93246-53-8

Basic information

• Product Name: 3-FLUORO-4-MORPHOLIN-4-YL-PHENYLAMINE
• Synonyms: AKOS B033533;3-FLUORO-4-(4-MORPHOLINYL)-BENZEAMINE;3-FLUORO-4-(4-MORPHOLINYL)-BENZENAMINE;3-FLUORO-4-MORPHOLIN-4-YL-PHENYLAMINE;3-FLUORO-4-MORPHOLIN-ANILINE;3-FLUORO-4-MORPHOLINOANILINE;3-FLUORO-4-MORPHOLINOPHENYLAMINE;TIMTEC-BB SBB010944
• CAS NO: 93246-53-8
• Molecular Formula: C₁₀H₁₃FN₂O
• Molecular Weight: 196.22
• EINECS: 1806241-263-5
• Product Categories: Agonist;linezolid intermediate
• Mol File: 93246-53-8.mol
• Article Data: 75

Chemical Properties

• Melting Point: 121-123°C
• Boiling Point: 364.9 °C at 760 mmHg
• Flash Point: 174.5 °C
• Appearance: brown solid
• Density: 1.232 g/cm³
• Vapor Pressure: 1.63E-05mmHg at 25°C
• Refractive Index: 1.57
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Methanol
• PKA: 6.53±0.40(Predicted)
• CAS DataBase Reference: 3-FLUORO-4-MORPHOLIN-4-YL-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUORO-4-MORPHOLIN-4-YL-PHENYLAMINE(93246-53-8)
• EPA Substance Registry System: 3-FLUORO-4-MORPHOLIN-4-YL-PHENYLAMINE(93246-53-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 93246-53-8(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Uses

Intermediate in the synthesis of Linezolid (L466500).

InChI:InChI=1/C10H13FN2O/c11-9-7-8(12)1-2-10(9)13-3-5-14-6-4-13/h1-2,7H,3-6,12H2

Upstream product

• 367-11-3 ortho-difluorobenzene 
• 100-00-5 4-chlorobenzonitrile 
• 350-31-2 1-chloro-2-fluoro-4-nitrobenzene 
• 1321455-47-3 1-tert-butyl-N-(3-fluoro-4-morpholinophenyl)-1,1-dimethylsilanamine 
• 110-91-8 morpholine 
• 369-34-6 3,4-difluoronitrobenzene 
• 2689-39-6 3-fluoro-4-(4-morpholinyl)nitrobenzene 
• 455-86-7 3,4-Difluorobenzoic acid 
• 64248-62-0 3,4-Difluorobenzonitrile 
• 588708-64-9 3-fluoro-4-(morpholin-4-yl)benzonitrile 

Downstream Products

• 168828-81-7 benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate 
• 588708-64-9 3-fluoro-4-(morpholin-4-yl)benzonitrile 
• 513068-96-7 3-(3-fluoro-4-morpholin-4-yl-phenyl)-5-hydroxymethyl-oxazolidin-2-one 
• 224323-50-6 linezolid 
• 858344-36-2 methanesulfonic acid 3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-oxazolidin-5-ylmethyl ester 
• 513068-92-3 3-{3-fluoro-4-morpholinophenyl}-5-(tetrahydro-2H-2-pyranyloxy-methyl)-2-oxazolidinone 
• 856900-33-9 [3-fluoro-4-(4-morpholinyl)phenyl][(8-{[4-(trifluoromethyl) phenyl]methyl}-8-azabicyclo[3.2.1]oct-3-yl)methyl]amine hydrochloride 
• 868405-66-7 N-[3-chloro-2-(R)-hydroxypropyl]-3-fluoro-4-(morpholin-4-yl)aniline 
• 874340-08-6 N-[3-phthalimido-2-(R)-hydroxypropyl]-3-fluoro-4-(4-morpholinyl)aniline 
• 903593-93-1 N-[4(R)-(2,2-dimethyl-1,3-dioxolane-4-yl)methyl]-3-fluoro-4-morpholinylaniline 
• 856900-29-3 8-[1-(4-ethyl-phenyl)-methanoyl]-8-aza-bicyclo[3.2.1]octane-3-carboxylic acid (3-fluoro-4-morpholin-4-yl-phenyl)-amide 
• 1213258-47-9 3,3'-disulfanediylbis(N-(3-fluoro-4-morpholinophenyl)propanamide) 
• 565176-83-2 N-ethoxycarbonyl-3-fluoro-4-morpholinyl aniline 
• 1321455-47-3 1-tert-butyl-N-(3-fluoro-4-morpholinophenyl)-1,1-dimethylsilanamine 

Relevant articles and documents

Novel 3-fluoro-4-morpholinoaniline derivatives: Synthesis and assessment of anti-cancer activity in breast cancer cells

Heterocyclic morpholine compounds are well-known for their anti-cancer activity. In this study, novel morpholine and its sulfonamide derivatives were designed and synthesized as potential anti-tumor agents. The new compounds were obtained from amine derivatives via nucleophilic addition reactions, providing the desired products in 70 to 90% yield. The docking analysis was performed for all thirty-one compounds. Out of them, we represent the docking poses for compounds NAM-5 and NAM-7 as representatives. After docking analysis, compounds NAM-5 and NAM- 7 were tested for in vitro antitumor activity against breast cancer cell lines (MCF-7 and MDA-MB-231) and healthy mouse embryonic fibroblast cell line (3T3L-1). Amongst these, sulfonamide group-containing compound NAM-5 showed significant anti-proliferative activity with IC50 of 1.811 μM and 2.143 μM for MCF-7 and MDA-MB-231 cells, respectively. On the other hand, NAM-7 showed good anti-proliferative activity against MCF-7 (IC50 1.883 μM) but slightly lower activity against MDA-MB-231 cells (IC50 4.688 μM). The activity of both the compound was also tested on 3T3L-1 Cell line which showed activity similar to clinically approved anti-cancer drug doxorubicin (DOX). The cell death analysis by flow-cytometry confirmed apoptosis mediated cell death in 3T3L-1, MCF-7 and MDA-MB-231 cells when treated with the NAM-5 and NAM-7, respectively. The results demonstrated that the synthesized sulfonamide derivatives have significant potential as anti-cancer agents and have a substantial importance in cancer therapeutics with favourable safety profile. Structural analysis of docked poses of sulfonamide derivatives attempts to shed light on the structural basis of sulfonamide derivatives based anti-cancer effect.

Discovery and optimization of withangulatin A derivatives as novel glutaminase 1 inhibitors for the treatment of triple-negative breast cancer

To develop novel GLS1 inhibitors as effective therapeutic agents for triple-negative breast cancer (TNBC), 25 derivatives were synthesized from the natural inhibitor withangulatin A (IC50 = 18.2 μM). Bioassay optimization identified a novel and

Synthesis of covalent bonding MWCNT-oligoethylene linezolid conjugates and their antibacterial activity against bacterial strains

Nowadays, infectious diseases caused by drug-resistant bacteria have become especially important. Linezolid is an antibacterial drug active against clinically important Gram positive strains; however, resistance showed by these bacteria has been reported. Nanotechnology has improved a broad area of science, such as medicine, developing new drug delivery and transport systems. In this work, several covalently bounded conjugated nanomaterials were synthesized from multiwalled carbon nanotubes (MWCNTs), a different length oligoethylene chain (Sn), and two linezolid precursors (4and7), and they were evaluated in antibacterial assays. Interestingly, due to the intrinsic antibacterial activity of the amino-oligoethylene linezolid analogues, these conjugated nanomaterials showed significant antibacterial activity against various tested bacterial strains in a radial diffusion assay and microdilution method, including Gram negative strains asEscherichia coli(11 mm, 6.25 μg mL?1) andSalmonella typhi(14 mm, ≤0.78 μg mL?1), which are not inhibited by linezolid. The results show a significant effect of the oligoethylene chain length over the antibacterial activity. Molecular docking of amino-oligoethylene linezolid analogs shows a more favorable interaction of theS2-7analog in the PTC ofE. coli.