Discovery of N1-(3-Aminopropyl)-N1-methylpropane-1,3-diamine

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Synthesis and preliminary cytotoxic activity of dimethoxyacridines and dimethoxynitroacridines

The preparation of a series of dimethoxy and dimethoxynitroacridines and their activity in oxic and hypoxic cells is reported. Anthranilic acids 1, 4, 14 were prepared according to the Ullmann condensation. 9-chloroacridines were obtained from anthranilic acids by refluxing in phosphorus oxychroride. The synthesis of two new acridine dimers 9, 10 is described. Nitration of 9-chloro-2,4-dimethoxyacridine 15 gave 3-nitro isomer 19. By phenol-mediated coupling reaction from all the 9-chloroacridines, the respective 9-(alkylamino)acridines were obtained. By nitration of 17 a new 2,4-dimethoxy-3,7-dinitroacridine 21 was prepared.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Chelating Enaminoketones, II. Syntheses of Symmetric Ligands

Syntheses of Bis-enaminoketones are described, which are able to form square planar chelates with transition metals.Tetra- and multidentate ligands were prepared from anilinomethylene derivatives of 1,3-dicarbonyl compounds and various diamines.Lipophilic ligands were prepared with respect to potential use as carriers in liquid membrane permeation.Incorporation of the ligands into a polymer (via a spacer group) was performed by radical polymerization. – Keywords: Chelating agents; Bis-enaminoketones, polymers; Transition metals; Membrane permeation; Tetra- and multidentate ligands

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

The important role of N1-(3-Aminopropyl)-N1-methylpropane-1,3-diamine

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ACTIVATION OF NITROSO GROUP WITH THIOLS. A NEW TRANSFORMATION OF PRIMARY AMINES TO ORGANIC SULFIDES OR THIOLS

Aliphatic primary amines reacted with 2-mercaptobenzothiazole in the presence of t-butylnitrite at room temperature to give condensation products, 2-(alkylthio)benzothiazole.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Chelating Enaminoketones, II. Syntheses of Symmetric Ligands

Syntheses of Bis-enaminoketones are described, which are able to form square planar chelates with transition metals.Tetra- and multidentate ligands were prepared from anilinomethylene derivatives of 1,3-dicarbonyl compounds and various diamines.Lipophilic ligands were prepared with respect to potential use as carriers in liquid membrane permeation.Incorporation of the ligands into a polymer (via a spacer group) was performed by radical polymerization. – Keywords: Chelating agents; Bis-enaminoketones, polymers; Transition metals; Membrane permeation; Tetra- and multidentate ligands

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 105-83-9

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ACTIVATION OF NITROSO GROUP WITH THIOLS. A NEW TRANSFORMATION OF PRIMARY AMINES TO ORGANIC SULFIDES OR THIOLS

Aliphatic primary amines reacted with 2-mercaptobenzothiazole in the presence of t-butylnitrite at room temperature to give condensation products, 2-(alkylthio)benzothiazole.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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A heterometallic polymeric complex: [Cu2(N3) 2(medpt)2{Ni(CN)4}]n[medpt is bis(3-aminopropyl)methylamine]1

The structure of the title compound, catena-poly[[di-mu-azido-k 4N1l:N 1-bis[[bis(3-aminopropyl)methylamine-k 3N]copper(II)]]-mu-cyano-[dicyanonickel(II)]-mu-cyano], [Cu 2(N3)2(medpt)2{Ni-(CN) 4}]n [medpt is bis(3-aminopropyl)methylamine, C 7H19-N2] or [Cu2Ni(CN) 4(N3)2(C7H19N 3)2]n, is a one-dimensional heterometallic covalent chain where Ni(CN)42- functions as a molecular ion bridge. The Ni atom sits on the centre of inversion. The chain undergoes hydrogen-bonding interactions, forming a three-dimensional supramolecular network.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Discovery of N1-(3-Aminopropyl)-N1-methylpropane-1,3-diamine

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Three new dinuclear copper(II) complexes with [Cu(mu1,3-N 3)2Cu]2+ and [Cu(mu1,1-N 3)2Cu]2+ asymmetrical cores: Syntheses, structures and magnetic behaviour

Three new dinuclear copper(II) complexes, derived from end-to-end and end-on azido bridging ligands and triamine derivatives, have been synthesized and their crystal structures have been determined by X-ray diffraction methods. These are the dinuclear end-to-end compounds, [Cu2(mu 1,3-N3)2(Et3dien) 2](ClO4)2 (1) and [Cu2(mu 1,3-N3)2(Medpt)2](ClO 4)2 (2), and the dinuclear end-on compound [Cu 2(mu1,1-N3)2(Medien) 2](ClO4)2 (3) (Et3dien is triethyldiethylenetriamine, Medpt is methyldipropylenetriamine and Medien is methyldiethylenetriamine). The [Cu(mu-N3)2Cu] 2+ cores are asymmetrical in all 3 compounds. Variable temperature magnetic susceptibility data were collected and fitted to the appropriate equation derived from the Hamiltonian H = -JS1S2. 1 shows unusual ferromagnetic interactions with J = 9 cm-1 through the end-to-end azido bridges while 2 shows an antiferromagnetic interaction through the end-to-end azido bridges with the highest reported absolute magnitude of J = -105 cm-1. The magnetic data of 1 and 2 have been correlated with the Addison parameter, tau, and mainly with the Cu-N3-Cu torsion angle, Delta. 3 shows an unusual antiferromagnetic interaction with J = -16.8 cm-1 through the end-on azido bridges.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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N,N’-Heptamethylenebis(4-methoxybenzamide)

4-(Q-O)-4′-R1 -N,N’-alkylenebis(benzamides), N,N’-alkylenebis(3,4-methylenedioxybenzamides) or N,N’-alkylenebis[4-(lower-alkoxy)benzamides], having endocrinological properties, where Q is lower-alkyl, lower-alkoxyalkyl, lower-alkenyl, halo-lower-alkyl, halo-lower-alkenyl, lower-cycloalkyl, phenyl and BN-(lower-alkyl) where BN is di-(lower-alkyl)amino or a saturated N-heteromonocyclic radical having from five to seven ring atoms and alkylene has at least five carbon atoms between its two connecting linkages and R1 is Q-O-, hydrogen, lower-alkoxy, lower-alkyl, halo, benzyloxy, hydroxy, di-(lower-alkyl)amino, nitro, amino or trihalomethyl are prepared preferably by reacting the appropriate diamine or N-(aminoalkyl)-benzamide with two or one molar equivalents, respectively, of the appropriate benzoyl halide.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Simple exploration of N1-(3-Aminopropyl)-N1-methylpropane-1,3-diamine

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Bisamidoximes: Synthesis and complexation with iron(III)

Bisamidoximes have been synthesized by the reaction of 4- methylbenzohydroximoyl chloride with 1,2-diaminoethane, 1,3-diaminopropane, 1,4-diaminobutane, and 3,3?-diamino-N-methyl-dipropylamine. A monoamidoxime and a trisamidoxime were also prepared in the present work by the reaction of 4-methylbenzohydroximoyl chloride with N,N-dimethylethylenediamine and tris(2-aminoethyl)amine. Single crystal X-ray structures of three of the bisamidoximes have shown that the two amidoxime moieties have the Z configuration in all three compounds. Job’s method of continuous variations showed that three of the bisamidoximes prepared in this work form 1:1 complexes with iron(iii) and therefore are acting as tetradentate ligands. CSIRO 2007.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Hypoxia-selective agents derived from 2-quinoxalinecarbonitrile 1,4-di-N- oxides. 2

Hypoxic cells are an important target for antitumor therapy because tumors are typically characterized by such cells. Virtually all tumors which are present as solid masses contain hypoxic cells, while normal cells generally have an adequate supply of oxygen. Accordingly, antitumor agents can be made selective for tumors by virtue of high activity under hypoxic conditions. The initial purpose of this work was to determine the influence of different groups in position 3. Thus, the synthesis of some 3-NH-substituted derivatives (2a, 3a, 4a) starting from 3-amino-2-quinoxalinecarbonitrile 1,4- di-N-oxide (1a) is described. Reductive deamination of compounds 1a-k provides the 2-quinoxalinecarbonitriles 5a-k, which are more potent, while selectivity is maintained or increased in some derivatives. The compound 7- (4-nitrophenyl)-2-quinoxalinecarbonitrile 1,4-di-N-oxide (5k) is 150-fold more potent than tirapazamine (3-amino-1,2,4-benzotriazine 1,4-di-N-oxide), which has been used as a standard. Three derivatives (5g,i,k) show a hypoxic cytotoxicity ratio (HCR) ? 200, better than that of tirapazamine (HCR = 75) in V79 cells. Replacement of the 3-amino group by chlorine affords the potent but nonselective 3-chloro derivatives 6a-k showing similar toxicities under both aerobic and hypoxic conditions. These compounds were used as intermediates for the synthesis of a new series of water-soluble compounds derived from 3-[[(N,N-dialkylamino)alkyl]amino]-2-quinoxalinecarbonitrile 1,4-di-N-oxides 10a-i and 11a-i. The 7-chloro and the 7-trifluoromethyl derivatives 10b,f have demonstrated high potency (0.4 and 0.3 muM) and excellent selectivity (HCR = 250 and 340). Several 7-chloro analogues, 12b, 13b.1,b.2, and 14b, and the dimer 16b have been prepared and evaluated in order to determine the optimum lateral chain in position 3, which appears to be the [(N,N-dimethylamino)propyl]amino moiety.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI