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2(1H)-pyridinones and their use to treat inflammatory conditions

A technology of piroctone olamine salt and compound, which is applied in the field of new compound and its preparation, and can solve problems such as yellowing of color and light instability

Active Publication Date: 2022-02-25
UNILEVER IP HLDG BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Piroctone olamine salt is known to be photostable, causing the product to turn yellow when exposed to light

Method used

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  • 2(1H)-pyridinones and their use to treat inflammatory conditions
  • 2(1H)-pyridinones and their use to treat inflammatory conditions
  • 2(1H)-pyridinones and their use to treat inflammatory conditions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0132] Preparation of compounds of formula 1

[0133] Compounds of formula 1 for experiments were prepared using the following materials, methods and processes:

[0134] UV processing

[0135] 0.05g in transparent glass vials Dissolved in 10 ml of methanol. exist UV irradiation in the MacBeth) Spectra Light III. UV mode selection UV illumination for both UVA and UVB light. The intensity of the light in this chamber is fixed (estimated UVA is 250 μW / cm 2 UVB is 110μW / cm 2 . The transmittance of UVA and UVB in the glass vial was 80.3% and 71.9%, respectively. The temperature of this chamber is equal to room temperature (20 ± 2 ° C). The sample is placed close to the center of the room. After 6 hours, the sample was concentrated by a rotary evaporator.

[0136] Separate

[0137] Separation was performed with a silica gel column (2 × 48 cm, v = 150 mL) filled with 60 g of silica gel (200-300). The silica gel column is activated with petroleum ether / ethyl acetate (2 / 1, v / v)....

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Abstract

Disclosed is a novel compound and a process of preparing it. It has been shown to have anti-inflammatory activity and can be utilised in a wide range of cosmetic compositions. The compound is a 2(1H)- pyridinone of formula (1) in amide or enol form. It may be prepared by exposing a solution of piroctone olamine in an organic solvent or in water comprising at least one surfactant to UV radiation to degrade the piroctone olamine. The compound of formula (1) is separated from the degradation products by chromatography.

Description

Technical field [0001] The present invention relates to a novel compound and a preparation method thereof. The invention also relates to a cosmetic composition for preventing or alleviating inflammation. The composition can be delivered in the form of scalp, hair, skin or oral care product. Background technique [0002] Inflammation (is a mechanism to react to hazardous stimuli) is a mechanism for the host elimination stimulus and initiate the healing process for self-protection. The congenital immune system of the host is the first line of defense against intrusion organisms in a non-specific manner. Disorderly inflammation can lead to a variety of personal care, including dandruff (scalp / hair), eczema / acne (skin) and gingivitis / periodontitis (in the oral cavity). In order to help host organisms (eg, human or animals) have been developed, a variety of anti-inflammatory agents are developed by topical application or by oral administration and is used to mitigate the above p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K8/49A61Q5/00A61Q11/00A61Q19/00C07D213/64A61K31/4412A61P29/00
CPCA61P29/00A61Q19/00C07D213/64A61K8/4926A61K2800/10A61K2800/81A61Q5/006A61Q5/02A61Q5/12
Inventor 陈国强王玉栋黄丹丹
Owner UNILEVER IP HLDG BV
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