1-(2-甲基-1H-吲哚-3-基)甲胺盐酸盐(1:1) | 90888-61-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-(2-甲基-1H-吲哚-3-基)甲胺盐酸盐(1:1)
• 英文名称: 3-aminomethyl-2-methylindole
• 英文别名: C-(2-methyl-indol-3-yl)-methylamine；C-(2-Methyl-indol-3-yl)-methylamin；3-Aminomethyl-2-methyl-indol；[(2-methyl-1H-indol-3-yl)methyl]amine hydrochloride；(2-methyl-1H-indol-3-yl)methanamine
• CAS: 90888-61-2
• 化学式: C₁₀H₁₂N₂
• mdl: MFCD18071392
• 分子量: 160.219
• InChiKey: DQAIODDNCNXORY-UHFFFAOYSA-N

物化性质

• 沸点：
  344.3±27.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  41.8
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3,4,5-三甲氧基肉桂酸 、 1-(2-甲基-1H-吲哚-3-基)甲胺盐酸盐(1:1) 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 (E)-N-((2-methyl-1H-indol-3-yl)methyl)-3-(3,4,5-trimethoxyphenyl)acrylamide
  参考文献：
  名称：

  Lead Optimization Studies of Cinnamic Amide EP2 Antagonists

  摘要：

  Prostanoid receptor EP2 can play a proinflammatory role, exacerbating disease pathology in a variety of central nervous system and peripheral diseases. A highly selective EP2 antagonist could be useful as a drug to mitigate the inflammatory consequences of EP2 activation. We recently identified a cinnamic amide class of EP2 antagonists. The lead compound in this class (5d) displays anti-inflammatory and neuroprotective actions. However, this compound exhibited moderate selectivity to EP2 over the DP1 prostanoid receptor (similar to 10-fold) and low aqueous solubility. We now report compounds that display up to 180-fold selectivity against DP1 and up to 9-fold higher aqueous solubility than our previous lead. The newly developed compounds also display higher selectivity against EP4 and IP receptors and a comparable plasma pharmacokinetics. Thus, these compounds are useful for proof of concept studies in a variety of models where EP2 activation is playing a deleterious role.

  DOI：

  10.1021/jm5000672
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 1-(2-甲基-1H-吲哚-3-基)甲胺盐酸盐(1:1)
  参考文献：
  名称：

  Putochin, Chemische Berichte, 1926, vol. 59, p. 1994

  摘要：

  DOI：

文献信息

• Biosynthesis of Cruciferous Phytoalexins
  作者：Kenji Monde、Mitsuo Takasugi、Toshiyuki Ohnishi

  DOI：10.1021/ja00094a021

  日期：1994.7

  sulfur-containing indole phytoalexins, antimicrobial compounds produced by plants after exposure to microorganism s. Feeding experiments with UV-irradiated sliced turnip root (Brassica campestris ssp. rapa) revealed that spirobrassinin (3) is formed via brassinin (la) and that la is biosynthesized by the intramolecular rearrangement of L-tryptophan to form unstable indol-3-ylmethyl isothiocyanate (10a). Trapping

  我们报告了含硫吲哚植物抗毒素的生物合成研究结果，这是植物暴露于微生物后产生的抗菌化合物。用紫外线照射的萝卜切片 (Brassica campestris ssp. rapa) 喂养实验表明，spirobrassinin (3) 是通过芸苔素 (la) 形成的，而 la 是通过 L-色氨酸的分子内重排生物合成的，形成不稳定的吲哚-3-基甲基异硫氰酸酯 (10a)。10a 与 NaSCH3 的捕获实验和 PhCH2NH-CS-SCH3 的形成 (14) 在施用异硫氰酸苄酯时支持不稳定的异硫氰酸酯中间体的存在。L-(wetA>'/- 3H 3 )甲硫氨酸和L-(35S)甲硫氨酸的混合物的饲喂实验揭示甲硫氨酸的甲硫基作为不寻常的完整单元并入Ia中。L-(35S)半胱氨酸掺入1a和3表明另一个硫原子的来源。这些研究表明，十字花科植物抗毒素的生物合成途径至少部分与作为十字花科植物典型成分的吲哚硫代葡萄糖苷之一有关。2-甲基芸苔素
• 5-Fluorouracil derivatives and processes for producing thereof
  申请人：Chisso Corporation

  公开号：EP0240352A2

  公开（公告）日：1987-10-07

  5-Fluorouracil derivatives of this invention are represented by a general formula: wherein R indicates a non-substituted or substituted alkylene group having 0-10 carbon atoms, A indicates an atomic group of -NH- and -CO-, n is 0 or 1, and Y indicates a non-substituted or substituted alkyl group having 1-10 carbon atoms, a non-substituted or substituted aryl group, a non-substituted or substituted heteroaryl group, a pyridinium ion having a halogen as a pair ion or an isocyanate group. These derivatives are useful as anticancer medicines and intermediates thereof and have lower toxicity than usual compounds. These derivatives are produced by specified six methods of this invention. Representative method is a process which comprises reacting 5-fluorouracil and an isocyanate represented by a general formula: Y - (A) n - R - NCO (VII) wherein R, A, n and Y are the same as those indicated in the formula (I).

  本发明的5-氟尿嘧啶衍生物由通式表示： 其中 R 表示具有 0-10 个碳原子的非取代或取代的亚烷基，A 表示 -NH- 和 -CO- 的原子团，n 为 0 或 1，Y 表示具有 1-10 个碳原子的非取代或取代的烷基、非取代或取代的芳基、非取代或取代的杂芳基、具有卤素作为配对离子的吡啶鎓离子或异氰酸酯基团。 这些衍生物可用作抗癌药物及其中间体，其毒性低于普通化合物。 这些衍生物是通过本发明指定的六种方法生产出来的。具有代表性的方法是将 5-氟尿嘧啶和由通式表示的异氰酸酯进行反应： Y - (A) n - R - NCO (VII) 其中 R、A、n 和 Y 与式（I）中所表示的相同。
• Malic enzyme inhibitors
  申请人：SUN PHARMA ADVANCED RESEARCH COMPANY LTD

  公开号：US11225480B2

  公开（公告）日：2022-01-18

  The present invention relates to novel compounds useful as malic enzyme (ME) inhibitors, processes for their preparation and use of these compounds for the therapeutic treatment of disorders mediated by ME such as cancers (e.g. pancreatic ductal adenocarcinoma (PDAC)) in humans. The novel compounds have a structure according to Formula I or a pharmaceutically acceptable salt, stereoisomer or deuterated analog thereof, wherein X, R1, R2 and Y are as described herein.

  本发明涉及可用作苹果酸酶（ME）抑制剂的新型化合物、其制备工艺以及这些化合物用于治疗由ME介导的疾病，如人类癌症（如胰腺导管腺癌（PDAC））。这些新型化合物具有符合式 I 的结构 或其药学上可接受的盐、立体异构体或氚代类似物，其中 X、R1、R2 和 Y 如本文所述。
• Putochin; Dawydowa, Zhurnal Obshchei Khimii, 1932, vol. 2, p. 290,295
  作者：Putochin、Dawydowa

  DOI：——

  日期：——
• N-HYDROXYBENZAMIDE DERIVATIVES AS HDAC INHIBITORS AND THERAPEUTIC METHODS USING THE SAME
  申请人：The Board of Trustees of the University of Illinois

  公开号：EP2670733B1

  公开（公告）日：2019-04-10