Co-crystal of pyrazinamide and quercetin and preparation method of co-crystal

A technology of pyrazinamide and quercetin, which is applied in the field of pharmaceutical co-crystals of pyrazinamide and quercetin and its preparation, can solve the problems of limited clinical application and low bioavailability, and achieve high yield and purity, The effect of low cost and simple process

Inactive Publication Date: 2018-01-26
OCEAN UNIV OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, quercetin is insoluble in water, resulting in extremely low bioavailability, which limits its clinical application.

Method used

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  • Co-crystal of pyrazinamide and quercetin and preparation method of co-crystal
  • Co-crystal of pyrazinamide and quercetin and preparation method of co-crystal
  • Co-crystal of pyrazinamide and quercetin and preparation method of co-crystal

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specific Embodiment approach 1

[0021] Specific embodiment one: the structural formula of pyrazinamide-quercetin co-crystal of this embodiment is [C 5 h 5 N 3 O·C 15 h 10 o 7 ·H 2 O], the basic structural unit is formed by a pyrazinamide molecule, a quercetin molecule, and a water molecule. The pyrazinamide-quercetin cocrystal is a monoclinic system with a space group of P 2 1 / n, the unit cell parameters are: a = 8.759 Å, b = 23.793 Å, c = 10.012 Å, α = 90°, β = 114.56°, γ = 90°. Its PXRD characteristic diffraction peaks appear at 7.422°, 11.702°, 13.362°, 15.901°, 17.799°, 21.183°, 23.042°, 23.402°, 26.703°, 26.978°.

[0022] The pyrazinamide-quercetin co-crystal described in this embodiment is composed of a pyrazinamide molecule, a quercetin molecule and a water molecule combined by supramolecular interactions such as hydrogen bonds. Such as figure 2 As shown, the pyrazinamide molecules in the co-crystal form a hydrogen-bonded dimer through the amide-amide synthon; four quercetin molecules and ...

specific Embodiment approach 2

[0023] Specific embodiment two: the preparation method of pyrazinamide-quercetin co-crystal of this embodiment is implemented according to the following steps:

[0024] Mix pyrazinamide raw material drug and quercetin at a molar ratio of 1:1, add to ethanol solution at 60°C, stir for 1-2 hours and then filter while it is hot. The pyrazinamide-quercetin co-crystal was obtained.

specific Embodiment approach 3

[0025] Embodiment 3: This embodiment differs from Embodiment 2 in that the solid-to-liquid ratio of the mixture powder to ethanol in the system is 100 mg: (10-15) mL. Other steps and parameters are the same as in the second embodiment.

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Abstract

The invention discloses a co-crystal of pyrazinamide and quercetin and a preparation method of the co-crystal. The invention relates to the field of pharmaceutical co-crystal. The composition of the pharmaceutical co-crystal is [C5H5N30.C15H10O7.H2O]; a basic construction unit is formed by a pyrazinamide molecule, a quercetin molecule and a water molecule. The pharmaceutical co-crystal is a monoclinic system with a space group of P21 / n. The pharmaceutical co-crystal is prepared by using a pyrazinamide crude drug and the quercetin as raw materials and respectively adopting a cooling method anda solvent evaporation method. The pharmaceutical co-crystal disclosed by the invention has the advantages that the solubility of the quercetin is improved, so that the inhibiting effect of the quercetin on the hepatotoxicity of the pyrazinamide is facilitated; in addition, after being putted under the condition of room temperature for a long time, the pharmaceutical co-crystal can be still keep the skeleton structure without deterioration.

Description

technical field [0001] The invention relates to the field of drug co-crystals, in particular to a drug co-crystal of pyrazinamide and quercetin and a preparation method thereof. Background technique [0002] Pharmaceutical co-crystals are co-crystals formed by combining pharmaceutical active ingredients and physiologically acceptable co-crystal precursors in the same crystal lattice in a certain stoichiometric ratio in the form of hydrogen bonds and other non-covalent bonds according to the principles of crystal engineering. Drug co-crystals can have a huge impact on the physical and chemical properties of the active ingredients of the drug without changing the covalent structure of the drug, thereby improving the bioavailability of the drug, enhancing the efficacy of the drug, and reducing the side effects of the drug. Since the US Food and Drug Administration promulgated the guidelines for the classification of drug co-crystals in 2013, a variety of co-crystal drugs have b...

Claims

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Application Information

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IPC IPC(8): C07D241/24C07D311/30
Inventor 李延团刘方吴智勇焉翠蔚
Owner OCEAN UNIV OF CHINA
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