(S)-3-(3-甲基丁酰基)吡咯烷-1-羧酸叔丁酯 | 1251570-77-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: (S)-3-(3-甲基丁酰基)吡咯烷-1-羧酸叔丁酯
• 英文名称: tert-butyl (3S)-3-(3-methylbutanoyl)pyrrolidine-1-carboxylate
• 英文别名: (S)-3-(3-Methylbutanoyl)pyrrolidine-1-carboxylic acid tert-butyl ester；(S)-tert-butyl 3-(3-methylbutanoyl)pyrrolidine-1-carboxylate
• CAS: 1251570-77-0
• 化学式: C₁₄H₂₅NO₃
• 分子量: 255.357
• InChiKey: YTUUBUJBFUTVOQ-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  (S)-3-(3-甲基丁酰基)吡咯烷-1-羧酸叔丁酯 在 甲醇 、 sodium tetrahydroborate 作用下， 反应 3.5h， 以97.6%的产率得到(3S)-3-(1-hydroxy-3-methyl-butyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Discovery of a Potent, Dual Serotonin and Norepinephrine Reuptake Inhibitor

  摘要：

  The objective of the described research effort was to identify novel serotonin and norepinephrine reuptake inhibitor (SNRI) with improved norepinephrine transporter activity and acceptable metabolic stability and exhibiting minimal drug-drug interaction. We describe herein the discovery of a series of 3-substituted pyrrolidines exemplified by compound 1. Compound 1 is a selective SNRI in vitro and in vivo has favorable ADME properties, and retains inhibitory activity in the formalin model of pain behavior. Compound 1 thus represents a potential new probe to explore utility of SNRIs in central nervous system disorders, including,chronic: pain conditions.

  DOI：

  10.1021/ml400049p
• 作为产物：
  描述：

  1-Boc-吡咯烷-3-甲酸甲酯 在 水 、 potassium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 aq. phosphate buffer 、 二氯甲烷 为溶剂， 反应 110.0h， 生成 (S)-3-(3-甲基丁酰基)吡咯烷-1-羧酸叔丁酯
  参考文献：
  名称：

  Discovery of a Potent, Dual Serotonin and Norepinephrine Reuptake Inhibitor

  摘要：

  The objective of the described research effort was to identify novel serotonin and norepinephrine reuptake inhibitor (SNRI) with improved norepinephrine transporter activity and acceptable metabolic stability and exhibiting minimal drug-drug interaction. We describe herein the discovery of a series of 3-substituted pyrrolidines exemplified by compound 1. Compound 1 is a selective SNRI in vitro and in vivo has favorable ADME properties, and retains inhibitory activity in the formalin model of pain behavior. Compound 1 thus represents a potential new probe to explore utility of SNRIs in central nervous system disorders, including,chronic: pain conditions.

  DOI：

  10.1021/ml400049p

文献信息

• SEROTONIN AND NOREPINEPHRINE REUPTAKE INHIBITOR
  申请人：DREYFUS Nicolas Jacques Francois

  公开号：US20100261762A1

  公开（公告）日：2010-10-14

  A serotonin and norepinephrine reuptake inhibitor of the formula: its uses, and methods for its preparation are described.

  一种谷胺酸和去甲肾上腺素的再摄取抑制剂的配方：描述了其用途和制备方法。
• Serotonin and norepinephrine reuptake inhibitor
  申请人：Eli Lilly and Company

  公开号：US08173821B2

  公开（公告）日：2012-05-08

  A serotonin and norepinephrine reuptake inhibitor of the formula: its uses, and methods for its preparation are described.

  本文介绍了一种血清素和去甲肾上腺素再摄取抑制剂的配方、用途和制备方法。
• US8173821B2
  申请人：——

  公开号：US8173821B2

  公开（公告）日：2012-05-08
• [EN] SEROTONIN AND NOREPINEPHRINE REUPTAKE INHIBITOR<br/>[FR] INHIBITEUR DE LA RECAPTURE DE LA SÉROTONINE-NORADRÉNALINE
  申请人：LILLY CO ELI

  公开号：WO2010117979A2

  公开（公告）日：2010-10-14

  A serotonin and norepinephrine reuptake inhibitor of the formula: (I) its uses, and methods for its preparation are described.