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. Th ...

with the formula H₂NC(CH₃)₂CH₂OH. 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. Meth ...

. 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 org ...

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 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 protec ...

. 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 chloride In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group . Their formula is usually written , where R is a side chain. They are reactive derivatives of carboxylic acids (). A specific example ...

s. 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 Isobucaine is a local anesthetic. Synthesis The reductive amination between aminomethyl propanol (1) and isobutanal 8-84-2(2) afforded N-Isobutyl-1,1-dimethyl-2-hydroxyethanamineCID:18315986(3). Acylation of the amine with benzoyl chloride ...

, and

Radafaxine Radafaxine (developmental code name GW-353,162), also known as (2''S'',3''S'')-hydroxybupropion or (''S'',''S'')-hydroxybupropion, is a norepinephrine–dopamine reuptake inhibitor (NDRI) which was under development by GlaxoSmithKline in the 200 ...

References

{{Reflist Amines Primary alcohols