2-(4-chlorobenzenesulfonyl)-3,3-bis-methylsulfanyl-acrylonitrile | 124392-37-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-chlorobenzenesulfonyl)-3,3-bis-methylsulfanyl-acrylonitrile
• 英文别名: 1-(4-chlorophenyl)sulfonyl-1-cyano-2,2-bis(methylthio)ethylene；2-((4-Chlorophenyl)sulfonyl)-3,3-dimethylthioprop-2-enenitrile；2-(4-chlorophenyl)sulfonyl-3,3-bis(methylsulfanyl)prop-2-enenitrile
• CAS: 124392-37-6
• 化学式: C₁₁H₁₀ClNO₂S₃
• 分子量: 319.857
• InChiKey: FJYSUGVEOXARQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-chlorobenzenesulfonyl)-3,3-bis-methylsulfanyl-acrylonitrile 在 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 25.5h， 生成 2,4-diamino-6-<(4-methoxyphenyl)amino>-5-(4-chlorophenyl)-sulfonylpyrimidine
  参考文献：
  名称：

  Shishoo; Devani; Jain, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 1, p. 42 - 47

  摘要：

  DOI：
• 作为产物：
  描述：

  二硫化碳 、 (4-氯苯磺酰)乙腈 、 碘甲烷 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 19.0h， 以65%的产率得到2-(4-chlorobenzenesulfonyl)-3,3-bis-methylsulfanyl-acrylonitrile
  参考文献：
  名称：

  Pyridopyrimidine derivatives as 5-HT6 antagonists

  摘要：

  新型吡啶吡嘧啶衍生物具有与人类5-HT6受体结合亲和力，因此可用于治疗对5-HT6受体拮抗作用敏感的疾病，如精神病、精神分裂症、躁郁症、抑郁症、神经障碍、记忆障碍、帕金森病、肌萎缩侧索硬化、阿尔茨海默病和亨廷顿舞蹈症。

  公开号：

  US20040019064A1

文献信息

• Structure activity relationship studies of 3-arylsulfonyl-pyrido[1,2-a]pyrimidin-4-imines as potent 5-HT6 antagonists
  作者：Shuanghua Hu、Yazhong Huang、Yong-Jin Wu、Huan He、Katherine A. Grant-Young、Robert L. Bertekap、Valerie Whiterock、Patrick Brassil、Kimberley Lentz、Prasanna Sivaprakasam、David R. Langley、Ryan S. Westphal、Paul M. Scola

  DOI：10.1016/j.bmc.2014.01.003

  日期：2014.3

  Comprehensive structure activity relationship (SAR) studies were conducted on a focused screening hit, 2-(methylthio)-3-(phenylsulfonyl)-4H-pyrido[1,2-a]pyrimidin-4-imine (1, IC50: 4.0 nM), as 5-HT6 selective antagonists. Activity was improved some 2-4 fold when small, electron-donating groups were added to the central core as observed in 19, 20 and 26. Molecular docking of key compounds in a homology model of the human 5-HT6 receptor was used to rationalize our structure-activity relationship (SAR) findings. In pharmacokinetic experiments, compound 1 displayed good brain uptake in rats following intra-peritoneal administration, but limited oral bioavailability. (C) 2014 Elsevier Ltd. All rights reserved.
• SHISHOO, C. J.;DEVANI, M. B.;JAIN, K. S.;BHADTI, V. S.;SHISHOO, S. M.;PAT+, INDIAN J. CHEM. B, 28,(1989) N, C. 42-47
  作者：SHISHOO, C. J.、DEVANI, M. B.、JAIN, K. S.、BHADTI, V. S.、SHISHOO, S. M.、PAT+

  DOI：——

  日期：——
• METHODS AND COMPOSITIONS FOR DETECTING AND MODULATING O-GLYCOSYLATION
  申请人：Gross Benjamin

  公开号：US20100290987A1

  公开（公告）日：2010-11-18

  The invention relates to methods and products for modulating glycosylation of proteins. The invention is useful for identifying therapeutic compounds to treat glycosylation-associated disorders such as neurodegeneration, diabetes, including complications of diabetes such as insulin resistance, nephropathy, microvascular damage, and endothelial dysfunction. The invention is also useful for identifying therapeutic compounds to treat de-glycosylation-associated disorders such as ischemic damage and traumatic injury. The invention also relates in part to assays that are useful for identifying and testing candidate compounds for modulating glycosylation of proteins and also relates in part to compounds to treat glycosylation-associated diseases and disorders.
• US4200760A
  申请人：——

  公开号：US4200760A

  公开（公告）日：1980-04-29
• US4221737A
  申请人：——

  公开号：US4221737A

  公开（公告）日：1980-09-09