1-(2,3,4-三羟基苯基)-1-丙酮 | 22760-98-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2,3,4-三羟基苯基)-1-丙酮
• 英文名称: 2,3,4-trihydroxypropiophenone
• 英文别名: 1-(2,3,4-trihydroxy-phenyl)-propan-1-one；1-(2,3,4-Trihydroxy-phenyl)-propan-1-on；2.3.4-Trihydroxy-propiophenon；Gallopropiophenon；1-(2,3,4-Trihydroxyphenyl)propan-1-one
• CAS: 22760-98-1
• 化学式: C₉H₁₀O₄
• 分子量: 182.176
• InChiKey: NRCNBXIMKFFCSN-UHFFFAOYSA-N

物化性质

• 熔点：
  128–130°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2914501900

反应信息

• 作为反应物：
  描述：

  1-(2,3,4-三羟基苯基)-1-丙酮 在 磷酸 、 1% Pd/C 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 以91%的产率得到4-Propyl-pyrogallol
  参考文献：
  名称：

  An efficient chemo-enzymatic approach towards variably functionalized benzotropolones

  摘要：

  An efficient three-step synthesis for benzotropolones via three catalytic steps is presented. Pyrogallol phenones are formed in the first step starting from pyrogallol, which is acylated by proton-catalysis. Catalytic hydrogenation of the phenones yields the corresponding alkylated pyrogallyl dervatives. In the final enzyme-catalyzed step the pyrogallol derivatives are annulated to form the benzotropolone cores. An alternative pathway via the Pechmann reaction is also presented. The combination of the three catalytic steps gives access to a wide range of benzotropolone congeners. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.068
• 作为产物：
  描述：

  丙酸 、 邻苯三酚 在 乙醚 、 三氟化硼 作用下， 生成 1-(2,3,4-三羟基苯基)-1-丙酮
  参考文献：
  名称：

  The Spectrophotometric Examination of Some Derivatives of Pyrogallol and Phloroglucinol

  摘要：

  DOI：

  10.1021/ja01150a079

文献信息

• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20170096418A1

  公开（公告）日：2017-04-06

  The present disclosure relates to compounds which are useful as cooling sensation compounds.

  本公开涉及作为冷感化合物有用的化合物。
• Synthesis of Diverse Oxa-Carbocycle-Annulated Flavones Using the Combined<i>Claisen</i>Rearrangement and Ring-Closing Metathesis
  作者：Thirupathi Gogula、Jayaprakash Rao Yerrabelly

  DOI：10.1002/hlca.201600028

  日期：2016.7

  A simple and efficient route for the synthesis of oxepine‐, oxocine‐, oxepinone‐, and dioxocine‐angularly annulated flavone skeletons has been developed. The combined Claisen rearrangement and the ring‐closing metathesis are used as key steps for the construction of C7/C8–C6–C6 tricyclic core structures.

  已开发出一种简单有效的方法，用于合成奥西平，奥索辛，奥沙酮和二氧辛角成环的黄酮骨架。克莱森重排和闭环复分解相结合，是构建C 7 / C 8 –C 6 –C 6三环核结构的关键步骤。
• 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：