Antihistamine carbinoxamine

When the additional nitrogen atom is included in one of the aromatic rings, on the other hand, there is obtained a compound with antihistaminic properties. Reaction of the Grignard reagent from 4-chlorobromobenzene with pyridine-2-aldehyde gives the benzhydrol analog (12). The alcohol is then converted to its sodium salt by means of sodium, and this salt is alkylated with W-C2-chloroethyl)dimethylamine. Carbinoxamine (13) is thus obtained. ... 

Antihistamines antazoline, carbinoxamine, chlaropyrilene, chlorpheniramine, cyproheptadine, dimetholhiazine, diphenhydramine, doxylanrine, isolhipendyl, mepyranrine, methapyrilene, promethazine, trimeprazine, Iripelennamine, triprohdine... 

Carbinoxamine is a potent antihistaminic and is available as the racemic mixture. Carbinoxamine differs structurally from chlorpheniramine only in having an oxygen atom separate the asymmetric carbon atom from the aminoethyl side chain. The more active leva isomer of carbinoxamine has the (5) absolute configuration and can be superimposed on the more active dextro isomer (S configuration ) of chlorpheniramine. 

Carbinoxamine compound syrup (Pennex) containing 60 mg pseudoephedrine HCl, 4 mg carbinoxamine maleate, and 15 mg dextromethorphan HBr in 0.2% alcohol is indicated for relief of cough and upper respiratory systems including nasal congestion associated usually with allergy or common cold. Carbinoxamine possesses Hj antihistaminic activity with mild anticholinergic-sedative properties. Carbinoxamine, which is metabolized completely, has a serum half-life of 10 to 12 hours. 

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