4-chloro-5-iodo-2-(methlthio)-7H-pyrrolo<2,3-d>pyrimidine | 183274-55-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 4-chloro-5-iodo-2-(methlthio)-7H-pyrrolo<2,3-d>pyrimidine
• 英文别名: 4-chloro-5-iodo-2-(methylthio)-7H-pyrrole [2,3-d]pyrimidine；4-Chloro-5-iodo-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine；4-chloro-5-iodo-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine
• CAS: 183274-55-7
• 化学式: C₇H₅ClIN₃S
• 分子量: 325.56
• InChiKey: UVOGWAXIJDPGKG-UHFFFAOYSA-N

物化性质

• 沸点：
  302.2±52.0 °C(Predicted)
• 密度：
  2.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-5-iodo-2-(methlthio)-7H-pyrrolo<2,3-d>pyrimidine 在 氢氧化钾 、 sodium hydroxide 、 三(3,6-二氧杂庚基)胺 、 镍 作用下， 以 N,N-二甲基乙酰胺 、 水 、 乙腈 为溶剂， 反应 28.75h， 生成 7-(2-deoxy-β-D-erythro-pentofuranosyl)-3,7-dihydro-5-iodo-4H-pyrrolo<2,3-d>pyrimidin-4-one
  参考文献：
  名称：

  7-Halogenated 7-Deaza-2′-deoxyinosines

  摘要：

  The synthesis of the 7-deaza-2'-deoxyinosine derivatives 3a-c with chloro, bromo, and iodo substituents at position 7 is described. Glycosylation of the 7-halogenated 6-chloro-7-deazapurines 4a-c or of the 7-halogenated 6-chloro-7-deaza-2-(methylthio)purines 9a-c with 2-deoxy-3,5-di-O-(4-toluoyl)-alpha-D-erythro-pento-furanosyl chloride (5) furnished the intermediates 7a-c and 11a-c, respectively, which gave, upon deprotection, the desired nucleosides 3a-c.

  DOI：

  10.1002/(sici)1522-2675(19990113)82:1<12::aid-hlca12>3.0.co;2-l
• 作为产物：
  描述：

  4-氯-2-(甲硫基)-7H-吡咯并[2,3-D]嘧啶 在 N-碘代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以90%的产率得到4-chloro-5-iodo-2-(methlthio)-7H-pyrrolo<2,3-d>pyrimidine
  参考文献：
  名称：

  7-Halogenated 7-Deaza-2′-deoxyinosines

  摘要：

  The synthesis of the 7-deaza-2'-deoxyinosine derivatives 3a-c with chloro, bromo, and iodo substituents at position 7 is described. Glycosylation of the 7-halogenated 6-chloro-7-deazapurines 4a-c or of the 7-halogenated 6-chloro-7-deaza-2-(methylthio)purines 9a-c with 2-deoxy-3,5-di-O-(4-toluoyl)-alpha-D-erythro-pento-furanosyl chloride (5) furnished the intermediates 7a-c and 11a-c, respectively, which gave, upon deprotection, the desired nucleosides 3a-c.

  DOI：

  10.1002/(sici)1522-2675(19990113)82:1<12::aid-hlca12>3.0.co;2-l

文献信息

• NEW COMPOUND HAVING FGFR INHIBITORY ACTIVITY AND PREPARATION AND APPLICATION THEREOF
  申请人：Shanghai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：EP3486244A1

  公开（公告）日：2019-05-22

  The present invention relates to a new compound having an FGFR inhibitory activity and preparation and application thereof. In particular, the compound according to the present invention has a structure as shown in formula I, wherein each group and substituent are as defined in the description. Also disclosed in the present invention are a preparation method for the compound and a use thereof in preparation of a drug for treating and/or preventing a tumor-related disease and/or an FGFR-related disease.

  本发明涉及一种具有 FGFR 抑制活性的新化合物及其制备和应用。特别是，根据本发明的化合物具有如式 I 所示的结构，其中各基团和取代基如描述中所定义。本发明还公开了该化合物的制备方法及其在制备治疗和/或预防肿瘤相关疾病和/或FGFR相关疾病的药物中的用途。
• [EN] NEW COMPOUND HAVING FGFR INHIBITORY ACTIVITY AND PREPARATION AND APPLICATION THEREOF<br/>[FR] NOUVEAU COMPOSÉ PRÉSENTANT UNE ACTIVITÉ INHIBITRICE DU FGFR, PRÉPARATION ET APPLICATION CORRESPONDANTES<br/>[ZH] 一种具有FGFR抑制活性的新型化合物及其制备和应用
  申请人：SHANGHAI INST MATERIA MEDICA CAS

  公开号：WO2017215485A1

  公开（公告）日：2017-12-21

  本发明涉及一种具有FGFR抑制活性的新型化合物及其制备和应用。具体地，本发明所述化合物具有式I所示结构，其中各基团和取代基如说明书中所定义。本发明还公开了所述化合物的制备方法及其在制备治疗和/或预防肿瘤相关疾病和/或FGFR相关疾病的药物中的用途。
• EP3486244
  申请人：——

  公开号：——

  公开（公告）日：——
• Seela, Frank; Ramzaeva, Natalya; Becher, Georg, Collection of Czechoslovak Chemical Communications, 1996, vol. 61, p. S258 - S261
  作者：Seela, Frank、Ramzaeva, Natalya、Becher, Georg

  DOI：——

  日期：——
• 7-Halogenated 7-Deaza-2′-deoxyinosines
  作者：Natalya Ramzaeva、Cathrin Mittelbach、Frank Seela

  DOI：10.1002/(sici)1522-2675(19990113)82:1<12::aid-hlca12>3.0.co;2-l

  日期：1999.1.13

  The synthesis of the 7-deaza-2'-deoxyinosine derivatives 3a-c with chloro, bromo, and iodo substituents at position 7 is described. Glycosylation of the 7-halogenated 6-chloro-7-deazapurines 4a-c or of the 7-halogenated 6-chloro-7-deaza-2-(methylthio)purines 9a-c with 2-deoxy-3,5-di-O-(4-toluoyl)-alpha-D-erythro-pento-furanosyl chloride (5) furnished the intermediates 7a-c and 11a-c, respectively, which gave, upon deprotection, the desired nucleosides 3a-c.