7-azabicyclo<4.2.0>octan-8-thione | 128694-15-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫代内酰胺类
• 英文名称: 7-azabicyclo<4.2.0>octan-8-thione
• 英文别名: 7-Azabicyclo[4.2.0]octane-8-thione
• CAS: 128694-15-5
• 化学式: C₇H₁₁NS
• mdl: MFCD19218531
• 分子量: 141.237
• InChiKey: WYEIGMRIDXZQMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  44.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-azabicyclo<4.2.0>octan-8-thione 在 chloroamine-T 作用下， 以 乙醇 为溶剂， 生成 1,3,5-三苯基-1,2,4-三唑
  参考文献：
  名称：

  2-乙氧基和2-（乙硫基）-1-氮杂环丁烷与腈，氧化物，腈和亚胺的1，3-偶极环加成反应：1,2,4-三唑的意外形成。

  摘要：

  2-乙氧基和2-（乙硫基）-1-氮杂环丁烷容易与腈氧化物和腈发生1,3-偶极环加成反应，得到稳定的4,5-双环环加合物。然而，对于腈亚胺，取决于腈亚胺N-取代基的性质，形成了预期的1，3-偶极环加合物和/或未预期的开环产物，即1,2,4-三唑。相反，氮杂环丁烷不能与腈硫化物，甲亚胺基亚胺，硝酮，芳基叠氮化物和各种二烯反应。

  DOI：

  10.1016/s0040-4020(01)85755-0
• 作为产物：
  描述：

  7-硫唑嘌呤双环[4.2.0]辛烷-8-酮 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 以62%的产率得到7-azabicyclo<4.2.0>octan-8-thione
  参考文献：
  名称：

  2-乙氧基和2-（乙硫基）-1-氮杂环丁烷与腈，氧化物，腈和亚胺的1，3-偶极环加成反应：1,2,4-三唑的意外形成。

  摘要：

  2-乙氧基和2-（乙硫基）-1-氮杂环丁烷容易与腈氧化物和腈发生1,3-偶极环加成反应，得到稳定的4,5-双环环加合物。然而，对于腈亚胺，取决于腈亚胺N-取代基的性质，形成了预期的1，3-偶极环加合物和/或未预期的开环产物，即1,2,4-三唑。相反，氮杂环丁烷不能与腈硫化物，甲亚胺基亚胺，硝酮，芳基叠氮化物和各种二烯反应。

  DOI：

  10.1016/s0040-4020(01)85755-0

文献信息

• 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、
• 1,3-Dipolar cycloadditions of 2-ethoxy- and 2-(ethylthio)-1-azetines with nitrile oxides and nitrile ylides
  作者：Abdul-Basset N. Luheshi、Robert K. Smalley、Peter D. Kennewell、Robert Westwood

  DOI：10.1016/s0040-4039(00)94351-x

  日期：1990.1
• [EN] NYLON-3 CO-POLYMERS AND SYNTHETIC LUNG SURFACTANT COMPOSITIONS CONTAINING SAME<br/>[FR] COPOLYMÈRES DE NYLON 3 ET COMPOSITIONS DE TENSIOACTIF PULMONAIRE SYNTHÉTIQUE LES CONTENANT
  申请人：WISCONSIN ALUMNI RES FOUND

  公开号：WO2011116188A1

  公开（公告）日：2011-09-22

  Non-natural oligomers have recently shown promise as functional analogues of lung surfactant proteins Band C (SP-B and SP-C), two helical and amphiphilic proteins that are clitical for normal respiration. The generation of non-natural mimics of SP-Band SP-C has previously been restlicted to step-by-step, sequence-specific synthesis, which results in discrete oligomers that are intended to manifest specific structural attributes. Presented herein an alternative approach to SP-B mimicry that is based on sequence-random copolymers containing cationic and lipophilic subunits. These materials, members of the nylon-3 family, are prepared by ling-opening polymelization of 13-lactams. The best of the nylon-3 polymers display promising in vitro surfactant activities in a mixed lipid film. Pulsating bubble surfactometry data indicate that films containing the most surface-active polymers attain adsorptive and dynamic-cycling properties that surpass those of discrete peptides intended to mimic SP-B.
• 1,3-dipolar cycloadditions of 2-Ethoxy- and 2-(ethylthio)-1-azetines with nitrile oxides, nitrile ylides and nitrilimines: An unexpected 1,2,4-triazole formation.
  作者：Karl Hemming、Abdul-Bassett N. Luheshi、Alan D. Redhouse、Robert K. Smalley、J.Robin Thompson、Peter D. Kennewell、R. Westwood

  DOI：10.1016/s0040-4020(01)85755-0

  日期：1993.1

  1,3-dipolar cycloadditions with nitrile oxides and nitrile ylides to give stable 4,5-bicyclic cycloadducts. With nitrilimines, however, the expected 1,3-dipolar cycloadducts and/or unexpected ring-opened products, namely 1,2,4-triazoles, are formed depending on the nature of the nitrilimine N-substituent. In contrast, the azetines fail to react with nitrile sulphides, azomethine ylides, nitrones, aryl

  2-乙氧基和2-（乙硫基）-1-氮杂环丁烷容易与腈氧化物和腈发生1,3-偶极环加成反应，得到稳定的4,5-双环环加合物。然而，对于腈亚胺，取决于腈亚胺N-取代基的性质，形成了预期的1，3-偶极环加合物和/或未预期的开环产物，即1,2,4-三唑。相反，氮杂环丁烷不能与腈硫化物，甲亚胺基亚胺，硝酮，芳基叠氮化物和各种二烯反应。