4-{(2E)-3,7-dimethylocta-2,6-dienyloxy}-3-methoxybenzoic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-{(2E)-3,7-dimethylocta-2,6-dienyloxy}-3-methoxybenzoic acid
• 英文别名: 4-{[(2E)-3,7-dimethylocta-2,6-dienyl]oxy}-3-methoxybenzoic acid；4-geranyloxy-3-methoxybenzoic acid；GMBA；4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3-methoxybenzoic acid
• 化学式: C₁₈H₂₄O₄
• 分子量: 304.386
• InChiKey: WDTAZUUNSIGDLP-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-{(2E)-3,7-dimethylocta-2,6-dienyloxy}-3-methoxybenzoic acid 、 N-乙基-2-氨甲基吡咯烷 以yielding 1.63 g(79%) of the aimed compound的产率得到1-Ethyl-2-(4-geranyloxy-3-methoxybenzoylaminomethyl)pyrrolidine
  参考文献：
  名称：

  Pyrrolidine derivative, anti-ulcer drug, and antibacterial drug

  摘要：

  以下是式子1所表示的吡咯烷衍生物或其盐：##STR1## 其中，R.sub.1是烯丙基基团；R.sub.2是较低的烷氧基团或卤素原子；R.sub.3是较低的烷基团；X是由--O--或--S--表示的基团；Y是碳或氮原子；m是1到3的整数；n是0到2的整数。该吡咯烷衍生物具有抗溃疡作用或对幽门螺杆菌的抗菌活性，同时具有高安全性，可用于预防或治疗溃疡。

  公开号：

  US06043243A1
• 作为产物：
  描述：

  香草酸甲酯 在 sodium hydroxide 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成 4-{(2E)-3,7-dimethylocta-2,6-dienyloxy}-3-methoxybenzoic acid
  参考文献：
  名称：

  In vitro inhibitory activity of boropinic acid against Helicobacter pylori

  摘要：

  In this study, we assessed in vitro minimum inhibitory concentration (MIC) values of some natural geranyloxycoumarins, geranyloxy- and isopentenyloxy acids against growth of Helicobacter pylori. Boropinic acid, active principle isolated from Boronia pinnata (Fam. Rutaceae), was seen to be the most effective compound with a MIC value of 1.62 mu g/mL. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.043

文献信息

• Alkylenediamine derivative anti-ulcer drug and antibacterial drug
  申请人：Shiseido Co. Ltd.

  公开号：US05814634A1

  公开（公告）日：1998-09-29

  The invention provides a compound which has anti-ulcer effect and antibacterial activity against Helicobacter pyroli. This compound is an alkylenediamine derivative or salt which has a general formula of (1): ##STR1## wherein each of R.sub.4, R.sub.5, and R.sub.6 is hydrogen or lower alkyl; n represents an integer of 1 to 6; Y is --CH.sub.2 --, --O--, or --N(R.sub.7)--, wherein R.sub.7 is lower alkyl, aryl, carbamoyl lower alkyl, aralkyl, or a heterocyclic group having 5 to 9 carbon numbers; and, W is a group expressed by formulas 2 or 3: ##STR2## wherein (1) in formula 2: each of R.sub.1 and R.sub.2 is hydrogen, lower alkoxy, alkenyloxy, or a halogen atom; each of R.sub.3 and R.sub.3 is methyl, prenyl, or geranyl; when one of R.sub.3 and R.sub.3 is prenyl or geranyl, the other must be a methyl group; and X is oxygen or sulfur; and (2) in formula 3, R.sub.10 is a lower alkyl, and R.sub.11 is a halogen atom.

  该发明提供了一种具有抗溃疡作用和抗幽门螺杆菌活性的化合物。该化合物是一种烷二胺衍生物或盐，其具有通式(1)：##STR1## 其中R.sub.4、R.sub.5和R.sub.6中的每一个是氢或较低的烷基；n表示1到6的整数；Y为--CH.sub.2 --、--O--或--N(R.sub.7)--，其中R.sub.7为较低的烷基、芳基、氨基甲酰较低的烷基、芳基烷基或具有5到9个碳原子的杂环基；W为由式2或3表示的基团：##STR2## 其中在式2中：R.sub.1和R.sub.2中的每一个是氢、较低的烷氧基、烯氧基或卤原子；R.sub.3和R.sub.3中的每一个是甲基、异戊烯基或戊二烯基；当R.sub.3和R.sub.3中的一个是异戊烯基或戊二烯基时，另一个必须是甲基；X为氧或硫；在式3中，R.sub.10为较低的烷基，R.sub.11为卤原子。
• [EN] SKIN PIGMENTATION MODIFIERS TO DARKEN OR LIGHTEN THE SKIN<br/>[FR] AGENTS DE MODIFICATION DE LA PIGMENTATION DE LA PEAU EN VUE DE L'ASSOMBRIR OU DE L'ÉCLAIRCIR
  申请人：AFFICHEM

  公开号：WO2016193220A1

  公开（公告）日：2016-12-08

  The present invention relates to a method for changing the pigmentation of a skin, a mucous membrane or hair with a compound of general formula (I), a cosmetic use of said compound of general formula (I), to cosmetic compositions comprising said compound of general formula (I), and to new depigmenting agents.

  本发明涉及一种改变皮肤、粘膜或头发色素的方法，使用一般式(I)的化合物，以及所述一般式(I)的化合物的化妆用途，包括所述一般式(I)的化合物的化妆组合物，以及新的脱色剂。
• Alkylenediamine derivative, anti-ulcer drug, and antibacterial drug
  申请人：Shiseido Co., Ltd.

  公开号：US06001880A1

  公开（公告）日：1999-12-14

  An alkylenediamine derivative or a salt thereof expressed by the following formula 1: ##STR1## wherein each of R.sub.1 and R.sub.2 represents a lower alkyl group, and W represents a group expressed by any of the following formulas 2 and 3; ##STR2## wherein all variables are as defined in the specification The alkylenediamine derivative has an anti- ulcer effect or an antibacterial activity against Helicobacter pyroli, and has also high safety to be available for prevention or cure of ulcers.

  以下是公式1所表示的烷基二胺衍生物或其盐：其中R.sub.1和R.sub.2各自代表较低的烷基基团，W代表由以下任一公式2和3表示的基团；其中所有变量均如规范中定义的那样。该烷基二胺衍生物具有抗溃疡作用或对幽门螺杆菌具有抗菌活性，并且对于预防或治疗溃疡具有高度安全性。
• Preparation for external application to the skin and novel benzoic acid
  申请人：Kao Corporation

  公开号：US05646184A1

  公开（公告）日：1997-07-08

  Disclosed is a preparation for external application to the skin characterized by containing at least one of benzoic acid derivatives represented by formula (I) or pharmacologically acceptable salts thereof as an active ingredient, the preparation having sufficient sebaceous secretion inhibitory activity with no substantial side effect and high safety for human body. ##STR1## wherein R.sup.1 represents --OH, --OR.sup.3 or --NHR.sup.3 ; R.sup.2 represents a hydrogen atom, a lower alkyl group or a lower acyl group; R represents --O--R.sup.4 or ##STR2## R.sup.3 represents an alkyl group, an alkenyl group or a hydroxyalkyl group; R.sup.4 represents a straight-chain or branched, saturated or mono-unsaturated alkyl group or cycloalkylalkyl group having from 4 to 10 carbon atoms; X represents --O-- or --NH--; and n represents 1 or 2.

  本发明涉及一种外用制剂，其特征在于含有至少一种由式（I）表示的苯甲酸衍生物或其药学上可接受的盐作为活性成分，该制剂具有足够的皮脂分泌抑制活性，无实质性副作用且对人体安全性高。其中，R1代表-OH，-OR3或-NHR3；R2代表氢原子，低碳基或低酰基；R代表-O-R4或-；R3代表烷基，烯基或羟基烷基；R4代表直链或支链，饱和或单不饱和烷基或环烷基烷基，其碳原子数为4到10；X代表-O-或-NH-；n代表1或2。
• DERMATOLOGIC PREPARATION AND NOVEL BENZOIC ACID DERIVATIVE
  申请人：Kao Corporation

  公开号：EP0643035A1

  公开（公告）日：1995-03-15

  A dermatologic preparation containing at least one of the benzoic acid derivatives represented by general formula (I) and pharmacologically acceptable salts thereof, having a sufficient effect of inhibiting sebum secretion and being free from side effects, thus being safe for the human body, wherein R¹ represents -OH, -OR³ or -NHR³; R² represents hydrogen, lower alkyl or lower alkoxy; R represents -OR⁴ or (II); R³ represents alkyl, alkenyl or hydroxyalkyl; R⁴ represents C₄-C₁₀ linear or branched, saturated or monounsaturated alkyl or cycloalkylalkyl; X represents -O- or -NH-; and n represents 1 or 2.

  一种含有至少一种通式(I)所代表的苯甲酸衍生物及其药理上可接受的盐的皮肤病制剂，具有足够的抑制皮脂分泌的作用，且无副作用，因此对人体安全，其中R¹代表-OH、-OR³或-NHR³；R² 代表氢、低级烷基或低级烷氧基；R 代表 -OR⁴ 或 (II)；R³ 代表烷基、烯基或羟基烷基；R⁴ 代表 C₄-C₁₀ 直链或支链、饱和或单不饱和烷基或环烷基烷基；X 代表 -O- 或 -NH-；以及 n 代表 1 或 2。