Hydrochloride

In chemistry, a hydrochloride is a salt resulting, or regarded as resulting, from the reaction of hydrochloric acid with an organic base (e.g. an amine). An alternative name is chlorhydrate, which comes from French. An archaic alternative name is muriate, derived from hydrochloric acid's ancient name: muriatic acid.

For example, reacting pyridine (C₅H₅N) with hydrochloric acid (HCl) yields its hydrochloride salt, pyridinium chloride. The molecular formula is either written as C₅H₅N·HCl or as C₅H₅NH⁺ Cl⁻.

Hydrochloric salts are most often referred to by using the name of the base, then simply tagging on hydrochloride or HCl. For example, while crack cocaine is the free base of cocaine, the salt form is often referred to as cocaine HCl.

Uses

Converting insoluble amines into hydrochlorides is a common way to make them water-soluble. This characteristic is particularly desirable for substances used in medications.^[1] The European Pharmacopoeia lists more than 200 hydrochlorides as active ingredients in medications.^[2] These hydrochlorides, compared to free bases, may more readily dissolve in the gastrointestinal tract and be able to be absorbed into the bloodstream more quickly. In addition, many hydrochlorides of amines have a longer shelf-life than their respective free bases

References

^ P. Heinrich Stahl (Editor), Camille G. Wermuth (Editor): Pharmaceutical Salts: Properties, Selection, and Use, 2. Ed., Wiley, 2011, ISBN 978-3-90639-051-2.
^ European Pharmacopoeia 7th Edition 2011, EDQM.

[Stahl-1] P. Heinrich Stahl (Editor), Camille G. Wermuth (Editor): Pharmaceutical Salts: Properties, Selection, and Use, 2. Ed., Wiley, 2011, ISBN 978-3-90639-051-2.

[2] European Pharmacopoeia 7th Edition 2011, EDQM.

[1]

[2]

Uses

See also

References