2-[[[2-[1-Piperidinylmethyl]-5-furanyl]methyl]thio]ethanamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[[[2-[1-Piperidinylmethyl]-5-furanyl]methyl]thio]ethanamine
• 英文别名: 2-[(5-piperidinomethyl-furan-2-yl)methylthio]ethylamine；2-[(5-piperidinomethyl-2-furyl)methylthio]ethylamine；2-[[5-(piperidin-1-ylmethyl)furan-2-yl]methylsulfanyl]ethanamine
• 化学式: C₁₃H₂₂N₂OS
• 分子量: 254.396
• InChiKey: KUNGRZBHIYQKKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  67.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-羟基丙腈 、 2-[[[2-[1-Piperidinylmethyl]-5-furanyl]methyl]thio]ethanamine 以 甲醇 、 3-amino-4-methoxy-1,2,5-thiadiazole 1-oxide 为溶剂， 生成 3-Amino-4-{2-[(5-piperidinomethyl-furan-2-yl)methylthio]ethylamino}-1,2,5-thiadiazole 1-oxide
  参考文献：
  名称：

  Histamine H.sub.2 -antagonists

  摘要：

  组式为##STR1##的组胺H.sub.2-拮抗剂，其中p为1或2；R.sup.1为羟基、氨基、取代氨基或通过其氮原子连接的含氮杂环环的5到9成员完全饱和的环；m为0到2的整数，n为2到4的整数；Z为硫、氧或亚甲基；A为可选取代的苯基、咪唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、三唑基、噻二唑基、噁二唑基、呋喃基、噻吩基或吡啶基环；以及其非毒性药用可接受的盐、水合物、溶剂合物或N-氧化物是新型抗溃疡药物。公开了其制备的中间体和方法。

  公开号：

  US04510309A1

文献信息

• A Novel Histamine 2(H2) Receptor Antagonist with Gastroprotective Activity. II. Synthesis and Pharmacological Evaluation of 2-Furfuryl-thio and 2-Furfurylsulfinyl Acetamide Derivatives with Heteroaromatic Rings.
  作者：Nobuhiko HIRAKAWA、Hajime MATSUMOTO、Akihiko HOSODA、Akihiro SEKINE、Tetsuaki YAMAURA、Yasuo SEKINE

  DOI：10.1248/cpb.46.616

  日期：——

  recently found that N-[3-[3-(piperidinomethyl)phenoxyl]propyl]acetamide derivatives with a thioether function showed gastric anti-secretory and gastroprotective activities and that the thioether function (particularly furfurylthio or furfurylsulfinyl) was essential for gastroprotection. In the present study, a series of 2-furfurylthio and 2-furfurylsulfinyl acetamide derivatives were synthesized and

  我们最近发现具有硫醚功能的N- [3- [3-（3-哌啶基甲基）苯氧基]丙基]乙酰胺衍生物具有抗胃分泌和保护胃的活性，硫醚功能（尤其是糠基硫基或糠基亚磺酰基）对于胃保护至关重要。在本研究中，合成了一系列2-糠基硫基和2-糠基亚磺酰基乙酰胺衍生物，并评估了其对组胺H2受体的拮抗活性，胃的抗分泌活性和胃保护作用。根据N- [3- [3-（哌啶子基甲基）苯氧基]丙基]乙酰胺的结构，设计了其中3-（哌啶子基甲基）苯氧基部分被连接到叔胺上的多种杂芳族环取代的化合物。丙基被其他碳键取代。讨论了构效关系。在测试的化合物中，2-糠基亚磺酰基-N- [4- [4-（哌啶子基甲基）-2-吡啶基氧基γ]-（Z）-2-丁烯基]乙酰胺是最有效的，其代号为FRG-8813。
• Thiadiazole histamine H.sub.2 -antagonists
  申请人：Bristol-Myers Company

  公开号：US04471122A1

  公开（公告）日：1984-09-11

  Histamine H.sub.2 -antagonists of the formula ##STR1## wherein p is 1 or 2; R.sup.1 is hydroxy, amino, substituted amino or a 5- to 9-membered fully saturated nitrogen-containing heterocyclic ring attached via its nitrogen atom; m is an integer of from 0 to 2; n is an integer of from 2 to 4; Z is sulfur, oxygen or methylene; and A is an optionally substituted phenyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, thiadiazolyl, oxadiazolyl, furyl, thienyl or pyridyl ring; and nontoxic pharmaceutically acceptable salts, hydrates, solvates or N-oxides thereof are novel anti-ulcer agents. Intermediates and processes for their preparation are disclosed.

  组织名称为##STR1##的组织胺H.sub.2-拮抗剂，其中p为1或2；R.sup.1为羟基、氨基、取代氨基或通过其氮原子连接的含氮5-至9-成员完全饱和的杂环环；m为0到2的整数；n为2到4的整数；Z为硫、氧或亚甲基；A为可选择取代的苯基、咪唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、三唑基、噻二唑基、噁二唑基、呋喃基、噻吩基或吡啶基环；以及其新型抗溃疡剂的无毒药用盐、水合物、溶剂合物或N-氧化物。披露了其制备的中间体和方法。
• Chemical compounds
  申请人：Bristol-Myers Company

  公开号：US04394508A1

  公开（公告）日：1983-07-19

  Histamine H.sub.2 -antagonists of the formula ##STR1## wherein p is 1 or 2; R.sup.1 is hydroxy, amino, substituted amino or a 5- to 9-membered fully saturated nitrogen-containing heterocyclic ring attached via its nitrogen atom; m is an integer of from 0 to 2; n is an integer of from 2 to 4; Z is sulfur, oxygen or methylene; and A is an optionally substituted phenyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, thiadiazolyl, oxadiazolyl, furyl, thienyl or pyridyl ring; and nontoxic pharmaceutically acceptable salts, hydrates, solvates or N-oxides thereof are novel anti-ulcer agents. Intermediates and processes for their preparation are disclosed.

  组胺H.sub.2-拮抗剂的化学结构为##STR1##，其中p为1或2；R.sup.1为羟基、氨基、取代氨基或通过其氮原子连接的5至9成员完全饱和的含氮杂环环；m为0至2的整数；n为2至4的整数；Z为硫、氧或亚甲基；A为可选择取代的苯基、咪唑基、噻唑基、异噻唑基、噁唑基、异噁唑基、三唑基、噻二唑基、噁二唑基、呋喃基、噻吩基或吡啶基环；以及其非毒性的药学可接受的盐、水合物、溶剂合物或N-氧化物是新型抗溃疡药物。揭示了其中间体和制备方法。
• Substituted 1,2,5-thiadiazole derivatives
  申请人：Bristol-Myers Company

  公开号：US04380639A1

  公开（公告）日：1983-04-19

  Histamine H.sub.2 -antagonists of the formula ##STR1## wherein p is 1 or 2; R.sup.1 is hydroxy, amino, substituted amino or a 5- to 9-membered fully saturated nitrogen-containing heterocyclic ring attached via its nitrogen atom; m is an integer of from 0 to 2; n is an integer of from 2 to 4; Z is sulfur, oxygen or methylene; and A is an optionally substituted phenyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, thiadiazolyl, oxadiazolyl, furyl, thienyl or pyridyl ring; and nontoxic pharmaceutically acceptable salts, hydrates, solvates or N-oxides thereof are novel anti-ulcer agents. Intermediates and processes for their preparation are disclosed.

  该专利涉及一种组成式为##STR1##的组织胺H.sub.2-拮抗剂，其中p为1或2；R.sup.1为羟基，氨基，取代氨基或通过其氮原子连接的5-至9-成员完全饱和的含氮杂环；m为0到2的整数；n为2到4的整数；Z为硫，氧或亚甲基；而A为可选的取代苯基，咪唑基，噻唑基，异噻唑基，噁唑基，异噁唑基，三唑基，噻二唑基，氧杂二唑基，呋喃基，噻吩基或吡啶基；以及其非毒性医药上可接受的盐，水合物，溶剂合物或N-氧化物是新的抗溃疡剂。还公开了其中间体和制备方法。
• 3,4-Disubstituted-1,2,5-thiadiazole-1-oxide compounds
  申请人：Bristol-Myers Company

  公开号：US04374248A1

  公开（公告）日：1983-02-15

  Histamine H.sub.2 -antagonists of the formula ##STR1## wherein p is 1 or 2; R.sup.1 is hydroxy, amino, substituted amino or a 5- to 9-membered fully saturated nitrogen-containing heterocyclic ring attached via its nitrogen atom; m is an integer of from 0 to 2; n is an integer of from 2 to 4; Z is sulfur, oxygen or methylene; and A is an optionally substituted phenyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, thiadiazolyl, oxadiazolyl, furyl, thienyl or pyridyl ring; and nontoxic pharmaceutically acceptable salts, hydrates, solvates or N-oxides thereof are novel anit-ulcer agents. Intermediates and processes for their preparation are disclosed.

  结构式为 ##STR1## 的组胺H.sub.2-拮抗剂，其中p为1或2；R.sup.1为羟基，氨基，取代氨基或通过其氮原子连接的具有5-至9-成员完全饱和的含氮杂环环；m为0至2的整数；n为2至4的整数；Z为硫，氧或亚甲基；A为可选取代的苯基，咪唑基，噻唑基，异噻唑基，噁唑基，异噁唑基，三唑基，噻二唑基，氧杂二唑基，呋喃基，噻吩基或吡啶基环；以及其非毒性药学上可接受的盐，水合物，溶剂合物或N-氧化物是新型抗溃疡剂。公开了它们的中间体和制备方法。