6315-51-1

Usage

Uses

Used in Chemical Synthesis:
2-DIPHENYLAMINO-ETHANOL is used as a key intermediate for the synthesis of dyes and pigments, due to its ability to react with various organic compounds, contributing to the development of a wide range of colorants for different applications.
Used in Pharmaceutical Manufacturing:
2-DIPHENYLAMINO-ETHANOL is used as a crucial component in the production of pharmaceuticals, leveraging its chemical properties to facilitate the creation of new and effective medications.
Used in Agrochemical Production:
2-DIPHENYLAMINO-ETHANOL is utilized as an intermediate in the manufacturing of agrochemicals, playing a role in the development of products designed to enhance crop protection and yield.
Used in Plastics Industry:
2-DIPHENYLAMINO-ETHANOL is used as a stabilizer in plastics, helping to improve the durability and performance of plastic materials, thereby extending their useful life and reducing environmental impact.
Used in Lubricant Formulation:
2-DIPHENYLAMINO-ETHANOL is employed as an additive in lubricants, enhancing their properties to provide better performance under various operating conditions.
It is important to handle 2-DIPHENYLAMINO-ETHANOL with care, as it may cause irritation to the skin, eyes, and respiratory system, indicating the need for proper safety measures during its use and manipulation in various applications.

InChI:InChI=1/C14H15NO/c16-12-11-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10,16H,11-12H2

Upstream product

• 122-39-4 diphenylamine 
• 107-07-3 2-chloro-ethanol 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 141-43-5 ethanolamine 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 1523440-95-0 2-(4-(diphenylamino)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 
• 87-72-9 D-Xylose 
• 540-51-2 2-bromoethanol 
• 75-21-8 oxirane 

Downstream Products

• 136059-31-9 1-chloro-4-(2-(diphenylamino)ethoxy)butane 
• 93007-91-1 diphenyl-(2-vinyloxy-ethyl)-amine 

Relevant academic research and scientific papers

Aza-Matteson Reactions via Controlled Mono-and Double-Methylene Insertions into Nitrogen-Boron Bonds

Boron-homologation reactions represent an efficient and programmable approach to prepare alkylboronates, which are valuable and versatile synthetic intermediates. The typical boron-homologation reaction, also known as the Matteson reaction, involves formal carbenoid insertions into C-B bonds. Here we report the development of aza-Matteson reactions via carbenoid insertions into the N-B bonds of aminoboranes. By changing the leaving groups of the carbenoids and altering Lewis acid activators, selective mono- and double-methylene insertions can be realized to access various α- and β-boron-substituted tertiary amines, respectively, from common secondary amines. The derivatization of complex amine-containing bioactive molecules, diverse functionalization of the boronate products, and sequential insertions of different carbenoids have also been achieved.

Direct hydroxyethylation of amines by carbohydrates: Via ruthenium catalysis

An efficient and halogen-free catalytic methodology for the synthesis of β-amino alcohols from aromatic amines and biomass-derived carbohydrates is demonstrated for the first time. The activation of C5/C6 sugars by a ruthenium catalyst selectively generates the C2 alkylating reagent glycolaldehyde. The transformation involves metal-catalyzed hydrogen borrowing for the reduction of the imine intermediate. A series of arylamines bearing various substituents were successfully transformed into the desired products in good to excellent yields.

Facile N-arylation of amines and sulfonamides and O-arylation of phenols and arenecarboxylic acids

An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl inflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates a variety of functional groups.

Bioisosteric replacement in the design and synthesis of ligands for nicotinic acetylcholine receptors

A series of ethers containing pyrrolidine and/or pyridine bioisosteres was synthesized and evaluated as nicotinic ligands. The dimethylaminoethoxypyridines 6 and 7 inhibited the specific binding of (-)-[3H]Nicotine with Ki values of 300 nM and 450 nM, respectively. Compounds 8 and 9 were found to have Ki values of 3390 nM and 360 nM. These results suggest that dialkylamino and appropriately substituted benzene rings (NO2, 8; OH, 9) are bioisosteric replacements for pyrrolidine and pyridine, respectively. Birkhaeuser Boston 2006.

Method of treating filariae

The present invention relates to a novel method for treating a mammal suffering from filariae.

Synthesis of novel GABA uptake inhibitors. 4. Bioisosteric transformation and successive optimization of known GABA uptake inhibitors leading to a series of potent anticonvulsant drug candidates

By bioisosteric transformations and successive optimization of known GABA uptake inhibitors, several series of novel GABA uptake inhibitors have been prepared by different synthetic approaches. These compounds are derivatives of nipecotic acid and guvacine, substituted at the nitrogen of these amino acids by various lipophilic moieties such as diarylaminoalkoxyalkyl or diarylalkoxyalkyl. The in vitro values for inhibition of [3H]GABA uptake in rat synaptosomes was determined for each compound, and it was found that the most potent compound from this series, (R)-1-(2-(3,3-diphenyl-1-propyloxy)ethyl)-3-piperidinecarboxylic acid hydrochloride (29), is so far the most potent parent compound inhibiting GABA uptake into synaptosomes. Structure-activity results confirm our earlier observations, that an electronegative center in the chain connecting the amino acid and diaryl moiety is very critical in order to obtain high in vitro potency. Several of the novel compounds were also evaluated for their ability in vivo to inhibit clonic seizures induced by a 15 mg/kg (ip) dose of methyl 6,7-dimethoxy-4-ethyl-β-carboline-3-carboxylate (DMCM). Some of the compounds tested show a high in vivo potency comparable with that of the recently launched anticonvulsant product 6 ((R)-1-(4,4-bis(3-methyl-2- thienyl)-3-butenyl)-3-piperidinecarboxylic acid).

Heterocyclic carboxylic acids

Novel N-substituted azaheterocyclic carboxylic acids and esters thereof in which a substituted alkyl chain forms part of the N-substituent, the compounds thus having the general formula I STR1 wherein Y is STR2 wherein R1 and R2 independently are C3-8 cycloalkyl phenyl or thienyl all of which may be optionally substituted with halogen, trifluoromethyl, C1-16 alkyl or C1-6 alkoxy; s is 1, 2 or 3; x is --CH2 --, --O-- or STR3 -wherein R3 is hydrogen or C1-6 -alkyl; r is 2, 3 or 4; R4 and R5 each represents hydrogen or may together represent a bond and R6 is OH or C1-8 -alkoxy; and pharmaceutically acceptable acid addition salts are potent inhibitors of GABA uptake from the synaptic cleft.

Omega-quaternary ammonium alkyl esters and thioesters of acidic nonsteroidal antiinflammatory drugs

Quaternary ammonium alkyl esters and thioesters of acidic nonsteroidal anti-inflammatory drugs (NSAIDs) are disclosed. These esters and thioesters display the anti--inflammatory profile of the parent NSAIDs with greatly reduced gastrointestinal irritancy, providing a more favorable separation of therapeutic activity and toxicological side effects than the parent NSAIDs.

The Catalytic Effect of Copper Ions in the Phenylation Reaction of David and Thieffry

Several types of bifunctional molecules are smoothly phenylated by triphenylbismuth diacetate in a reaction which has an induction period, a curious solvent dependence, and the need for illumination; however, the addition of a small amount of Cu(OAc)2 removes all these limitations and accelerates greatly the reaction.