197846-82-5

Basic information

• Product Name: 4-(3-BROMOPHENYL)MORPHOLINE
• Synonyms: 1-Bromo-3-(morpholin-4-yl)benzene;4-(3-Bromophenyl)morpholine 96%;N-(3-BroMophenyl)Morpholine;Morpholine,4-(3-broMophenyl)-;4-(3-Bromophenyl)morpholine96%;1-BROMO-3-(4-MORPHOLINO)BENZENE;4-(3-BROMOPHENYL)MORPHOLINE
• CAS NO: 197846-82-5
• Molecular Formula: C₁₀H₁₂BrNO
• Molecular Weight: 242.11
• Product Categories: Aryl;Organohalides;Halides;Phenyls & Phenyl-Het;pharmacetical
• Mol File: 197846-82-5.mol

Chemical Properties

• Boiling Point: 341.06 °C at 760 mmHg
• Flash Point: 160.067 °C
• Appearance: /
• Density: 1.433
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.02±0.40(Predicted)
• CAS DataBase Reference: 4-(3-BROMOPHENYL)MORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-BROMOPHENYL)MORPHOLINE(197846-82-5)
• EPA Substance Registry System: 4-(3-BROMOPHENYL)MORPHOLINE(197846-82-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 197846-82-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
4-(3-BROMOPHENYL)MORPHOLINE is used as an intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into the molecular structures of various drugs. Its presence in drug molecules can contribute to the modification of pharmacokinetic and pharmacodynamic properties, enhancing the efficacy and selectivity of the resulting pharmaceuticals.
Used in Agrochemical Production:
In the agrochemical industry, 4-(3-BROMOPHENYL)MORPHOLINE is utilized as a precursor in the development of new agrochemicals. Its unique structure allows for the creation of compounds with specific pesticidal or herbicidal properties, contributing to the advancement of crop protection strategies.
Used as a Research Tool in Chemical Reactions:
4-(3-BROMOPHENYL)MORPHOLINE serves as a valuable research tool in the study of chemical reactions. Its reactivity and structural features make it suitable for investigating various organic synthesis pathways and understanding the mechanisms of different chemical transformations.
Used in the Development of New Materials:
Beyond its applications in pharmaceuticals and agrochemicals, 4-(3-BROMOPHENYL)MORPHOLINE may also be employed in the development of new materials. Its unique chemical properties can be leveraged to create novel materials with specific characteristics, such as improved stability, reactivity, or selectivity, for use in various industrial applications.

Upstream product

• 736990-80-0 4-bromo-2-morpholinobenzaldehyde 
• 110-91-8 morpholine 
• 57848-46-1 4-bromo-2-fluorobenzaldehyde 
• 108-86-1 bromobenzene 
• 108-36-1 1,3-dibromobenzene 
• 591-19-5 m-Bromoaniline 
• 540-51-2 2-bromoethanol 

Downstream Products

• 1350730-00-5 3-[5-(3-morpholin-4-ylphenoxy)pyrimidin-2-ylamino]-benzonitrile 
• 1350730-01-6 2-fluoro-5-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzo-nitrile 
• 1350730-02-7 2-fluoro-5-{methyl-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-yl-]amino}benzonitrile 
• 1350730-03-8 2,6-difluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile 
• 1350730-04-9 2-chloro-5-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile 
• 1350730-05-0 3-fluoro-5-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile 
• 1350730-06-1 2-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile 
• 1350730-07-2 4-fluoro-3-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile 
• 1350730-08-3 2-methoxy-5-[5-(3-morpholin-4-ylphenoxy)-pyrimidin-2-ylamino]-benzonitrile 
• 1350660-03-5 4-[3-(2-chloro-pyrimidin-5-yloxy)phenyl]morpholine 
• 863377-22-4 [3-(morpholine-4-yl)phenyl]boronic acid 

Relevant articles and documents

Transition Metal-Free Synthesis of meta-Bromo- and meta-Trifluoromethylanilines from Cyclopentanones by a Cascade Reaction

Anilines are key constituents in biologically active compounds and often obtained from transition metal-catalyzed coupling of an aryl halide with an amine. In this work, we report a transition metal-free method for the synthesis of meta-bromo- and meta-trifluoromethylanilines starting from 3-tribromomethylcyclopentanone or 3-(2-bromo-2-chloro-1,1,1-trifluoroethyl)cyclopentanone, respectively. The scope of the transformation is shown by application of primary, secondary and aromatic amines. The reaction proceeds in acceptable to high yields (20–81 %), and allows for the synthesis of anilines with substitution patterns otherwise difficult to access.

Amination of Aryl Halides Mediated by Electrogenerated Nickel from Sacrificial Anode

Electrochemical C(sp2)?N couplings mediated by nickel salts generated from the sacrificial anode has been described for the first time. In this approach, the sacrificial nickel anode is employed as the sole source of nickel and the process, operationally simple to set up, enables the preparation of functionalized arylamine derivatives with moderate to good yields, under mild reaction conditions and without additional ligand. A cooperative process between the two electrodes is involved in the proposed mechanism.

Catalyst-free photodecarbonylation ofortho-amino benzaldehyde

It is almost a consensus that decarbonylation of the aldehyde group (-CHO) needs to not only be mediated by transition metal catalysts, but also requires severe reaction conditions (high temperature and long reaction time). In this work, inspired by the “conformational-selectivity-based” design strategy, we broke this consensus and discovered a catalyst-free photodecarbonylation of the aldehyde group. It revealed that decarbonylation can be easily achieved with visible light irradiation by introducing a tertiary amine into theortho-position of the aldehyde group. A diverse array of tertiary amines is tolerated by our photodecarbonylation under mild conditions. Furthermore, the (QM) computations of the mechanism and the experiments on well-designed special substrates revealed that our photodecarbonylation depends on the conformational specificity of the aldehyde group and tertiary amine, and occurs through an unusual [1,4]-H shift and a subsequent [1,3]-H shift.

Photo-induced dealdehyding method

The invention provides a photo-induced dealdehyding method, and belongs to the technical field of organic synthesis. The photo-induced dealdehyding method comprises the following steps that a mixtureof a compound shown in the formula I and a solvent are reacted under an inert gas atmosphere and visible light irradiation, a dealdehyding product is obtained, and no photocatalyst is used in the whole process; wherein the structural formula of the formula I shown in the specification, R is a functional group and is selected from hydrogen, methyl, methoxyl, cyano, chlorine, bromine or fluorine. According to the photo-induced dealdehyding method, in the inert gas atmosphere, the compound shown in the formula (I) can be excited to generate carbon-oxygen bond homogeneous cracking through visiblelight irradiation, then free radical migration and double bond displacement are conducted, finally carbon monoxide is removed, aldehyde group removal is completed, no photocatalyst is needed in the whole process, operation is easy and convenient, and conditions are mild.

Bicyclic alkaloid compound, preparation method and applications thereof

The present invention relates to a bicyclic alkaloid compound, or a tautomer, a stereoisomer, a racemate, the non-equal mixture of enantiomers, a geometric isomer, a solvate, a pharmaceutically acceptable salt or a prodrug thereof, and a pharmaceutical composition containing the compound. The invention further discloses uses of the compounds and the pharmaceutical composition thereof as drugs, especially as anti-inflammatory drugs and anti-fibrotic drugs.

Protozoan Parasite Growth Inhibitors Discovered by Cross-Screening Yield Potent Scaffolds for Lead Discovery

Tropical protozoal infections are a significant cause of morbidity and mortality worldwide; four in particular (human African trypanosomiasis (HAT), Chagas disease, cutaneous leishmaniasis, and malaria) have an estimated combined burden of over 87 million disability-adjusted life years. New drugs are needed for each of these diseases. Building on the previous identification of NEU-617 (1) as a potent and nontoxic inhibitor of proliferation for the HAT pathogen (Trypanosoma brucei), we have now tested this class of analogs against other protozoal species: T. cruzi (Chagas disease), Leishmania major (cutaneous leishmaniasis), and Plasmodium falciparum (malaria). Based on hits identified in this screening campaign, we describe the preparation of several replacements for the quinazoline scaffold and report these inhibitors' biological activities against these parasites. In doing this, we have identified several potent proliferation inhibitors for each pathogen, such as 4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-(4-((4-methyl-1,4-diazepan-1-yl)sulfonyl)phenyl)quinoline-3-carbonitrile (NEU-924, 83) for T. cruzi and N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-7-(4-((4-methyl-1,4-diazepan-1-yl)sulfonyl)phenyl)cinnolin-4-amine (NEU-1017, 68) for L. major and P. falciparum.

Palladium-catalyzed monoamination of dihalogenated benzenes

The palladium-catalyzed monoamination of symmetric dibromobenzenes can be performed using a catalyst based on Pd2dba3 and BINAP in the presence of NaO(t-Bu). The analogous transformation of non-symmetric bromoiodobenzenes is most effectively performed with Xantphos as the ligand, while reactions with BINAP were non-selective. These transformations can be scaled uneventfully to >10 g quantities. They do not require drybox or Schlenk techniques, and all reagents are weighed out in air. The resulting monobromoanilines are versatile intermediates for further synthetic transformations.

Novel carbamate and oxamide compounds

Disclosed are novel aromatic compounds of the formula(I) described herein, wherein G, E, W, Ar, X, Y and Z are disclosed herein. The compounds are useful for treating cytokine mediated diseases or conditions such as chronic inflammatory diseases. Also disclosed are pharmaceutical compositions containing and processes of making such compounds.