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Derivatives of new chitosan, preparation method, and application in use for making ophthalmic preparation

A chitosan derivative, chitosan technology, applied in the fields of polymer chemistry and pharmaceutical preparations, can solve problems affecting yield and so on

Active Publication Date: 2006-04-19
HAICHANG CONTACT LENSES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because these methods all are to directly graft the N-isopropylacrylamide monomer onto chitosan under the effect of the catalyst, there are more homopolymer polyisopropylacrylamide by-products in the product, which affects the yield

Method used

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  • Derivatives of new chitosan, preparation method, and application in use for making ophthalmic preparation
  • Derivatives of new chitosan, preparation method, and application in use for making ophthalmic preparation
  • Derivatives of new chitosan, preparation method, and application in use for making ophthalmic preparation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0100] Synthesis of temperature-sensitive chitosan derivative I:

[0101] The degree of deacetylation of chitosan is above 90%, and the viscosity average molecular weight is 60,000. The reagents used were analytically pure and chemically pure. The molecular weight cut-off of the dialysis bag is 10000 (MWCO=10 000).

[0102] 1.1 Synthesis of carboxylic acid derivatives (PNIPAAm-COOH) of poly(N-isopropylacrylamide)

[0103]

[0104] Add 10ml of methanol solution into the three-necked flask, raise the temperature to 70°C under nitrogen protection, slowly add N-isopropylacrylamide (IPN, 1g, 8.9mmol), azobisisobutyronitrile (AIBN, 20mg, 0.12mmol) and 3-mercaptopropionic acid (3-MPA, 0.2ml, 0.11mmol), continue to pass nitrogen, and stir at 70°C for 24h, evaporate the solvent, dissolve the mixture with 20ml of acetone, add 1ml of n-hexane dropwise, and filter the precipitate. Vacuum-dried at 40°C to obtain 980 mg of PNIPAAm-COOH.

[0105] The average molecular weight of the prod...

Embodiment 2

[0111] Determination of Phase Transition Temperature LCST of In Situ Gel Solution

[0112] Prepare a 5 mg / ml copolymer solution, stir at room temperature for 24 hours, put it into a polystyrene cuvette, and measure the light transmittance on an ultraviolet spectrophotometer. Put the sample cell in a water bath and heat it to the measurement temperature, put it into the sample cell, and measure the light transmittance at 500nm. The temperature is measured every 1°C from 26-40°C.

[0113] Such as figure 2 , when the temperature is 32-33 ° C, the synthesized chitosan derivative undergoes a phase transition rapidly, and the phase transition is reversible, so it can be quickly transformed into a gel when applied to the eyes. The phase change that occurs when the storage temperature rises will restore its original properties as long as the temperature is properly cooled.

Embodiment 3

[0115] Timolol maleate in situ gel eye drops and preparation method thereof

[0116] Temperature-sensitive timolol maleate in situ gel eye drops 1000ml, its composition is 5.0g timolol maleate, temperature-sensitive chitosan derivative I 0.4g, sodium chloride 9g, benzalkonium Ammonium bromide 0.12g, sodium carbonate to adjust the pH, and the rest are sterilized water for injection.

[0117] Add appropriate amount of sterilized water for injection to a temperature-sensitive chitosan derivative, stir to make it fully swell, and make a blank gel solution; in addition, add timolol maleate, sodium chloride, and benzalkonium bromide Ammonium, dissolved in sterilized water for injection, stirred to dissolve, filtered, added the filtrate to the blank gel solution, mixed, and adjusted to pH 7 with sodium carbonate. Add sterilized water for injection to a sufficient amount, stir to form a uniform solution, and the above operations are all carried out under sterile conditions below 30°C...

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Abstract

A temp-sensitive chitosan derivative, its preparing process and its application as the additive of eyedrops for quickly changing it to gel to stay on cornea for longer time, so durably playing its role are disclosed.

Description

technical field [0001] The invention relates to the fields of polymer chemistry and pharmaceutical preparations, in particular to a novel temperature-sensitive chitosan derivative. The invention also discloses a preparation method of the new temperature-sensitive chitosan derivative, an application in ophthalmic preparations and an ophthalmic composition containing the temperature-sensitive chitosan derivative. Background technique [0002] Chitosan is a biodegradable and biocompatible natural polymer with wide sources, cheap price, safety and non-toxicity. Because chitosan has excellent film-forming properties and viscosity-increasing properties, CN02110501.4A discloses that chitosan is used for contact lens lotion and as an eye lotion, and CN02122397.1A discloses that chitosan is used as artificial tears for Use for the treatment of dry eye disease. Since chitosan cannot dissolve in water and organic solvents, but only in weak acid solutions, its application is greatly l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A61K31/722A61P27/02
Inventor 平其能张灿曹艳霞汤晓燕
Owner HAICHANG CONTACT LENSES
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