24978-42-5

Basic information

• Product Name: (E,E)-N¹,N²-bis(4-methoxyphenyl)ethane-1,2-diimine
• Synonyms: (E,E)-N¹,N²-bis(4-methoxyphenyl)ethane-1,2-diimine
• CAS NO: 24978-42-5
• Molecular Weight: 268.315
• Mol File: 24978-42-5.mol

Chemical Properties

• CAS DataBase Reference: (E,E)-N¹,N²-bis(4-methoxyphenyl)ethane-1,2-diimine(CAS DataBase Reference)
• NIST Chemistry Reference: (E,E)-N¹,N²-bis(4-methoxyphenyl)ethane-1,2-diimine(24978-42-5)
• EPA Substance Registry System: (E,E)-N¹,N²-bis(4-methoxyphenyl)ethane-1,2-diimine(24978-42-5)

Safety Data

• Hazardous Substances Data: 24978-42-5(Hazardous Substances Data)

Upstream product

• 131543-46-9 Glyoxal 
• 104-94-9 4-methoxy-aniline 
• 2206-27-1 dimethylsulfoxide-d6 
• 113872-71-2 PdCl₂(C₆H₄OMe-p)NCHCHN(C₆H₄OMe-p) 
• 113872-72-3 PtCl₂(C₆H₄OMe-p)NCHCHN(C₆H₄OMe-p) 
• 124870-70-8 1-(4-methoxyphenyl)-3,3-dimethyl-4-oxoazetidine-2-carbaldehyde 
• 133505-04-1 cis-4-formyl-1-(p-methoxyphenyl)-3-phenoxyazetidin-2-one 
• 162900-36-9 [(Z)-4-Methoxy-phenylimino]-acetaldehyde 
• 100-61-8 N-methylaniline 
• 1122-58-3 dmap 
• 536-75-4 4-Ethylpyridine 
• 626-61-9 4-Chloropyridine 
• 110-86-1 pyridine 
• 110-91-8 morpholine 

Downstream Products

• 133504-95-7 (3R*,4R*)-1-(p-anisyl)-4-(N-(p-anisyl)azomethinyl)-3-isopropyl-2-azetidinone 
• 124870-70-8 1-(4-methoxyphenyl)-3,3-dimethyl-4-oxoazetidine-2-carbaldehyde 
• 1587696-42-1 4-ethyl-1-(4-methoxyphenyl)-3,3-dimethylazetidin-2-one 
• 1587696-43-2 4-(methoxymethyl)-1-(4-methoxyphenyl)-3,3-dimethylazetidin-2-one 
• 124870-75-3 1-(4-methoxyphenyl)-3,3-dimethyl-4-vinylazetidin-2-one 
• 124870-77-5 4-(hydroxymethyl)-1-(4-methoxyphenyl)-3,3-dimethylazetidin-2-one 
• 84312-64-1 1,4-Bis-(4-methoxy-phenyl)-6-p-tolyl-1,4,4a,7a-tetrahydro-pyrrolo[3,4-b]pyrazine-5,7-dione 
• 129544-43-0 3-Dimethylaminomethyl-1-(4-methoxy-phenyl)-4-{[(E)-4-methoxy-phenylimino]-methyl}-azetidin-2-one 
• 128571-93-7 cis-1-(p-methoxyphenyl)-3-ethyl-4-formyl-2-azetidinone 
• 133504-94-6 (3S,4S)-3-Ethyl-1-(4-methoxy-phenyl)-4-{[(E)-4-methoxy-phenylimino]-methyl}-azetidin-2-one 
• 5416-93-3 4-Methoxyphenyl isocyanate 
• 162900-36-9 [(Z)-4-Methoxy-phenylimino]-acetaldehyde 

Relevant articles and documents

Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation

Reaction of 1,4-diazabutadiene (p-RC6H4N = C(H)(H)C = NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) with CuCl2·2H2O in methanol at ambient temperature (25 °C) affords a group of doubly chloro-bridged dicopper complexes of type [{CuI(L-R)Cl}2], designated as 1-R. Similar reaction carried out in acetonitrile furnishes a family of doubly chloro-bridged dicopper complexes of type [{CuII(L-R)Cl2}2], designated as 2-R. Molecular structures of 1-OCH3 and 2-OCH3 have been determined by X-ray crystallography. While copper(I) is having a nearly tetrahedral N2Cl2 coordination sphere in 1-OCH3, the N2Cl3 coordination sphere around copper(II) is distorted square pyramidal in nature in 2-OCH3. Isolated 2-R complexes, on dissolution in methanol, are found to undergo facile reduction of the metal center to generate the corresponding 1-R complexes. The 1-R and 2-R complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the 1-R and 2-R complexes shows both metal-centered and ligand centered redox responses. The 1-R complexes are found to efficiently catalyze C-N cross-coupling reactions between arylboronic acids and aryl amines; while the 2-R complexes display notable catalytic efficiency for nitroaldol reactions.

Heteroleptic 1,4-Diazabutadiene Complexes of Ruthenium: Synthesis, Characterization and Utilization in Catalytic Transfer Hydrogenation

Reaction of [Ru(trpy)Cl3] with 1,4-diazabutadienes (p-RC6H4N=C(H)-(H)C=NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) in refluxing ethanol in the presence of triethylamine has afforded a family of complexes, isolated as perchlorate salts, of type [Ru(trpy)(L-R)Cl]ClO4 [depicted as complexes 1 (R = OCH3), 2 (R = CH3), 3 (R = H) and 4 (R = Cl)]. Crystal structures of complexes 1, 2 and 4 have been determined, and structure of complex 3 has been optimized by DFT method. The 1,4-diazabutadiene ligand in each complex is bound to ruthenium as a N,N-donor forming five-membered chelate. Complexes 1–4 catalyze transfer hydrogenation of aryl aldehydes to the corresponding alcohols with high (ca. 106) TON. They are also found to catalyze transfer hydrogenation of aryl ketones to corresponding secondary alcohols, but with much less efficiency. Catalytic transfer hydrogenation of nitroarenes to the corresponding amines has also been achieved.

The formation of dinuclear trichloro-bridged and mononuclear ruthenium complexes from the reactions of dichlorotris(p-tolylphosphine)ruthenium(II) with diazabutadiene ligands

Ru(II) complexes with diazabutadiene (R-DAB) ligands have been prepared. The reaction of RuCl3·nH2O with P(p-tolyl)3 gave a [RuCl2{P(p-tolyl)3}] precursor, whose reactions with R-DAB in toluene gave d

Identification and optimisation of 3,3-dimethyl-azetidin-2-ones as potent and selective inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1)

3,3-Di-methyl-azetidin-2-ones were identified as potent and selective 11β-HSD1 inhibitors against the human and mouse forms of the enzyme. Structure guided optimisation of LLE was conducted, utilising a key polar interaction and identifying stereochemical preference for the 4S isomer. Metabolic stability was improved to afford oral exposure, providing tool compounds suitable for pre-clinical evaluation.

A silver complex of N,N′-disubstituted cyclic thiourea as an anti-inflammatory inhibitor of IκB kinase

A silver complex of N,N′-disubstituted cyclic thiourea inhibits inflammatory cytokine-stimulated NF-κB activity via IκB kinase inactivation. The Royal Society of Chemistry 2013.

Synthesis of 1,4-diazabutadienes (=N,N′-ethane-1,2- diylidenebis[amines]) by grinding

A simple and convenient method for the synthesis of 1,4-diazabutadienes (=N,N′-ethane-1,2-diylidenebis[amines]) by grinding glyoxal (=ethanedial) or an α-diketone and anilines (=benzenamines) in the presence of TsOH in a mortar with a pestle is described.

Metal Complexes of Thiourea and Derivatives as Metal Delivering Anti-Cancer and Anti-Inflammatory Agents

The present invention relates to metal thiourea complexes comprising N-substituted thiourea ligands and sulfur-coordinated metal ions, and methods for using the metal thiourea complexes for delivering otherwise unstable or impermeable metal ions to mammalian cells, for inhibiting cancer cell growth and inflammation, and for inhibiting the activities of associated drug targets under in vitro and in vivo conditions. The metal complexes of N-substituted thiourea are defined by the following formula (Ia or Ib) wherein R1 can be H, alkyl, alkenyl, alkynyl, aryl or heterocyclic groups; R2 can be H, alkyl, alkenyl, alkynyl or aryl groups; n=1 to 4; X? is a pharmaceutically acceptable anion (chloride, bromide, iodide, hexafluorophosphate, or triflate) and M is a coinage metal (Au, Ag, or Cu).

PKas of the conjugate acids of N-heterocyclic carbenes in water

pKa values of 19.8-28.2 are reported for the conjugate acids of a large series of NHCs in water. The effects of ring size, N-substituent and C(4)-C(5) saturation on pKa are discussed.

Thiadiazolidine 1-oxide systems for phosphine-free palladium-mediated catalysis

We herein report several highly active catalyst systems with thiadiazolidine 1-oxides as ligands for palladium in the Mizoroki-Heck reaction. Excellent yields of stilbenes derived from aryl iodides and bromides have been achieved using as little as 0.00002 mol % catalyst. The ligand/palladium system can be stored as a stock solution open to air at room temperature with no observable loss of activity for a period of several months.

Gold(i) complex of N,N′-disubstituted cyclic thiourea with in vitro and in vivo anticancer properties-potent tight-binding inhibition of thioredoxin reductase

Coinage metal complexes of an N,N′-disubstituted cyclic thiourea exert significant cytotoxicities to cancer cells and, in particular, the gold(i) thiourea complex exhibits a potent tight-binding inhibition of the anticancer drug target thioredoxin reductase with an inhibitory constant at nanomolar level. The Royal Society of Chemistry.