2524-67-6

Basic information

• Product Name: 4-Morpholinoaniline
• Synonyms: p-Morpholinoaniline, 98+%;4-(4-Morpholinyl)aniline;4-(4-Morpholinyl)aniline, 98+%;4-Morpholinoaniline,97.3%;4-morpholinobenzenamine;N-(4-Aminophenyl)morpholine ,97%;4-Morpholine Aniline;4-(Morpholin-4-yl)anilines
• CAS NO: 2524-67-6
• Molecular Formula: C₁₀H₁₄N₂O
• Molecular Weight: 178.23
• EINECS: 219-760-1
• Product Categories: Aromatic Morpholines;pharmacetical;Building Blocks;Heterocyclic Building Blocks;Morpholines
• Mol File: 2524-67-6.mol
• Article Data: 94

Chemical Properties

• Melting Point: 132-135 °C(lit.)
• Boiling Point: 310.47°C (rough estimate)
• Flash Point: 176.4 °C
• Appearance: Purple to brown/Crystalline Powder
• Density: 1.0777 (rough estimate)
• Vapor Pressure: 1.31E-05mmHg at 25°C
• Refractive Index: 1.5250 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Soluble in chloroform, ethyl acetate.
• PKA: 6.72±0.40(Predicted)
• BRN: 150957
• CAS DataBase Reference: 4-Morpholinoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Morpholinoaniline(2524-67-6)
• EPA Substance Registry System: 4-Morpholinoaniline(2524-67-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36/37/39-22
• RIDADR: UN2811
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• Hazardous Substances Data: 2524-67-6(Hazardous Substances Data)

Usage

Description

4-Morpholinoaniline, also known as 4-(4-Morpholinyl)aniline, is a morpholine derivative characterized by the presence of a morpholine ring attached to an aniline group. This organic compound exhibits unique chemical properties and is recognized for its applications in various industries.

Uses

Used in Pharmaceutical Industry:
4-Morpholinoaniline is used as an intermediate in the synthesis of central nervous system (CNS) active agents. It plays a crucial role in the development of medications targeting neurological disorders and conditions, contributing to the advancement of treatments and therapies in this field.
Used in Photography Industry:
In the realm of photography, 4-Morpholinoaniline serves as one of the primary aromatic amines utilized in the color developing process. Its chemical properties facilitate the formation of color images in photographic films, making it an essential component in the production of high-quality photographs.

InChI:InChI=1/C10H14N2O/c11-9-1-3-10(4-2-9)12-5-7-13-8-6-12/h1-4H,5-8,11H2

Upstream product

• 5382-54-7 4-(4-nitroso-phenyl)-morpholine 
• 39910-98-0 4-morpholinoacetophenone 
• 115833-91-5 1-(4-(4-morpholinylphenyl))ethan-1-ol 
• 106-39-8 bromochlorobenzene 
• 110-91-8 morpholine 
• 589-87-7 1,4-bromoiodobenzene 
• 30483-75-1 4-bromophenyl-morpholine 
• 586-78-7 para-nitrophenyl bromide 
• 106-47-8 4-chloro-aniline 
• 70291-67-7 N-(4-chlorophenyl)morpholine 
• 106-40-1 4-bromo-aniline 
• 100-00-5 4-chlorobenzonitrile 
• 92-53-5 4-Phenylmorpholine 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 16153-98-3 N-furfurylidene-4-morpholino-aniline 
• 4433-80-1 acetoacetic acid-(4-morpholino-anilide) 
• 7253-93-2 2-[(4-Morpholino-phenylimino)-methyl]-phenol 
• 301157-20-0 N-(4-morpholinophenylcarbamothioyl)benzamide 
• 130956-92-2 2-methyl-4-(4-morpholino-phenylimino)-cyclohexa-2,5-dienone 
• 95003-50-2 3-hydroxy-[2]naphthoic acid-(4-morpholino-anilide) 
• 103913-29-7 N-(4-morpholin-4-yl-phenyl)-acetamide 
• 95319-82-7 acridin-9-yl-(4-morpholin-4-yl-phenyl)-amine 
• 68944-95-6 4-morpholin-4-yl-N-(2-p-tolyl-indol-3-ylmethylene)-aniline 
• 27311-28-0 2-hydroxy-N-(4-morpholin-4-yl-phenyl)-2-phenyl-acetamide 
• 104686-86-4 (7-methyl-1⁽³⁾H-imidazo[4,5-f]quinolin-9-yl)-(4-morpholin-4-yl-phenyl)-amine 
• 86818-85-1 2-(4-Methoxy-phenyl)-3-(4-morpholin-4-yl-phenyl)-5-[1-phenyl-meth-(Z)-ylidene]-3,5-dihydro-imidazol-4-one 
• 86818-90-8 2-(4-Chloro-phenyl)-5-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-3-(4-morpholin-4-yl-phenyl)-3,5-dihydro-imidazol-4-one 
• 86818-89-5 2-(4-Methoxy-phenyl)-5-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-3-(4-morpholin-4-yl-phenyl)-3,5-dihydro-imidazol-4-one 

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.

Method for preparing amine through catalytic reduction of nitro compound by cyclic (alkyl) (amino) carbene chromium complex

The cyclic (alkyl) (amino) carbene chromium complex is prepared from corresponding ligand salt, alkali and CrCl3 and used for catalyzing pinacol borane to reduce nitro compounds in an ether solvent under mild conditions to generate corresponding amine. The method for preparing amine has the advantages of cheap and accessible raw materials, mild reaction conditions, wide substrate application range, high selectivity and the like, and is simple to operate.

Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications

Transition metal catalysis that utilizes N-heterocyclic carbenes as noninnocent ligands in promoting transformations has not been well studied. We report here a cyclic (alkyl)(amino)carbene (CAAC) ligand-promoted nitro deoxygenative hydroboration with cost-effective chromium catalysis. Using 1 mol % of CAAC-Cr precatalyst, the addition of HBpin to nitro scaffolds leads to deoxygenation, allowing for the retention of various reducible functionalities and the compatibility of sensitive groups toward hydroboration, thereby providing a mild, chemoselective, and facile strategy to form anilines, as well as heteroaryl and aliphatic amine derivatives, with broad scope and particularly high turnover numbers (up to 1.8 × 106). Mechanistic studies, based on theoretical calculations, indicate that the CAAC ligand plays an important role in promoting polarity reversal of hydride of HBpin; it serves as an H-shuttle to facilitate deoxygenative hydroboration. The preparation of several commercially available pharmaceuticals by means of this strategy highlights its potential application in medicinal chemistry.