Preparation method and application of oxamide homonuclear/heteronuclear compound containing fluorine
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A technology of oxamides and compounds, which is applied in the field of preparation of fluorine-containing oxamide homo/heteronuclear compounds, can solve the problems of unreported research on insecticidal activity, and achieve the effects of low cost, high anticancer activity, and good fat solubility
Active Publication Date: 2019-05-21
WEIFANG UNIV OF SCI & TECH +1
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[0002] Since the discovery of cisplatin, transition metal compounds with targeting functions on proteins and DNA have attracted people's attention in the field of anticancer drugs. It has always attracted the attention of scientists for its uni...
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Embodiment 1
[0019] Step 1: Add 10.0mmol of 2-amino-5-fluorobenzoic acid to the reaction vessel, dissolve it with 20ml of tetrahydrofuran, dilute 12.0mmol of ethyl oxalyl chloride with 8ml of tetrahydrofuran and add it dropwise to the above solution, in an ice-water bath Reacted for 1 hour, evaporated by rotary evaporation, washed with cold ethanol, and dried under vacuum to obtain a white powdery solid. Yield: 85%.
[0021] Step 2: Dissolve 10.0 mmol of the white powder obtained in the previous step reaction in 30 ml of tetrahydrofuran, dilute 15.0 mmol of N,N-dimethyl-1,3-propanediamine with 20 ml of tetrahydrofuran in an ice-water bath, and then drop by drop The above solution was added, stirred overnight at room temperature, evaporated on a rotary basis, washed successively with cold tetrahydrofuran and cold ethanol, and dried in vacuo to obta...
Embodiment 2
[0044] Step 1: Add 10.0mmol of 2-amino-5-fluorobenzoic acid to the reaction vessel, dissolve it with 20ml of tetrahydrofuran, dilute 12.0mmol of ethyl oxalyl chloride with 8ml of tetrahydrofuran and add it dropwise to the above solution, in an ice-water bath Reacted for 1 hour, evaporated by rotary evaporation, washed with cold ethanol, and dried under vacuum to obtain a white powdery solid. Yield: 85%. 1H NMR (400MHz, DMSO) δ14.28(s, 1H), 12.47(s, 1H), 8.64-8.60(dd, J=5.2Hz, 1H), 7.79-7.76(m, 1H), 7.61-7.56( m,1H),4.35-4.29(q,2H),1.35-1.31(t,3H)
[0045] Step 2: Dissolve 10.0 mmol of the white powder obtained in the previous step reaction in 30 ml of tetrahydrofuran, dilute 15.0 mmol of N,N-dimethyl-1,3-propanediamine with 20 ml of tetrahydrofuran in an ice-water bath, and then drop by drop The above solution was added, stirred overnight at room temperature, evaporated on a rotary basis, washed successively with cold tetrahydrofuran and cold ethanol, and dried in vacuo to o...
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Abstract
The invention discloses a preparation method and application of an oxamide homonuclear/heteronuclear compound containing fluorine. The structural formula of a monomer and coordination polymer is shownin the description. The preparation method comprises the steps that 2 mmol of a mononuclear oxamide copper ligand is dissolved in 10-20 ml of methyl alcohol, 1 mmol of metal salt is dissolved by 5-10ml of methyl alcohol and added into a mononuclear copper ligand solution, backflow is conducted for 5 hours at the temperature of 60 DEG C, filtering is conducted, and after filtered liquid slowly volatilizes for one week, blue crystal blocks, are obtained and are the oxamide homonuclear/heteronuclear compound containing the fluorine; the metal salt is manganese salt and copper salt, and the manganese salt is perchlorate manganese, manganous nitrate, manganous bromide, manganese sulfate, manganese chloride and the like; the copper salt is copper perchlorate, copper chloride, cupric bromide, copper sulfate and the like. Compared with anticancer platinum widely used now, the compound has the advantages of high anticancer activity, low cost, a simple preparation method and the like. It is firstly discovered that the poisonous activity of the synthesized compound on aedes albopictus can be detected, and a new way is provided for developing insecticides of related application.
Description
technical field [0001] The invention relates to a preparation method of a fluorine-containing oxamide homogeneous / heteronuclear compound, and the application of the compound in the preparation of anticancer drugs and insecticidal active drugs. Background technique [0002] Since the discovery of cisplatin, transition metal compounds with targeting functions on proteins and DNA have attracted people's attention in the field of anticancer drugs. It has always attracted the attention of scientists for its unique bridging structure and the unique properties of its compounds. In recent years, more and more researchers have applied oxamide coordination compounds to the research of anticancer drugs, but in insecticidal activity Research has not been reported. In addition, as an important virus transmission medium, Aedes albopictus can transmit many pathogens including dengue fever, and the eggs of Aedes albopictus have strong cold resistance and vitality, and are easy to be carrie...
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