2-chloro-3-(chloromethyl)naphthalene | 166042-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-chloro-3-(chloromethyl)naphthalene
• CAS: 166042-74-6
• 化学式: C₁₁H₈Cl₂
• 分子量: 211.091
• InChiKey: QWAKCYVLWFZTGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-chloro-3-(chloromethyl)naphthalene 在 盐酸羟胺 、 sodium methylate 作用下， 以 甲醇 、 水 、 二甲基亚砜 、 乙腈 为溶剂， 反应 20.5h， 生成 2-(3-Chloro-naphthalen-2-yl)-N-hydroxy-acetamidine
  参考文献：
  名称：

  Antihyperglycemic activity of novel naphthalenylmethyl-3H-1,2,3,5-oxathiadiazole 2-oxides

  摘要：

  A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. Substitution at the 1-, 5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4-[(5-Chloronaphthalen-2-yl)methyl]-3H-1,2,3,5-oxathiadiazole 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.

  DOI：

  10.1021/jm00069a006
• 作为产物：
  描述：

  (3-chloronaphthalen-2-yl)methanol 在 氯化亚砜 、 zinc(II) chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.67h， 生成 2-chloro-3-(chloromethyl)naphthalene
  参考文献：
  名称：

  Antihyperglycemic activity of novel naphthalenylmethyl-3H-1,2,3,5-oxathiadiazole 2-oxides

  摘要：

  A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. Substitution at the 1-, 5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4-[(5-Chloronaphthalen-2-yl)methyl]-3H-1,2,3,5-oxathiadiazole 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.

  DOI：

  10.1021/jm00069a006

文献信息

• Studies in the Cycloproparene Series: Reactions With Radicals
  作者：CLL Chai、D Christen、B Halton、R Neidlein、MAE Starr

  DOI：10.1071/ch9950577

  日期：——

  The behaviour of 1H-cyclopropabenzene (1) and 1H-cyclopropa[b]naphthalene (23) towards a variety of radicals results in opening of the three- membered ring to give ortho -substituted benzyl and 2-methylnaphthalene derivatives, e.g. (13) and (28), respectively. Ring expansion into the cycloheptatriene manifold by way of addition to the bridge bond and norcaradiene formation have not been observed. Analogous reactions with the methylidenecyclopropa [b] naphthalenes (33) and (34) lead to much decomposition, and provide little evidence for the C1cycloproparenyl radicals (35) and (36).

  1H- 环丙基苯 (1) 和 1H- 环丙[b]萘 (23) 对各种自由基的作用结果是打开三位环，分别生成正交取代的苄基和 2-甲基萘衍生物，如 (13) 和 (28)。还没有观察到通过桥键加成的方式将环扩展到环庚三烯歧管和形成芴的情况。与亚甲基环丙[b]萘（33）和（34）的类似反应会导致大量分解，而 C1 环丙烯基（35）和（36）则没有提供多少证据。
• 4,5-RING ANNULATED INDOLE DERIVATIVES FOR TREATING OR PREVENTING OF HCV AND RELATED VIRAL INFECTIONS
  申请人：Chen Kevin X.

  公开号：US20100098661A1

  公开（公告）日：2010-04-22

  The present invention relates to 4,5-ring annulated indole derivatives, compositions comprising at least one 4,5-ring annulated indole derivatives, and methods of using the 4,5-ring annulated indole derivatives for treating or preventing a viral infection or a virus-related disorder in a patient. Wherein ring Z, of formula (I), is a cyclopentyl, cyclopentenyl, 5-membered heterocycloalkyl, 5-membered heterocycloalkenyl or 5-membered heteroaryl ring.
• US8557848B2
  申请人：——

  公开号：US8557848B2

  公开（公告）日：2013-10-15
• Antihyperglycemic activity of novel naphthalenylmethyl-3H-1,2,3,5-oxathiadiazole 2-oxides
  作者：John W. Ellingboe、Louis J. Lombardo、Thomas R. Alessi、Thomas T. Nguyen、Frieda Guzzo、Charles J. Guinosso、James Bullington、Eric N. C. Browne、Jehan F. Bagli

  DOI：10.1021/jm00069a006

  日期：1993.8

  A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. Substitution at the 1-, 5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4-[(5-Chloronaphthalen-2-yl)methyl]-3H-1,2,3,5-oxathiadiazole 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.