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Flunixin and carbamazepine cocrystal and preparation method thereof

A carbamazepine and zepine co-crystal technology, applied in organic chemistry and other directions, can solve the problem of no carbamazepine and other drugs

Inactive Publication Date: 2013-09-11
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There have been many reports on carbamazepine co-crystals, for example: carbamazepine-nicotinamide co-crystals, carbamazepine-saccharin co-crystals, carbamazepine-malonic acid co-crystals, carbamazepine-trimellitic acid co-crystals There are dozens of co-crystals such as crystals, but so far there is no co-crystal of carbamazepine and other drugs. The present invention selects flunixin drug and carbamazepine drug as active ingredients, prepares their co-crystals, and develops drug molecules. Diversity

Method used

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  • Flunixin and carbamazepine cocrystal and preparation method thereof
  • Flunixin and carbamazepine cocrystal and preparation method thereof
  • Flunixin and carbamazepine cocrystal and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Preparation of flunixin-carbamazepine eutectic by cooling crystallization:

[0036] 1) Weigh 5.92g of flunixin, 2.36g of carbamazepine, the molar ratio is 2:1, 74.5g of absolute ethanol, the solid accounts for 10% of the total mass of the system, add them to the crystallizer, heat to 52°C, stir and dissolve completely;

[0037] 2) Cool the solution down to 50 minutes after 60 minutes, and grow crystals at a constant temperature of 50°C for 30 minutes;

[0038] 3) The system is cooled to 40°C at 0.05°C / min, and the crystals are filtered

[0039] 4) The crystal was dried in an oven at 50°C for 3 hours to obtain the co-crystal product of flunixin and carbamazepine, with a weighing mass of 3.77 g.

Embodiment 2

[0041] Preparation of flunixin-carbamazepine eutectic by cooling crystallization:

[0042] 1) Weigh 4.44g of flunixin, 3.54g of carbamazepine, the molar ratio is 1:1, 45.2g of absolute ethanol, the solid accounts for 15% of the total mass of the system, add them to the crystallizer, heat to 55°C, and stir to dissolve ;

[0043] 2) The solution was cooled to 50°C after 60 minutes, and the crystal was grown at a constant temperature of 50°C for 30 minutes;

[0044] 3) The system is lowered to 30°C at 1°C / min, and the crystals are filtered;

[0045] 4) The crystals were dried in an oven at 50° C. for 3 hours to obtain the co-crystal product of flunixin and carbamazepine, with a weighing mass of 5.97 g.

Embodiment 3

[0047] Preparation of flunixin-carbamazepine eutectic by cooling crystallization:

[0048] 1) Weigh 5.92g of flunixin, 4.72g of carbamazepine, the molar ratio is 1:1, 42.56g of absolute ethanol, the solid accounts for 20% of the total mass of the system, add them to the crystallizer, heat to 60°C, stir and dissolve ;

[0049] 2) The solution was cooled to 53°C after 40 minutes, and the crystal was grown at a constant temperature of 53°C for 40 minutes;

[0050] 3) The system drops to 45°C at 0.2°C / min, and the crystals are filtered;

[0051] The crystals were dried in an oven at 50° C. for 3 hours to obtain the co-crystal product of flunixin and carbamazepine, with a weighing mass of 7.94 g.

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Abstract

The invention relates to a flunixin and carbamazepine cocrystal and a preparation method thereof. According to the flunixin and carbamazepine cocrystal, a flunixin and carbamazepine cocrystal basic structure unit is composed of two flunixin molecules and two carbamazepine molecules through a hydrogen-bond interaction; for the cocrystal structure, a flunixin and carbamazepine dimer with seven-membered ring form is formed by a carboxylic acid group on flunixin nitrogen heterocycle and formamide group on carbamazepine nitrogen heterocycle through hydrogen-bond interaction, and the form of the hydrogen-bond interaction is O-H-N; the space group of the cocrystal is a triclinic system, the axial lengths a, b and c are respectively equal to 7.5791-7.5796, 11.963-11.965, and 15.342-15.343, and the axial angles alpha, beta and gama are respectively equal to 86.83 degrees-86.86 degrees, 78.41 degrees-78.45 degrees, and 83.79 degrees-83.82 degrees. The flunixin and carbamazepine cocrystal provides possibilities for further broadening the solid states of two drugs, modifying the physical and chemical properties of drugs, and improving the drug effect and bioavailability.

Description

technical field [0001] The invention belongs to the technical field of organic drug co-crystals, and in particular relates to a co-crystal of flunixin and carbamazepine and a preparation method thereof. Background technique [0002] The term "co-crystal" was first used by Schmidt and Snipes in 1967 to describe the compound crystal molecules of pyrimidine and purine. Although co-crystals were discovered more than 100 years ago, reports about co-crystals were very few. The definition of co-crystal has always been controversial. The concepts of supramolecular chemistry and crystal engineering believe that co-crystal is an ordered molecular assembly with a specific structure formed by special selective interactions between different types of molecules. [0003] Cocrystal is a supramolecular self-assembly system, which is the result of mutual balance between thermodynamics, kinetics and molecular recognition. In the eutectic system, the interactions between different molecules ...

Claims

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Application Information

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IPC IPC(8): C07D213/803C07D213/80C07D223/22
Inventor 龚俊波吴送姑王静康尹秋响张美景王永莉侯宝红郝红勋鲍颖陈巍董伟兵
Owner TIANJIN UNIV
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