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Compound with propanohydrazide structure and preparation method and application of compound

A compound, the technology of hydrazine hydrate, which is applied in the field of medicine and can solve problems such as limited applications

Inactive Publication Date: 2018-05-04
FOSHAN SAIWEISI MEDICINE SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Although clozapine, Zyprexa, Vistron, and other antipsychotics have been used to treat both positive and negative (controversial) symptoms of schizophrenia and bipolar disorder, these drugs have not been free from side effects such as Cytopenia, sedation, weight gain, hyperlipidemia and hyperglycemia, all of which limit their use

Method used

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  • Compound with propanohydrazide structure and preparation method and application of compound
  • Compound with propanohydrazide structure and preparation method and application of compound
  • Compound with propanohydrazide structure and preparation method and application of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The synthesis of embodiment 1 compound I-1

[0024]

[0025] Step 1. Synthesis of Compound VI-1

[0026] Compound II (1.32g, 20mmol) was dissolved in 20mL DMSO, stirred at room temperature, KOH solid (2.24g, 40mmol) was added, and stirred at room temperature for 1 hour. Further MeI (III-1, 2.84 g, 20 mmol) was added, and stirring was continued overnight at room temperature. Then tert-butyl acrylate V-1 (2.56 g, 20 mmol) was added, and the stirring was continued for 12 hours, and TLC detection found that the reaction was complete.

[0027] The reaction mixture was carefully poured into 200mL ice water, stirred, and washed with 50mL×3CH 2 Cl 2 After extraction, the extract phases were combined, washed with 100 mL of 5% brine, and dried over anhydrous sodium sulfate. The desiccant was removed by suction filtration, the filtrate was evaporated to dryness on a rotary evaporator, and the residue was purified by silica gel column chromatography to obtain compound VI-I,...

Embodiment 2

[0034] The synthesis of embodiment 2 compound 1-2

[0035]

[0036] Step 1. Synthesis of compound VI-2

[0037] Compound II (1.32g, 20mmol) was dissolved in 20mL DMSO, stirred at room temperature, KOH solid (2.24g, 40mmol) was added, and stirred at room temperature for 1 hour. Compound III-1 (2.84 g, 20 mmol) was added, and stirring was continued overnight at room temperature. Then 20 mmol of compound V-2 was added, and the stirring was continued for 12 hours, and TLC detection found that the reaction was complete. The reaction mixture was carefully poured into 200mL ice water, stirred, and washed with 50mL×3CH 2 Cl 2 After extraction, the extract phases were combined, washed with 100 mL of 5% brine, and dried over anhydrous sodium sulfate. The desiccant was removed by suction filtration, the filtrate was evaporated to dryness on a rotary evaporator, and the residue was purified by silica gel column chromatography to obtain compound VI-2. ESI-MS, m / z=223 ([M+H] + ). ...

Embodiment 3-6

[0043] Referring to the operation steps of Example 1, the compounds listed in the following table were synthesized.

[0044]

[0045]

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PUM

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Abstract

The invention belongs to the technical field of medicine. Specifically, the invention relates to a compound with a propanohydrazide structure and a preparation method and application of the compound.The formula of the compound is shown in the description, where R1 is selected from C1-C10 alkyl; R2 is selected from H and C1-C10 alkyl.

Description

technical field [0001] The invention belongs to the technical field of medicine. Specifically, the present invention relates to a class of compounds containing propionyl hydrazide structure, its preparation method, and its application in the preparation of drugs for treating mental diseases. Background technique [0002] Symptoms of schizophrenia are generally divided into three categories: positive, negative and cognitive. Positive symptoms include hallucinations, delusions, and disorganized behavior, while negative symptoms are characterized by a lack of pleasure and / or interest in life. Cognitive deficits include difficulty organizing thoughts and prioritizing tasks. Patients with bipolar disorder typically display cyclical mood swings (with or without psychotic features) from severe depression to severe mania. Schizophrenia and bipolar disorder are among the most severe types of mental disorders causing overlapping cognitive deficits and the disorders tend to be chron...

Claims

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Application Information

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IPC IPC(8): C07D239/42A61P25/18
CPCC07D239/42
Inventor 蔡子洋
Owner FOSHAN SAIWEISI MEDICINE SCI & TECH
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