3-氨基-4,4-二甲基戊-2-烯腈 | 89151-72-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3-氨基-4,4-二甲基戊-2-烯腈
• 英文名称: 3-amino-4,4-dimethylpent-2-enenitrile
• 英文别名: (Z)-3-Amino-4,4-dimethyl-pent-2-enenitrile；3-Amino-4,4-dimethylpent-2-enenitrile
• CAS: 89151-72-4
• 化学式: C₇H₁₂N₂
• 分子量: 124.186
• InChiKey: DPCUHGFSIXGSIH-UHFFFAOYSA-N

物化性质

• 沸点：
  276.0±13.0 °C(Predicted)
• 密度：
  0.922±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-氨基-4,4-二甲基戊-2-烯腈 在 一水合肼 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 生成 5-tert-Butyl-3-(4-trifluoromethyl-phenylamino)-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Pyrazole Bioisosteres of Leflunomide as B-Cell Immunosuppressants for Xenotransplantation and Chronic Rejection:  Scope and Limitations

  摘要：

  T-cell immunosuppressant-based therapies efficiently control early graft rejection in allotransplantation settings. They fail, however, to prevent those rejection events which are mediated by transplant-induced antibody (Ab) responses such as those involved in xenograft and chronic allograft rejection. This is mainly due to their inability to block T-cell-independent Ab production against the transplanted organs. The bioactive metabolite 2(Z) of leflunomide (1) inhibits the formation of such Ab, but the drug has pharmacokinetic properties and a therapeutic window incompatible with transplantation indications. Pyrazole 3, a constrained analogue of 2(Z), was designed and shown to be conformationally and biologically similar to 2(Z). Further investigations with derivatives of 3 demonstrated that the pyrazoles had very tight structure-activity relationships, the only equipotent compound being 3o. However, in contrast to 2(Z), both 3 and 3o were inactive in vivo due to short half-life and drug concentrations lower than the in vitro obtained IC50 values, Compound 3o inhibits T-cell-independent Ab production by a different biochemical mechanism from that of 2(Z) and 3 and may therefore represent a valuable tool for the identification of new targets for B-cell inhibition.

  DOI：

  10.1021/jm981028c
• 作为产物：
  描述：

  新戊酰基乙腈 在 ammonium acetate 作用下， 以 甲醇 为溶剂， 以83 %的产率得到3-氨基-4,4-二甲基戊-2-烯腈
  参考文献：
  名称：

  10.1016/j.dyepig.2024.112298

  摘要：

  DOI：

  10.1016/j.dyepig.2024.112298

文献信息

• Pyrrolidine Compounds Which Modulate The CB2 Receptor
  申请人：Berry Angela

  公开号：US20120142677A1

  公开（公告）日：2012-06-07

  Compounds which modulate the CB2 receptor are disclosed. Compounds according to the invention bind to and are agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain. (I)

  本发明揭示了调节CB2受体的化合物。本发明的化合物结合并激动CB2受体，并且可用于治疗炎症。那些是激动剂的化合物还可用于治疗疼痛。 (I)
• Process for preparing 3-substituted-3-aminonitrile
  申请人：ELI LILLY AND COMPANY

  公开号：EP0135252A2

  公开（公告）日：1985-03-27

  A novel process for preparing aminonitriles is described. Some of the aminonitriles are novel. All the aminonitriles serve as intermediates for preparing isothiazoiyfurea compounds which are useful as herbicides and algicides.

  描述了一种制备氨基硝酸酯的新工艺。 其中一些氨基腈是新颖的。 所有氨腈化合物都可作为制备异噻唑脲化合物的中间体，而异噻唑脲化合物可用作除草剂和杀藻剂。
• (3-alkyl-5-isothiazolyl)ureas
  申请人：ELI LILLY AND COMPANY

  公开号：EP0129408A2

  公开（公告）日：1984-12-27

  Novel (3-alkyl-5-isothiazolyl) ureas which are useful as aquatic algicides, terrestrial herbicides, and aquatic herbicides, are described herein. The products are prepared from the corresponding 5-amino-3-substituted-isothiazoles with a ureido forming reagent. Further provided are methods of use for these products and formulations comprising these products with an acceptable carrier.

  本文介绍了可用作水生杀藻剂、陆生除草剂和水生除草剂的新型（3-烷基-5-异噻唑基）脲。这些产品由相应的 5-氨基-3-取代-异噻唑与脲基形成试剂制备而成。此外，还提供了这些产品的使用方法以及包含这些产品和可接受载体的制剂。
• One-step synthesis of thiazolo[3,2-a]pyridines by a multicomponent reaction of β-enaminonitriles, α,β-unsaturated aldehydes, and 2-aminothiol hydrochlorides
  作者：Mónica Pérez Perrino、Rafael del Villar-Guerra、M. Carmen Sañudo、Luis A. Calvo、Alfonso González-Ortega

  DOI：10.1016/j.tet.2010.02.051

  日期：2010.4

  A wide library of 3,7,8,8a-tetrahydro-2H-thiazolo[3,2-a]pyridines has been prepared by simple heating in acetonitrile of beta-enaminonitriles, alpha,beta-unsaturated aldehydes and 2-aminothiol hydrochlorides. Chemical yields depend on the nature, hindrance, and position of the substituents. The scope, limitations, and stereocontrol associated to this three-component reaction have been studied in detail. In general, the diastereoinduction observed in the three new stereogenic centers generated in the pro-chiral alpha,beta-unsaturated aldehyde is low. (C) 2010 Elsevier Ltd. All rights reserved.
• PYRROLIDINE COMPOUNDS WHICH MODULATE THE CB2 RECEPTOR
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2384320A2

  公开（公告）日：2011-11-09