4-(N-methylamino)-N-propylbenzamide | 204973-14-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(N-methylamino)-N-propylbenzamide
• 英文别名: 4-methylamino-N'-propylbenzamide；4-(methylamino)-N-propylbenzamide
• CAS: 204973-14-8
• 化学式: C₁₁H₁₆N₂O
• 分子量: 192.261
• InChiKey: PLNMSTOBZPRWMC-UHFFFAOYSA-N

物化性质

• 沸点：
  370.8±25.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(N-methylamino)-N-propylbenzamide 在 sodium hydroxide 、 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 16.0h， 生成 CJ-15,161
  参考文献：
  名称：

  Efficient synthesis of the κ-opioid receptor agonist CJ-15,161: four stereospecific inversions at a single aziridinium stereogenic center

  摘要：

  An efficient four-step sequence has been developed for the synthesis of the kappa-opioid receptor agonist CJ-15,161. The process features four consecutive regioselective and stereospecific inversions at a single aziridinium stereogenic center, which leads to overall retention of stereochemistry, in a single operation. The chemistry is straightforward, practical and amenable to large-scale synthesis. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00581-0
• 作为产物：
  描述：

  正丙胺 、 4-甲氨基苯甲酸 在 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以87%的产率得到4-(N-methylamino)-N-propylbenzamide
  参考文献：
  名称：

  Efficient synthesis of the κ-opioid receptor agonist CJ-15,161: four stereospecific inversions at a single aziridinium stereogenic center

  摘要：

  An efficient four-step sequence has been developed for the synthesis of the kappa-opioid receptor agonist CJ-15,161. The process features four consecutive regioselective and stereospecific inversions at a single aziridinium stereogenic center, which leads to overall retention of stereochemistry, in a single operation. The chemistry is straightforward, practical and amenable to large-scale synthesis. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00581-0
• 作为试剂：
  描述：

  4-(N-methylamino)-N-propylbenzamide 、 (3S)-1-[(2S)-2-chloro-2-phenylethyl]-3-(methoxymethoxy)pyrrolidine 在 4-(N-methylamino)-N-propylbenzamide 作用下， 以88的产率得到4-[[(1S)-2-[(3S)-3-(methoxymethoxy)pyrrolidin-1-yl]-1-phenylethyl]-methylamino]-N-propylbenzamide
  参考文献：
  名称：

  Tetrahedron Asymmetry. 2003, 14, 3517-3523

  摘要：

  DOI：

文献信息

• [EN] TRIAZINE DERIVATIVES AND THEIR THERAPEUTICAL APPLICATIONS<br/>[FR] DÉRIVÉS DE LA TRIAZINE ET LEURS APPLICATIONS THÉRAPEUTIQUES
  申请人：ABRAXIS BIOSCIENCE LLC

  公开号：WO2010144359A1

  公开（公告）日：2010-12-16

  Compounds of the formula (I) and formula (II) and pharmaceutically acceptable salts thereof.

  式(I)和式(II)的化合物及其药用盐。
• Pyrrolidinyl and pyrrolinyl ethylamine compounds as kappa agonists
  申请人：Pfizer Inc.

  公开号：US06201007B1

  公开（公告）日：2001-03-13

  A compound of the following formula: and the salts thereof wherein A is hydrogen, halo, or hydroxy, broken line represents an optional double bond with proviso that if the broken line is a double bond, then A is absent; Ar1 is optionally substituted phenyl; Ar2 is aryl or heteroaryl selected from phenyl, napththyl, or pyridyl, the aryl or heteroaryl being optionally substituted; R1 is hydrogen, hydroxy, or C1-C4 alkyl; and R2 and R3 are independently selected from optionally substituted C1-C7 alkyl, C3-C6 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, or R2 and R3, together with the nitrogen atom to which they are attached, form an optionally substituted pyrrolidine. These compounds are useful as kappa agonists.

  以下化合物的结构式及其盐，其中A为氢、卤素或羟基，虚线表示可选的双键，但条件是如果虚线是双键，则A不存在；Ar1是可选择取代的苯基；Ar2是苯基、萘基或吡啶基中选择的芳基或杂环芳基，该芳基或杂环芳基可选择取代；R1为氢、羟基或C1-C4烷基；R2和R3独立选择自可选择取代的C1-C7烷基、C3-C6环烷基、C2-C6烯基、C2-C6炔基，或R2和R3与它们附着的氮原子一起形成可选择取代的吡咯烷。这些化合物可用作kappa激动剂。
• Process for preparing hydroxypyrrolidinyl ethylamine compounds useful as kappa agonists
  申请人：Pfizer Inc.

  公开号：US20020161241A1

  公开（公告）日：2002-10-31

  A process of preparing compounds having the formula I: 1 or an optical isomer or racemic or optically active mixture thereof, which are useful as selective kappa-receptor agonists.

  一种制备化合物I：1及其光学异构体或外消旋或光学活性混合物的过程，该化合物是作为选择性kappa-受体激动剂有用的。
• PYRROLIDINYL AND PYRROLINYL ETHYLAMINE COMPOUNDS AS KAPPA AGONISTS
  申请人：PFIZER INC.

  公开号：EP0934264A1

  公开（公告）日：1999-08-11
• CAMPTOTHECIN DERIVATIVES
  申请人：IMMUNOGEN, INC.

  公开号：US20220133711A1

  公开（公告）日：2022-05-05

  Disclosed herein are novel cytotoxic compounds, and cytotoxic conjugates comprising these cytotoxic compounds and cell-binding agents. More specifically, this disclosure relates to novel camptothecin derivatives thereof, intermediates thereof, conjugates thereof, and pharmaceutically acceptable salts thereof, which are useful as medicaments, in particular as anti-proliferative agents (anticancer agents).