(1,1-二氧代四氢-3-噻吩基)肼 | 3448-12-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫杂环戊烷
• 中文名称: (1,1-二氧代四氢-3-噻吩基)肼
• 中文别名: 3-环丁烯砜肼
• 英文名称: 2-(1,1-dioxotetrahydrothiophen-3-yl)hydrazine
• 英文别名: 3-Hydrazino-tetrahydro-thiophen-1.1-dioxid；3-Sulfolanylhydrazin；(tetrahydro-3-thienyl)hydrazine S,S-dioxide；(1,1-dioxidotetrahydro-3-thienyl)hydrazine；(1,1-dioxo-tetrahydro-thiophen-3-yl)-hydrazine；(sulfolane-3-yl) hydrazine；3-Hydrazinyltetrahydrothiophene 1,1-dioxide；(1,1-dioxothiolan-3-yl)hydrazine
• CAS: 3448-12-2
• 化学式: C₄H₁₀N₂O₂S
• mdl: MFCD00270815
• 分子量: 150.202
• InChiKey: DBBOTJJFLMUEIN-UHFFFAOYSA-N

物化性质

• 沸点：
  427.6±34.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  (1,1-二氧代四氢-3-噻吩基)肼 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 以 苯 为溶剂， 以83%的产率得到endo-5-[N'-(1,1-dioxotetrahydrothiophen-3-yl)-hydrazinocarbonyl]bicyclo[2.2.1]hept-2-ene-endo-6-carboxylic acid
  参考文献：
  名称：

  内酸酐与肼和酰基肼的反应

  摘要：

  Reaction products of bicyclo[2.2.1]hept-2-ene-endo, endo-5,6-dicarboxylic (endic) acid with hydrazines and acylhydrazines were prepared. The features distinguishing of these reactions from those with amines were revealed. The compounds obtained were characterized by H-1, C-11 NMR, and IR spectra. The assignment of the signals in NMR spectra was done with the use of quantum-chemical calculations of chemical shifts performed by the density functional method. The structure of one among compounds synthesized, N-(m-hydroxybenzoylamino)-bicyclo[2.2.1] hept-2-ene-endo, endo-5,6-dicarboxamide, was proved by X-ray diffraction analysis.

  DOI：

  10.1023/b:rujo.0000045895.04509.2d
• 作为产物：
  描述：

  tert-butyl N-[(1,1-dioxothiolan-3-yl)amino]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (1,1-二氧代四氢-3-噻吩基)肼
  参考文献：
  名称：

  Discovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators

  摘要：

  The present study describes the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-ylacetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, we identified a tetrazole scaffold that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, we evaluated the compounds in Tier 1 DMPK assays and have identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups.

  DOI：

  10.1016/j.bmcl.2019.01.027

文献信息

• Antibacterial hydrazono cephalosporins
  申请人：Shionogi & Co., Ltd.

  公开号：US04101658A1

  公开（公告）日：1978-07-18

  Antibacterial cephalosporins of the following formula: ##STR1## WHEREIN A and B each is a hydrogen or an amino protecting group; X is a hydroxy or a carboxy protecting group; Y is a hydrogen, halogen, alkyl, alkoxy, or an alkylthio; R is a hydrogen or an alkyl; Z is a group of the formula ##STR2## (in which R.sup.1 and R.sup.2 are the same or different and are a hydrogen, optionally substituted hydrocarbon group, organic acyl, or a group of the formula ##STR3## respectively, in which M and M' are the same or different and are an oxygen or sulfur; R.sup.3 is a hydrocarbon group; R.sup.1 and R.sup.2 can be combined together directly or through a hetero atom); m is 0 or 1; and the broken line shows the presence of a double bond at position 2 or 3, preparable from the compounds shown by the above formula in which Z is an oxygen by treatment with a compound shown by the formula H.sub.2 Z; and pharmaceuticals containing these compounds.

  以下的化学式代表抗菌头孢菌素：其中A和B分别是氢原子或氨基保护基团；X是羟基或羧基保护基团；Y是氢原子、卤素、烷基、烷氧基或烷硫基；R是氢原子或烷基；Z是下列式的基团（其中R.sup.1和R.sup.2相同或不同，是氢原子、可选择取代的碳氢基团、有机酰基，或下列式的基团（其中M和M'相同或不同，是氧原子或硫原子；R.sup.3是碳氢基团；R.sup.1和R.sup.2可以直接结合或通过杂原子连接）；m是0或1；虚线表示位置2或3处有双键存在，可以通过上述式中Z为氧原子的化合物与式为H.sub.2 Z的化合物处理制备；以及含有这些化合物的药物。
• [EN] HYDRAZIDE CONTAINING NUCLEAR TRANSPORT MODULATORS AND USES THEREOF<br/>[FR] MODULATEURS DE TRANSPORT NUCLÉAIRE CONTENANT DE L'HYDRAZIDE ET LEURS UTILISATIONS
  申请人：KARYOPHARM THERAPEUTICS INC

  公开号：WO2013019548A1

  公开（公告）日：2013-02-07

  The invention generally relates to nuclear transport modulators, e.g., CRM1 inhibitors, and more particularly to a compound represented by structural formula (I): or a pharmaceutically acceptable salt thereof, wherein the values and alternative values for the variables are as defined and described herein. The invention also includes the synthesis and use of a compound of structural formula I, or a pharmaceutically acceptable salt or composition thereof, e.g., in the treatment, modulation and/or prevention of physiological conditions associated with CRM1 activity.

  这项发明通常与核运输调节剂有关，例如CRM1抑制剂，更具体地涉及一种由结构式(I)表示的化合物，或其药学上可接受的盐，其中变量的值和备选值如本文所定义和描述。该发明还包括合成和使用结构式I的化合物，或其药学上可接受的盐或组合物，例如在与CRM1活性相关的生理状况的治疗、调节和/或预防中的应用。
• [EN] USE OF DYNAMIC MIXTURES FOR A CONTROLLED RELEASE OF FRAGRANCES<br/>[FR] UTILISATION DE MELANGES DYNAMIQUES POUR LIBERATION CONTROLEE DE FRAGRANCES
  申请人：FIRMENICH & CIE

  公开号：WO2006016248A1

  公开（公告）日：2006-02-16

  The present invention relates to a delivery system in the form of a dynamic mixture obtained by reacting together, in the presence of water, at least one hydrazine derivative with at least one perfuming, flavoring, insect repellent or attractant, bactericide and/or fungicide aldehyde or ketone. The invention's mixture is capable of releasing in a controlled and prolonged manner said aldehyde or ketone in the surrounding environment. Furthermore, the present invention concerns also the use of said dynamic mixtures as perfuming ingredients as well as the perfuming compositions or perfumed articles comprising the invention's mixtures.

  本发明涉及一种交互反应得到的动态混合物形式的递送系统，所述动态混合物是通过在水的存在下，将至少一种肼衍生物与至少一种香料、调味剂、驱虫剂或诱引剂、杀菌剂和/或杀菌醛或酮一起反应而获得的。本发明的混合物能够在周围环境中以受控和持久的方式释放所述的醛或酮。此外，本发明还涉及将所述动态混合物用作香料成分，以及包含本发明混合物的香水组合物或香水制品的用途。
• Controlled Release of Volatile Aldehydes and Ketones from Dynamic Mixtures Generated by Reversible Hydrazone Formation
  作者：Barbara Levrand、Wolfgang Fieber、Jean-Marie Lehn、Andreas Herrmann

  DOI：10.1002/hlca.200790237

  日期：2007.12

  Delivery systems generated by reversible hydrazone formation from hydrazine derivatives (see Fig. 1) and carbonyl compounds in H2O efficiently increase the long-lastingness of volatile aldehydes and ketones (R1R2CO) in various perfumery applications. The hydrazones are usually obtained in an (E) configuration at the imine double bond (NHNC) and, in the case of aliphatic acylhydrazones R′CONHNCR1R2

  在H 2 O中由肼衍生物（见图1）和羰基化合物可逆形成而生成的传递系统有效地提高了各种香料应用中挥发性醛和酮（R 1 R 2 CO）的持久性。通常以（E）构型在亚胺双键（NHNC）上获得，对于脂族酰基hydr R'CONHNCR 1 R 2（R'=烷基），相对于酰胺而言，其为顺式和反式构象异构体键（CONHN）。平均自由能垒约为。通过可变温度的1 H-NMR测量确定了78 kJ / mol的酰胺键旋转（图2）。在H 2 O存在下，的形成是完全可逆的，达到了由肼衍生物，羰基化合物和相应的composed组成的平衡。通过UV / VIS光谱进行的动力学测量表明，that的形成和水解达到了相同的平衡。速率常数强烈依赖于pH值，并且随着pH值的降低而增加（表1）。肼结构对速率常数的影响不如pH效应那么明显，表面活性剂的存在降低了平衡速率（表1和表2）。3）。formation形成的完全可逆性允许通
• Molybdenum-Mediated One-Pot Synthesis of Pyrazoles from Isoxazoles
  作者：Marine Rey、Stéphane Beaumont

  DOI：10.1055/s-0039-1690615

  日期：2019.10

  with nonsymmetric isoxazoles. By using readily available starting materials, a wide range of substituted pyrazoles may be synthesized by this method. A one-pot approach for the direct synthesis of substituted pyrazoles from isoxazoles is reported. The process involves isoxazole N–O bond cleavage mediated by a molybdenum complex, in situ hydrolysis of the resulting β-amino enone to the corresponding 1,3-diketone

  抽象的 报道了一种从异恶唑直接合成取代的吡唑的一锅法。该过程涉及由钼络合物介导的异恶唑N–O键断裂，将所得的β-氨基烯酮原位水解为相应的1,3-二酮，然后在肼或取代的肼存在下形成吡唑。用非对称异恶唑可获得良好或优异的产率和区域选择性。通过使用容易获得的起始原料，可以通过该方法合成各种各样的取代的吡唑。 报道了一种从异恶唑直接合成取代的吡唑的一锅法。该过程涉及由钼络合物介导的异恶唑N–O键断裂，将所得的β-氨基烯酮原位水解为相应的1,3-二酮，然后在肼或取代的肼存在下形成吡唑。用非对称异恶唑可获得良好或优异的产率和区域选择性。通过使用容易获得的起始原料，可以通过该方法合成各种各样的取代的吡唑。