5-chloro-2-naphthaleneacetonitrile | 127810-69-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-chloro-2-naphthaleneacetonitrile
• 英文别名: 5-chloro-2-naphthalenylacetonitrile；2-(5-Chloronaphthalen-2-yl)acetonitrile
• CAS: 127810-69-9
• 化学式: C₁₂H₈ClN
• 分子量: 201.655
• InChiKey: ZQSMKQADCASLCG-UHFFFAOYSA-N

物化性质

• 熔点：
  110-111 °C
• 沸点：
  369.3±17.0 °C(Predicted)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-chloro-2-naphthaleneacetonitrile 在 盐酸羟胺 、 sodium methylate 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 1.5h， 以87%的产率得到5-chloro-N-hydroxy-2-naphthaleneethanimidamide
  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：

  5-溴-2-萘甲酸甲酯 在 氯化亚砜 、 二异丁基氢化铝 、 copper(l) chloride 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 二甲基亚砜 、 乙腈 为溶剂， 反应 43.67h， 生成 5-chloro-2-naphthaleneacetonitrile
  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

• Novel naphthalenylalkyl-3H-1,2,3,5-oxathiadiazole 2-oxides useful as
  申请人：American Home Products Corporation

  公开号：US04897405A1

  公开（公告）日：1990-01-30

  This invention relates to novel [(substituted naphthalenyl)alkyl]-3H-1,2,3,5-oxathiadiazole 2-oxides, to the processes for their preparation, to methods for using the compounds, and to pharmaceutical compositions thereof. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated conditions.

  这项发明涉及新型[(取代萘基)烷基]-3H-1,2,3,5-噻二唑二氧化物，以及它们的制备方法、化合物的使用方法和相关的药物组合物。这些化合物具有药理特性，使它们对于治疗糖尿病及相关疾病有益。
• Processes for the preparation of novel
  申请人：American Home Product

  公开号：US04966975A1

  公开（公告）日：1990-10-30

  This invention relates to the processes for the production of novel [(substituted naphthalenyl)methyl]-3H-1,2,3,5-oxathiadiazole 2-oxides. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated conditions.

  这项发明涉及生产新型[(取代萘基)甲基]-3H-1,2,3,5-噻二唑-2-氧化物的过程。这些化合物具有药理特性，使它们对治疗糖尿病及相关疾病有益。
• Naphthalene derivatives
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0393941A1

  公开（公告）日：1990-10-24

  This invention relates to novel [(substituted naphthalenyl)alkyl]-3H-1,2,3,5-oxathiadiazole 2-oxides of formula wherein n is 0 to 4 and R¹ and R² have specified meanings, and their salts. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated conditions.

  本发明涉及新型[(取代的萘基)烷基]-3H-1,2,3,5-噁二唑 2-氧化物，其式为 其中 n 为 0 至 4，R¹ 和 R² 具有特定含义，以及它们的盐类。这些化合物具有药物特性，有利于治疗糖尿病及相关疾病。
• ALESSI, THOMAS R.;DOLAK, TERENCE M.;ELLINGBOE, JOHN W.;LOMBARDO, LOUIS J.
  作者：ALESSI, THOMAS R.、DOLAK, TERENCE M.、ELLINGBOE, JOHN W.、LOMBARDO, LOUIS J.

  DOI：——

  日期：——
• US4897405A
  申请人：——

  公开号：US4897405A

  公开（公告）日：1990-01-30