N,N-3-(dimethylamino)-4-(methoxymethyl)benzaldehyde | 145600-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N,N-3-(dimethylamino)-4-(methoxymethyl)benzaldehyde
• 英文别名: 3-(N,N-dimethylamino)-4-(methoxymethoxy)benzaldehyde；3-dimethylamino-4-methoxymethoxybenzaldehyde；3-(dimethylamino)-4-(methoxymethoxy)benzaldehyde
• CAS: 145600-72-2
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: DKZGPAQWHNQDNC-UHFFFAOYSA-N

物化性质

• 沸点：
  321.7±37.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-3-(dimethylamino)-4-(methoxymethyl)benzaldehyde 在 盐酸 、 四丁基硫酸氢铵 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 (E,E)-4,6-bis(4'-hydroxy-3'-(N.N-dimethylamino)styryl)pyrimidine
  参考文献：
  名称：

  Small molecules that protect against β-amyloid-induced cytotoxicity by inhibiting aggregation of β-amyloid

  摘要：

  Aggregated beta-amyloid (A beta) plays crucial roles in Alzheimer's disease (AD) pathogenesis, therefore blockade of Ab aggregation is considered as a potential therapeutic target. We designed and synthesized small molecules to reduce A beta-induced cytotoxicity by inhibiting A beta aggregation. The small molecules were screened via ThT, MTT, and cell-based cytotoxicity assay (A beta burden assay). Selected compounds 1c, 1d, 1e, and 1f were then investigated by evaluating their effects on cognitive impairment of acute AD mice model. Learning and memory dysfunction by injection of A beta(1-42) was recovered by administration of these molecules. Especially, 1d showed the best recovery activity in Y-maze task, object recognition task, and passive avoidance task with dose dependent manner. These results suggest that 1d has high potential as a therapeutic agent for AD. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.045
• 作为产物：
  描述：

  N,N-3-(dimethylamino)-4-(methoxymethyl)benzoic acid methyl ester 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 N,N-3-(dimethylamino)-4-(methoxymethyl)benzaldehyde
  参考文献：
  名称：

  Small molecules that protect against β-amyloid-induced cytotoxicity by inhibiting aggregation of β-amyloid

  摘要：

  Aggregated beta-amyloid (A beta) plays crucial roles in Alzheimer's disease (AD) pathogenesis, therefore blockade of Ab aggregation is considered as a potential therapeutic target. We designed and synthesized small molecules to reduce A beta-induced cytotoxicity by inhibiting A beta aggregation. The small molecules were screened via ThT, MTT, and cell-based cytotoxicity assay (A beta burden assay). Selected compounds 1c, 1d, 1e, and 1f were then investigated by evaluating their effects on cognitive impairment of acute AD mice model. Learning and memory dysfunction by injection of A beta(1-42) was recovered by administration of these molecules. Especially, 1d showed the best recovery activity in Y-maze task, object recognition task, and passive avoidance task with dose dependent manner. These results suggest that 1d has high potential as a therapeutic agent for AD. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.045

文献信息

• Substituted or unsubstituted benzhydryl heteroalkyl-substituted
  申请人：Green Cross Corporation

  公开号：US05308840A1

  公开（公告）日：1994-05-03

  Aminophenol derivatives of the following formula (I) ##STR1## wherein X is hydrogen atom, lower alkyl or a protecting group for phenolic hydroxy, Y is hydrogen atom or lower alkyl, Z is hydrogen atom, lower alkyl, halogen atom or trifluoromethyl, A is hydrogen atom or lower alkyl, t is an integer of 1 to 5, l and m are respectively an integer of 2 to 4, E and W are nitrogen atoms, F is a direct bond or oxygen atom, P and Q are each hydrogen atom, halogen atom, lower alkyl or lower alkoxy, and R.sup.8 is hydrogen atom, hydroxy or a hydroxy-protecting group, and their pharmcologically acceptable salts. Since the aminophenol derivatives (I) of the present invention have excellent antioxidative action and antiinflammatory and antiallergic action in mammalian animals including human, they are extremely useful as pharmaceuticals such as an antiinflammatory or an antiallergic.

  具有以下结构式(I)的氨基酚衍生物 其中X是氢原子、较低的烷基或苯酚羟基的保护基，Y是氢原子或较低的烷基，Z是氢原子、较低的烷基、卤原子或三氟甲基，A是氢原子或较低的烷基，t是1到5的整数，l和m分别是2到4的整数，E和W是氮原子，F是直接键或氧原子，P和Q分别是氢原子、卤原子、较低的烷基或较低的烷氧基，R.sup.8是氢原子、羟基或羟基保护基，以及其药学上可接受的盐。由于本发明的氨基酚衍生物(I)在哺乳动物动物中，包括人类，具有出色的抗氧化作用、抗炎和抗过敏作用，因此它们作为药物，如抗炎或抗过敏药物，非常有用。
• BIS(STYRYL)PYRIMIDINE OR BIS(STYRYL)BENZENE COMPOUNDS, PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR PREVENTION OR TREATMENT OF DISEASES FEATURING AMYLOIDS COMPRISING THE SAME AS AN ACTIVE INGREDIENT
  申请人：SHIN Kye Jung

  公开号：US20100190803A1

  公开（公告）日：2010-07-29

  Disclosed are bis(styryl)pyrimidine or bis(styryl)benzene compounds, represented by Chemical Formula 1, pharmaceutically acceptable salts, a method for preparing the same, and a pharmaceutical composition for the prevention and treatment of amyloidosis-associated diseases, comprising the same as an active ingredient. Having the ability to inhibit the deposition of beta amyloid and to reduce the toxicity of beta amyloid, the derivatives can improve learning and memory and can be useful in the prevention and treatment of amyloidosis-associated diseases. (wherein R 1 , R 2 , R 3 and X are as defined in the specification)

  本发明涉及一种由化学式1表示的双(苯乙烯基)嘧啶或双(苯乙烯基)苯化合物，其药学上可接受的盐，其制备方法以及一种药物组合物，用于预防和治疗与淀粉样蛋白病相关的疾病，其中该化合物为活性成分。该衍生物具有抑制β淀粉样蛋白沉积和减少其毒性的能力，可以改善学习和记忆，并且可以在预防和治疗与淀粉样蛋白病相关的疾病方面有用。（其中R1、R2、R3和X如规范中所定义）
• Novel aminophenol derivatives and pharmaceutical compositions thereof
  申请人：THE GREEN CROSS CORPORATION

  公开号：EP0508334A2

  公开（公告）日：1992-10-14

  Aminophenol derivatives of the following formula (I) wherein X is hydrogen atom, lower alkyl or a protecting group for phenolic hydroxy, Y is hydrogen atom or lower alkyl, Z is hydrogen atom, lower alkyl, halogen atom or trifluoromethyl, A is hydrogen atom or lower alkyl, t is an integer of 1 to 5, l and m are respectively an integer of 2 to 4, E and W are nitrogen atoms, F is a direct bond or oxygen atom, P and Q are each hydrogen atom, halogen atom, lower alkyl or lower alkoxy, and R⁸ is hydrogen atom, hydroxy or a hydroxy-protecting group, and their pharmcologically acceptable salts. Since the aminophenol derivatives (I) of the present invention have excellent antioxidative action and antiinflammatory and antiallergic action in mammalian animals including human, they are extremely useful as pharmaceuticals such as an antiinflammatory or an antiallergic.

  下式（I）的氨基苯酚衍生物 其中 X 为氢原子、低级烷基或酚羟基保护基，Y 为氢原子或低级烷基，Z 为氢原子、低级烷基、卤素原子或三氟甲基，A 为氢原子或低级烷基，t 为 1 至 5 的整数，l 和 m 分别为 2 至 4 的整数、E和W是氮原子，F是直接键或氧原子，P和Q分别是氢原子、卤素原子、低级烷基或低级烷氧基，R⁸是氢原子、羟基或羟基保护基团，以及它们的药学上可接受的盐。由于本发明的氨基苯酚衍生物（I）在哺乳动物（包括人类）中具有优异的抗氧化作用、抗炎作用和抗过敏作用，因此它们作为抗炎或抗过敏等药物非常有用。
• US5308840A
  申请人：——

  公开号：US5308840A

  公开（公告）日：1994-05-03
• US8410116B2
  申请人：——

  公开号：US8410116B2

  公开（公告）日：2013-04-02