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Clocinizine is a first-generation antihistamine of the
diphenylmethylpiperazine 1-(Diphenylmethyl)piperazine, also known as benzhydrylpiperazine, is a chemical compound and piperazine derivative. It features a piperazine ring with a benzhydryl (diphenyl methyl) group bound to one of the nitrogen Nitrogen is the chemical ...
class. It is marketed in Spain in combination with
phenylpropanolamine Phenylpropanolamine (PPA) is a sympathomimetic agent which is used as a decongestant and appetite suppressant. It was commonly used in prescription and over-the-counter cough and cold preparations. In veterinary medicine, it is used to contro ...
under the brand name Senioral.


Synthesis

The reduction of 4-Chlorobenzophenone 34-85-0(1) with NBH gives 4-Chlorobenzhydrol 19-56-2(2). Halogenation of the alcohol in muriatic acid afforded 4-Chlorobenzhydryl chloride 34-83-8(3). Alkylation with one equivalent of piperazine gives 1-(4-Chlorobenzhydryl)piperazine 03-26-4(4). Alkylation of the remaining nitrogen with Cinnamyl Bromide 392-24-9(5) completed the synthesis of Clocinizine (6).


References

{{Histamine receptor modulators Chlorcyclizines H1 receptor antagonists