(5-氯-1-苯并呋喃-2-基)乙腈 | 139313-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: (5-氯-1-苯并呋喃-2-基)乙腈
• 英文名称: 2-(5-Chlorobenzofuran-2-yl)acetonitrile
• 英文别名: 2-(5-chloro-1-benzofuran-2-yl)acetonitrile
• CAS: 139313-95-4
• 化学式: C₁₀H₆ClNO
• 分子量: 191.617
• InChiKey: KVPZKOUNDRKQKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  (5-氯-1-苯并呋喃-2-基)乙腈 在 吡啶 、 氯化亚砜 、 盐酸羟胺 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.33h， 生成 4-[(5-chloro-1-benzofuran-2-yl)methyl]-5H-1,2,3,5-oxathiadiazole 2-oxide
  参考文献：
  名称：

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

  摘要：

  A series of substituted 3H-1,2,3,5-oxathiadiazole-2-oxides (6) was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. The oxathiadiazoles 6 were synthesized by a two-step sequence: treatment of a substituted acetonitrile (4) with hydroxylamine to give the corresponding amidoxime (5) and cyclization with thionyl chloride to yield 6. In terms of potency, the 2-naphthalenylmethyl group (as in compound 3) was found to be the optimal substituent in this series. Compound 3 was approximately 5 times more potent than ciglitazone (1).

  DOI：

  10.1021/jm00085a002
• 作为产物：
  描述：

  5-氯-2-甲基苯并呋喃 在 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 四丁基硫酸氢铵 作用下， 以 四氯化碳 、 氯仿 、 水 为溶剂， 反应 25.5h， 生成 (5-氯-1-苯并呋喃-2-基)乙腈
  参考文献：
  名称：

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

  摘要：

  A series of substituted 3H-1,2,3,5-oxathiadiazole-2-oxides (6) was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. The oxathiadiazoles 6 were synthesized by a two-step sequence: treatment of a substituted acetonitrile (4) with hydroxylamine to give the corresponding amidoxime (5) and cyclization with thionyl chloride to yield 6. In terms of potency, the 2-naphthalenylmethyl group (as in compound 3) was found to be the optimal substituent in this series. Compound 3 was approximately 5 times more potent than ciglitazone (1).

  DOI：

  10.1021/jm00085a002

文献信息

• New 2-substituted 1,2,3,4-tetrahydrobenzofuro[3,2- c ]pyridine having highly active and potent central α 2 -antagonistic activity as potential antidepressants
  作者：Ludo E.J Kennis、François P Bischoff、Carolus J Mertens、Christopher J Love、Frans A.F Van den Keybus、Serge Pieters、Mirielle Braeken、Anton A.H.P Megens、Josee E Leysen

  DOI：10.1016/s0960-894x(99)00591-0

  日期：2000.1

  The synthesis and biological activity of a series of benzofuro[3,2-c]pyridines and a benzothieno[3,2-c]pyridine are described. These compounds exhibit high affinity for the alpha(2)-adrenoceptor, with high selectivity versus the alpha(1)-receptor. Compound 1 also shows potent in vivo central activity and has been selected for further biological and clinical evaluation. (C) 1999 Elsevier Science Ltd. All rights reserved.
• SUBSTITUTED ACETIC ACID ESTERS
  申请人：SOREX (LONDON) LIMITED

  公开号：EP0020391A1

  公开（公告）日：1981-01-07
• [EN] SUBSTITUTED ACETIC ACID ESTERS
  申请人：——

  公开号：WO1980000563A1

  公开（公告）日：1980-04-03

  (EN) Substituted acetic acid esters of the formula (FORMULA) where G is a group of the formula (FORMULA) where X is 0, S, NH or CH2 and W is 0 or CH2; R1 and R2 are each H, halogen, aralkyl, aryl, lower alkyl, alkoxy or alkenyl, or together are a methylenedioxy; R3 is H, halogen, lower alkyl or lower alkoxy; R4 is lower alkyl, alkenyl, alkynyl or alkoxy, cyano, halogen substituted lower alkyl or alkenyl, or C3 to C5 alicyclic; and R5 is the residue of an alcohol selected from alcohols known in synthetic pyrethroids and is preferably a group of the formula: (FORMULA) and their synthesis and activity and use as pesticides in particular in the control of arthropods are described. These compounds are highly potent and are less phytotoxic and more photostable than pesticides of the prior art. (FR) Ester d"acide acetique substitue de formule (FORMULE) dans laquelle G est un groupe de formule (FORMULE) dans laquelle X represente O, S, NH ou CH2 et W represente O ou CH2; R1 et R2 representent chacun H, halogene, aralkyl, aryle, alkyle inferieur, alkoxy, alkenyle, ou ensemble forment un groupe methylenedioxy; R3 represente H, halogene, alkyle inferieur ou alkoxy inferieur; R4 represente un alkyle inferieur, alkenyle, alkynyle ou alkoxy, cyano ou un alkyle ou alkenyle inferieur substitue par un halogene ou un alicyclique de C3 a C5; et R5 represente le reste d"un alcool choisi parmi les alcools connus dans les pyrethroides de synthese et est de preference un groupe de formule (FORMULE) ainsi que leur synthese et leur activite et utilisation en tant que pesticides, en particulier pour le controle des anthropodes. Ces composes sont hautement actifs et sont moins phytotoxiques et plus photostables que les pesticides de la technique anterieure.