Organic bases and histamine

Benzidine, cetylpyridinium chloride (C.P.C.), cetyltrimethyl ammonium bromide (cetavlon) and other long chain amines form insoluble complexes with heparinoids and are universally used as precipitating agents for heparinoids. The solubility characteristics in salt solutions have been established by Scott . Brucine and choline also give crystalline complexes with heparin in the presence of aqueous alcohol and acetone. The choline complex shows no loss of cholinergic activity, indicating complete dissociation in solution. 

The close association of histamine and heparin release in anaphylactic shock and in peptone shock suggests that complexes of histamine and heparin are held in biological systems. Histamine binds heparin in vitro, as shown by displacement tests, by dialysis, and by paper chromatography . Dextran sulphate, polymannuronic acid sulphate, polysulphated xylan and the iV-succinyl derivative of de-W-sulphated heparin give compounds with 

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