6950-88-5

Basic information

• Product Name: 4-(3-methoxy-4-nitrophenyl)morpholine
• Synonyms: 4-(3-methoxy-4-nitrophenyl)morpholine;Morpholine,4-(3-methoxy-4-nitrophenyl)-
• CAS NO: 6950-88-5
• Molecular Formula: C₁₁H₁₄N₂O₄
• Molecular Weight: 238.23986
• EINECS: 230-122-1
• Mol File: 6950-88-5.mol
• Article Data: 21

Chemical Properties

• Melting Point: 165-168°
• Boiling Point: 425.6 °C at 760 mmHg
• Flash Point: 211.2 °C
• Appearance: /
• Density: 1.263 g/cm³
• Vapor Pressure: 1.89E-07mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.39±0.40(Predicted)
• CAS DataBase Reference: 4-(3-methoxy-4-nitrophenyl)morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-methoxy-4-nitrophenyl)morpholine(6950-88-5)
• EPA Substance Registry System: 4-(3-methoxy-4-nitrophenyl)morpholine(6950-88-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6950-88-5(Hazardous Substances Data)

Usage

General Description

4-(3-methoxy-4-nitrophenyl)morpholine is a chemical compound with the molecular formula C11H14N2O4. It is a morpholine derivative that contains a substituted nitrophenyl group. 4-(3-methoxy-4-nitrophenyl)morpholine is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also known for its potential as a building block in the development of various biologically active compounds. The presence of the morpholine and nitrophenyl groups in its structure makes it a versatile molecule with potential applications in diverse fields such as medicinal chemistry, organic synthesis, and material science. Additionally, its methoxy group provides a level of reactivity and selectivity that makes it useful in the synthesis of complex organic molecules.

InChI:InChI=1/C11H14N2O4/c1-16-11-8-9(2-3-10(11)13(14)15)12-4-6-17-7-5-12/h2-3,8H,4-7H2,1H3

Upstream product

• 110-91-8 morpholine 
• 6627-53-8 1-chloro-3-methoxy-4-nitrobenzene 
• 448-19-1 4-fluoro-2-methoxy-1-nitrobenzene 
• 74-88-4 methyl iodide 
• 175135-19-0 AMA₅₆ 

Downstream Products

• 1024611-37-7 N-(2-methoxy-4-morpholinophenyl)-6-(thiazol-2-yl)quinazolin-4-amine 
• 1395171-68-2 C₂₇H₃₇N₇O₃ 
• 1246529-79-2 N₆-cyclohexyl-N₂-[2-methoxy-4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine 
• 1312163-38-4 2-(2-(2-methoxy-4-morpholinophenylamino)-7-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-N-methylbenzamide 
• 1312163-37-3 4-chloro-N-(2-methoxy-4-morpholinophenyl)-7-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolO[2,3-d]pyrimidin-2-amine 
• 1312162-29-0 2-(2-(2-methoxy-4-morpholinophenylamino)-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-N-methylbenzamide 
• 1372262-84-4 N-ethyl-N-{3-[( {2-[(2-methoxy-4-morpholin-4-ylphenyl)amino]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)methyl]pyridin-2-yl}methanesulfonamide 
• 1372262-90-2 N-ethyl-N-(3-((2-(2-methoxy-4-morpholinophenylamino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)methyl)pyridin-2-yl)methanesulfonamide 
• 1372262-89-9 N-(2-methoxy-4-morpholinophenyl)-4-(methylsulfonyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine 

Relevant articles and documents

Optimization of WZ4003 as NUAK inhibitors against human colorectal cancer

NUAK, the member of AMPK (AMP-activated protein kinase) family of protein kinases, is phosphorylated and activated by the LKB1 (liver kinase B1) tumor suppressor protein kinase. Recent work has indicated that NUAK1 is a key component of the antioxidant stress response pathway, and the inhibition of NUAK1 will suppress the growth and survival of colorectal tumors. As a promising target for anticancer drugs, few inhibitors of NUAK were developed. With this goal in mind, based on NUAK inhibitor WZ4003, a series of derivatives has been synthesized and evaluated for anticancer activity. Compound 9q, a derivative of WZ4003 by removing a methoxy group, was found to be the most potential one with stronger inhibitory against NUAK1/2 enzyme activity, tumor cell proliferation and inducing apoptosis of tumor cells. By in vivo efficacy evaluations of colorectal SW480 xenografts, 9q suppresses tumor growth more effectively with an excellent safety profile in vivo and is therefore seen as a suitable candidate for further investigation.

Design, synthesis and biological evaluation of novel pteridinone derivatives as potent dual inhibitors of PLK1 and BRD4

To develop novel simultaneous inhibition of PLK1 and BRD4 bromodomain by a single molecule, three series of novel pteridinone derivatives were designed, synthesized and evaluated for their biological activity. Most compounds exhibited moderate to excellent cytotoxic activity against A549, HCT116, PC-3 and MCF-7 cell lines. The most promising compound III4 showed high antiproliferative effects on four cell lines with IC50 values of 1.27 μM, 1.36 μM, 3.85 μM and 4.06 μM, respectively. The enzymatic assay identified III4 as a potent PLK1 and BRD4 dual inhibitor with % inhibition values of 96.6 and 59.1, respectively. Furthermore, to clarify the anticancer mechanism of the target compounds, explorations in the bioactivity were conducted. The results showed that compound III4 obviously inhibited the proliferation of HCT-116 cell lines, induced a great decrease in the mitochondrial membrane potential leading to apoptosis of cancer cells, suppressed the migration of tumor cells, and arrested the S phase of HCT116 cells.

Aminopyrimidine compound and application thereof in anti-cancer drugs

The invention provides an aminopyrimidine compound and application thereof in anti-cancer drugs. The compound is of the structure shown in the general formula (I), wherein m is 0-4, and n is 0-4; R1 is selected from amino, an alkyl amino group, an amino alkyl group and an alkyl amino carbonyl group; R2 is selected from hydrogen, hydroxyl, nitro, halogen, amino, a cyano group, an alkyl group, an alkenyl group, a halogen alkyl group, a hetero alkyl group, an alkyl amino group, an amino alkyl group, an alkyl carbonyl group, an alkyl amino carbonyl group and a aryl carbonyl group; X is selected from an oxygen atom, an amino group or a methylamino group. The compound can be used for improving the inhibition rate of EGFRT790M and has higher anticancer activity.