thiophene-2-carbonitrile N-oxide | 22353-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: thiophene-2-carbonitrile N-oxide
• 英文别名: Thiophenecarbonitrile oxide；thiophene-2-carbonitrile oxide
• CAS: 22353-94-2
• 化学式: C₅H₃NOS
• 分子量: 125.151
• InChiKey: PHTKNZQBEFOEOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  thiophene-2-carbonitrile N-oxide 在 silica gel 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-(3-Thiophen-2-yl-isoxazol-5-yl)-butyraldehyde
  参考文献：
  名称：

  Design and synthesis of a piperazinylalkylisoxazole library for subtype selective dopamine receptor ligands

  摘要：

  A piperazinylbutylisoxazole libary was designed, synthesized and screened for the binding affinities to dopamine D-2, D-3, and D-4 receptors. Several ligands were identified to possess high binding affinity and selectivity for the D-3 and D-4 receptors over the D-2 receptor. Compounds 6s and 6t showed K-i values of 2.6 nM and 3.9 nM for the D-3 receptor with 46- and 50-fold selectivity over the D-3 receptor, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00179-8
• 作为产物：
  描述：

  噻酚-2-甲醛肟 在 吡啶 、 N-氯代丁二酰亚胺 作用下， 反应 0.5h， 生成 thiophene-2-carbonitrile N-oxide
  参考文献：
  名称：

  Design and synthesis of a piperazinylalkylisoxazole library for subtype selective dopamine receptor ligands

  摘要：

  A piperazinylbutylisoxazole libary was designed, synthesized and screened for the binding affinities to dopamine D-2, D-3, and D-4 receptors. Several ligands were identified to possess high binding affinity and selectivity for the D-3 and D-4 receptors over the D-2 receptor. Compounds 6s and 6t showed K-i values of 2.6 nM and 3.9 nM for the D-3 receptor with 46- and 50-fold selectivity over the D-3 receptor, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00179-8

文献信息

• [EN] SPIRO DERIVATIVES OF PARTHENIN AS NOVEL ANTICANCER AGENTS<br/>[FR] DÉRIVÉS SPIRO DE PARTHÉNINE SERVANT DE NOUVEAUX AGENTS ANTICANCÉREUX
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2009110007A8

  公开（公告）日：2010-10-21
• KUMAGAI, T.;SHIMIZU, K.;KAWAMURA, Y.;MUKAI, T., TETRAHEDRON, 1981, 37, N 19, 3365-3376
  作者：KUMAGAI, T.、SHIMIZU, K.、KAWAMURA, Y.、MUKAI, T.

  DOI：——

  日期：——
• Design and synthesis of a piperazinylalkylisoxazole library for subtype selective dopamine receptor ligands
  作者：Mi Young Cha、Byung Chul Choi、Kyung Ho Kang、Ae Nim Pae、Kung Il Choi、Yong Seo Cho、Hun Yeong Koh、Hee-Yoon Lee、Daeyoung Jung、Jae Yang Kong

  DOI：10.1016/s0960-894x(02)00179-8

  日期：2002.5

  A piperazinylbutylisoxazole libary was designed, synthesized and screened for the binding affinities to dopamine D-2, D-3, and D-4 receptors. Several ligands were identified to possess high binding affinity and selectivity for the D-3 and D-4 receptors over the D-2 receptor. Compounds 6s and 6t showed K-i values of 2.6 nM and 3.9 nM for the D-3 receptor with 46- and 50-fold selectivity over the D-3 receptor, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.