1-(2,3,6-三羟基苯基)乙酮 | 85918-30-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2,3,6-三羟基苯基)乙酮
• 英文名称: 2,3,6-trihydroxyacetophenone
• 英文别名: 2,3,6-Trihydroxyacetophenon；Ethanone, 1-(2,3,6-trihydroxyphenyl)-；1-(2,3,6-trihydroxyphenyl)ethanone
• CAS: 85918-30-5
• 化学式: C₈H₈O₄
• 分子量: 168.149
• InChiKey: ZICVNAMXTVGDHZ-UHFFFAOYSA-N

物化性质

• 熔点：
  160°C
• 沸点：
  354.7±42.0 °C(Predicted)
• 密度：
  1.446±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,3,6-三羟基苯基)乙酮 在 硫酸 、 硼酸 、 sodium nitrite 作用下， 生成 1,2,4,6-tetrahydroxy-anthraquinone
  参考文献：
  名称：

  Dimroth; Fick, Justus Liebigs Annalen der Chemie, 1916, vol. 411, p. 323

  摘要：

  DOI：
• 作为产物：
  描述：

  3-acetyl-2,4-dihydroxybenzalodehyde 在 sodium hydroxide 、 双氧水 作用下， 生成 1-(2,3,6-三羟基苯基)乙酮
  参考文献：
  名称：

  Nakazawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1939, vol. 59, p. 297,301;dtsch.Ref.S.107,109

  摘要：

  DOI：

文献信息

• Topical Delivery System for Cosmetic and Pharmaceutical Agents
  申请人：Gupta K. Shyam

  公开号：US20060110415A1

  公开（公告）日：2006-05-25

  This invention relates to topical compositions containing esters of hydroxy acids and their application in the deep-penetration delivery of beneficial cosmetic and pharmaceutical agents.

  本发明涉及含有羟基酸酯的局部组成物，以及它们在深层渗透输送有益的化妆品和药物剂的应用。
• Multifunction "Crown Complexes" from Amino Acids and Peptides for Skin and Hair Restoration
  申请人：Gupta K Shyam

  公开号：US20070099886A1

  公开（公告）日：2007-05-03

  This invention relates to Schiff's bases derived from amino acids and hydroxyaryl alkyl ketones, or a plant extract containing the same, having general chemical structure in FIG. 1 for topical application. This invention also relates to certain metal complex of said Schiff's bases, which have a crown-like appearance in their three-dimensional chemical structure, as in FIG. 2 . The Schiff's bases and their metal complexes of the present invention are useful for the modulation of metal-activated enzymes and metalloenzymes, such as Phenylalanine Hydroxylase, Tyrosine Transaminase, Phenylalanine Transaminase, Tyrosinase, various MMP (Matrix metalloproteases), Superoxide dismutase, 5-Alpha Reductase, and citrate lyase. These are further suitable for multifunctional topical methods for skin whitening, skin wrinkles reduction, skin antiaging, collagen synthesis, acne control, hair loss prevention, hair graying control, and facial oil control.

  本发明涉及从氨基酸和羟基芳基烷基酮衍生的席夫碱，或含有该类化合物的植物提取物，其具有图1中的一般化学结构，用于局部应用。本发明还涉及所述席夫碱的某些金属配合物，其在三维化学结构中呈冠状外观，如图2所示。本发明的席夫碱及其金属配合物对于调节金属活化酶和金属酶，例如苯丙氨酸羟化酶、酪氨酸转氨酶、苯丙氨酸转氨酶、酪氨酸酶、各种基质金属蛋白酶、超氧化物歧化酶、5α-还原酶和柠檬酸裂解酶具有用途。此外，它们还适用于多功能局部方法，如美白肌肤、减少皮肤皱纹、抗衰老、胶原蛋白合成、控制痤疮、预防脱发、控制白发和面部油脂控制。
• Hair Loss Prevention by Natural Amino Acid and Peptide Complexes
  申请人：GUPTA SHYAM K

  公开号：US20090253668A1

  公开（公告）日：2009-10-08

  This invention relates to certain skin and hair care agents of formula (I), derived from natural amino acids and peptides. These agents provide multi-functional treatment of enzyme-related skin, hair and scalp problems, for example, hair aging including premature hair loss and hair graying; male pattern baldness; hair loss from dandruff; alopecia; split ends, acne, darkened skin, dark circles around eyes, stretch marks, wrinkles and fine lines, loss of collagen, loss of skin pliability and combinations thereof:

  本发明涉及公式（I）的某些皮肤和头发护理剂，这些护理剂源自天然氨基酸和肽。这些护理剂提供多功能的酶相关皮肤、头发和头皮问题的治疗，例如，头发老化，包括过早脱发和白发；男性型脱发；头皮屑引起的脱发；脱发斑秃；分叉，痤疮，皮肤变黑，眼周黑眼圈，妊娠纹，皱纹和细纹，胶原蛋白流失，皮肤柔韧性流失和它们的组合：
• Topical Delivery System for Antiaging and Skin Whitening Agents
  申请人：GUPTA SHYAM K.

  公开号：US20090074691A1

  公开（公告）日：2009-03-19

  This invention relates to certain hydroxyaryl alkanols, alkyl amines, alkyl amino acids, alkyl amino esters, and alkyl amino alkanols (“Hydroxyaryl compounds”) of formula (I). A method of topical application of said hydroxyaryl compounds is also disclosed. The treatment of certain enzyme dysfunctions that cause skin or hair condition such as darkened skin including age spots, dark circles around the eyes, and discoloration of skin from stretch marks; skin conditions related to acne including excess facial oil and facial pore size; premature hair aging including hair loss and graying; inflammation including intra-cellular and extra-cellular inflammation; skin aging including wrinkles and fine lines; loss of collagen including thinning skin and loss of skin pliability; malfunction of tyrosinase group of enzymes; and malfunction of matrix metalloprotease group of enzymes with said hydroxyaryl compounds is also disclosed:

  本发明涉及公式（I）的某些羟基芳基丙醇、烷基胺、烷基氨基酸、烷基氨基酯和烷基氨基丙醇（“羟基芳基化合物”）。还公开了一种使用上述羟基芳基化合物的局部应用方法。本发明还公开了使用上述羟基芳基化合物治疗某些酶功能障碍，这些酶功能障碍导致皮肤或头发状况的异常，例如黑化的皮肤，包括老年斑、眼周黑眼圈和妊娠纹引起的皮肤色素沉着；与痤疮相关的皮肤状况，包括过多的面部油脂和面部毛孔大小；过早的头发老化，包括脱发和白发；炎症，包括细胞内和细胞外炎症；皮肤衰老，包括皱纹和细纹；胶原蛋白流失，包括皮肤变薄和失去弹性；酪氨酸酶类酶的功能障碍；以及基质金属蛋白酶类酶的功能障碍。
• Skin and Hair Restoration by Natural Amino Acid and Peptide Crown Complexes
  申请人：GUPTA SHYAM K.

  公开号：US20080287536A1

  公开（公告）日：2008-11-20

  This invention relates to certain skin and hair care agents of formula (I), derived from natural amino acids and peptides. These agents provide multi-functional treatment of enzyme-related topical problems, for example, darkened skin including age spots, circles around eyes and stretch marks; skin conditions related to acne including excess facial oil and facial pore size; premature hair aging including hair loss and graying; inflammation including intra-cellular and extra-cellular inflammation; skin aging including wrinkles and fine lines; loss of collagen including thinning skin and loss of skin pliability; malfunction of tyrosinase group of enzymes; malfunction of matrix metalloprotease group of enzymes; and combinations thereof: Wherein, R, R′, and R″=any substituent(s); and M=H, Li, Na, K, Ca, Mg, Zn, Mn, Cu, Fe, Co, Mo, V, Cr, Ammonium, Alkyl ammonium, and Nitrogen Heterocyclic ammonium.

  本发明涉及一种公式（I）的天然氨基酸和肽衍生的某些皮肤和头发护理剂。这些剂提供了多功能的酶相关局部问题治疗，例如黑色皮肤，包括老年斑，眼周圆圈和妊娠纹; 与痤疮相关的皮肤状况，包括过多的面部油脂和面部毛孔大小; 早期头发老化，包括脱发和变白; 炎症，包括细胞内和细胞外炎症; 皮肤老化，包括皱纹和细纹; 胶原蛋白丢失，包括皮肤变薄和失去弹性; 酪氨酸酶类酶的功能障碍; 基质金属蛋白酶酶类的功能障碍; 以及它们的组合：其中，R，R'和R'' = 任何取代基; M = H，Li，Na，K，Ca，Mg，Zn，Mn，Cu，Fe，Co，Mo，V，Cr，铵，烷基铵和氮杂环铵。