3-acetylaminomethylindole | 81794-61-8

• 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
• 英文名称: 3-acetylaminomethylindole
• 英文别名: N'-acetyl-3-indolylmethanamine；3-(N-acetylamino)methylindole；3-Acetylaminomethyl-indol；Nb-acetyl-3-indolylmethanamine；N-indol-3-ylmethyl-acetamide；N-((1H-indol-3-yl)methyl)acetamide；N-(1H-indol-3-ylmethyl)acetamide
• CAS: 81794-61-8
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: QTSCKHIROATUGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-acetylaminomethylindole 在 sodium tungstate 、 双氧水 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 反应 2.0h， 生成 (s)-(-)-N-[2-(3-hydroxy-1h-indol-3-yl)-methyl]-acetamide
  参考文献：
  名称：

  A Simple Synthesis of a Phytoalexin, Methoxybrassinin

  摘要：

  A simple and an alternative multi-gram scale synthetic method for methoxybrassinin is developed starting from indole-3-carboxaldehyde.

  DOI：

  10.3987/com-91-s20
• 作为产物：
  描述：

  3-氰基吲哚 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-acetylaminomethylindole
  参考文献：
  名称：

  A Simple Synthesis of a Phytoalexin, Methoxybrassinin

  摘要：

  A simple and an alternative multi-gram scale synthetic method for methoxybrassinin is developed starting from indole-3-carboxaldehyde.

  DOI：

  10.3987/com-91-s20

文献信息

• [EN] FUSED THIAZOLE AND THIOPHENE DERIVATIVES AS KINASE INHIBITORS<br/>[FR] DÉRIVÉS THIAZOLE ET THIOPHÈNE FUSIONNÉS COMME INHIBITEURS DE KINASE
  申请人：UCB PHARMA SA

  公开号：WO2009071895A1

  公开（公告）日：2009-06-11

  A series of fused bicyclic thiazole and thiophene derivatives which are substituted in the 2-position by an optionally substituted morpholin-4-yl moiety, and in the 4-position by hydroxy, oxo or an amine moiety, being selective inhibitors of PI3 kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions. (I)

  一系列在2位被一个可选择取代的吗啡啉-4-基团取代，并在4位被羟基、酮基或胺基团取代的融合双环噻唑和噻吩衍生物，作为选择性PI3激酶酶抑制剂，在医学上具有益处，例如在治疗炎症、自身免疫、心血管、神经退行性、代谢、肿瘤、疼痛或眼科疾病方面。（I）
• [EN] TRICYCLIC KINASE INHIBITORS<br/>[FR] INHIBITEURS TRICYCLIQUES DE KINASE
  申请人：UCB PHARMA SA

  公开号：WO2009071890A1

  公开（公告）日：2009-06-11

  A series of fused tricyclic thiazole and thiophene derivatives which are substituted in the 2-position of the thiazole or thiophene ring by an optionally substituted morpholin-4-yl moiety, being selective inhibitors of PI3 kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions.

  一系列融合的三环噻唑和噻吩衍生物，其在噻唑或噻吩环的2位被一个可选择取代的吗啡啉-4-基团取代，是选择性PI3激酶酶抑制剂，在医学上具有益处，例如在治疗炎症性、自身免疫性、心血管、神经退行性、代谢性、肿瘤学、疼痛性或眼科疾病方面。
• Novel Preparation of Hemiaminal Derivatives with BPO and <i>N,N</i> -Dimethylamides and Their Synthetic Use for (Aminomethyl)indoles
  作者：Kohei Nakamura、Hideo Togo

  DOI：10.1002/ejoc.202000680

  日期：2020.8.16

  N‐dimethylamides under irradiation or warming condition. By using the hemiaminal derivatives, indoles bearing a (N‐alkyl,N‐methylamino)methyl group could be smoothly obtained by the reduction of the indoles bearing a (N‐acyl,N‐methylamino)methyl group through the Friedel–Crafts alkylation reaction of indoles and the hemiaminal derivatives.

  通过在辐射或加热条件下BPO与N，N-二甲基酰胺的反应，可以以高收率获得Hemiaminal衍生物。通过使用血红素衍生物，可以通过弗瑞德-克来福特烷基化反应还原带有（N-酰基，N-甲基氨基）甲基的吲哚，从而平稳地获得带有（N-烷基，N-甲基氨基）甲基的吲哚。吲哚和半胱氨酸衍生物。
• [EN] PYRROLOTHIAZOLES AS PI3-KINASE INHIBITORS<br/>[FR] PYRROLOTHIAZOLES COMME INHIBITEURS DE LA PI3 KINASE
  申请人：UCB PHARMA SA

  公开号：WO2009071888A1

  公开（公告）日：2009-06-11

  A series of 4,5-dihydro-6H-pyrrolo[3,4-d][1,3]thiazol-6-one derivatives, and analogues thereof, which are substituted in the 2-position by an optionally substituted morpholin-4-yl moiety, being selective inhibitors of PI3 kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions.

  一系列在2-位置被一个可选择取代的吗啡啶-4-基团取代的4,5-二氢-6H-吡咯并[3,4-d][1,3]噻唑-6-酮衍生物及其类似物，是选择性PI3激酶酶抑制剂，在医学上具有益处，例如在治疗炎症、自身免疫、心血管、神经退行性、代谢、肿瘤、疼痛或眼科疾病方面。
• Vinylogous acid derivatives
  申请人：Banner David

  公开号：US20080096953A1

  公开（公告）日：2008-04-24

  The invention is concerned with novel vinylogous acid derivatives of formula I: wherein A and R 1 to R 5 are as defined in the description and in the claims, as well as physiologically acceptable salts thereof. These compounds are useful as chymase inhibitors.

  这项发明涉及公式I的新型烯丙醇酸衍生物：其中A和R1至R5如描述和索赔中定义的，并且其生理上可接受的盐。这些化合物可用作赤蛋白酶抑制剂。