N-acetyl-2-methoxyhexahydroazepine | 63050-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环庚烷
• 英文名称: N-acetyl-2-methoxyhexahydroazepine
• 英文别名: 1-Acetyl-2-methoxyhexahydroazepin；1-acetyl-2-methoxy-azepane；1-Acetyl-2-methoxyhexahydroazepine；1-(2-methoxyazepan-1-yl)ethanone
• CAS: 63050-23-7
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: HTDMHZZQCFRDTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-acetyl-2-methoxyhexahydroazepine 在 溶剂黄146 、 copper(l) chloride 作用下， 以 1,4-二氧六环 为溶剂， 生成 1-[2-[3-(Dimethylamino)prop-1-ynyl]azepan-1-yl]ethanone
  参考文献：
  名称：

  Resolved pyrrolidine, piperidine, and perhydroazepine analogs of the muscarinic agent N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide

  摘要：

  A series of conformationally restricted analogues of the partial muscarinic agonist N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM 5; 1) was synthesized. Three of the racemic derivatives were resolved into the enantiomers. The compounds were investigated for muscarinic and antimuscarinic activity in the isolated guinea pig ileum. They were found to be fairly potent muscarinic antagonists or weak partial agonists. The new compounds were either equally or less potent than 1 in inhibiting (-)-[3H]-N-methylscopolamine binding in homogenates of the rat cerebral cortex. Thus, structural modifications to 1 in which the amide moiety and the methyl group in the butynyl chain have been joined to form a six- or seven-membered ring preserve affinity but abolish efficacy. The R enantiomers were found to have 14-79 times higher affinity to ileal muscarinic receptors than the respective antipodes. The enantiomeric affinity ratios were nearly identical in both preparations studied. As suggested by molecular mechanics calculations, the difference in affinity between the five-membered and the six- and seven-membered ring analogues may be rationalized in conformational terms.

  DOI：

  10.1021/jm00174a014
• 作为产物：
  描述：

  甲醇 、 1-乙酰基六氢-1H-氮杂卓 在 tetrabutylammonium tetrafluoroborate 作用下， 以90%的产率得到N-acetyl-2-methoxyhexahydroazepine
  参考文献：
  名称：

  环尺寸对甲醇中“环酰胺”阳极氧化的影响

  摘要：

  N-酰基杂氮杂环烷烃[5-（I），6-（II）和7-元（III）的三种“环状酰胺”的阳极氧化环]已在甲醇中恒流电解，C阳极，存在各种支持电解质和不同浓度底物的条件下进行了研究。所有三个底物均以高收率形成了四个主要产物，即N-酰基，α-氮杂环烯烃，N-酰基，α-甲氧基氮杂氮杂环烷，N-酰基，α-甲氧基，α'-氮杂环烯烃和N-酰基，α，α ′-二甲氧基氮杂环烷烃。发现产物之间的相对比率和选择性在很大程度上取决于所用电解质的性质，而在较小程度上取决于底物浓度。就环大小效应而言，发现氧化速率和电流效率（产率）的顺序为：I  >  II  >  III。当使用各种支持电解质时，后两者的表现也相似（但与I不同）。

  DOI：

  10.1016/j.electacta.2016.04.074

文献信息

• Process for preparing fungicidal monoalkoxy and dialkoxy N-substituted
  申请人：Hoechst Aktiengesellschaft

  公开号：US04149941A1

  公开（公告）日：1979-04-17

  Novel alkoxy derivatives of N-substituted cyclic amines of the formula ##STR1## where R.sup.1 is hydrogen, an alkyl group having from 1 to 8 carbon atoms, an aryl group having from 6 to 10 carbon atoms, an alkoxy group having from 1 to 4 carbon atoms, an aralkoxy or aroxy group, R.sup.2 is a linear or branched alkylene group having from 1 to 4 carbon atoms in the chain, X is OR.sup.3 , where R.sup.3 represents an alkyl group having from 1 to 4 carbon atoms, Y is hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-O-alkyl, provided that in the case where R.sup.1 is an alkoxy group having from 1 to 4 carbon atoms, Y is not H.

  化学式为##STR1##的N-取代环状胺的新型烷氧基衍生物，其中R.sup.1为氢、1至8个碳原子的烷基、6至10个碳原子的芳基、1至4个碳原子的烷氧基、芳基烷氧基或芳基氧基，R.sup.2为链中含有1至4个碳原子的线性或支链烷基，X为OR.sup.3，其中R.sup.3代表1至4个碳原子的烷基，Y为氢、(C.sub.1-C.sub.4)-烷基或(C.sub.1-C.sub.4)-O-烷基，但在R.sup.1为1至4个碳原子的烷氧基的情况下，Y不是氢。
• Fungicidal alkoxy mono- and dialkoxy N-substituted cyclic amines
  申请人：Hoechst Aktiengesellschaft

  公开号：US04118500A1

  公开（公告）日：1978-10-03

  Novel alkoxy derivatives of N-substituted cyclic amines of the formula ##STR1## where R.sup.1 is hydrogen, an alkyl group having from 1 to 8 carbon atoms, an aryl group having from 6 to 10 carbon atoms, an alkoxy group having from 1 to 4 carbon atoms, an aralkoxy or aroxy group, R.sup.2 is a linear or branched alkylene group having from 1 to 4 carbon atoms in the chain, X is OR.sup.3, where R.sup.3 represents an alkyl group having from 1 to 4 carbon atoms, Y is hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)--O-alkoxy, provided that in the case where R.sup.1 is an alkoxy group having from 1 to 4 carbon atoms, Y is not H. Several of the alkoxylated compounds are excellent fungicides.

  新型的N-取代环状胺的烷氧基衍生物，其化学式为##STR1##其中，R1为氢、1至8个碳原子的烷基、6至10个碳原子的芳基、1至4个碳原子的烷氧基、芳基烷氧基或芳基氧基；R2为链状或支链状的1至4个碳原子的烷基；X为OR3，其中R3代表1至4个碳原子的烷基；Y为氢、(C1-C4)-烷基、(C1-C4)-O-烷氧基，但在R1为1至4个碳原子的烷氧基时，Y不为氢。其中，几种烷氧基化合物是优秀的杀菌剂。
• Synthetic electroorganic chemistry. 14. Synthesis of 5-fluorouracil derivatives having N-acylazacycloalkanes and lactams
  作者：Takashi Nishitani、Hiroshi Horikawa、Tameo Iwasaki、Kazuo Matsumoto、Ichizo Inoue、Muneji Miyoshi

  DOI：10.1021/jo00348a020

  日期：1982.4
• LUNDKVIST, J. R. MICHAEL;VARGAS, HUGO M.;CALDIROLA, PATRIZIA;RINGDAHL, BJ+, J. MED. CHEM., 33,(1990) N2, C. 3182-3189
  作者：LUNDKVIST, J. R. MICHAEL、VARGAS, HUGO M.、CALDIROLA, PATRIZIA、RINGDAHL, BJ+

  DOI：——

  日期：——
• US4118500A
  申请人：——

  公开号：US4118500A

  公开（公告）日：1978-10-03