N',N'-二甲基-N,N-二(苯基)丙烷-1,3-二胺 | 2095-74-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N',N'-二甲基-N,N-二(苯基)丙烷-1,3-二胺
• 英文名称: N,N-dimethyl-N',N'-diphenylpropane-1,3-diamine
• 英文别名: N,N-dimethyl-N’,N’-diphenyl-1,3 propanediamine；N-(γ-dimethylaminopropyl)diphenylamin；1-Dimethylamino-3-diphenylamino-propan；1,3-Propanediamine, N,N-dimethyl-N',N'-diphenyl-
• CAS: 2095-74-1
• 化学式: C₁₇H₂₂N₂
• 分子量: 254.375
• InChiKey: FTUYMJDJFCWGRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N',N'-二甲基-N,N-二(苯基)丙烷-1,3-二胺 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 6.5h， 生成 N-[2-(3,4-dimethoxyphenyl)ethyl]-N-methyl-N',N'-diphenylpropane-1,3-diamine
  参考文献：
  名称：

  NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation

  摘要：

  Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C-6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli induced increase of C-16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.09.021
• 作为产物：
  描述：

  N,N-二甲氨基氯丙烷盐酸盐 、 二苯胺 在 正丁基锂 、 三异丁基铝 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 1.0h， 以71%的产率得到N',N'-二甲基-N,N-二(苯基)丙烷-1,3-二胺
  参考文献：
  名称：

  NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation

  摘要：

  Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C-6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli induced increase of C-16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.09.021

文献信息

• Silicon analogs of phenothiazine
  作者：Joyce Y. Corey、Julia P. Paton、Diana M. Rankin

  DOI：10.1016/s0022-328x(00)84296-5

  日期：1977.10

  dimethylaminopropyl side chain bonded either to Si or to N are described. Reaction of 4,4′-dibromo-2,2′-dilithio-N-(γ-dimethylaminopropyl)diphenylamine with Me2SiCl2 provides a ring brominated silicon analog of the tranquilizer promazine. Reaction of 4,4′-dibromo-2,2′-dilithio-N-methyldiphenylamine with MeSiHCl2 followed by SiH addition of the phenazasiline to allylamine provided the isomeric derivative

  描述了三环衍生物的合成，该三环衍生物在中心环中包含硅和氮（菲扎西林）以及与Si或N键合的二甲基氨基丙基侧链。4，4′-二溴-2，2′-二硫代-N-（γ-二甲基氨基丙基）二苯胺与Me 2 SiCl 2的反应提供了镇定剂丙嗪的环溴化硅类似物。4,4'-二溴-2,2'-二硫代-N-甲基二苯胺与MeSiHCl 2的反应然后将菲氮杂啉SiH加到烯丙胺中，提供了异构体衍生物。用BuLi脱除3种吩氮杂苯胺的溴化物，然后进行水解，证明同时形成了2-bromophenazasilines和phenazasilines。讨论了与吩噻嗪的结构比较。
• 内消旋桥联双茚络合物的合成方法
  申请人：苏州欣诺科生物科技有限公司

  公开号：CN113480563A

  公开（公告）日：2021-10-08

  本发明涉及一种内消旋桥联双茚络合物的合成方法，在辅助配体的作用下，将桥联双茚碱金属盐和过渡金属卤化盐反应，以使所述桥联双茚碱金属盐中的桥联双茚配体与所述过渡金属卤化盐中的过渡金属配位，得到内消旋桥联双茚络合物；所述过渡金属卤化盐中的过渡金属为锆、铪或钛。上述内消旋桥联双茚络合物的合成方法，以特定种类的辅助配体作为桥联双茚碱金属盐和过渡金属卤化盐反应的辅助配体，由于该辅助配体与过渡金属的配位作用，从而使得反应朝内旋体的产物方向导向，进而大大提高了内消旋桥联双茚络合物的选择性。进一步地，上述内消旋桥联双茚络合物的合成方法提高了内消旋桥联双茚络合物的产率。
• <i>N</i>-Dimethylaminopropylation in a Solid-Liquid Two Phase System: Synthesis of Chlorpromazine, its Analogs, and Related Compounds
  作者：S. J. Schmolka、Hans Zimmer

  DOI：10.1055/s-1984-30719

  日期：——
• SCHMOLKA, S. J.;ZIMMER, H., SYNTHESIS, BRD, 1984, N 1, 29-31
  作者：SCHMOLKA, S. J.、ZIMMER, H.

  DOI：——

  日期：——
• NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation
  作者：Markus Blaess、Nelly Bibak、Ralf A. Claus、Matthias Kohl、Gabriel A. Bonaterra、Ralf Kinscherf、Stefan Laufer、Hans-Peter Deigner

  DOI：10.1016/j.ejmech.2017.09.021

  日期：2018.6

  Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C-6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli induced increase of C-16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus. (C) 2017 Elsevier Masson SAS. All rights reserved.