papaveroline hydrobromide | 23740-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: papaveroline hydrobromide
• 英文别名: Papaveroline hydrobromide；1-[(3,4-dihydroxyphenyl)methyl]isoquinoline-6,7-diol;hydrobromide
• CAS: 23740-74-1
• 化学式: BrH*C₁₆H₁₃NO₄
• 分子量: 364.195
• InChiKey: NIBMARWPMHTGQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.93
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  95.1
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  papaveroline hydrobromide 、 (fluoromethyl)(phenyl)(2,3,4,5-tetramethylphenyl)sulfonium tetrafluoroborate 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以65%的产率得到6,7-di(monofluoromethoxy)-1-[3,4-di(monofluoromethoxy)benzyl]isoquinoline
  参考文献：
  名称：

  Direct Electrophilic Monofluoromethylation

  摘要：

  Monofluoromethyl derivatives of various nucleophiles have been synthesized using a new electrophilic monofluoromethylating reagent developed. The S-(monofluoromethyl)diarylsulfonium tetrafluoroborate has been shown to be effective for the introduction of an electrophilic monofluoromethyl group into C, S, O, N, and P nucleophiles. This methodology has been expanded for the synthesis of various biologically important compounds.

  DOI：

  10.1021/ol702500u
• 作为产物：
  描述：

  罂粟碱 在 氢溴酸 作用下， 生成 papaveroline hydrobromide
  参考文献：
  名称：

  Direct Electrophilic Monofluoromethylation

  摘要：

  Monofluoromethyl derivatives of various nucleophiles have been synthesized using a new electrophilic monofluoromethylating reagent developed. The S-(monofluoromethyl)diarylsulfonium tetrafluoroborate has been shown to be effective for the introduction of an electrophilic monofluoromethyl group into C, S, O, N, and P nucleophiles. This methodology has been expanded for the synthesis of various biologically important compounds.

  DOI：

  10.1021/ol702500u

文献信息

• Potential cancer chemopreventive activity of simple isoquinolines, 1-benzylisoquinolines, and protoberberines
  作者：Wenhua Cui、Kinuko Iwasa、Harukuni Tokuda、Akiko Kashihara、Yosuke Mitani、Tomoko Hasegawa、Yumi Nishiyama、Masataka Moriyasu、Hoyoku Nishino、Miyoji Hanaoka、Chisato Mukai、Kazuyoshi Takeda

  DOI：10.1016/j.phytochem.2005.10.007

  日期：2006.1

  inhibition at 1 x 10(3) mol ratio/TPA). These alkaloids were more active than the naturally occurring alkaloids, 23, 25, 33, 53, and 54. In addition, fifteen simple isoquinolines, eighteen 1-benzylisoquinolines and eight protoberberines were evaluated with respect to their ability to scavenge 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radicals. Nine simple isoquinolines, ten 1-benzylisoquinolines, and four protoberberines

  测试了 17 种简单的异喹啉、15 种 1-苄基异喹啉和 19 种原小檗碱对 Raji 细胞中由 12-O-十四烷酰佛波醇-13-乙酸酯 (TPA) 诱导的 Epstein-Barr 病毒早期抗原 (EBV-EA) 激活的抑制活性。在被测生物碱中，1-苄基异喹啉和11种原小檗碱的抑制活性均高于β-胡萝卜素。1-苄基异喹啉 19、21、22、29 和 34 和原小檗碱 41、47-49、51、52 ​​和 55 显示出对 EBV-EA 诱导的有效抑制作用（1 x 10(3) 时抑制率为 96-100%摩尔比/TPA）。这些生物碱比天然存在的生物碱 23、25、33、53 和 54 更活跃。 此外，还评估了 15 种简单异喹啉、18 种 1-苄基异喹啉和 8 种原小檗碱清除 1、1-diphenyl-2-picrylhydrazyl (DPPH) 自由基。九个简单的异喹啉、十个 1-苄基异喹啉和四个
• LOPEZ, JOSE A.;LIN, FU-TYAN;DUAH, FRANCIS K.;ALY, YOUSSEF;SCHIFF, PAUL L.+, J. NATUR. PROD., 51,(1988) N 4, 754-759
  作者：LOPEZ, JOSE A.、LIN, FU-TYAN、DUAH, FRANCIS K.、ALY, YOUSSEF、SCHIFF, PAUL L.+

  DOI：——

  日期：——
• Direct Electrophilic Monofluoromethylation
  作者：G. K. Surya Prakash、Istvan Ledneczki、Sujith Chacko、George A. Olah

  DOI：10.1021/ol702500u

  日期：2008.2.1

  Monofluoromethyl derivatives of various nucleophiles have been synthesized using a new electrophilic monofluoromethylating reagent developed. The S-(monofluoromethyl)diarylsulfonium tetrafluoroborate has been shown to be effective for the introduction of an electrophilic monofluoromethyl group into C, S, O, N, and P nucleophiles. This methodology has been expanded for the synthesis of various biologically important compounds.