4-(dimethylamino)-3-methoxybenzaldehyde | 205187-83-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(dimethylamino)-3-methoxybenzaldehyde
• 英文别名: 4-Dimethylamino-3-methoxybenzaldehyde
• CAS: 205187-83-3
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: ZZSKDKGGUHLIFE-UHFFFAOYSA-N

物化性质

• 熔点：
  72-74 °C
• 沸点：
  279.3±25.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(dimethylamino)-3-methoxybenzaldehyde 在 盐酸 、 氢氧化钾 、 硫酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 46.0h， 生成
  参考文献：
  名称：

  Antibody-Catalyzed Decarboxylative Oxidation of Vanillylmandelic Acid

  摘要：

  The most important industrial process for the synthesis of vanillin is performed in two steps involving an electrophilic aromatic substitution of glyoxylic acid on guaiacol followed by an oxidative decarboxylation of the intermediary alpha-hydroxy acids formed, thereby producing not only vanillin, but also byproducts which have to be eliminated. In the present study, we took advantage of the high specificity of catalytic antibodies to improve the synthesis of vanillin. Among ii monoclonal antibodies elicited against the quaternary ammonium hapten H3, antibody H3-12 was found to catalyze the oxidative decarboxylation of vanillylmandelic acid (VMA), the precursor of vanillin, in the presence of sodium metaperiodate. The kinetic data of the antibody-catalyzed reaction are consistent with an ordered binding mechanism. At pH 9.0, H3-12 catalyzed the transformation of VMA into vanillin with a k(cat) of 2.70 min(-1), a Michaelis-Menten constant K-a for the binary complex of 260 mu M, and a K-b for the ternary complex of 2100 mu M. The catalyzed reaction was fully inhibited by a hapten analogue with a K-i, of 10 mu M. The fine specificity of anti-H3 monoclonal antibodies was determined using H3-related compounds with a competitive enzyme immunoassay. Controls demonstrating that catalytic activity is actually related to antibody binding, and mechanistic studies, are also presented.

  DOI：

  10.1021/ja9724811
• 作为产物：
  描述：

  ethyl 4-(dimethylamino)-3-methoxybenzoate 在 manganese(IV) oxide 、 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 16.5h， 生成 4-(dimethylamino)-3-methoxybenzaldehyde
  参考文献：
  名称：

  Antibody-Catalyzed Decarboxylative Oxidation of Vanillylmandelic Acid

  摘要：

  The most important industrial process for the synthesis of vanillin is performed in two steps involving an electrophilic aromatic substitution of glyoxylic acid on guaiacol followed by an oxidative decarboxylation of the intermediary alpha-hydroxy acids formed, thereby producing not only vanillin, but also byproducts which have to be eliminated. In the present study, we took advantage of the high specificity of catalytic antibodies to improve the synthesis of vanillin. Among ii monoclonal antibodies elicited against the quaternary ammonium hapten H3, antibody H3-12 was found to catalyze the oxidative decarboxylation of vanillylmandelic acid (VMA), the precursor of vanillin, in the presence of sodium metaperiodate. The kinetic data of the antibody-catalyzed reaction are consistent with an ordered binding mechanism. At pH 9.0, H3-12 catalyzed the transformation of VMA into vanillin with a k(cat) of 2.70 min(-1), a Michaelis-Menten constant K-a for the binary complex of 260 mu M, and a K-b for the ternary complex of 2100 mu M. The catalyzed reaction was fully inhibited by a hapten analogue with a K-i, of 10 mu M. The fine specificity of anti-H3 monoclonal antibodies was determined using H3-related compounds with a competitive enzyme immunoassay. Controls demonstrating that catalytic activity is actually related to antibody binding, and mechanistic studies, are also presented.

  DOI：

  10.1021/ja9724811

文献信息

• [EN] DYE COMPOSITION COMPRISING AT LEAST ONE COLORLESS DISULFIDE/THIOL PRECURSOR, AND DYEING PROCESS USING THE COMPOSITION<br/>[FR] COMPOSITION COLORANTE COMPRENANT AU MOINS UN PRÉCURSEUR DE DISULFURE/THIOL INCOLORE ET PROCÉDÉ DE TEINTURE UTILISANT LA COMPOSITION
  申请人：OREAL

  公开号：WO2009040354A1

  公开（公告）日：2009-04-02

  The present invention relates to the dyeing of keratin materials using two colorless dye precursors, at least one of which contains a disulfide/thiol unit, said precursors reacting together chemically to form the color in situ. The process according to the invention makes it possible in the context of certain variants to solve the problems caused by the color generated during the process, while at the same time not degrading the efficacy of the coloration, and especially of the lightening effect. The colorations obtained are moreover powerful, chromatic, sparingly selective, and fast with respect to external agents such as sunlight, perspiration and especially shampoo.

  本发明涉及使用两种无色染料前体对角蛋白材料进行染色，其中至少一种含有二硫化物/巯基单元，这些前体在化学上相互反应以在原位形成颜色。根据本发明的方法使得在某些变体情况下能够解决染色过程中产生的问题，同时不降低染色的功效，特别是减淡效果。所获得的染色品不仅强大、色彩鲜艳、选择性较少，而且对于阳光、汗水和尤其是洗发水等外部因素具有快速的耐久性。
• Dicyanovinyl-substituted J147 analogue inhibits oligomerization and fibrillation of β-amyloid peptides and protects neuronal cells from β-amyloid-induced cytotoxicity
  作者：Kyoungdo Kim、Kwang-su Park、Mi Kyoung Kim、Hyunah Choo、Youhoon Chong

  DOI：10.1039/c5ob01463h

  日期：——

  AJ147 derivative3jinhibits Aβ₄₂oligomerization and fibrillization, disassembles the preformed Aβ₄₂fibrils and prevents Aβ₄₂induced neurotoxicity.

  AJ147衍生物3j抑制Aβ42寡聚体化和纤维化，解体预先形成的Aβ42纤维，并防止Aβ42诱导的神经毒性。
• 베타 아밀로이드의 올리고화 및 섬유화 저해능과 함께 신경세포 보호능력을 갖는 신규 알츠하이머병 치료제
  申请人：Konkuk University Industrial Cooperation Corp 건국대학교 산학협력단(220040157648) BRN ▼206-82-07325

  公开号：KR20170017173A

  公开（公告）日：2017-02-15

  본 발명은 베타 아밀로이드의 올리고화 및 섬유화 저해능과 함께 신경세포 보호능력을 갖는 신규 알츠하이머병 치료제 개발에 관한 것으로 본 발명의 화합물은 알쯔하이머병 치료효과를 유지한 채 기존의 커큐민의 특이적 활성인 올리고머 및 섬유형 아밀로이드베타의 직접적 저해능력을 회복시킴으로써 새로운 저해제로 사용될 수 있다.

  This invention relates to the development of a novel Alzheimer's disease treatment with the ability to inhibit the oligomerization and fibrillation of beta-amyloid, while also possessing neuroprotective capabilities. The compound of this invention can be used as a new inhibitor by restoring the specific activity of curcumin, while maintaining the therapeutic effect on Alzheimer's disease, directly inhibiting the oligomeric and fibrillar forms of beta-amyloid.
• INDOLINE DERIVATIVES
  申请人：Sugimoto Hachiro

  公开号：US20110294850A1

  公开（公告）日：2011-12-01

  The present invention provides a novel indoline derivative or a pharmacologically acceptable salt thereof or a solvate of the derivative or a salt thereof represented by the following formula (1) that has an excellent butyrylcholinesterase inhibitory activity. In the formula, R 1 represents an alkyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, a heteroaryl group, an arylalkyl group, a heteroarylalkyl group, a cycloalkylalkyl group, a heterocycloalkylalkyl group, a dihydrofurylalkyl group, an alkenyl group, a tetrahydronaphthyl group, or an indanyl group; R 2 represents a hydrogen atom, an alkyl group, an arylalkyl group, a cycloalkylalkyl group, a heteroarylalkyl group, a heterocycloalkylalkyl group, an aryl group, or an acyl group; R 3 each independently represents a hydrogen atom, an alkyl group, or a dialkylaminocarbonyl group; R 4 each independently represents a hydrogen atom or an alkyl group; and R 5 represents a hydrogen atom or an alkyl group. Each functional group may have a substituent.

  本发明提供了一种新的吲哚啉衍生物，或者其药理学上可接受的盐，或者所述衍生物的溶剂或其盐的溶剂，其由以下式（1）所代表，具有优异的丁酰胆碱酯酶抑制活性。在该式中，R1代表烷基，环烷基，杂环烷基，芳基，杂芳基，芳基烷基，杂芳基烷基，环烷基烷基，杂环烷基烷基，二氢呋喃基烷基，烯基，四氢萘基或吲哚基；R2代表氢原子，烷基，芳基烷基，环烷基烷基，杂芳基烷基，杂环烷基烷基，芳基或酰基；R3各自独立地代表氢原子，烷基或二烷基氨基甲酰基；R4各自独立地代表氢原子或烷基；R5代表氢原子或烷基。每个功能基团可能有取代基。
• Fluorescent pH-Responsive Probes Based on Water-Soluble Boron-Dipyrromethene (BODIPY) Derivatives, Featuring Long-Wavelength Emission
  作者：Alexandra Sutter、Mourad Elhabiri、Gilles Ulrich

  DOI：10.1002/chem.201801540

  日期：2018.8.1

  synthesis of water‐soluble red/NIR‐emissive, boron‐dipyrromethene (BODIPY) derivatives displaying optical (absorption and emission) responses in pH range of 4–8. Substitution close to the tertiary aniline or the phenol subunits selected as the proton‐sensitive sites allowed us to finely tune the pH ranges. Furthermore, the introduction of sulfobetaine functions at the boron centre of these pH‐responsive

  我们在这里描述了水溶性红色/ NIR发射性的硼-二吡咯亚甲基（BODIPY）衍生物的合成，在4-8的pH范围内表现出光学（吸收和发射）响应。接近于叔苯胺或被选为质子敏感位点的酚亚基的取代基使我们能够精细调节pH范围。此外，在这些pH响应BODIPY硼中心引入磺基甜菜碱功能，在水性介质的红色/近红外区域提供了有价值的荧光染料，其空间位阻和静电排斥阻止了它们的非发射性聚集。在水溶液，乙醇溶液和盐溶液中（模拟生理条件）研究了所有吸收和发射研究以及质子化性质。有趣的是，