5-bromo-N-methyl-pentanamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-bromo-N-methyl-pentanamide
• 英文别名: N-Methyl-5-bromopentanamide；5-bromo-N-methylpentanamide
• 化学式: C₆H₁₂BrNO
• 分子量: 194.071
• InChiKey: IAAVVLBKFSVWGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-bromo-N-methyl-pentanamide 、 (1R,4S,5S)-4-Hydroxy-3,3,6,6-tetramethyl-bicyclo[3.1.0]hexan-2-one oxime 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以69%的产率得到5-[(1R,4S,5S)-4-Hydroxy-3,3,6,6-tetramethyl-bicyclo[3.1.0]hex-(2E)-ylideneaminooxy]-pentanoic acid methylamide
  参考文献：
  名称：

  Krief; Letesson; Swinnen, Synlett, 2001, # SPEC. ISS, p. 931 - 936

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴戊酸 在 盐酸甲胺 作用下， 生成 5-bromo-N-methyl-pentanamide
  参考文献：
  名称：

  Indole derivatives as 5-HT1-like agonists for use in migraine

  摘要：

  本发明涉及3,5-二取代吲哚化合物，它们是选择性激动剂，作用于对治疗偏头痛有用的5-羟色胺受体。

  公开号：

  US05607960A1

文献信息

• Glucosylmoranoline derivatives
  申请人：NIPPON SHINYAKU COMPANY, LIMITED

  公开号：EP0262404A1

  公开（公告）日：1988-04-06

  Glucosylmoranoline derivatives useful as remedy for diabetes are represented by the following general formula (I) wherein B,A and R have the following meanings : B: Substituted or unsubstituted;cyclic or chain; and saturated or unsaturated hydrocarbon; A: O,S,NH,NR,C=O or a combination of two or more of them or a direct combination of B with R; and R: A group selected from a group of the following (1) to (3) : (1) Substituted or unsubstituted; cyclic or chain; and saturated or unsaturated hydrocarbon, (2) substituted or unsubstituted aromatic hydrocarbon; and (3) substituted or unsubstituted heterocyclic compound; except the case where B-A-R is any of the following (1) to (3) : (1) hydrogen; (2) lower alkyl; and (3) chain or cyclic hydrocarbon having one or more hydroxyl groups. These derivatives exhibit less toxicity and higher inhibitory action against blood sugar level increase than moranoline and glucosylmoranoline derivatives having a formula similar to formula (1) wherein B-A-R is ; a hydrocarbon having hydroxyl group(s).

  可用于治疗糖尿病的葡萄糖基毛果芸香碱衍生物由以下通式(I)表示 其中 B、A 和 R 具有以下含义 ： B：取代或未取代；环状或链状；饱和或不饱和烃； A： O、S、NH、NR、C=O 或其中两个或多个的组合，或 B 与 R 的直接组合；以及 R：选自下列(1)至(3)组中的一个基团：(1)取代或未取代的；环状或链状的；饱和或不饱和的烃，(2)取代或未取代的芳香烃；以及(3)取代或未取代的杂环化合物；但 B-A-R 为下列(1)至(3)组中的任一组的情况除外：(1)氢；(2)低级烷基；以及(3)具有一个或多个羟基的链状或环状烃。与具有类似于式（1）（其中 B-A-R 为具有羟基的烃基）的吗啉和葡萄糖基吗啉衍生物相比，这些衍生物的毒性更低，对血糖升高的抑制作用更强。
• Structure‐Guided Design of G‐Protein‐Coupled Receptor Polypharmacology
  作者：Stefanie Kampen、Duc Duy Vo、Xiaoqun Zhang、Nicolas Panel、Yunting Yang、Mariama Jaiteh、Pierre Matricon、Per Svenningsson、Jose Brea、Maria Isabel Loza、Jan Kihlberg、Jens Carlsson

  DOI：10.1002/anie.202101478

  日期：2021.8.9

  AbstractMany diseases are polygenic and can only be treated efficiently with drugs that modulate multiple targets. However, rational design of compounds with multi‐target profiles is rarely pursued because it is considered too difficult, in particular if the drug must enter the central nervous system. Here, a structure‐based strategy to identify dual‐target ligands of G‐protein‐coupled receptors is presented. We use this approach to design compounds that both antagonize the A2A adenosine receptor and activate the D2 dopamine receptor, which have excellent potential as antiparkinson drugs. Atomic resolution models of the receptors guided generation of a chemical library with compounds designed to occupy orthosteric and secondary binding pockets in both targets. Structure‐based virtual screens identified ten compounds, of which three had affinity for both targets. One of these scaffolds was optimized to nanomolar dual‐target activity and showed the predicted pharmacodynamic effect in a rat model of Parkinsonism.
• INDOLE DERIVATIVES AS 5-H1-LIKE AGONISTS FOR USE IN MIGRAINE
  申请人：Pfizer Limited

  公开号：EP0695301A1

  公开（公告）日：1996-02-07
• INDOLE DERIVATIVES AS 5-HT1-LIKE AGONISTS FOR USE IN MIGRAINE
  申请人：Pfizer Limited

  公开号：EP0695301B1

  公开（公告）日：1996-10-30
• US4855415A
  申请人：——

  公开号：US4855415A

  公开（公告）日：1989-08-08