
D2/D3 antagonists
H1 antagonists
(antihistamines)
mAChantagonists
(anticholinergics)
NK1 antagonists
Others
H1
Agonists
Antagonists
H2
Agonists
Antagonists
H3
Agonists
Antagonists
H4
Agonists
Antagonists
Classes
Antidepressants
(Tricyclic antidepressants(TCAs))
Antihistamines
Antipsychotics
Anticonvulsants
Anticholinergics
Others


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