7-氟吲哚-3-甲腈 | 1043601-55-3

• 物质功能分类: 医药中间体 - 杂环化合物 - 吲哚类化合物
• 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: 7-氟吲哚-3-甲腈
• 英文名称: 7-Fluoro-1H-indole-3-carbonitrile
• CAS: 1043601-55-3
• 化学式: C₉H₅FN₂
• 分子量: 160.15
• InChiKey: XRKDDNNRUAJTKG-UHFFFAOYSA-N

物化性质

• 沸点：
  353.3±22.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为产物：
  描述：

  sodium isocyanate 、 7-氟吲哚 在 2-溴-2-甲基丙二酸二乙酯 、 二苯基硅烷 、 吡啶溴化氢盐 、 1-Isopropyl-2,2,3,4,4-pentamethylphosphetane 1-oxide 作用下， 以 1,2-二氯乙烷 为溶剂， 以81 %的产率得到7-氟吲哚-3-甲腈
  参考文献：
  名称：

  10.1002/anie.202409854

  摘要：

  An organophosphorus redox‐catalyzed method for the direct electrophilic cyanation of C(sp2)–H nucleophiles with sodium cyanate (NaOCN) is reported. The catalytic deoxyfunctionalization of the OCN– anion is enabled by the use of a small‐ring phosphacyclic (phosphetane) catalyst in combination with a terminal hydrosilane O‐atom acceptor and a malonate‐derived bromenium donor. In situ spectroscopy under single‐turnover conditions demonstrate that insoluble inorganic cyanate anion is activated by bromide displacement on a bromophosphonium catalytic intermediate to give a reactive N‐bound isocyanatophosphonium ion, which delivers electrophilic “CN+” equivalents to nucleophilic (hetero)arenes and alkenes with loss of a phosphine oxide. These results demonstrate the feasibility of deoxyfunctionalization of insoluble inorganic salts by PIII/PV=O catalyzed phase transfer activation.

  DOI：

  10.1002/anie.202409854

文献信息

• (AZA)INDOLE DERIVATIVE AND USE THEREOF FOR MEDICAL PURPOSES
  申请人：Shimizu Kazuo

  公开号：US20100056521A1

  公开（公告）日：2010-03-04

  The present invention provides compounds useful as agents for the prevention or treatment of a disease associated with abnormal serum uric acid level which has a uricosuric activity or the like. The present invention relates to (aza)indole derivatives represented by the following general formula (I) having xanthine oxidase inhibitory activities and useful as agents for the prevention or treatment of a disease associated with abnormality of serum uric acid level, prodrugs thereof, or salts thereof. In the formula (I), T represents nitro or cyano and the like; ring J represents aryl or heteroaryl and the like; Q represents carboxy or 5-tetazolyl and the like; Y represents H, OH, NH 2 , halogen, nitro, alkyl, alkoxy and the like; X 1 , X 2 and X 3 independently represent CR 2 or N; R 1 and R 2 independently represent halogen, cyano, haloalkyl, A-D-E-G, —N(-D-E-G) 2 and the like, in the formula, A represents a single bond, O, S and the like; D and G independently represent optionally substituted alkylene, cycloalkylene, heterocycloalkylene, arylene, heteroarylene and the like; E represents a single bond, O, S, COO, SO 2 and the like.

  本发明提供了化合物，可用作预防或治疗与异常血清尿酸水平相关的疾病的药剂，具有尿酸排泄活性或类似活性。本发明涉及以下一般式（I）所表示的（aza）吲哚衍生物，其具有黄嘌呤氧化酶抑制活性，可用作预防或治疗与血清尿酸水平异常相关的疾病的药剂，其前体药物或盐。在公式（I）中，T代表硝基或氰基等；环J代表芳基或杂芳基等；Q代表羧基或5-四唑基等；Y代表H、OH、NH2、卤素、硝基、烷基、烷氧基等；X1、X2和X3独立地表示CR2或N；R1和R2独立地表示卤素、氰基、卤代烷基、A-D-E-G、-N（-D-E-G）2等，在式中，A表示单键，O，S等；D和G独立地表示可选的取代基的烷基，环烷基，杂环烷基，芳基，杂芳基等；E表示单键，O，S，COO，SO2等。
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