Clocinizine
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Clocinizine is a
first-generation antihistamine H1 antagonists, also called H1 blockers, are a class of medications that block the action of histamine at the H1 receptor, helping to relieve allergic reactions. Agents where the main therapeutic effect is mediated by negative modulation of his ...
of the
diphenylmethylpiperazine Diphenylmethylpiperazine, also known as benzhydrylpiperazine, is a chemical compound and piperazine derivative. It features a piperazine ring with a benzhydryl (diphenylmethyl) group bound to one of the nitrogens. Cyclizine, an antihistamine and ...
class. It is marketed in
Spain Spain, or the Kingdom of Spain, is a country in Southern Europe, Southern and Western Europe with territories in North Africa. Featuring the Punta de Tarifa, southernmost point of continental Europe, it is the largest country in Southern Eur ...
in
combination In mathematics, a combination is a selection of items from a set that has distinct members, such that the order of selection does not matter (unlike permutations). For example, given three fruits, say an apple, an orange and a pear, there are ...
with
phenylpropanolamine Phenylpropanolamine (PPA), sold under many brand names, is a sympathomimetic agent used as a decongestant and appetite suppressant. It was once common in prescription and over-the-counter cough and cold preparations. The medication is taken ...
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