73339-01-2

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(2-fluorophenylamino)ethanol is used as a key intermediate in the synthesis of various drugs and active pharmaceutical ingredients. Its unique structure allows for the creation of a wide range of medicinal compounds, contributing to the development of new treatments and therapies.
Used in Research and Development:
In the field of drug discovery and medicinal chemistry, 2-(2-fluorophenylamino)ethanol serves as an essential component in research and development. It aids scientists in exploring new chemical pathways and understanding the interactions between molecules, which is crucial for the advancement of pharmaceutical science.
Used in Production of Pharmaceutical Products:
2-(2-fluorophenylamino)ethanol is indispensable for the production of various important pharmaceutical products. Its presence in the manufacturing process ensures the creation of effective and safe medications that address a multitude of health conditions.

Upstream product

• 75-21-8 oxirane 
• 348-54-9 2-Fluoroaniline 
• 107-21-1 ethylene glycol 
• 627-11-2 2-Chloroethyl chloroformate 

Downstream Products

• 387-44-0 7-fluoro-1H-indole 
• 121494-25-5 2-[2-[(N-t-butoxycarbonyl)-N-(2-fluoro-phenyl)]aminoethoxycarbonyl]aminoethyl N-(1-naphthyl)carbamate 

Relevant academic research and scientific papers

A method for the preparation of indole compounds and use thereof (by machine translation)

A method for the preparation of indole compounds and its application, relates to the field of organic synthesis, the preparation method by aniline compound with ethylene oxide in the 1st under the action of catalyst reaction to obtain N - hydroxy ethyl aniline compound, then the N - hydroxy ethyl aniline compound with the aniline of the compounds in the 2nd reaction under the action of catalyst preparation indole compounds. The preparation method step is simple, requires only two-step reaction can efficiently yield to obtain the indole compound, its route is reasonable in design, simple steps, easy operation, low cost, and is suitable for industrial mass production. The preparation method is applied to the preparation of pharmaceutical in the indole structure, can improve the yield of the medicament, the medicine of the large-scale production. (by machine translation)

β-Amino alcohols from anilines and ethylene glycol through heterogeneous Borrowing Hydrogen reaction

Borrowing Hydrogen (BH), also called Hydrogen Autotransfer (HA), reaction with neat ethylene glycol represents a key step in the preparation of β-amino alcohols. However, due to the stability of ethylene glycol, mono-activation has rarely been achieved. Herein, a combination of Pd/C and ZnO is reported as heterogeneous catalyst for this BH/HA reaction. This system results in an extremely air and moisture stable, and economic catalyst able to mono-functionalize ethylene glycol in water, without further activation of the diol. In this work, different diols and aromatic amines have been explored affording a new approach towards amino alcohols. This study reveals how the combination of two solid species can afford interesting catalytic properties in heterogeneous phase. ZnO activates ethylene glycol while Pd/C is the responsible of the BH/HA cycle. This catalytic system has also been found useful to dehydrogenate indoles affording indolines that undergo in situ BH/HA cycle prior to re-aromatization, representing a tandem heterogeneous process.

Palladium-catalyzed intramolecular carbene insertion into C(sp3)-H bonds

A palladium-catalyzed carbene insertion into C(sp3)-H bonds leading to pyrrolidines was developed. The coupling reaction can be catalyzed by both Pd0 and PdII, is regioselective, and shows a broad functional group tolerance. This reaction is the first example of palladium-catalyzed C(sp3)-C(sp3) bond assembly starting from diazocarbonyl compounds. DFT calculations revealed that this direct C(sp3)-H bond functionalization reaction involves an unprecedented concerted metalation-deprotonation step. Pd in action: Palladium has been used to catalyze the C(sp3)-H insertion of metal carbenoids derived from α-diazoesters to form pyrrolidines through intramolecular assembly of C(sp3)-C(sp3) bonds. A reaction mechanism involving a metalation-deprotonation step instead of the usual concerted but asynchronous process is proposed.

Bis-aryl urea derivatives as potent and selective LIM kinase (Limk) inhibitors

The discovery/optimization of bis-aryl ureas as Limk inhibitors to obtain high potency and selectivity and appropriate pharmacokinetic properties through systematic SAR studies is reported. Docking studies supported the observed SAR. Optimized Limk inhibitors had high biochemical potency (IC50 400-fold), potent inhibition of cofilin phosphorylation in A7r5, PC-3, and CEM-SS T cells (IC50 1 μM), and good in vitro and in vivo pharmacokinetic properties. In the profiling against a panel of 61 kinases, compound 18b at 1 μM inhibited only Limk1 and STK16 with ≥80% inhibition. Compounds 18b and 18f were highly efficient in inhibiting cell-invasion/migration in PC-3 cells. In addition, compound 18w was demonstrated to be effective on reducing intraocular pressure (IOP) on rat eyes. Taken together, these data demonstrated that we had developed a novel class of bis-aryl urea derived potent and selective Limk inhibitors.