α-(pyridin-3-yl)-2,5-dimethoxy-4,6-dimethylbenzyl alcohol | 145096-35-1

• 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: α-(pyridin-3-yl)-2,5-dimethoxy-4,6-dimethylbenzyl alcohol
• 英文别名: α-(3-pyridyl)-2,5-dimethoxy-4,6-dimethylbenzyl alcohol；alpha-(3-Pyridyl)-2,5-dimethoxy-4,6-dimethylbenzyl alcohol；(3,6-dimethoxy-2,4-dimethylphenyl)-pyridin-3-ylmethanol
• CAS: 145096-35-1
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: YJGHFTWHEBPSBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  51.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-(pyridin-3-yl)-2,5-dimethoxy-4,6-dimethylbenzyl alcohol 生成 α-(pyridin-3-yl)-2,5-dimethoxy-4,6-dimethylbenzyl acetate
  参考文献：
  名称：

  Pyridyl substituted benzothiazole compounds which have useful

  摘要：

  一种苯并噻唑衍生物或其药学上可接受的盐，其可用作抑制白三烯和血栓素生成功能有效的疾病的预防或治疗剂。该苯并噻唑衍生物由以下通式（I）表示：##STR1##其中，R.sup.1和R.sup.3相同或不同，表示氢原子、低级烷基或低级烷氧基；R.sup.4表示由公式--（CH.sub.x）--.sub.q表示的基团，其中q为1至4的整数；R.sup.2表示氢原子；R.sup.5和R.sup.6相同或不同，每个表示氢原子或低级烷基；或其药学上可接受的盐。

  公开号：

  US05300518A1
• 作为产物：
  描述：

  2,5-二甲氧基-1,3-二甲基苯 、 3-吡啶甲醛 生成 α-(pyridin-3-yl)-2,5-dimethoxy-4,6-dimethylbenzyl alcohol
  参考文献：
  名称：

  Pyridyl substituted benzothiazole compounds which have useful

  摘要：

  一种苯并噻唑衍生物或其药学上可接受的盐，其可用作抑制白三烯和血栓素生成功能有效的疾病的预防或治疗剂。该苯并噻唑衍生物由以下通式（I）表示：##STR1##其中，R.sup.1和R.sup.3相同或不同，表示氢原子、低级烷基或低级烷氧基；R.sup.4表示由公式--（CH.sub.x）--.sub.q表示的基团，其中q为1至4的整数；R.sup.2表示氢原子；R.sup.5和R.sup.6相同或不同，每个表示氢原子或低级烷基；或其药学上可接受的盐。

  公开号：

  US05300518A1

文献信息

• Pyridyl substituted benzothiazole compounds which have useful
  申请人：Eisai Co., Ltd.

  公开号：US05300518A1

  公开（公告）日：1994-04-05

  A benzothiazole derivative or a pharmacologically acceptable salt thereof which is useful as a preventive or therapeutic agent for diseases on which functions of suppressing leukotrienes and thromboxanes production are effective. A benzothiazole derivative represented by the following general formula (I): ##STR1## wherein R.sup.1 and R.sup.3 are either the same or different and represents a hydrogen atom, a lower alkyl group or a lower alkoxy group; R.sup.4 represents a group represented by the formula --(CH.sub.x)--.sub.q wherein q is a integer of from 1 to 4; R.sup.2 represents a hydrogen atom and; R.sup.5 and R.sup.6 are the same or different and each represent a hydrogen atom or a lower alkyl group; or a pharmacologically acceptable salt thereof.

  一种苯并噻唑衍生物或其药学上可接受的盐，可用作预防或治疗抑制白三烯和血栓素产生功能有效的疾病的药物。一种由以下通式（I）表示的苯并噻唑衍生物：##STR1## 其中R.sup.1和R.sup.3相同或不同，表示氢原子，低级烷基或低级烷氧基; R.sup.4表示由式--(CH.sub.x)--.sub.q表示的基团，其中q为1至4的整数; R.sup.2表示氢原子; R.sup.5和R.sup.6相同或不同，每个表示氢原子或低级烷基; 或其药学上可接受的盐。
• Novel Dual Inhibitors of 5-Lipoxygenase and Thromboxane A2 Synthetase: Synthesis and Structure-Activity Relationships of 3-Pyridylmethyl-Substituted 2-Amino-6-hydroxybenzothiazole Derivatives
  作者：Shigeki Hibi、Yasushi Okamoto、Katsuya Tagami、Hirotoshi Numata、Naoki Kobayashi、Masanobu Shinoda、Tetsuya Kawahara、Manabu Murakami、Kiyoshi Oketani

  DOI：10.1021/jm00045a011

  日期：1994.9

  As part of our search for novel antiinflammatory drug candidates, we have designed and synthesized a series of 3-pyridylmethyl-substituted 2-amino-6-hydroxybenzothiazoles. Introduction of a 3-pyridylmethyl group into the 2-amino group (type-A) or the benzene ring (type-B) of 2-amino-6-hydroxybenzothiazoles imparted dual inhibitory activity against the production by glycogen-induced peritoneal cells of rat (in vitro) of leukotriene B-4 (LTB(4)) and thromboxane A(2) (TXA(2)), while not significantly inhibiting that of prostaglandin E(2) (PGE(2)). The observed inhibition of the former two arachidonic acid metabolites was indicated to be the result of a direct action on 5-Lipoxygenase and TXA(2) synthetase by a cell-free in vitro assay. On the other hand, the inhibitory activities against PGE(2) production were for most compounds very weak, indicating that they did not inhibit cyclooxygenase. Structure-activity relationship studies concerning the position of the 3-pyridylmethyl group revealed that type-B compounds generally showed about 10-fold stronger inhibitory activity against TXA(2) synthetase than type-A compounds. The position of the 3-pyridylmethyl group played an important role in TXA(2) synthetase inhibition. When some of these compounds (8, 13a, 26a (E3040), 26b, 27b, and 28b) were orally administered in the rat TNB/ethanol-induced chronic colitis model (100 mg/ kg), the production of both LTB(4) and TXB(2) in the rat colon was reduced (ex vivo). In addition, one type-B compound, 6-hydroxy-5,7-dimethyl-2-(methylamino)-4 zole (26a), demonstrated a therapeutic effect at treatments of 100 mg/kg po once daily for 11 days and showed almost comparable activity to sulfasalazine at a dose of 500 mg/kg, the reference drug for inflammatory bowel diseases, in this in vivo model.
• Benzothiazole derivative
  申请人：Eisai Co., Ltd.

  公开号：EP0507318B1

  公开（公告）日：1997-09-10
• US5300518A
  申请人：——

  公开号：US5300518A

  公开（公告）日：1994-04-05
• US5420144A
  申请人：——

  公开号：US5420144A

  公开（公告）日：1995-05-30