2-(4-iodo-3-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxane | 910920-82-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-iodo-3-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxane
• 英文别名: 2-(4-Iodo-3-methoxyphenyl)-5,5-dimethyl[1,3]dioxane；2-(4-iodo-3-methoxyphenyl)-5,5-dimethyl-1,3-dioxane
• CAS: 910920-82-0
• 化学式: C₁₃H₁₇IO₃
• 分子量: 348.181
• InChiKey: WTAPOOCNJMHCRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-iodo-3-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxane 在 吡啶 、 盐酸 、 正丁基锂 、 氯化亚砜 、 水 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 生成 (2S)-1-[5-chloro-3-(4-formyl-2-methoxyphenyl)-2-oxo-1H-indol-3-yl]-N,N-dimethylpyrrolidine-2-carboxamide
  参考文献：
  名称：

  Potent and selective oxindole-based vasopressin 1b receptor antagonists with improved pharmacokinetic properties

  摘要：

  Herein we report the discovery of a novel series of vasopressin 1b (V1b) receptor antagonists, starting from potent but metabolically labile oxindole SSR149415. Masking the proline N,N-dimethyl amide moiety as an oxazole and attaching a benzylic amine moiety to the northern phenyl ring resulted in potent and selective V1b receptor antagonists with improved metabolic stability and improved pharmacokinetic properties in rat. Compound 18c was found to be efficacious in a rat model of anti-depressant activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.012
• 作为产物：
  描述：

  3-羟基-4-碘苯甲醛 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 2-(4-iodo-3-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxane
  参考文献：
  名称：

  Potent and selective oxindole-based vasopressin 1b receptor antagonists with improved pharmacokinetic properties

  摘要：

  Herein we report the discovery of a novel series of vasopressin 1b (V1b) receptor antagonists, starting from potent but metabolically labile oxindole SSR149415. Masking the proline N,N-dimethyl amide moiety as an oxazole and attaching a benzylic amine moiety to the northern phenyl ring resulted in potent and selective V1b receptor antagonists with improved metabolic stability and improved pharmacokinetic properties in rat. Compound 18c was found to be efficacious in a rat model of anti-depressant activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.012

文献信息

• SUBSTITUTED OXINDOL DERIVATIVES, MEDICAMENTS CONTAINING SAID DERIVATIVES AND USE THEREOF
  申请人：Oost Thorsten

  公开号：US20100273766A1

  公开（公告）日：2010-10-28

  The invention relates to novel oxindole derivatives of general formula (I), wherein the substituents R 1 , R 2 , A, B, and Y are defined as in claim 1 . The invention further relates to medicaments containing said derivatives, and use thereof for the prevention and/or treatment of vasopressin-dependent diseases.

  本发明涉及一种新型的氧化吲哚衍生物，其一般式为(I)，其中取代基R1、R2、A、B和Y的定义如权利要求书所述。本发明还涉及含有该衍生物的药物以及其用于预防和/或治疗利尿激素依赖性疾病的用途。
• SUBSTITUTED OXINDOLE DERIVATIVES, DRUGS CONTAINING SAID DERIVATIVES AND THE USE THEREOF
  申请人：Oost Thorsten

  公开号：US20110071132A1

  公开（公告）日：2011-03-24

  The invention relates to novel oxindol derivative of general formula (I), wherein substituents R 1 , R 2 , A, B and Y are such as defined in a claim 1 . Drugs containing said derivatives and the use thereof for preventing and/or treating vassopress- and/or oxytocin-dependent-diseases are also disclosed.

  本发明涉及一种新的氧化吲哚衍生物，其一般式为（I），其中取代基R1，R2，A，B和Y如权利要求1所定义。还公开了含有该衍生物的药物以及其用于预防和/或治疗压力素和/或催产素依赖性疾病的用途。
• Substituted oxindole derivatives, drugs containing said derivatives and the use thereof
  申请人：Abbott GmbH & Co. KG

  公开号：US07803834B2

  公开（公告）日：2010-09-28

  The invention relates to novel oxindol derivative of general formula (I), wherein substituents R1, R2, A, B and Y are such as defined in a claim 1. Drugs containing said derivatives and the use thereof for preventing and/or treating vassopress- and/or oxytocin-dependent-diseases are also disclosed.

  本发明涉及一种新的一般式（I）的肟酮衍生物，其中取代基R1，R2，A，B和Y如权利要求书1中所定义。还公开了含有该衍生物的药物及其用于预防和/或治疗血管加压素和/或催产素依赖性疾病的用途。
• SUBSTITUTED OXINDOLE DERIVATIVES, MEDICAMENTS CONTAINING SAID DERIVATIVES AND USE THEREOF
  申请人：Oost Thorsten

  公开号：US20130029966A1

  公开（公告）日：2013-01-31

  The invention relates to novel oxindole derivatives of general formula (I), wherein the substituents R 1 , R 2 , A, B, and Y are defined as in Claim 1 . The invention further relates to medicaments containing said derivatives, and use thereof for the prevention and/or treatment of vasopressin-dependent diseases.

  本发明涉及一种一般式（I）的新型噁唑啉衍生物，其中取代基R1、R2、A、B和Y的定义如权利要求书所述。本发明还涉及含有该衍生物的药物以及其用于预防和/或治疗利尿激素依赖性疾病的用途。
• Substituted Oxindole Derivatives, Drugs Containing Said Derivatives and the Use Thereof
  申请人：Oost Thorsten

  公开号：US20090163492A1

  公开（公告）日：2009-06-25

  The invention relates to novel oxindol derivative of general formula (I), wherein substituents R 1 , R 2 , A, B and Y are such as defined in a claim 1 . Drugs containing said derivatives and the use thereof for preventing and/or treating vassopress- and/or oxytocin-dependent-diseases are also disclosed.

  本发明涉及一种新型的氧化吲哚衍生物，其一般式为(I)，其中取代基R1、R2、A、B和Y如权利要求书中所定义。本发明还揭示了含有该衍生物的药物及其用于预防和/或治疗依赖于血管加压素和/或催产素的疾病的用途。