Promazine
Encyclopedia
Promazine is a medication that belongs to the phenothiazine
Phenothiazine
Phenothiazine is an organic compound that occurs in various antipsychotic and antihistaminic drugs. It has the formula S2NH. This yellow tricyclic compound is soluble in acetic acid, benzene, and ether. The compound is related to the thiazine-class of heterocyclic compounds...

 class of antipsychotics. An older medication used to treat schizophrenia
Schizophrenia
Schizophrenia is a mental disorder characterized by a disintegration of thought processes and of emotional responsiveness. It most commonly manifests itself as auditory hallucinations, paranoid or bizarre delusions, or disorganized speech and thinking, and it is accompanied by significant social...

, it is still prescribed, alongside newer agents such as olanzapine
Olanzapine
Olanzapine is an atypical antipsychotic, approved by the FDA for the treatment of schizophrenia and bipolar disorder...

 and quetiapine
Quetiapine
Quetiapine , is an atypical antipsychotic approved for the treatment of schizophrenia, and bipolar disorder....

. It has predominantly anticholinergic
Anticholinergic
An anticholinergic agent is a substance that blocks the neurotransmitter acetylcholine in the central and the peripheral nervous system. An example of an anticholinergic is dicycloverine, and the classic example is atropine....

 side effects, though extrapyramidal
Extrapyramidal
Extrapyramidal can refer to:* Extrapyramidal system* Extrapyramidal symptoms...

 side effects are not uncommon either.

Chemistry

Promazine, 10-(3-dimethylaminopropyl)phenothiazine, is prepared by the alkylation of phenothiazine
Phenothiazine
Phenothiazine is an organic compound that occurs in various antipsychotic and antihistaminic drugs. It has the formula S2NH. This yellow tricyclic compound is soluble in acetic acid, benzene, and ether. The compound is related to the thiazine-class of heterocyclic compounds...

 with 3-dimethylaminopropylchloride in the presence of sodamide.
  • P. Charpentier, (1950).
  • P. Charpentier, (1950).
  • W. Wirth, Arzneim.-Forsch., 8, 507 (1958).

Diethazine

A related drug, diethazine, is synthesized as follows:

Charpentier, P.; Cmpt. Rend. 1947, 225, 306.

See also

  • Chlorpromazine
    Chlorpromazine
    Chlorpromazine is a typical antipsychotic...

  • Triflupromazine
    Triflupromazine
    Triflupromazine is an antipsychotic medication of the phenothiazine class. Among different effects of triflupromazine indication for use of this drug is severe emesis...

  • Prochlorperazine
    Prochlorperazine
    Prochlorperazine is a dopamine receptor antagonist that belongs to the phenothiazine class of antipsychotic agents that are used for the antiemetic treatment of nausea and vertigo. It is also a highly-potent typical antipsychotic, 10-20x more potent than chlorpromazine...

  • Trifluoperazine
    Trifluoperazine
    Trifluoperazine is a typical antipsychotic of the phenothiazine chemical class.- Uses :...

  • Fluphenazine
    Fluphenazine
    Fluphenazine is a typical antipsychotic drug used for the treatment of psychoses such as schizophrenia and acute manic phases of bipolar disorder. It belongs to the piperazine class of phenothiazines....

  • Thioridazine
    Thioridazine
    Thioridazine is a piperidine typical antipsychotic drug belonging to the phenothiazine drug group and was previously widely used in the treatment of schizophrenia and psychosis...

  • Mesoridazine
    Mesoridazine
    Mesoridazine is a piperidine neuroleptic drug belonging to the class of drugs called phenothiazines, used in the treatment of schizophrenia. It is a metabolite of thioridazine...

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