Aminomethyl propanol is an
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...
with the formula H
2NC(CH
3)
2CH
2OH. It is colorless liquid that is classified as an
alkanolamine
In organic chemistry, alkanolamines are organic compounds that contain both hydroxyl () and amino (, , and ) functional groups on an alkane backbone. The term alkanolamine is a broad class term that is sometimes used as a subclassification.
...
. It is a useful buffer and a precursor to numerous other organic compounds.
Synthesis
Aminomethyl propanol can be produced by the
hydrogenation
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to reduce or saturate organ ...
of
2-aminoisobutyric acid
2-Aminoisobutyric acid (also known as α-aminoisobutyric acid, AIB, α-methylalanine, or 2-methylalanine) is the non-proteinogenic amino acid with the structural formula H2N-C(CH3)2-COOH. It is rare in nature, having been only found in meteorites ...
or its esters.
Properties
Aminomethyl propanol is soluble in water
and about the same density as water.
Uses
Aminomethyl propanol is used for the preparation of
buffer solution
A buffer solution (more precisely, pH buffer or hydrogen ion buffer) is an aqueous solution consisting of a mixture of a weak acid and its conjugate base, or vice versa. Its pH changes very little when a small amount of strong acid or base is ...
s.
It is a component of the drugs
ambuphylline
Ambuphylline (or bufylline) is a combination of theophylline and aminoisobutanol used as a bronchodilator. It also acts and may be used as a diuretic
A diuretic () is any substance that promotes diuresis, the increased production of urine. Thi ...
and
pamabrom
Pamabrom manufactured by Chattem Chemicals, and is a product included in retail drugs available in over-the-counter medications. The active diuretic ingredient in pamabrom is 8-bromotheophylline and it also contains aminoisobutanol.
Pamabrom ...
. It is also used in
cosmetics
Cosmetics are constituted mixtures of chemical compounds derived from either natural sources, or synthetically created ones. Cosmetics have various purposes. Those designed for personal care and skin care can be used to cleanse or protect ...
.
It is a precursor to
oxazoline
Oxazoline is a five-membered heterocyclic organic compound with the formula . It is the parent of a family of compounds called oxazolines (emphasis on plural), which contain non-hydrogenic substituents on carbon and/or nitrogen. Oxazolines are the ...
s via its reaction with
acyl chlorides. Via sulfation of the alcohol, the compound is also a precursor to 2,2-dimethylaziridine.
It is used in the synthesis of
Fepradinol &
G-130
G-130 (GP-130, 2-Phenyl-5,5-dimethyltetrahydro-1,4-oxazine) is a drug with stimulant and anorectic effects, related to phenmetrazine.
Structural analogs
Compounds related to G-130 and radafaxine were synthesized that behave as combined inhi ...
. It is also used for
Isobucaine, and
Radafaxine.
References
{{Reflist
Amines
Primary alcohols