In chemistry, a hydrochloride is an
acid salt Acid salts are a class of salts that produce an acidic solution after being dissolved in a solvent. Its formation as a substance has a greater electrical conductivity than that of the pure solvent. An acidic solution formed by acid salt is made dur ...
resulting, or regarded as resulting, from the reaction of
hydrochloric acid
Hydrochloric acid, also known as muriatic acid, is an aqueous solution of hydrogen chloride. It is a colorless solution with a distinctive pungent smell. It is classified as a strong acid
Acid strength is the tendency of an acid, symbol ...
with an organic
base (e.g. an
amine
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen
Hydrogen is the chemical element wi ...
). An alternative name is chlorhydrate, which comes from French. An archaic alternative name is muriate, derived from hydrochloric acid's ancient name: muriatic acid.
Uses
Converting
amine
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen
Hydrogen is the chemical element wi ...
s into their hydrochlorides is a common way to improve their
water solubility
An aqueous solution is a solution in which the solvent is water. It is mostly shown in chemical equations by appending (aq) to the relevant chemical formula. For example, a solution of table salt, or sodium chloride (NaCl), in water would be rep ...
, which can be desirable for substances used in medications.
The
European Pharmacopoeia
The ''European Pharmacopoeia'' (''Pharmacopoeia Europaea'', ''Ph. Eur.'') is a major regional pharmacopoeia which provides common quality standards throughout the pharmaceutical industry in Europe to control the quality of medicines, and the su ...
lists more than 200 hydrochlorides as active ingredients in medications. These hydrochlorides, compared to free bases, may more readily dissolve in the gastrointestinal tract and be absorbed into the bloodstream more quickly. Additionally, many hydrochlorides of amines have a longer shelf-life than their respective free bases.
Amine hydrochlorides represent latent forms of a more reactive free base. In this regard, formation of an amine hydrochloride confers
protection
Protection is any measure taken to guard a thing against damage caused by outside forces. Protection can be provided to physical objects, including organisms, to systems, and to intangible things like civil and political rights. Although th ...
. This effect is illustrated by the hydrochlorides of the amino acids.
Glycine methyl ester hydrochloride
Glycine methyl ester hydrochloride is the organic compound with the formula H3O2CCH2NH3l. A white, water-soluble solid, it is the hydrochloride of the methyl ester of the amino acid glycine.
Synthesis and reactions
Glycine methyl ester hydrochlo ...
is a shelf-stable salt that can be readily converted to a reactive glycine methyl ester, a compound that is not shelf-stable.
See also
*
Chloride
The chloride ion is the anion (negatively charged ion) Cl−. It is formed when the element chlorine (a halogen) gains an electron or when a compound such as hydrogen chloride is dissolved in water or other polar solvents. Chloride sa ...
, inorganic salts of hydrochloric acid
*
Free base (chemistry)
Free base (freebase, free-base) is the conjugate base ( deprotonated) form of an amine, as opposed to its conjugate acid ( protonated) form. The amine is often an alkaloid, such as nicotine, cocaine, morphine, and ephedrine, or derivatives ther ...
*
Quaternary ammonium cation
References
{{Reflist
Acid salts
Organochlorides
Salts