129156-64-5

Usage

Uses

Used in Cardiology:
(S)-2-(Isopropylamino)propan-1-ol is used as a medication for treating heart block and other cardiac arrhythmias. It is administered to stimulate beta-adrenergic receptors in the heart, resulting in increased heart rate and improved blood flow to the heart and organs.
Used in Respiratory Medicine:
Isoproterenol is used as a bronchodilator for managing symptoms of asthma and other respiratory conditions. It stimulates beta-adrenergic receptors in the lungs, leading to relaxation of smooth muscle in the airways and improved breathing.
Used in Emergency Medicine:
(S)-2-(Isopropylamino)propan-1-ol is used as an acute intervention medication for managing severe episodes of heart or lung conditions. Its short-lived effects make it a useful tool for providing rapid relief during critical situations.
Used in Pharmaceutical Formulation:
Isoproterenol is used as an active pharmaceutical ingredient in injectable formulations for medical use. Its potent and short-acting properties make it suitable for the treatment of acute episodes of heart or lung conditions, where rapid intervention is required.

InChI:InChI=1/C6H15NO/c1-5(2)7-6(3)4-8/h5-8H,4H2,1-3H3/t6-/m0/s1

Upstream product

• 87045-13-4 N-isopropyl alanine 

Downstream Products

• 1563106-70-6 (S)-N-isopropyl-1-((triisopropylsilyl)oxy)propan-2-amine 

Relevant academic research and scientific papers

Influence of steric factors on chiral lithium amide aggregates

The solution structures of three mixed aggregates dissolved in toluene-d8 consisting of the lithiated amides derived from (S)-N-isopropyl-1-((triisopropylsilyl)oxy)propan-2-amine, (R)-N-(1-phenyl-2- ((triisopropylsilyl)oxy)ethyl)propan-2-amine, or (S)-N-isobutyl-3-methyl-1- ((triisopropylsilyl)oxy)butan-2-amine and n-butyllithium are characterized by various NMR experiments including diffusion-ordered NMR spectroscopy with diffusion coefficient-formula weight correlation analyses (D-FW) and other one- and two-dimensional NMR techniques. We report that steric hindrance of R 1 and R2 groups of the chiral lithium amide controls the aggregation state of the mixed aggregates. With a less hindered R2 group, lithium (S)-N-isopropyl-1-((triisopropylsilyl)oxy)propan-2-amide forms mostly a 2:2 ladder-type mixed aggregate with n-butyllithium. Increase of steric hindrance of the R1 and R2 groups suppresses the formation of the 2:2 mixed aggregate and promotes formation of a 2:1 mixed aggregate. We observe that lithium (S)-N-isobutyl-3-methyl-1- ((triisopropylsilyl)oxy)butan-2-amide forms both a 2:2 mixed aggregate and a 2:1 mixed trimer with n-butyllithium. Further increase in the steric hindrance of R1 and R2 groups results in the formation of only 2:1 mixed aggregate as observed with lithium (R)-N-(1-phenyl-2-((triisopropylsilyl) oxy)ethyl)propan-2-amide.

Asymmetric addition of n-butyllithium to aldehydes: New insights into the reactivity and enantioselectivity of the chiral amino ether accelerated reaction

Enantioselective butylation of benzaldehyde with n-butyllithium was mediated by a series of chiral lithium amide analogues to give 1-phenylpentanol in good to moderate enantioselectivities. In order to achieve high enantiomeric excess in the reaction, the lithium amide must have a substituent larger than methyl on both the carbon at the stereogenic center and the nitrogen. Computational studies, using semi-empirical (PM3) and density functional (B3LYP) methods, show that the stabilities of the transition states for the chiral lithium amide accelerated butylation of isobutyraldehyde are in agreement with experiments.

ENANTIOSELECTIVE SYNTHESIS OF β-HYDROXY-α-METHYL CARBONYL COMPOUNDS BY ALDOL REACTION

The enantioselective aldol reactions of ketone lithium enolates with aldehydes mediated chiral lithium amides were extensively investigated.The chiral amino ethers 4a-4l and diamines 16a,b were prepared from α-amino acids.The reaction conditions and the s