tert-butyl [2-(4-isopropyl-2-nitrophenyl)ethyl]carbamate | 500303-57-1

• 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: tert-butyl [2-(4-isopropyl-2-nitrophenyl)ethyl]carbamate
• 英文别名: Tert-butyl [2-(4-isopropyl-2-nitrophenyl)ethyl]carbamate；tert-butyl N-[2-(2-nitro-4-propan-2-ylphenyl)ethyl]carbamate
• CAS: 500303-57-1
• 化学式: C₁₆H₂₄N₂O₄
• 分子量: 308.378
• InChiKey: WARDVTLDQPKGIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl [2-(4-isopropyl-2-nitrophenyl)ethyl]carbamate 在 palladium-carbon 氢气 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以to give 82 mg of tert-butyl [2-(2-amino-4-isopropylphenyl)ethyl]carbamate的产率得到tert-butyl [2-(2-amino-4-isopropylphenyl)ethyl]carbamate
  参考文献：
  名称：

  5-amidino-n-(2-aminophenethyl)-n-hydroxy-benzenesulffonamide derivative, medical composition containing the same, pharmaceutical use thereof and intermediate therefor

  摘要：

  本发明涉及一种由通式表示的5-酰胺基-N-(2-氨基苯乙基)-2-羟基苯磺酰胺衍生物： 其中，R1是氢原子或低碳基团；R2代表氢原子、可选取代的低碳基团等；R3是二(低碳基)氨基基团、低碳基团、环烷基团等；Q是氢原子或可选取代的低碳基团；Z是氢原子或羟基等，或其药学上可接受的盐，具有强效和选择性的激活血凝因子X抑制活性，并且可用作预防或治疗与激活血凝因子X相关的疾病的药剂，包括该药物组成物、其药学用途和中间体。

  公开号：

  US07022689B2
• 作为产物：
  描述：

  2-硝基对甲基异丙基苯 在 硼烷四氢呋喃络合物 、 二碳酸二叔丁酯 、 sodium ethanolate 、 乙酸酐 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 43.5h， 生成 tert-butyl [2-(4-isopropyl-2-nitrophenyl)ethyl]carbamate
  参考文献：
  名称：

  EP1415983

  摘要：

  公开号：

文献信息

• 5-Amidino-N-(2-aminophenethyl)-2-hydroxybenzenesulfonamide derivative, medicinal composition containing the same, pharmaceutical use thereof, and intermediate therefor
  申请人：Okazaki Kosuke

  公开号：US20060111446A1

  公开（公告）日：2006-05-25

  The present invention relates to a 5-amidino-N-(2-aminophenethyl)-2-hydroxybenzenesulfonamide derivative represented by the general formula: wherein R 1 is a hydrogen atom or a lower alkyl group; R 2 represents a hydrogen atom, an optionally substituted lower alkyl group, etc.; R 3 is a di(lower alkyl)amino group, a lower alkyl group, a cycloalkyl group, etc.; Q is a hydrogen atom or an optionally substituted lower alkyl group; and Z is a hydrogen atom or a hydroxy group, etc., or a pharmaceutically acceptable salt thereof, which exerts a potent and selective activated blood coagulation factor X inhibitory activity and is useful as an agent for the prevention or treatment of a disease occurred associating an activated blood coagulation factor X, a pharmaceutical composition comprising the same, a pharmaceutical use thereof and an intermediate thereof.

  本发明涉及一种5-酰胺基-N-(2-氨基苯乙基)-2-羟基苯磺酰胺衍生物，其通式表示为：其中R1为氢原子或低碳基；R2表示氢原子、可选取代的低碳基等；R3为二(低碳基)氨基基团、低碳基、环烷基等；Q为氢原子或可选取代的低碳基；Z为氢原子或羟基等，或其药学上可接受的盐，具有强效和选择性的激活血凝因子X抑制活性，并可用作预防或治疗与激活血凝因子X相关的疾病的药物，以及包含该药物的制药组合物、其药用和中间体。
• Orally active factor Xa inhibitors: Investigation of a novel series of 3-amidinophenylsulfonamide derivatives using an amidoxime prodrug strategy
  作者：Masahiko Uchida、Kosuke Okazaki、Harunobu Mukaiyama、Hidetoshi Isawa、Hiroaki Kobayashi、Hiroaki Shiohara、Hideyuki Muranaka、Yuichiro Kai、Norihiko Kikuchi、Hideki Takeuchi、Kenji Yokoyama、Eiichi Tsuji、Tomonaga Ozawa、Yuji Hoyano、Takashi Koizumi、Keiko Misawa、Kiyoto Hara、Shigeru Nakano、Yasuoki Murakami、Hiroaki Okuno

  DOI：10.1016/j.bmcl.2008.07.009

  日期：2008.8

  A series of novel and potent 3-amidinophenylsulfonamide derivatives of factor Xa inhibitors were designed and synthesized using an amidoxime prodrug strategy. We focused on systemic clearance of parent compounds in rats, and performed in vivo pharmacokinetic screening. Incorporation of a carboxymethoxy group markedly improved systemic clearance (compound 43), and the related amidoxime 44 showed sufficient prodrug conversion. Compound 45, the double prodrug of 43, exhibited practicable bioavailability after oral administration in rats. Among the various compounds under investigation, KFA-1982 was selected for clinical development. (C) 2008 Elsevier Ltd. All rights reserved.