N-[(5-chloropyridin-2-yl)carbamothioyl]-2-phenoxyacetamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[(5-chloropyridin-2-yl)carbamothioyl]-2-phenoxyacetamide
• 化学式: C₁₄H₁₂ClN₃O₂S
• 分子量: 321.8
• InChiKey: MHHWWGIIVXSKLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  95.3
• 氢给体数：
  2
• 氢受体数：
  4

文献信息

• SKIN LIGHTENING COMPOSITION
  申请人：Unilever PLC

  公开号：EP3060194A1

  公开（公告）日：2016-08-31
• [EN] SKIN LIGHTENING COMPOSITION<br/>[FR] COMPOSITION D'ÉCLAIRCISSEMENT DE LA PEAU
  申请人：UNILEVER PLC

  公开号：WO2015059001A1

  公开（公告）日：2015-04-30

  Desired skin colour is a major unmet consumer need around the world and especially in Asia. Consumers particularly desire even skin colour, absence of age spots (solar lentigines), absence of hyperpigmentation and lighter overall skin tone. One solution is to use biological actives that reduce the activity of melanocyte cells in skin. These cells, present in the basal layer of the epidermis, make the dark coloured pigment melanin and export it, in small export vesicles called melanosomes, to the neighbouring keratinocytes. It is well described in the literature that compounds which reduce melanin synthesis when topically applied to the skin will reduce skin darkness over time and can generate a more even skin tone. Tyrosinase is a very popular target for the regulation of melanocyte pigment production. However effective inhibitors of tyrosinase are bedevilled by safety issues causing, for example, melanocyte cell death, permanent depigmentation, irritation and allergic reactions. Often effective inhibitors kill melanocytes (for example hydroquinone) or cause sensitisation reactions. There is therefore a great need for safe and effective inhibitors of skin pigment production that work through an alternative safe mechanism. The inventors have observed that selected compounds of the same generic structure: or a salt thereof; wherein R1, R2, R3, R4 and R5 may be independently selected from the group consisting of -H, -halide, and methyl, ethyl, propyl, iso-propyl, butyl, and t-butyl moieties, inhibit melanin production in MelanodermsTM.