4'-methoxy-2-fluoro-5-methylbiphenyl | 1262384-85-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-methoxy-2-fluoro-5-methylbiphenyl
• 英文别名: 2-Fluoro-4'-methoxy-5-methyl-1,1'-biphenyl；1-fluoro-2-(4-methoxyphenyl)-4-methylbenzene
• CAS: 1262384-85-9
• 化学式: C₁₄H₁₃FO
• 分子量: 216.255
• InChiKey: KXAPYWJXSWKHTG-UHFFFAOYSA-N

物化性质

• 沸点：
  302.8±30.0 °C(Predicted)
• 密度：
  1.085±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氟甲苯 、 4-碘苯甲醚 在 potassium tert-butylate 作用下， 反应 72.0h， 生成 4'-methoxy-2-fluoro-5-methylbiphenyl 、 4'-methoxy-2-methyl-5-fluorobiphenyl
  参考文献：
  名称：

  Transition-metal-free highly chemo- and regioselective arylation of unactivated arenes with aryl halides over recyclable heterogeneous catalysts

  摘要：

  一种使用金属有机框架作为催化剂的新型异质催化系统，在不借助任何过渡金属的情况下，表现出对未活化芳烃与芳香碘/溴化物直接芳基化反应的优秀化学选择性和区域选择性。

  DOI：

  10.1039/c2cc16790e

文献信息

• An efficient organocatalytic method for constructing biaryls through aromatic C–H activation
  作者：Chang-Liang Sun、Hu Li、Da-Gang Yu、Miao Yu、Xiao Zhou、Xing-Yu Lu、Kun Huang、Shu-Fang Zheng、Bi-Jie Li、Zhang-Jie Shi

  DOI：10.1038/nchem.862

  日期：2010.12

  The direct functionalization of C–H bonds has drawn the attention of chemists for almost a century. C–H activation has mainly been achieved through four metal-mediated pathways: oxidative addition, electrophilic substitution, σ-bond metathesis and metal-associated carbene/nitrene/oxo insertion. However, the identification of methods that do not require transition-metal catalysts is important because

  近一个世纪以来，C-H键的直接官能化引起了化学家的关注。C-H 活化主要通过四种金属介导的途径实现：氧化加成、亲电取代、σ-键复分解和金属相关的卡宾/氮烯/氧代插入。然而，确定不需要过渡金属催化剂的方法很重要，因为涉及这种催化剂的方法通常很昂贵。另一个优点是可以避免从产品中去除金属杂质的要求，这是药物化合物合成中的一个重要问题。在这里，我们描述了芳基碘化物/溴化物与芳烃的 C-H 键之间的交叉偶联的鉴定，该交叉偶联仅由 1,10-菲咯啉作为催化剂在 KO t- Bu 作为碱存在下介导. 这种明显不含过​​渡金属的工艺提供了一种实现直接 C-H 功能化的新策略。
• 4-(7H-PYRROLO[2,3-D]PYRIMIDIN-4-YL)-3,6-DIHYDROPYRIDINE-1-(2H)-CARBOXAMIDE DERIVATIVES AS LIMK AND/OR ROCK KINASES INHIBITORS FOR USE IN THE TREATMENT OF CANCER
  申请人：Centre National de la Recherche Scientifique

  公开号：EP3915990A1

  公开（公告）日：2021-12-01

  The present invention concerns a compound of formula (I), in particular as LIMK and/or ROCK kinases inhibitors. The present invention also concerns these new inhibitors for use for the treatment of a condition selected in the group consisting of: cancers, virion infections, ocular hypertension and glaucoma formation, Neurofibromatosis type 1 and 2, psoriatic lesions, inflammatory diseases and hyperalgesia, central sensitization and chronic pain, reproduction erectile dysfunction, and neuronal diseases. The present description discloses the syntheses and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 32 to 127; examples 1 to 96; families 1 to 8; compounds; biological studies; tables). An exemplary compound is e.g. 4-(5-m ethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-N-phenyl-3,6-dihydropyridine-1-(2H)-carboxamide (example 1; compound 5).

  本发明涉及一种化合物，特别是作为LIMK和/或ROCK激酶抑制剂的化合物（I）的公式。本发明还涉及这些新抑制剂的用途，用于治疗所选组中的疾病，包括：癌症、病毒感染、眼压增高和青光眼形成、神经纤维瘤病1和2型、银屑病损、炎症性疾病和过敏症、中枢敏化和慢性疼痛、生殖勃起功能障碍和神经疾病。本说明披露了示例化合物的合成和表征，以及其药理学数据（例如第32至127页；示例1至96；家族1至8；化合物；生物学研究；表格）。一个示例化合物是4-(5-甲基-7H-吡咯并[2,3-d]嘧啶-4-基)-N-苯基-3,6-二氢吡啶-1-(2H)-甲酰胺（示例1；化合物5）。
• The Catalytic Ability of Various Transition Metals in the Direct Functionalization of Aromatic CH Bonds
  作者：Hu Li、Chang‐Liang Sun、Miao Yu、Da‐Gang Yu、Bi‐Jie Li、Zhang‐Jie Shi

  DOI：10.1002/chem.201002309

  日期：2011.3.21

  aryl halides with arenes (see scheme). The formation of biaryls has thus been achieved using inexpensive, readily available, and sometimes nontoxic transition‐metal complexes. Not only “noble” transition metals, but also many of the “normal” transition metals are able to promote the direct transformation of CH bonds.

  从高贵到正常：许多过渡金属络合物显示出显着的催化芳基卤化物与芳烃交叉偶联的能力（参见方案）。因此，可以使用廉价，易于获得的，有时是无毒的过渡金属络合物来实现联芳基的形成。不仅“贵金属”过渡金属，而且许多“正常”过渡金属都能够促进CH键的直接转化。
• [EN] 4-(7H-PYRROLO[2,3-D]PYRIMIDIN-4-YL)-3,6-DIHYDROPYRIDINE-1-(2H)-CARBOXAMIDE DERIVATIVES AS LIMK AND/OR ROCK KINASES INHIBITORS FOR USE IN THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS DE 4-(7H-PYRROLO[2,3-D]PYRIMIDIN-4-YL)-3,6-DIHYDROPYRIDINE-1-(2H)-CARBOXAMIDE SERVANT D'INHIBITEURS DE KINASES LIMK ET/OU ROCK DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT DU CANCER
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2021239727A1

  公开（公告）日：2021-12-02

  The present invention concerns a compound of formula (I), in particular as LIMK and/or ROCK kinases inhibitors. The present invention also concerns these new inhibitors for use for the treatment of a condition selected in the group consisting of: cancers, virion infections, ocular hypertension and glaucoma formation, Neurofibromatosis type 1 and 2, psoriatic lesions, inflammatory diseases and hyperalgesia, central sensitization and chronic pain, reproduction erectile dysfunction, and neuronal diseases. The present description discloses the syntheses and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 37 to 163; examples 1 to 169; compounds; biological studies; tables; figure pages 1/6 to 6/6). An exemplary compound is e.g. 4-(5-methyl-7H-pyrrolo[2,3- d]pyrimidin-4-yl)-N-phenyl-3,6-dihydropyridine-1-(2H)-carboxamide (example 1; compound 5).
• Transition-metal-free highly chemo- and regioselective arylation of unactivated arenes with aryl halides over recyclable heterogeneous catalysts
  作者：Hongli Liu、Biaolin Yin、Zhiqiang Gao、Yingwei Li、Huanfeng Jiang

  DOI：10.1039/c2cc16790e

  日期：——

  A novel heterogeneous catalysis system using metal–organic frameworks as catalyst demonstrated excellent chemo- and regioselectivity for the direct arylation of unactivated arenes with aryl iodides/bromides without the assistance of any transition metals.

  一种使用金属有机框架作为催化剂的新型异质催化系统，在不借助任何过渡金属的情况下，表现出对未活化芳烃与芳香碘/溴化物直接芳基化反应的优秀化学选择性和区域选择性。