N,N-bis(2-chloroethyl)-o-nitrobenzenesulfonamide | 455890-94-5

• 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: N,N-bis(2-chloroethyl)-o-nitrobenzenesulfonamide
• 英文别名: N,N-bis(2-chloroethyl)-2-nitrobenzenesulfonamide
• CAS: 455890-94-5
• 化学式: C₁₀H₁₂Cl₂N₂O₄S
• mdl: MFCD25754641
• 分子量: 327.188
• InChiKey: FMPWFHQUILGARU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-bis(2-chloroethyl)-o-nitrobenzenesulfonamide 、 (S)-(2,4-dichlorophenyl)(phenyl)methanamine 在 N,N-二异丙基乙胺 作用下， 反应 4.0h， 生成 1-[(S)-(2,4-dichlorophenyl)(phenyl)methyl]-4-[(2-nitrophenyl)sulfonyl]piperazine
  参考文献：
  名称：

  Asymmetric synthesis and biological evaluation of N-cyclohexyl-4-[1-(2,4-dichlorophenyl)-1-(p-tolyl)methyl]piperazine-1-carboxamide as hCB1 receptor antagonists

  摘要：

  We recently discovered and reported a novel series of benzhydrylpiperazine derivatives bearing an asymmetric carbon atom that are potent and selective hCB1 inverse agonists. In the present study, we used Davis-Ellmann-type sulfonamide chemistry to asymmetrically synthesize two enantiomers of the most potent racemic N-cyclohexyl-4-[1-(2,4-dichlorophenyl)-1-(p-tolyl)methyl]piperazine-1-carboxamide [14]. Enantiomer separation and configuration assignment were carried out. Our results indicate that the R-configuration is the more active enantiomer, displaying enhanced antagonistic activity for hCB1 receptor, better oral bioavailability, and greater efficacy in the reduction of body weight in diet-induced obese mice. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.08.030
• 作为产物：
  描述：

  N,N-bis(2-hydroxyethyl)-o-nitrobenzenesulfonamide 在 氯化亚砜 作用下， 反应 1.0h， 以92%的产率得到N,N-bis(2-chloroethyl)-o-nitrobenzenesulfonamide
  参考文献：
  名称：

  一种制备1,4,7,10-四氮杂-2,6-吡啶环蕃的 方法

  摘要：

  本发明涉及一种制备1,4,7,10‑四氮杂‑2,6‑吡啶环蕃的新方法，以2,6‑二甲胺基吡啶为原料，使用邻/对硝基苯磺酰基进行氨基保护，再在碱性条件下与N,N‑二(2‑氯乙基)‑邻/对硝基苯磺酰胺反应，然后在氢氧化锂/巯基乙酸作用下脱硝基苯磺酰基得到1,4,7,10‑四氮杂‑2,6‑吡啶环蕃。这种制备方法副反应少，产率高，操作更简便，利于工业化生产。

  公开号：

  CN106588925B

文献信息

• [EN] 4- 2- (CYCLOALKYLAMINO) PYRIMIDIN-4-YL ! - (PHENYL) - IMIDAZOLIN-2- ONE DERIVATIVES AS P38 MAP- KINASE INHIBITORS FOR THE TREATMENT OF INFLAMMATORY DISEASES<br/>[FR] DÉRIVÉS DE 4-2-(CYCLOALKYLAMINO)PYRIMIDIN-4-YL ! - (PHÉNYL)-IMIDAZOLIN-2-ONE SERVANT D'INHIBITEURS DE MAP-KINASE P38 POUR LE TRAITEMENT DE MALADIES INFLAMMATOIRES
  申请人：TANABE SEIYAKU CO

  公开号：WO2005105790A1

  公开（公告）日：2005-11-10

  The present invention is to provide a novel heterocyclic compound of the formula [I]: wherein R1 is a halogen, nitro, an alkyl, etc.; R2 is hydrogen, an alkyl, etc.; Ring A is 2-oxo-4-imidazolin-3,4-diyl, etc.; Ring B is a cycloalkyl, monocyclic saturated heterocyclic group; X is CH, N; Y is a single bond, CO, SO2; Z is O, NH, etc.; and Ring C is an aryl, a heterocyclic group, or a pharmaceutically acceptable salt thereof, which is useful as a p38 MAP kinase inhibitor.

  本发明提供一种新型杂环化合物，其化学式为[I]：其中R1是卤素、硝基、烷基等；R2是氢、烷基等；环A是2-氧代-4-咪唑啉-3,4-二基等；环B是环烷基、单环饱和杂环基；X是CH、N；Y是单键、CO、SO2；Z是O、NH等；环C是芳基、杂环基或其药用可接受盐，可用作p38 MAP激酶抑制剂。
• Asymmetric process for the preparation of diarylethylpiperazines derivatives and novel asymmetric diarylmethylamines as intermediates
  申请人：——

  公开号：US20040077861A1

  公开（公告）日：2004-04-22

  An asymmetric synthesis of diarylmethylpiperazines is described. The synthetic route enables preparation of a variety of enatiomerically pure amines with different N-alkyl groups. The invention includes an asymmetric addition of organometallic compounds to chiral sulfinimine to give adducts in predominantly one diastereomer can subsequently be transferred into pure enantiomers of by cleavage of the chiral auxilliary which is followed by synthesis of the piperazine ring by alkylation procedures.

  本文介绍了一种二苯甲基哌嗪的不对称合成方法。该合成路线可以制备具有不同N-烷基的对映纯氨基化合物。该发明包括有机金属化合物不对称加成到手性亚磺酰胺中，形成主要一种对映异构体的加合物，随后通过手性辅助基的裂解转化为纯对映体，再通过烷基化方法合成哌嗪环。
• Pyrazolopyrimidine compound and a process for preparing the same
  申请人：Takamuro Iwao

  公开号：US20060135525A1

  公开（公告）日：2006-06-22

  The present invention provides a novel pyrazolopyrimidine compound of the formula [I]: wherein R′ is (A) a substituted aryl group, (B) an optionally substituted nitrogen-containing aliphatic heteromonocyclic group, (C) a substituted cyclo-lower alkyl group, (D) an optionally substituted amino group, or (E) a substituted heteroaryl group, R 2 is (a) an optionally substituted heteroaryl group or (b) an optionally substituted aryl group, Y is a single bond, a lower alkylene group or a lower alkenylene group, Z is a group of the formula: —CO—, —CH2-, S02- or a group of the formula [II]: Q is a lower alkylene group, and q is an integer of 0 or 1 or a pharmaceutically acceptable sait thereof, which has a small conductance potassium channel (SK channel) blocking activity and is useful as a medicament and a process for preparing the same.

  本发明提供了一种新型的吡唑嘧啶化合物，其化学式为[I]：其中R′为（A）取代芳基，（B）可选取代的含氮脂肪杂环基，（C）取代的环低烷基，（D）可选取代的氨基或（E）取代的杂环芳基；R2为（a）可选取代的杂环芳基或（b）可选取代的芳基；Y为单键，低碳基烷基或低碳基烯基；Z为式[II]的基团：其中Q为低碳基烷基，q为0或1的整数，或其药学上可接受的盐。该化合物具有小电导钾通道（SK通道）阻滞活性，并可作为药物使用，以及其制备方法。
• NEW ASYMMETRIC PROCESS FOR THE PREPARATION OF DIARYLMETHYLPIPERAZINES DERIVATIVES AND NOVEL ASYMMETRIC DIARYLMETYLAMINES AS INTERMEDIATES
  申请人：AstraZeneca AB

  公开号：EP1368325B1

  公开（公告）日：2008-08-27
• PYRAZOLOPYRIMIDINE COMPOUND AND PROCESS FOR PREPARING THE SAME
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP1585481A2

  公开（公告）日：2005-10-19