di-(2-chloroethyl)amino-4-nitrophenoxymethanone | 6526-49-4

• 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: di-(2-chloroethyl)amino-4-nitrophenoxymethanone
• 英文别名: 4--nitrobenzol；N,N-bis(2-chlorethyl)carbaminsaeure-p-nitro-phenylester；N,N-bis(2-chloroethyl)p-nitrophenyl carbamate；di-(2-Chloroethyl)amino4-nitrophenoxymethanone；(4-nitrophenyl) N,N-bis(2-chloroethyl)carbamate
• CAS: 6526-49-4
• 化学式: C₁₁H₁₂Cl₂N₂O₄
• 分子量: 307.133
• InChiKey: FGIJZEADYZORKQ-UHFFFAOYSA-N

物化性质

• 熔点：
  82-84 °C
• 沸点：
  437.0±45.0 °C(Predicted)
• 密度：
  1.405±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  di-(2-chloroethyl)amino-4-nitrophenoxymethanone 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 4-anilin
  参考文献：
  名称：

  POTENTIAL ANTICANCER AGENTS III. URETHANE-TYPE NITROGEN MUSTARDS OF SOME SYNTHETIC ESTROGENS

  摘要：

  不可用

  DOI：

  10.1139/v66-166
• 作为产物：
  描述：

  二(2-氯乙基)胺盐酸盐 、 对硝基苯基氯甲酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.17h， 以94.8%的产率得到di-(2-chloroethyl)amino-4-nitrophenoxymethanone
  参考文献：
  名称：

  Process for making n-(diphenylmethyl)piperazines

  摘要：

  公式（8）的化合物，无论是消旋体还是单对映体形式，对制备N-（二苯甲基）-哌嗪类化合物如西替利嗪和左西替利嗪很有用。 其中Z最好是苯基。

  公开号：

  US20090143582A1

文献信息

• [EN] BETA-SUBSTITUTED BETA-AMINO ACIDS AND ANALOGS AS CHEMOTHERAPEUTIC AGENTS AND USES THEREOF<br/>[FR] ACIDES BÊTA-AMINÉS SUBSTITUÉS EN BÊTA ET ANALOGUES À UTILISER EN TANT QU'AGENTS DE CHIMIOTHÉRAPIE ET LEURS UTILISATIONS
  申请人：QUADRIGA BIOSCIENCES INC

  公开号：WO2017024009A1

  公开（公告）日：2017-02-09

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  β-取代β-氨基酸，β-取代β-氨基酸衍生物，β-取代β-氨基酸类似物和（生物）同位素以及它们作为化疗药物的用途被披露。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素是选择性LAT1/4F2hc底物，并在表达LAT1/4F2hc转运蛋白的肿瘤中表现出快速摄取和保留。还披露了合成β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物的方法以及使用这些化合物治疗癌症的方法。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物在表达LAT1/4F2hc转运蛋白的肿瘤细胞中表现出选择性摄取，并在体内给予受试者后在癌细胞中积累。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素对几种肿瘤类型表现出细胞毒性。
• BETA-SUBSTITUTED BETA-AMINO ACIDS AND ANALOGS AS CHEMOTHERAPEUTIC AGENTS
  申请人：QUADRIGA BIOSCIENCES, INC.

  公开号：US20150218086A1

  公开（公告）日：2015-08-06

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  β-取代β-氨基酸，β-取代β-氨基酸衍生物，β-取代β-氨基酸类似物和（生物）同位素及其作为化疗药物的用途被披露。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素是选择性LAT1/4F2hc底物，并在表达LAT1/4F2hc转运蛋白的肿瘤中表现出快速摄取和保留。还披露了合成β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物的方法以及使用这些化合物治疗癌症的方法。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物在表达LAT1/4F2hc转运蛋白的肿瘤细胞中表现出选择性摄取，并在体内给予受试者后在癌细胞中积累。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素对几种肿瘤类型表现出细胞毒性。
• BETA-SUBSTITUTED GAMMA-AMINO ACIDS AND ANALOGS AS CHEMOTHERAPEUTIC AGENTS
  申请人：QUADRIGA BIOSCIENCES, INC.

  公开号：US20150218085A1

  公开（公告）日：2015-08-06

  β-Substituted γ-amino acids, β-substituted γ-amino acid derivatives, and β-substituted γ-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted γ-amino acid derivatives and β-substituted γ-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates, capable of passing through the blood-brain barrier, and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted γ-amino acid derivatives and β-substituted γ-amino acid analogs and (bio)isosteres and methods of using the compounds for treating tumors are also disclosed. The β-substituted γ-amino acid derivatives and β-substituted γ-amino acid analogs and (bio)isosteres exhibit an improved selectivity toward tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted γ-amino acid derivatives and β-substituted γ-amino acid analogs and (bio)isosteres exhibit an increased efficacy on a variety of tumor types.

  β-取代的γ-氨基酸，β-取代的γ-氨基酸衍生物，以及β-取代的γ-氨基酸类似物和（生物）同位素及其作为化疗药物的用途被披露。这些β-取代的γ-氨基酸衍生物和β-取代的γ-氨基酸类似物和（生物）同位素是选择性LAT1/4F2hc底物，能够穿过血脑屏障，并在表达LAT1/4F2hc转运蛋白的肿瘤中表现出快速摄取和保留。还披露了合成β-取代的γ-氨基酸衍生物和β-取代的γ-氨基酸类似物和（生物）同位素的方法以及使用这些化合物治疗肿瘤的方法。这些β-取代的γ-氨基酸衍生物和β-取代的γ-氨基酸类似物和（生物）同位素表现出对表达LAT1/4F2hc转运蛋白的肿瘤细胞的改进选择性，并在体内给予受试者时在癌细胞中积累。这些β-取代的γ-氨基酸衍生物和β-取代的γ-氨基酸类似物和（生物）同位素在多种肿瘤类型上表现出增加的疗效。
• Phenylethylamine derivatives and their use in the treatment of melanoma
  申请人：——

  公开号：US20040029967A1

  公开（公告）日：2004-02-12

  Novel mono- and dihydroxy phenylethylamine derivatives useful in treating melanoma are provided having the formulae (Ia, Ib or Ic). In the above formulae, R a is hydrogen or —COOR b, R b is hydrogen or C 1-6 alkyl; R e and R e independently represent hydrogen and hydroxy, R f is hydrogen, C 1-4? alkyl or halogen, X is —CHOH—, —CH 2 -oxygen or sulphur, m is zero or 1, W is oxygen or sulphur, and —ODrug, —NHDrug and —N(Drug) 2 each represent a residue of a therapeutically active agent. The above compounds are prodrugs which are inactive until metabolised by enzymes expressed by host melanoma cells. The invention allows a greater amount of active agent to be used while reducing systemic side effects. 1

  提供了用于治疗黑色素瘤的新型单氢和二羟基苯乙胺衍生物，其化学式为（Ia、Ib或Ic）。在上述化学式中，R是氢或—COORb，Rb是氢或C1-6烷基；Re和Re独立表示氢和羟基，Rf是氢、C1-4烷基或卤素，X是—CHOH—、—CH2-氧或硫，m为零或1，W是氧或硫，而—ODrug、—NHDrug和—N（Drug）2分别表示治疗活性剂的残基。上述化合物是一种前药，在被宿主黑色素瘤细胞表达的酶代谢之前是无效的。该发明允许使用更多的活性剂而减少全身副作用。
• [EN] PROCESS FOR MAKING N-(DIPHENYLMETHYL)PIPERAZINES<br/>[FR] PROCÉDÉ DE FABRICATION DE N-(DIPHÉNYLMÉTHYL)PIPÉRAZINES
  申请人：SYNTHON BV

  公开号：WO2009065622A1

  公开（公告）日：2009-05-28

  The compound of formula (8), in racemic or single enantiomeric form, is useful in making N-(diphenylmethyl)-piperazines such as cetirizine and levocetrizine, wherein Z is preferably phenyl.

  化合物式（8），无论是外消旋体还是单对映体形式，用于制备N-二苯甲基-哌嗪类化合物，例如西替利嗪和左西替利嗪，其中Z优选为苯基。