3-hydroxy-3-(3-hydroxyphenyl)-1-propyne | 90887-42-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-hydroxy-3-(3-hydroxyphenyl)-1-propyne
• 英文别名: (+/-)-Ethinyl-(3-hydroxy-phenyl)-carbinol；3-(1-hydroxyprop-2-ynyl)phenol
• CAS: 90887-42-6
• 化学式: C₉H₈O₂
• 分子量: 148.161
• InChiKey: KGVFSOOCHJADLR-UHFFFAOYSA-N

物化性质

• 沸点：
  297.7±25.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hydroxy-3-(3-hydroxyphenyl)-1-propyne 在 sodium tetrahydroborate 作用下， 生成 (1RS:2SR)-2-methylamino-1-(3-hydroxy-phenyl)-propanol-(1)
  参考文献：
  名称：

  Weichet,J. et al., Collection of Czechoslovak Chemical Communications, 1961, vol. 26, p. 2040 - 2044

  摘要：

  DOI：
• 作为产物：
  描述：

  在 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 3-hydroxy-3-(3-hydroxyphenyl)-1-propyne
  参考文献：
  名称：

  Silver(I)-Catalyzed Reaction between Pyrazole and Propargyl Acetates: Stereoselective Synthesis of the Scorpionate Ligands (E)-Allyl-gem-dipyrazoles (ADPs)

  摘要：

  The reaction between readily accessible pyrazole and propargyl acetates in the presence of Ag(I) catalyst yielded a new class of (E)-allyl-gem-dipyrazole scorpionate ligands: 1-aryl-2-N-pyrazolyl allyl acetates and 1,3-dipyrazolyl-3-arylpropene. The reaction showed broad substrate scope, and various functional and protecting groups were tolerated under the reaction conditions. The palladium(II) scorpionate complex could thus be easily prepared and successfully employed in Suzuki-Miyaura cross-couplings in water.

  DOI：

  10.1021/jo401867e

文献信息

• 4-and 5-alkynyloxindoles and 4-and 5-alkenyloxindoles
  申请人：Hoffmann-La Roche Inc.

  公开号：US06313310B1

  公开（公告）日：2001-11-06

  Disclosed are 4- and 5-alkynyloxindoles as well as 4- and 5-alkenyloxindoles that inhibit or modulate protein kinases, in particular JNK protein kinases. The compounds of the invention and their pharmaceutically acceptable salts, and prodrugs of said compounds, are useful as anti-inflammatory agents, particularly useful in the treatment of rheumatoid arthritis. Also disclosed are pharmaceutical compositions containing the foregoing compounds, methods for the treatment and/or control of inflammation, particularly in the treatment or control of rheumatoid arthritis using these compounds, as well as intermediates useful in the preparation of compounds of the invention.

  揭示了作为蛋白激酶抑制剂或调节剂的4-和5-炔基氧吲哚以及4-和5-烯基氧吲哚，特别是JNK蛋白激酶。本发明的化合物及其药学上可接受的盐，以及该化合物的前药，在抗炎药物中有用，特别适用于类风湿关节炎的治疗。还公开了含有上述化合物的药物组合物，以及使用这些化合物治疗和/或控制炎症的方法，特别是在治疗或控制类风湿关节炎中使用这些化合物，以及在制备本发明化合物中有用的中间体。
• 4- AND 5-ALKYNYLOXINDOLES AND 4- AND 5-ALKENYLOXINDOLES
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1149092B1

  公开（公告）日：2003-10-29
• US6313310B1
  申请人：——

  公开号：US6313310B1

  公开（公告）日：2001-11-06
• [EN] 4- AND 5-ALKYNYLOXINDOLES AND 4- AND 5-ALKENYLOXINDOLES<br/>[FR] 4- ET 5-ALKYNYLOXINDOLES ET 4- ET 5-ALCENYLOXINDOLES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2000035906A2

  公开（公告）日：2000-06-22

  4- and 5-alkynyloxindoles as well as 4- and 5-alkenyloxindoles having formula (I) and (II), wherein R?1, R2, R3, R11, R12¿, X and z have the meaning indicated in the specification, inhibit or modulate protein kinases, in particular JNK protein kinases and are useful as anti-inflammatory agents, particularly in the treatment of rheumatoid arthritis.
• Silver(I)-Catalyzed Reaction between Pyrazole and Propargyl Acetates: Stereoselective Synthesis of the Scorpionate Ligands (<i>E</i>)-Allyl-<i>gem</i>-dipyrazoles (ADPs)
  作者：M. Bhanuchandra、Malleswara Rao Kuram、Akhila K. Sahoo

  DOI：10.1021/jo401867e

  日期：2013.12.6

  The reaction between readily accessible pyrazole and propargyl acetates in the presence of Ag(I) catalyst yielded a new class of (E)-allyl-gem-dipyrazole scorpionate ligands: 1-aryl-2-N-pyrazolyl allyl acetates and 1,3-dipyrazolyl-3-arylpropene. The reaction showed broad substrate scope, and various functional and protecting groups were tolerated under the reaction conditions. The palladium(II) scorpionate complex could thus be easily prepared and successfully employed in Suzuki-Miyaura cross-couplings in water.