39905-50-5

Basic information

• Product Name: 4-PENTYLOXYANILINE
• Synonyms: 4-(pentyloxy)-benzenamin;Benzenamine, 4-(pentyloxy)-;4-PENTYLOXYANILINE;P-(PENTYLOXY)ANILINE;TIMTEC-BB SBB008317;4-n-Pentoxyaniline;4-(PENTYLOXY)ANILINE 99%;4-Pentoxyaniline
• CAS NO: 39905-50-5
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.26
• EINECS: 254-695-2
• Product Categories: Alkylanilines
• Mol File: 39905-50-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 311.8°C (rough estimate)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.97 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00164mmHg at 25°C
• Refractive Index: n20/D 1.532(lit.)
• CAS DataBase Reference: 4-PENTYLOXYANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PENTYLOXYANILINE(39905-50-5)
• EPA Substance Registry System: 4-PENTYLOXYANILINE(39905-50-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 39905-50-5(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow-brownish liquid

InChI:InChI=1/C11H17NO/c1-2-3-4-9-13-11-7-5-10(12)6-8-11/h5-8H,2-4,9,12H2,1H3

Upstream product

• 110-53-2 1-Bromopentane 
• 1693-39-6 N-(4-hydroxyphenyl)formamide 
• 41240-76-0 N-(4-Pentyloxy-phenyl)-acetamide 
• 63469-11-4 1-nitro-4-(pentyloxy)benzene 
• 103-90-2 4-acetaminophenol 
• 100-02-7 4-nitro-phenol 
• 628-17-1 amyl iodide 

Downstream Products

• 14921-62-1 4-pentyloxy-N-(4-pentyloxy-benzyliden)-aniline 
• 102556-95-6 N-(4-pentyloxy-phenyl)-N',N''-di-[2]pyridyl-guanidine 
• 17608-15-0 1-isothiocyanato-4-pentyloxy-benzene 
• 93739-40-3 4-ethoxy-2-hydroxybenzal-4'-amyloxyaniline 
• 65937-75-9 4-n-ethoxy-1-naphthylidene-p-n-pentyloxyaniline 
• 65937-74-8 4-n-propyloxy-1-naphthylidene-p-n-pentyloxyaniline 
• 65937-73-7 4-n-butyloxy-1-naphthylidene-p-n-pentyloxyaniline 
• 65937-77-1 4-n-pentyloxy-1-naphthylidene-p-n-pentyloxyaniline 
• 65937-76-0 4-n-methoxy-1-naphthylidene-p-n-pentyloxyaniline 
• 104952-87-6 (4-Pentyloxy-phenyl)-[1-phenanthren-2-yl-meth-(E)-ylidene]-amine 
• 92524-23-7 [1-(9H-Fluoren-2-yl)-meth-(E)-ylidene]-(4-pentyloxy-phenyl)-amine 

Relevant articles and documents

Development of LM98, a Small-Molecule TEAD Inhibitor Derived from Flufenamic Acid

The YAP-TEAD transcriptional complex is responsible for the expression of genes that regulate cancer cell growth and proliferation. Dysregulation of the Hippo pathway due to overexpression of TEAD has been reported in a wide range of cancers. Inhibition of TEAD represses the expression of associated genes, demonstrating the value of this transcription factor for the development of novel anti-cancer therapies. We report herein the design, synthesis and biological evaluation of LM98, a flufenamic acid analogue. LM98 shows strong affinity to TEAD, inhibits its autopalmitoylation and reduces the YAP-TEAD transcriptional activity. Binding of LM98 to TEAD was supported by 19F-NMR studies while co-crystallization experiments confirmed that LM98 is anchored within the palmitic acid pocket of TEAD. LM98 reduces the expression of CTGF and Cyr61, inhibits MDA-MB-231 breast cancer cell migration and arrests cell cycling in the S phase during cell division.

Synthesis and mesomorphic properties of 2,4-bis(4′-n-pentyloxybenzoyloxy)- benzylidine-4″- n-alkoxyaniline

The synthesis and mesomorphic properties of a new series of 2,4-bis(4′-npentyloxybenzoyloxy)- benzylidine-4″ -n-alkoxyaniline (DC5An) are reported. The molecular structure of compounds was confirmed by FTIR, 1H-NMR, 13C-NMR, mass spectroscopy and elemental analysis. The mesomorphic properties were studied by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) measurements. All compounds of the series exhibit nematic (N) and smectic C (SmC) phases. The first four homologues (DC5A1-DC5A4) display a N mesophase, whereas the highest homologues (DC5A5-DC5A10) exhibit an enantiotropic dimorphism N and SmC phases. The mesomorphic properties of the present series are compared and discussed with other structurally related series.

Liquid crystalline properties of dimers having o-, m- and p- positional molecular structures

With the objective to design and synthesis of Schiff's base symmetrical liquid crystal dimmers and to study the effect of molecular structure variation (o-ortho, m-meta, p-para) and change in alkoxy terminal chain length on mesomorphic properties of liquid crystals, We have synthesized Schiff base dimers from dialdehyde derivative containing 2-hydroxy-1,3-dioxypropylene as short spacer with aniline derivatives having different lengths of terminal alkoxy chains (n = 5, 7, 9). The chemical structure of the final products was characterized by proton nuclear magnetic resonance (1H NMR) spectroscopy and fourier transform infrared (FT-IR) spectroscopy. The mesomorphic properties and optical textures of the resultant dimers were characterized by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). The existence of smectic A phase transition was confirmed by the observation of batonnets and fan shaped textures in optical microscopy when compound were heated from crystalline phase. All of the dimers of this series, with the exception of 2S5 -ortho, -meta, -para, were thermotropic liquid crystal. The compound 2S9 -meta was monotropic, while the rest were enantiotropic. It was found that the change in terminal alkoxy chain length has pronounced effect on the mesomorphic properties. The temperature range of smectic A phase window widens with increasing alkoxy chain length.