3-(萘-1-基氧基)丙烷-1-胺 | 58477-93-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 3-(萘-1-基氧基)丙烷-1-胺
• 英文名称: Desisopropydeoxypropranolol
• 英文别名: 3-(1-naphthyloxy)propanamine；3-(Naphthalen-1-yloxy)propan-1-amine；3-naphthalen-1-yloxypropan-1-amine
• CAS: 58477-93-3
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: XZFFMGFSKCIBAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  N-(3-溴丙基)苯二胺 、 3-(萘-1-基氧基)丙烷-1-胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以25%的产率得到N-<3-(2-phthalimido)propyl>-3-(1-naphthyloxy)propanamine
  参考文献：
  名称：

  N-(phthalimidoalkyl) derivatives of serotonergic agents: a common interaction at 5-HT1A serotonin binding sites?

  摘要：

  Several classes of agents are known to bind at central 5-HT1A serotonin sites In order to challenge the hypothesis that these agents bind in a relatively similar manner (i.e., share common aryl and terminal amine sites), we prepared N-(phthalimidobutyl) derivatives of examples of several such agents. With regard to arylpiperazines, we had previously shown that introduction of this functionality at the terminal amine is tolerated by the receptor and normally results in a significant (greater than 10-fold) enhancement in affinity. The results of the present study show that this bulky functionality is also tolerated by the receptor when incorporated into examples of all other major classes of 5-HT1A agents (e.g., 2-aminotetralin, phenylalklamine, indolylalkylamine, and (aryloxy)alkylamine derivatives). The length of the alkyl chain that separates the terminal amine from the phthalimido group is of major importance, and a four-carbon chain appears optimal. Alteration of the length of this chain can have a significant influence on affinity; decreasing the chain length from four to three carbon atoms can reduce affinity by an order of magnitude, and further shortening can have an even more pronounced effect.

  DOI：

  10.1021/jm00128a039
• 作为产物：
  描述：

  N-[3-(1-萘氧基)丙基]邻苯二甲酰亚胺 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以90%的产率得到3-(萘-1-基氧基)丙烷-1-胺
  参考文献：
  名称：

  N-(phthalimidoalkyl) derivatives of serotonergic agents: a common interaction at 5-HT1A serotonin binding sites?

  摘要：

  Several classes of agents are known to bind at central 5-HT1A serotonin sites In order to challenge the hypothesis that these agents bind in a relatively similar manner (i.e., share common aryl and terminal amine sites), we prepared N-(phthalimidobutyl) derivatives of examples of several such agents. With regard to arylpiperazines, we had previously shown that introduction of this functionality at the terminal amine is tolerated by the receptor and normally results in a significant (greater than 10-fold) enhancement in affinity. The results of the present study show that this bulky functionality is also tolerated by the receptor when incorporated into examples of all other major classes of 5-HT1A agents (e.g., 2-aminotetralin, phenylalklamine, indolylalkylamine, and (aryloxy)alkylamine derivatives). The length of the alkyl chain that separates the terminal amine from the phthalimido group is of major importance, and a four-carbon chain appears optimal. Alteration of the length of this chain can have a significant influence on affinity; decreasing the chain length from four to three carbon atoms can reduce affinity by an order of magnitude, and further shortening can have an even more pronounced effect.

  DOI：

  10.1021/jm00128a039

文献信息

• Naphthoxyalkylamines and related compounds, their preparation and antiinflammatory compositions containing them
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0082005A2

  公开（公告）日：1983-06-22

  Compounds of the formula: and the pharmaceutically acceptable acid addition salts thereof, wherein; Y is halo, alkoxy or alkyl; a is 0 or 1; b is an integer from 2-12 with the proviso that if b is 2 or 3, a cannot be 0; and X is selected from -OH,OR1, and -NHCONHR2 in which each R1 is independently alkyl or phenyl or in -NHR21, both R1 together are alkylene; and R2 is cycloalkyl or phenyl; have antiinflammatory properties and are useful in the treatment of conditions characterized by inflammation and swelling.

  式中的化合物： 及其药学上可接受的酸加成盐，其中 Y 是卤代、烷氧基或烷基； a 是 0 或 1 b 是 2-12 之间的整数，但如果 b 是 2 或 3，则 a 不能为 0；以及 X 选自-OH、OR1、 和-NHCONHR2，其中 每个 R1 都是独立的烷基或苯基，或者在-NHR21 中，两个 R1 都是亚烷基；以及 R2 是环烷基或苯基； 具有抗炎特性，可用于治疗以炎症和肿胀为特征的疾病。
• GLENNON, RICHARD A.;NAIMAN, NOREEN A.;PIERSON, M. EDWARD;SMITH, J. DOYLE;+, J. MED. CHEM., 32,(1989) N, C. 1921-1926
  作者：GLENNON, RICHARD A.、NAIMAN, NOREEN A.、PIERSON, M. EDWARD、SMITH, J. DOYLE、+

  DOI：——

  日期：——
• 3-DESCLADINOSE-2,3-ANHYDROERYTHROMYCIN DERIVATIVES
  申请人：ABBOTT LABORATORIES

  公开号：EP0922050B1

  公开（公告）日：2003-07-30
• US4536503A
  申请人：——

  公开号：US4536503A

  公开（公告）日：1985-08-20
• US5750510A
  申请人：——

  公开号：US5750510A

  公开（公告）日：1998-05-12