5,7-difluoro-1-methylnaphthalene | 110931-81-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,7-difluoro-1-methylnaphthalene
• 英文别名: 1,3-difluoro-5-methylnaphthalene
• CAS: 110931-81-2
• 化学式: C₁₁H₈F₂
• 分子量: 178.181
• InChiKey: GDGZOQKMXATYNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  245.0±20.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,7-difluoro-1-methylnaphthalene 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 正己烷 为溶剂， 反应 4.0h， 以80%的产率得到1-(bromomethyl)-5,7-difluoronaphthalene
  参考文献：
  名称：

  Synthesis and structure-activity relationships of naphthalene-substituted derivatives of the allylamine antimycotic terbinafine

  摘要：

  Derivatives of the allylamine antimycotic terbinafine (1) with varied substitution at the naphthalene ring system have been prepared, and their antifungal activity has been evaluated. In general, the potency is strongly dependent on the bulkiness of the substituent. Only hydrogen or in some cases fluorine are tolerated as substituents at positions 2-4 and 6-8 of the naphthalene moiety, whereas 5-substituents may be larger in size (F, Cl, Br, Me). Derivatives with fluorine at positions 3, 5, and 7 or chlorine at position 5 showed enhanced activity against yeasts relative to 1. This increase in sensitivity could be intensified by simultaneous introduction of two fluoro substituents at positions 5 and 7. Compound 7q demonstrated 8-to 16-fold improved potency against Aspergillus fumigatus, Candida albicans, and Candida parapsilosis.

  DOI：

  10.1021/jm00071a011
• 作为产物：
  描述：

  1,3-二氟苯 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 三氯化铝 、 氯化亚砜 、 三苯基甲醇 、 amalgamated zinc 、 氢气 、 溶剂黄146 、 三氟乙酸 、 三氟乙酸酐 作用下， 以 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 60.0h， 生成 5,7-difluoro-1-methylnaphthalene
  参考文献：
  名称：

  Synthesis and structure-activity relationships of naphthalene-substituted derivatives of the allylamine antimycotic terbinafine

  摘要：

  Derivatives of the allylamine antimycotic terbinafine (1) with varied substitution at the naphthalene ring system have been prepared, and their antifungal activity has been evaluated. In general, the potency is strongly dependent on the bulkiness of the substituent. Only hydrogen or in some cases fluorine are tolerated as substituents at positions 2-4 and 6-8 of the naphthalene moiety, whereas 5-substituents may be larger in size (F, Cl, Br, Me). Derivatives with fluorine at positions 3, 5, and 7 or chlorine at position 5 showed enhanced activity against yeasts relative to 1. This increase in sensitivity could be intensified by simultaneous introduction of two fluoro substituents at positions 5 and 7. Compound 7q demonstrated 8-to 16-fold improved potency against Aspergillus fumigatus, Candida albicans, and Candida parapsilosis.

  DOI：

  10.1021/jm00071a011

文献信息

• Amine derivatives, processes for their production and their use
  申请人：Sandoz, Ltd.

  公开号：US04939148A1

  公开（公告）日：1990-07-03

  Compounds of formula I ##STR1## wherein R.sub.1 represents a group of formula ##STR2## and R.sub.2 represents hydrogen or lower alkyl, or R.sub.1 and R.sub.2 together with the carbon atom to which they are attached represent a group of formula IIg ##STR3## R.sub.4 and R.sub.5 represent independently hydrogen or lower alkyl, R.sub.3 represents hydrogen, alkyl, cycloalkyl or halogenalkyl and R.sub.6 represents a group of formula ##STR4## R.sub.1 represents a group of formula IIa to IIf as defined above, R.sub.2 and R.sub.3 together form a --(CH.sub.2)--.sub.u group wherein u stands for a whole number from 1 to 8 and R.sub.4, R.sub.5 and R.sub.6 have the meanings given above. which compounds are indicated for use as pharmaceuticals and agrochemicals.

  化合物的化学式I ##STR1## 中，其中R.sub.1代表化学式##STR2## 的基团，R.sub.2代表氢或较低的烷基，或者R.sub.1和R.sub.2与它们连接的碳原子一起代表化学式IIg ##STR3## 的基团，R.sub.4和R.sub.5独立地代表氢或较低的烷基，R.sub.3代表氢、烷基、环烷基或卤代烷基，R.sub.6代表化学式##STR4## 的基团，R.sub.1代表如上定义的化学式IIa到IIf的基团，R.sub.2和R.sub.3一起形成一个--(CH.sub.2)--.sub.u基团，其中u代表从1到8的整数，R.sub.4、R.sub.5和R.sub.6具有上述给定的含义。这些化合物被指示用作药物和农药。
• FLUORINE ATOM-CONTAINING COMPOUND AND USE THEREOF
  申请人：NISSAN CHEMICAL INDUSTRIES, LTD.

  公开号：US20190031600A1

  公开（公告）日：2019-01-31

  Provided is a fluorine atom-containing compound represented by formula (1) below (In the formula, Z represents a predetermined divalent group, each Ar independently represents a predetermined aromatic ring-containing group, and each Ar F independently represents a predetermined fluorine atom-containing aryl group).

  提供的是下面公式（1）所代表的含氟原子的化合物（在公式中，Z代表预定的二价基团，每个Ar独立代表预定的含芳香环的基团，每个ArF独立代表预定的含氟原子的芳基基团）。
• HETEROCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Display Co., Ltd.

  公开号：US20190131535A1

  公开（公告）日：2019-05-02

  A heterocyclic compound and an organic light-emitting device including the same are provided. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer disposed between the first electrode and the second electrode, where the organic layer may include an emission layer and at least one of the heterocyclic compound described above.

  提供了一种杂环化合物和包括该化合物的有机发光器件。该有机发光器件包括：第一电极；面向第一电极的第二电极；以及位于第一电极和第二电极之间的有机层，其中该有机层可能包括发射层和上述杂环化合物中的至少一种。
• Fluorine atom-containing compound and use thereof
  申请人：NISSAN CHEMICAL INDUSTRIES, LTD.

  公开号：US10336686B2

  公开（公告）日：2019-07-02

  Provided is a fluorine atom-containing compound represented by formula (1) below (In the formula, Z represents a predetermined divalent group, each Ar independently represents a predetermined aromatic ring-containing group, and each ArF independently represents a predetermined fluorine atom-containing aryl group).

  本发明提供了由下式（1）表示的含氟原子化合物 (式中，Z 代表预定的二价基团，每个 Ar 独立地代表预定的含芳香环基团，每个 ArF 独立地代表预定的含氟原子的芳基）。
• Heterocyclic compound and organic light-emitting device including the same
  申请人：Samsung Display Co., Ltd.

  公开号：US11251376B2

  公开（公告）日：2022-02-15

  A heterocyclic compound and an organic light-emitting device including the same are provided. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer disposed between the first electrode and the second electrode, where the organic layer may include an emission layer and at least one of the heterocyclic compound described above.

  本发明提供了一种杂环化合物和包括该杂环化合物的有机发光器件。有机发光器件包括：第一电极；面向第一电极的第二电极；以及设置在第一电极和第二电极之间的有机层，其中有机层可包括发射层和上述杂环化合物中的至少一种。