N,N-dimethyl-N'-(2-nitro-phenyl)-propane-1,3-diamine | 21627-60-1

• 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: N,N-dimethyl-N'-(2-nitro-phenyl)-propane-1,3-diamine
• 英文别名: N¹,N¹-dimethyl-N³-(2-nitrophenyl)propane-1,3-diamine；N-(γ-Dimethylaminopropyl)-o-nitroanilin；2-(γ-Dimethylamino-propylamino)-nitrobenzol；2-Nitro-N-(γ-dimethylaminopropyl)-anilin；N1,N1-Dimethyl-N3-(2-nitrophenyl)-1,3-propanediamine；2-(3-dimethylaminopropylamino)-nitrobenzene；N',N'-dimethyl-N-(2-nitrophenyl)propane-1,3-diamine
• CAS: 21627-60-1
• 化学式: C₁₁H₁₇N₃O₂
• mdl: MFCD10699308
• 分子量: 223.275
• InChiKey: ZDZJXJSIUMJLQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2921590090

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-N'-(2-nitro-phenyl)-propane-1,3-diamine 在 ammonium formate 、 锌 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 N1-(3-(二甲基氨基)丙基)苯-1,2-二胺
  参考文献：
  名称：

  吲哚RSK抑制剂。第2部分：细胞效能和激酶选择性的优化

  摘要：

  基于1-oxo-2,3,4,5-tetrahydro-1 H- [1,4] diazepino [1,2- a ] indole-8的一系列90 kDa核糖体S6激酶（RSK）抑制剂对-羧酰胺支架进行了细胞效力和激酶选择性的优化。这导致了化合物24 BIX 02565的鉴定，BIX 02565是在体外和体内用于探索RSK作为治疗心力衰竭靶标的作用的有吸引力的候选药物。

  DOI：

  10.1016/j.bmcl.2011.10.029
• 作为产物：
  描述：

  硝基氯苯 生成 N,N-dimethyl-N'-(2-nitro-phenyl)-propane-1,3-diamine
  参考文献：
  名称：

  GANSSER C.; VILAR A.; RUMPF P., EUR. J. MED. CHEM., 1977,

  摘要：

  DOI：

文献信息

• Benzimidazole derivative, hair growth promoter and external composition for skin using the same
  申请人：Shiseido Co., Ltd.

  公开号：US06204264B1

  公开（公告）日：2001-03-20

  A benzimidazole derivative or a salt thereof expressed by the following Formula (I): wherein one of A and B is a hydrocarbon group of C10-30 expressed by R1 and the other is —(CH2)n—NR2R3; R2 and R3 individually represent H, lower alkyl, phenyl or benzyl, or —NR2R3 may be a heterocycle having 3-7 members, or —CONR5—(CH2)n—NR2R3 may be the following Group (W): wherein R2 is H, lower alkyl, phenyl or benzyl and ring E is a heterocycle of 6 or 7 members; R4 is selected from the group consisting of H, halogen, cyano, trifluoromethyl, lower alkyl and etc.; R5 is H, lower alkyl, lower acyl or lower alkylcarbamoyl; m is 0 or 1; and n is an integer of 0-5. The benzimidazole derivative or the salt thereof has excellent hair growth and regrowth promoting effects, which are useful for care, improvement or prevention of hair loss in mammals and, in particular, in human.

  一种苯并咪唑衍生物或其盐，由以下式（I）表示：其中A和B中的一个是由R1表示的C10-30的烃基，另一个是—（CH2）n—NR2R3；R2和R3分别代表H、较低的烷基、苯基或苄基，或者—NR2R3可以是具有3-7个成员的杂环，或者—CONR5—（CH2）n—NR2R3可以是以下的基团（W）：其中R2为H、较低的烷基、苯基或苄基，环E为6或7个成员的杂环；R4选自H、卤素、氰基、三氟甲基、较低的烷基等组成的群；R5为H、较低的烷基、较低的酰基或较低的烷基甲酰基；m为0或1；n为0-5的整数。该苯并咪唑衍生物或其盐具有出色的促进头发生长和再生的效果，可用于哺乳动物的护理、改善或预防脱发，特别是人类。
• Indole RSK inhibitors. Part 2: Optimization of cell potency and kinase selectivity
  作者：Thomas M. Kirrane、Stephen J. Boyer、Jennifer Burke、Xin Guo、Roger J. Snow、Lida Soleymanzadeh、Alan Swinamer、Yunlong Zhang、Jeffery B. Madwed、Mohammed Kashem、Stanley Kugler、Margaret M. O’Neill

  DOI：10.1016/j.bmcl.2011.10.029

  日期：2012.1

  A series of inhibitors for the 90 kDa ribosomal S6 kinase (RSK) based on an 1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxamide scaffold were optimized for cellular potency and kinase selectivity. This led to the identification of compound 24, BIX 02565, an attractive candidate for use in vitro and in vivo to explore the role of RSK as a target for the treatment heart failure.

  基于1-oxo-2,3,4,5-tetrahydro-1 H- [1,4] diazepino [1,2- a ] indole-8的一系列90 kDa核糖体S6激酶（RSK）抑制剂对-羧酰胺支架进行了细胞效力和激酶选择性的优化。这导致了化合物24 BIX 02565的鉴定，BIX 02565是在体外和体内用于探索RSK作为治疗心力衰竭靶标的作用的有吸引力的候选药物。
• 2-(5-Nitro-2-imidazolyl)-benzimidazoles
  申请人：Schering Aktiengesellschaft

  公开号：US04053472A1

  公开（公告）日：1977-10-11

  2-(5-Nitro-2-imidazolyl)-benzimidazoles of the formula ##STR1## wherein R.sub.1 and R.sub.2 are H, halo, alkyl, alkoxy, nitro, trifluoromethyl or carboxy; A is H, alkyl, hydroxyalkyl or an ester thereof, haloalkyl, phenyl or a tertiary aminoalkyl group; and X is alkyl, hydroxyalkyl or an ester thereof, are antimicrobials, especially against Trichomonas vaginalis.

  公式为 ##STR1## 的2-(5-硝基-2-咪唑基)-苯并咪唑类化合物，其中R.sub.1和R.sub.2为H，卤素，烷基，烷氧基，硝基，三氟甲基或羧基；A为H，烷基，羟基烷基或其酯，卤代烷基，苯基或三级氨基烷基；X为烷基，羟基烷基或其酯，具有抗微生物作用，特别是对阴道滴虫具有作用。
• Parallel synthesis of a series of potentially brain penetrant aminoalkyl benzoimidazoles
  作者：Iolanda Micco、Arianna Nencini、Joanna Quinn、Hendrick Bothmann、Chiara Ghiron、Alessandro Padova、Silvia Papini

  DOI：10.1016/j.bmc.2007.11.068

  日期：2008.3

  Alpha7 agonists were identified via GOLD (CCDC) docking in the putative agonist binding site of an alpha7 homology model and a series of aminoalkyl benzoimidazoles was synthesised to obtain potentially brain penetrant drugs. The array was prepared starting from the reaction of ortho-fluoronitrobenzenes with a selection of diamines, followed by reduction of the nitro group to obtain a series of monoalkylated phenylene diamines. N,N'-Carbonyidiimidazole (CDI) mediated acylation, followed by a parallel automated work-up procedure, afforded the monoacylated phenylenediamines which were cyclised under acidic conditions. Parallel work-up and purification afforded the array products in good yields and purities with a robust parallel methodology which will be useful for other libraries. Screening for alpha7 activity revealed compounds with agonist activity for the receptor. (C) 2007 Elsevier Ltd. All rights reserved.
• Design, synthesis and biological evaluation of novel 7-alkylamino substituted benzo[a]phenazin derivatives as dual topoisomerase I/II inhibitors
  作者：Bing-Lei Yao、Yan-Wen Mai、Shuo-Bin Chen、Hua-Ting Xie、Pei-Fen Yao、Tian-Miao Ou、Jia-Heng Tan、Hong-Gen Wang、Ding Li、Shi-Liang Huang、Lian-Quan Gu、Zhi-Shu Huang

  DOI：10.1016/j.ejmech.2015.01.024

  日期：2015.3

  A novel series of benzo[a]phenazin derivatives bearing alkylamino side chains were designed, synthesized and evaluated for their topoisomerases inhibitory activity as well as cytotoxicity against four human cancer cell lines (HL-60, K-562, HeLa, and A549). These compounds were found to be dual inhibitors of topoisomerase (Topo) I and Topo II, and exhibited excellent antiproliferative activity, in particular against HL-60 cells with submicromolar IC50 values. Further mechanistic studies showed that this class of compounds acted as Topo I poisons by stabilizing the Topo I-DNA cleavage complexes and Topo II catalytic inhibitors by inhibiting the ATPase activity of hTopo II. Molecular docking studies revealed the binding modes of these compounds for Topo I and Topo II. (C) 2015 Elsevier Masson SAS. All rights reserved.