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Antiemetics
Prothipendyl
Другие языки:

Prothipendyl

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Prothipendyl
Prothipendyl.svg
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 InfoCard 100.132.989
EC Number
  • 214-958-4
PubChem CID
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 mass 285.40716
Pharmacology
N05AX07 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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. It differs from promazine only by the replacement of one carbon atom with a nitrogen atom in the tricyclic ring system. Prothipendyl is said to not possess antipsychotic effects, and in accordance, appears to be a weaker dopamine receptor antagonist than other phenothiazines.

Synthesis

See also: Pipazetate.

Synthesis: Patents:

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



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