7474-82-0

Basic information

• Product Name: 3-methoxy-N1,N1-dimethylbenzene-1,4-diamine
• Synonyms: 3-methoxy-N1,N1-dimethylbenzene-1,4-diamine;3-Methoxy-1-N,1-N-dimethylbenzene-1,4-diamine
• CAS NO: 7474-82-0
• Molecular Formula: C₉H₁₄N₂O
• Molecular Weight: 166.22026
• Mol File: 7474-82-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 266.5°C at 760 mmHg
• Flash Point: 115°C
• Appearance: /
• Density: 1.081g/cm³
• Vapor Pressure: 0.00862mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 3-methoxy-N1,N1-dimethylbenzene-1,4-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methoxy-N1,N1-dimethylbenzene-1,4-diamine(7474-82-0)
• EPA Substance Registry System: 3-methoxy-N1,N1-dimethylbenzene-1,4-diamine(7474-82-0)

Safety Data

• Hazardous Substances Data: 7474-82-0(Hazardous Substances Data)

Usage

General Description

3-methoxy-N1,N1-dimethylbenzene-1,4-diamine is a chemical compound with the molecular formula C10H16N2O. It is also known as 3,3'-Dimethyl-4,4'-methylenedianiline or DDM. 3-methoxy-N1,N1-dimethylbenzene-1,4-diamine is commonly used in the production of polymers and as a curing agent in the manufacture of epoxy resins. It is known for its high heat resistance and is often utilized in industries such as aerospace, automotive, and construction for its ability to enhance the mechanical and thermal properties of materials. Additionally, it is also used as a component in various adhesives, coatings, and electrical insulation materials. However, it is important to handle this compound with caution, as it can be toxic and pose health hazards if not used and stored properly.

InChI:InChI=1/C9H14N2O/c1-11(2)7-4-5-8(10)9(6-7)12-3/h4-6H,10H2,1-3H3

Upstream product

• 7475-00-5 C₁₁H₁₆N₂O₂ 
• 14703-82-3 3-methoxy-N,N-dimethyl-4-nitroaniline 
• 448-19-1 4-fluoro-2-methoxy-1-nitrobenzene 

Downstream Products

• 1283742-06-2 C₁₅H₂₂N₂O₃ 
• 1363160-91-1 N-(3-(7-(4-(dimethylamino)-2-methoxyphenylamino)-3-methyl-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl)phenyl)acrylamide 

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.

Ratiometric fluorescent sensor based on inhibition of resonance for detection of cadmium in aqueous solution and living cells

Although cadmium has been recognized as a highly toxic heavy metal and poses many detrimental effects on human health, the Cd2+-uptake and nosogenesis mechanisms are still insufficiently understood, mainly because of the lack of facile analytical methods for monitoring changes in the environmental and intracellular Cd2+ concentrations with high spatial and temporal reliability. To this end, we present the design, synthesis, and photophysical properties of a cadmium sensor, DQCd1 based on the fluorophore 4-isobutoxy-6-(dimethylamino)-8-methoxyquinaldine (model compound 1). Preliminary investigations indicate that 1 could be protonated under neutral media and yield a resonance process over the quinoline fluorophore. Upon excitation at 405 nm, 1 shows a strong fluorescence emission at 554 nm with a quantum yield of 0.17. Similarly, DQCd1 bears properties comparable to its precursor. It exhibits fluorescence emission at 558 nm (Φf = 0.15) originating from the monocationic species under physiological conditions. Coordination with Cd2+ causes quenching of the emission at 558 nm and simultaneously yields a significant hypsochromic shift of the emission maximum to 495 nm (Φf = 0.11) due to inhibition of the resonance process. Thus, a single-excitation, dual-emission ratiometric measurement with a large blue shift in emission (Δλ = 63 nm) and remarkable changes in the ratio (F495 nm495/F558 nm) of the emission intensity (R/R 0 up to 15-fold) is established. Moreover, the sensor DQCd1 exhibits very high sensitivity for Cd2+ (Kd = 41 pM) and excellent selectivity response for Cd2+ over other heavy- and transitionmetal ions and Na+, K+, Mg2+, and Ca2+ at the millimolar level. Therefore, DQCd1 can act as a ratiometric fluorescent sensor for Cd2+ through inhibition of the resonance process. Confocal microscopy and cytotoxicity experiments indicate that DQCd1 is cellpermeable and noncytotoxic under our experimental conditions. It can indeed visualize the changes of intracellular Cd2+ in living cells using dual-emission ratiometry.

PYRIMIDINE INHIBITORS OF KINASE ACTIVITY

The present invention relates to compounds of formula (I) or pharmaceutical acceptable salts or solvates thereof, wherein G1, R2, R3, R4, R5, n, p, q, Ar1, and Ar2 are defined in the description. The present invention relates also to methods of making said compounds, and compositions comprising said compounds which are useful for inhibiting kinases such as IGF-IR.