Metal-salen complex compound and production method for same
A technology of a coordination compound and a manufacturing method, which is applied in the directions of active ingredients of heavy metal compounds, iron group organic compounds without C-metal bonds, iron organic compounds, etc., can solve problems such as practical difficulties and difficult oral administration.
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Embodiment I
[0049] (Example 1: Topically applicable metal-salen complex (iron-salen complex))
Embodiment I-1
[0050] (Example I-1: Manufacture of metal-salen complex compound)
[0051] Salen ligand (N,N'-bis(salicylidene)ethylenediamine) and its derivatives are synthesized by corresponding dehydration condensation reaction of salicylaldehyde and ethylenediamine derivatives. The obtained ligand reacts with metal ions after being made into phenoxide ion derivatives or under alkaline conditions, so as to form metal-salen complexes. Details are given below.
[0052] step 1:
[0053]
[0054] A mixture of 4-nitrophenol 1 (25 g, 0.18 mol), hexamethylenetetramine (25 g, 0.18 mol), and polyphosphoric acid (200 ml) was stirred at 100° C. for 1 hour. Thereafter, the mixture was put into 500 ml of ethyl acetate and 1 L of water, and stirred until completely dissolved. Further, 400 ml of ethyl acetate was additionally added to the solution, and as a result, the solution was separated into two phases, the water phase was removed, and the remaining compound was washed twice with a saline solv...
Embodiment I-2
[0071] (Embodiment 1-2: Measurement of Particle Size)
[0072] Next, the measurement of the grain size of the crystal grains after recrystallization was performed. First, about 2 g of crystals are measured and ground in a mortar for about 30 minutes. The pulverized substance was recovered, the weight was measured again, the dilution amount of the solvent (physiological saline) was determined, and the dilution was performed with the solvent of the dilution amount. The concentration of crystal grains at this time was 20 mM.
[0073] Next, the solution was transferred to a 50 ml thin tube (tube), 20 ml of a solvent was added, and the mixture was pulverized by ultrasonic waves. The pulverization was carried out under stirring until the particles were invisible to the naked eye. Next, it was diluted to an accurate dilution amount (actual concentration for intravenous injection: 9.25 mM), and filtered using a 40 μm cell strainer (BD Falcon).
[0074] The measurement of the parti...
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