4-isopropylbenzyl benzoate | 38612-05-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-isopropylbenzyl benzoate
• 英文别名: benzoic acid-(4-isopropyl-benzyl ester)；Cuminylbenzoat；(4-Isopropyl-benzyl)-benzoat；Benzoesaeure-(4-isopropyl-benzylester)；(4-propan-2-ylphenyl)methyl benzoate
• CAS: 38612-05-4
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: OQURVZTUQABOQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲酰氯 、 4-异丙基苯甲醇 在 吡啶 作用下， 反应 1.5h， 以79%的产率得到4-isopropylbenzyl benzoate
  参考文献：
  名称：

  Inhibitory effects of benzyl benzoate and its derivatives on angiotensin II-induced hypertension

  摘要：

  Hypertension is a lifestyle-related disease which often leads to serious conditions such as heart disease and cerebral hemorrhage. Angiotensin II (Ang II) plays an important role in regulating cardiovascular homeostasis. Consequently, antagonists that block the interaction of Ang II with its receptors are thought to be effective in the suppression of hypertension. In this study, we searched for plant compounds that had antagonist-like activity toward Ang II receptors. From among 435 plant samples, we found that EtOH extract from the resin of sweet gum Liquidambar styraciflua strongly inhibited Ang II signaling. We isolated benzyl benzoate and benzyl cinnamate from this extract and found that those compounds inhibited the function of Ang II in a dose-dependent manner without cytotoxicity. An in vivo study showed that benzyl benzoate significantly suppressed Ang II-induced hypertension in mice. In addition, we synthesized more than 40 derivatives of benzyl benzoate and found that the meta-methyl and 3-methylbenzyl 2'-nitrobenzoate derivatives showed about 10-fold higher activity than benzyl benzoate itself. Thus, benzyl benzoate, its derivatives, and benzyl cinnamate may be useful for reducing hypertension. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.056

文献信息

• [EN] AMINO-BENZOISOTHIAZOLE AND AMINO-BENZOISOTHIADIAZOLE AMIDE COMPOUNDS<br/>[FR] COMPOSÉS D'AMIDE D'AMINO-BENZOISOTHIAZOLE ET D'AMINO-BENZOISOTHIADIAZOLE
  申请人：AERIE PHARMACEUTICALS INC

  公开号：WO2019178324A1

  公开（公告）日：2019-09-19

  Provided herein are amino-benzoisothiazole and benzoisothiadiazole amide compounds. In particular, provided herein are compounds that affect the function of kinases in a cell and that are useful as therapeutic agents or with therapeutic agents. The compounds provided herein are useful in the treatment of a variety of diseases and conditions including eye diseases such as glaucoma, retinal diseases such as acute macular degeneration (AMD) and diabetic macular edema (DME), diseases and conditions characterized by inflammatory processes, cardiovascular diseases, and diseases characterized by abnormal growth, such as cancers. Also provided are compositions (e.g., pharmaceutical compositions) comprising the compounds provided herein.

  本文提供了氨基苯并异噻唑和苯并异噻二唑酰胺化合物。具体来说，本文提供了影响细胞激酶功能并可用作治疗剂或与治疗剂一起使用的化合物。本文提供的化合物在治疗各种疾病和病况方面具有用途，包括眼部疾病如青光眼，视网膜疾病如急性黄斑变性（AMD）和糖尿病黄斑水肿（DME），以及以炎症过程为特征的疾病和病况、心血管疾病，以及以异常生长为特征的疾病，如癌症。还提供了含有本文提供的化合物的组合物（例如，制药组合物）。
• AMINO-BENZOISOTHIAZOLE AND AMINO-BENZOISOTHIADIAZOLE AMIDE COMPOUNDS
  申请人：Aerie Pharmaceuticals, Inc.

  公开号：US20210087184A1

  公开（公告）日：2021-03-25

  Provided herein are amino-benzoisothiazole and benzoisothiadiazole amide compounds. In particular, provided herein are compounds that affect the function of kinases in a cell and that are useful as therapeutic agents or with therapeutic agents. The compounds provided herein are useful in the treatment of a variety of diseases and conditions including eye diseases such as glaucoma, retinal diseases such as acute macular degeneration (AMD) and diabetic macular edema (DME), diseases and conditions characterized by inflammatory processes, cardiovascular diseases, and diseases characterized by abnormal growth, such as cancers. Also provided are compositions (e.g., pharmaceutical compositions) comprising the compounds provided herein.
• Inhibitory effects of benzyl benzoate and its derivatives on angiotensin II-induced hypertension
  作者：Osamu Ohno、Mao Ye、Tomoyuki Koyama、Kazunaga Yazawa、Emi Mura、Hiroshi Matsumoto、Takao Ichino、Kaoru Yamada、Kazuhiko Nakamura、Tomohiro Ohno、Kohji Yamaguchi、Junji Ishida、Akiyoshi Fukamizu、Daisuke Uemura

  DOI：10.1016/j.bmc.2008.03.056

  日期：2008.8

  Hypertension is a lifestyle-related disease which often leads to serious conditions such as heart disease and cerebral hemorrhage. Angiotensin II (Ang II) plays an important role in regulating cardiovascular homeostasis. Consequently, antagonists that block the interaction of Ang II with its receptors are thought to be effective in the suppression of hypertension. In this study, we searched for plant compounds that had antagonist-like activity toward Ang II receptors. From among 435 plant samples, we found that EtOH extract from the resin of sweet gum Liquidambar styraciflua strongly inhibited Ang II signaling. We isolated benzyl benzoate and benzyl cinnamate from this extract and found that those compounds inhibited the function of Ang II in a dose-dependent manner without cytotoxicity. An in vivo study showed that benzyl benzoate significantly suppressed Ang II-induced hypertension in mice. In addition, we synthesized more than 40 derivatives of benzyl benzoate and found that the meta-methyl and 3-methylbenzyl 2'-nitrobenzoate derivatives showed about 10-fold higher activity than benzyl benzoate itself. Thus, benzyl benzoate, its derivatives, and benzyl cinnamate may be useful for reducing hypertension. (c) 2008 Elsevier Ltd. All rights reserved.