(2R)-2-[(N-2-Fluorophenyl-N-4-fluorophenylcarbamoyloxy)-methyl]-5-[(ethoxycarbonyl)methoxy]-2-hydroxy-1,2,3,4-tetrahydronaphthalene | 227951-81-7

• 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: (2R)-2-[(N-2-Fluorophenyl-N-4-fluorophenylcarbamoyloxy)-methyl]-5-[(ethoxycarbonyl)methoxy]-2-hydroxy-1,2,3,4-tetrahydronaphthalene
• 英文别名: ethyl 2-[[(6R)-6-[[(2-fluorophenyl)-(4-fluorophenyl)carbamoyl]oxymethyl]-6-hydroxy-7,8-dihydro-5H-naphthalen-1-yl]oxy]acetate
• CAS: 227951-81-7
• 化学式: C₂₈H₂₇F₂NO₆
• 分子量: 511.522
• InChiKey: IDMCDSFGOCBIBT-MUUNZHRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2R)-2-[(N-2-Fluorophenyl-N-4-fluorophenylcarbamoyloxy)-methyl]-5-[(ethoxycarbonyl)methoxy]-2-hydroxy-1,2,3,4-tetrahydronaphthalene 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 (2R)-5-(Carboxymethoxy)-2-[(N-4-fluorophenyl-N-2-fluorophenylcarbamoyloxy)methyl]-2-hydroxy-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Metabolism investigation leading to novel drug design 2: Orally active prostacyclin mimetics. Part 5

  摘要：

  A metabolism study of FK788 (2) led to the discovery of new diphenylcarbamoyl derivatives as prostacyclin mimetics without the PG skeleton. We designed and evaluated PGI(2) mimetics based on blocking the main metabolic pathway of FK788. The new compound 7c was found to be equipotent to FK788 towards PGI(2) agonist activity and metabolically more stable than FK788. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.033
• 作为产物：
  描述：

  邻溴氟苯 在 吡啶 、 sodium hydroxide 、 potassium carbonate 、 copper(l) chloride 作用下， 以 乙醇 、 二氯甲烷 、 xylene 为溶剂， 生成 (2R)-2-[(N-2-Fluorophenyl-N-4-fluorophenylcarbamoyloxy)-methyl]-5-[(ethoxycarbonyl)methoxy]-2-hydroxy-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Metabolism investigation leading to novel drug design 2: Orally active prostacyclin mimetics. Part 5

  摘要：

  A metabolism study of FK788 (2) led to the discovery of new diphenylcarbamoyl derivatives as prostacyclin mimetics without the PG skeleton. We designed and evaluated PGI(2) mimetics based on blocking the main metabolic pathway of FK788. The new compound 7c was found to be equipotent to FK788 towards PGI(2) agonist activity and metabolically more stable than FK788. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.033

文献信息

• NAPHTHALENE DERIVATIVES
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP1042277B1

  公开（公告）日：2003-04-23
• US6303649B1
  申请人：——

  公开号：US6303649B1

  公开（公告）日：2001-10-16
• Metabolism investigation leading to novel drug design 2: Orally active prostacyclin mimetics. Part 5
  作者：Fujiko Takamura、Akira Tanaka、Hisashi Takasugi、Kiyoshi Taniguchi、Mie Nishio、Jiro Seki、Kouji Hattori

  DOI：10.1016/j.bmcl.2006.06.033

  日期：2006.9

  A metabolism study of FK788 (2) led to the discovery of new diphenylcarbamoyl derivatives as prostacyclin mimetics without the PG skeleton. We designed and evaluated PGI(2) mimetics based on blocking the main metabolic pathway of FK788. The new compound 7c was found to be equipotent to FK788 towards PGI(2) agonist activity and metabolically more stable than FK788. (c) 2006 Elsevier Ltd. All rights reserved.