3-氧代-3-哌啶-1-丙烷硫胺 | 172261-25-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-氧代-3-哌啶-1-丙烷硫胺
• 英文名称: 3-Oxo-3-piperidin-1-ylpropanethioamide
• CAS: 172261-25-5
• 化学式: C₈H₁₄N₂OS
• 分子量: 186.278
• InChiKey: FBMIKPMPNVWMDE-UHFFFAOYSA-N

物化性质

• 沸点：
  365.5±44.0 °C(Predicted)
• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-氧代-3-哌啶-1-丙烷硫胺 在 劳森试剂 作用下， 以 1,4-二氧六环 、 乙醇 、 正丁醇 为溶剂， 反应 15.5h， 生成 (1E)-N-{2-[4-(4-bromophenyl)-1,3-thiazol-2-yl]-1-(piperidin-1-yl)ethylidene}-4-fluorobenzenesulfonamide
  参考文献：
  名称：

  一种合成2-噻唑乙酸N-磺酰基am的有效方法

  摘要：

  在逆合成分析的基础上，设计和开发了一种三步方法，用于合成包含噻唑环和通过亚甲基接头连接的N-磺酰基am片段的杂化分子。最后一步的机理涉及中间体1,2,3,4-噻三唑的形成，以及由于分子氮和硫的消除，它们转化为最终产物。

  DOI：

  10.1007/s10593-019-02407-7
• 作为产物：
  描述：

  N-氰乙酰基哌啶 在 硫化氢 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以73%的产率得到3-氧代-3-哌啶-1-丙烷硫胺
  参考文献：
  名称：

  摘要：

  The equilibrium concentrations of E- and Z-isomers of thiazolidin-4-ones containing exocyclic double bonds in positions 2 and 5 of the cycle were determined in DMSO-d(6). The influence of the nature of the substituents on the equilibrium position was found. Electron-releasing substituents stabilize the E, Z-configuration and electron-withdrawing substituents stabilize the Z,Z-configuration. The association constants of E- and Z-2-ethoxycarbonyl-methylenethiazolidin-4-ones with the sodium cation were determined by H-1 NMR spectroscopy.

  DOI：

  10.1023/a:1020912932335

文献信息

• Synthesis of novel thiazolidin-4-ones by reaction of malonthioamide derivatives with dimethyl acetylenedicarboxylate
  作者：Vera S. Berseneva、Alexey V. Tkachev、Yury Yu. Morzherin、Wim Dehaen、Ingrid Luyten、Suzanne Toppet、Vasiliy A. Bakulev

  DOI：10.1039/a803543a

  日期：——

  Novel 2,5-dimethylenethiazolidin-4-one derivatives have been prepared by reaction of malonthioamide derivatives with dimethyl acetylenedicarboxylate. These compounds exist as separate (E,Z)- and (Z,Z)-isomers or as a mixture. The (E,Z)-isomer is formed as the initial product which transforms to the (Z,Z)-isomer under mild conditions. The structures of the obtained compounds have been confirmed by IR

  通过丙二硫酰胺衍生物与乙炔二羧酸二甲酯的反应已经制备了新的2，5-二亚甲基噻唑烷-4-酮衍生物。这些化合物以单独的（E，Z）-和（Z，Z）异构体或混合物形式存在。（E，Z）-异构体形成为初始产物，其在温和条件下转变为（Z，Z）-异构体。所获得的化合物的结构已经通过IR和NMR光谱确认。
• 5-HT.sub.3 receptor agonist, novel thiazole derivative and intermediate
  申请人：Yamanouchi Pharmaceutical Co., Ltd.

  公开号：US05834499A1

  公开（公告）日：1998-11-10

  A 5-HT.sub.3 receptor against containing a thiazole derivative as the effective ingredient is provided and is represented by the Formula (I): ##STR1## wherein the A ring is substituted or unsubstituted and represents a benzene or a heterocyclic ring with one or two heteroatoms; one of L.sub.1 or L.sub.2 represents a single bond and the other is non-existent or represents an alkylene or alkenylene group; R represents: ##STR2##

  提供了一种含有噻唑衍生物作为有效成分的5-HT.sub.3受体，其化学式如下（I）所示：##STR1##其中A环是取代或未取代的，代表苯环或含有一或两个杂原子的杂环；L.sub.1或L.sub.2中的一个代表单键，另一个不存在或代表烷基或烯基基团；R代表：##STR2##
• 5-HT 3 RECEPTOR AGONIST, NOVEL THIAZOLE DERIVATIVE, AND INTERMEDIATE THEREFOR
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0749966A1

  公开（公告）日：1996-12-27

  A 5-HT3 receptor agonist containing a thiazole derivative represented by general formula (I) as the effective ingredient; a specified compound useful as a 5-HT3 receptor agonist; and a specified thioamide derivative useful as an intermediate therefor. wherein each symbol represents the following meaning: Ring A: the following ring which may be substituted by one or more substituents selected from the group consisting of a halogen atom, a lower alkyl group and a lower alkoxyl group: 1) a benzene ring, or 2) a 5-membered or 6-membered unsaturated heterocyclic ring having one or two hetero atoms selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, L1 and L2: one of them represents a single bond, and the other one represents non-existence, or an alkylene group having 1 to 4 carbon atoms or an alkenylene group having 2 to 5 carbon atoms, R: a group represented by one of the following formulae: L3: a lower alkylene group, L4: a single bond or a lower alkylene group, R1 and R2: the same or different and individually a hydrogen atom, a lower alkyl group or an amino-protecting group, R3: a hydrogen atom, a lower alkyl group, an oxo group or a protected or unprotected amino group, R4: non-existence or a hydrogen atom, a lower alkyl group, an aralkyl group or an amino-protecting group, Ring B: the following monocyclic or bicyclic ring which may contain an oxygen atom: 1) a nitrogen-containing saturated heterocyclic ring having 4 to 16 ring-forming atoms, or 2) a nitrogen-containing heterocyclic ring having one unsaturated bond and 4 to 16 ring-forming atoms, and Ring D: a saturated carbon ring having 4 to 8 ring-forming atoms,

  一种 5-HT3 受体激动剂，含有作为有效成分的通式(I)代表的噻唑衍生物；一种用作 5-HT3 受体激动剂的特定化合物；以及一种用作其中间体的特定硫酰胺衍生物。 其中各符号代表以下含义： 环 A：可被选自卤素原子、低级烷基和低级烷氧基的一个或多个取代基取代的下环： 1) 苯环，或 2) 5 元或 6 元不饱和杂环，其中有一个或两个杂原子，选自由氮原子、氧原子和硫原子组成的组、 L1 和 L2：其中一个代表单键，另一个代表不存在的键，或代表具有 1 至 4 个碳原子的亚烷基或具有 2 至 5 个碳原子的烯基、 R：由下式之一代表的基团： L3：低级亚烷基、 L4：单键或低级亚烷基、 R1和R2：相同或不同，各自为氢原子、低级烷基或氨基保护基团、 R3：一个氢原子、一个低级烷基、一个氧代基团或一个受保护或不受保护的氨基、 R4：不存在或为氢原子、低级烷基、芳烷基或氨基保护基团、 环 B：可含有一个氧原子的单环或双环： 1) 具有 4 至 16 个成环原子的含氮饱和杂环，或 2) 具有一个不饱和键和 4 至 16 个成环原子的含氮杂环，以及 环 D：具有 4 至 8 个成环原子的饱和碳环、
• US5834499A
  申请人：——

  公开号：US5834499A

  公开（公告）日：1998-11-10
• An efficient method for the synthesis of 2-thiazoleacetic acid N-sulfonyl amidines
  作者：Vladimir G. Il’kin、Vera S. Berseneva、Pavel А. Slepukhin、Vasiliy А. Bakulev

  DOI：10.1007/s10593-019-02407-7

  日期：2018.12

  A three-step method was designed and developed on the basis of retrosynthetic analysis for the synthesis of hybrid molecules containing a thiazole ring and an N-sulfonyl amidine fragment, connected by a methylene linker. The mechanism of the last step involves the formation of intermediate 1,2,3,4-thiatriazoles and their transformation into the final products as a result of the elimination of molecular

  在逆合成分析的基础上，设计和开发了一种三步方法，用于合成包含噻唑环和通过亚甲基接头连接的N-磺酰基am片段的杂化分子。最后一步的机理涉及中间体1,2,3,4-噻三唑的形成，以及由于分子氮和硫的消除，它们转化为最终产物。