5-Iod-tryptamin | 3610-43-3

• 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: 5-Iod-tryptamin
• 英文别名: 2-(5-iodo-indol-3-yl)-ethylamine；2-(5-iodo-1H-indol-3-yl)ethanamine
• CAS: 3610-43-3
• 化学式: C₁₀H₁₁IN₂
• 分子量: 286.115
• InChiKey: GPRGPHFVXSGMNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 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

反应信息

• 作为反应物：
  描述：

  5-Iod-tryptamin 在 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 10-iodo-14-methyl-8,13,13b,14-tetrahydro-7H-indolo[2',3':3,4]pyrido[2,1-b]quinazolin-5-one
  参考文献：
  名称：

  New Tricks for an Old Natural Product: Discovery of Highly Potent Evodiamine Derivatives as Novel Antitumor Agents by Systemic Structure–Activity Relationship Analysis and Biological Evaluations

  摘要：

  Evodiamine is a quinazolinocarboline alkaloid isolated from the fruits of traditional Chinese herb Evodiae fructus. Previously, we identified N13-substituted evodiamine derivatives as potent topoisomerase I inhibitors by structure-based virtual screening and lead optimization. Herein, a library of novel evodiamine derivatives bearing various substitutions or modified scaffold were synthesized. Among them, a number of evodiamine derivatives showed substantial increase of the antitumor activity, with GI(50) values lower than 3 nM. Moreover, these highly potent compounds can effectively induce the apoptosis of A549 cells. Interestingly, further computational target prediction calculations in combination with biological assays confirmed that the evodiamine derivatives acted by dual inhibition of topoisomerases I and II. Moreover, several hydroxyl derivatives, such as 10-hydroxyl evodiamine (10j) and 3-amino-10-hydroxyl evodiamine (18g), also showed good in vivo antitumor efficacy and low toxicity at the dose of 1 mg/kg or 2 mg/kg. They represent promising candidates for the development of novel antitumor agents.

  DOI：

  10.1021/jm300605m
• 作为产物：
  描述：

  5-iodo-L-tryptophan 在 Ruminococcus gnavus L-tryptophan decarboxylase 作用下， 以 aq. phosphate buffer 为溶剂， 反应 4.0h， 生成 5-Iod-tryptamin
  参考文献：
  名称：

  易于体外生物催化生产多种色胺。

  摘要：

  产品线多样化：色胺是生物活性天然产物中的重要合成子，但色胺类似物的一般合成路线有限。我们提出了一种高度活跃且混杂的生物合成级联，使用工程色氨酸合酶（TrpB）和天然色氨酸脱羧酶（TDC），能够从容易获得的吲哚中产生多种色胺。

  DOI：

  10.1002/cbic.201900069

文献信息

• Use of a 5-HT2 receptor antagonist in the manufacture of a medicament for treating or ameliorating the symptoms of common cold or allergic rhinitis
  申请人：ELI LILLY AND COMPANY

  公开号：EP0797995A2

  公开（公告）日：1997-10-01

  This invention provides methods for the treatment or amelioration of the symptoms of the common cold or allergic rhinitis which comprises administering to a mammal in need thereof a 5-HT2 antagonist.

  本发明提供了治疗或缓解普通感冒或过敏性鼻炎症状的方法，包括向需要的哺乳动物给予5-HT2拮抗剂。
• Use of one or more 5-HT2 receptor antagonists in the manufacture of a medicament for treating the symptoms of venomous bites and stings
  申请人：ELI LILLY AND COMPANY

  公开号：EP0797994A2

  公开（公告）日：1997-10-01

  This invention provides a method for the treatment or amelioration of the symptoms of venomous bites or stings which comprises administering to a mammal in need thereof one or more 5-HT2 antagonists.

  本发明提供了一种治疗或改善毒物咬伤或蛰伤症状的方法，该方法包括向有需要的哺乳动物施用一种或多种 5-HT2 拮抗剂。
• US5869497A
  申请人：——

  公开号：US5869497A

  公开（公告）日：1999-02-09
• US5886003A
  申请人：——

  公开号：US5886003A

  公开（公告）日：1999-03-23
• [EN] METHODS OF TREATING VENOMOUS BITES AND STINGS<br/>[FR] METHODES POUR TRAITER LES MORSURES ET LES PIQURES VENIMEUSES
  申请人：ELI LILLY AND COMPANY

  公开号：WO1997035479A1

  公开（公告）日：1997-10-02

  (EN) This invention provides a method for the treatment or amelioration of the symptoms of venomous bites or stings which comprises administering to a mammal in need thereof one or more 5-HT2 antagonists.(FR) L'invention concerne une méthode permettant de traiter ou d'améliorer les symptômes de morsures ou de piqûres venimeuses, qui comprend l'administration à un mammifère en ayant besoin d'un ou plusieurs antagonistes du 5-HT2.