2-isopropyloxy-1-methyl-4-nitrobenzene | 136187-51-4

• 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: 2-isopropyloxy-1-methyl-4-nitrobenzene
• 英文别名: 1-(1-methylethoxy)-2-methyl-5-nitrobenzene；1-methyl-4-nitro-2-propan-2-yloxybenzene
• CAS: 136187-51-4
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: VHKVJWYWXIAHJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-isopropyloxy-1-methyl-4-nitrobenzene 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 以89%的产率得到
  参考文献：
  名称：

  单芳基酰胺类抗疟药的合成及药理评价

  摘要：

  含有两个吡啶基酰胺基末端基团（bis-AIA）的丙烯酰胺（AIA）化合物具有出色的体外抗霉菌活性，领先的bis-AIA DB766（2,5-bis [2-（2-异丙氧基）-4-（2-吡啶基）吡啶）氨基苯基]呋喃）口服时在内脏利什曼病模型中很活跃。合成了18个包含一个吡啶基酰亚胺酰胺单端基团（mono-AIA）的化合物，并评估了其抗疟药的潜力。这些化合物中的六个对细胞内利什曼原虫和亚马逊利什曼原虫均表现出亚微摩尔效价与J774巨噬细胞细胞系相比，这些化合物中的三种对寄生虫的选择性指数也达到25或更高。当以100 mg / kg / day的剂量口服5天时，化合物1b（N-（3-异丙氧基-4-（5-苯基呋喃-2-基）苯基）吡啶甲酰亚胺酰胺甲磺酸盐）可降低46％的肝寄生虫病。L. donovani感染的小鼠。因此，单-AIA是用于抗衰老药物开发的一类新的候选分子。

  DOI：

  10.1016/j.bmcl.2016.03.082
• 作为产物：
  描述：

  5-硝基-2-甲基苯酚 、 2-溴丙烷 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以92%的产率得到2-isopropyloxy-1-methyl-4-nitrobenzene
  参考文献：
  名称：

  Design and synthesis of 7-alkoxy-4-heteroarylamino-3-quinolinecarbonitriles as dual inhibitors of c-Src kinase and nitric oxide synthase

  摘要：

  Because both c-Src and iNOS are key regulatory enzymes in tumorigenesis, a new series of 4-heteroarylamino-3-quinolinecarbonitriles as potent dual inhibitors of both enzymes were designed, prepared, and evaluated for blocking multiple signaling pathways in cancer therapy. All compounds were evaluated by two related enzyme inhibition assays and an anti-proliferation assay in vitro. The results showed that most compounds could inhibit both enzymes, and several of them showed potent inhibition activity against different cancer cell lines. The best compound 20 (CPU-Y020) showed the IC(50) values of 6.58 and 7.61 mu M toward colon cancer HT-29 and liver cancer HepG2 cell lines. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.065

文献信息

• Pesticidal 3-arylpyrimidinyl ethers and thioethers
  申请人：Uniroyal Chemical Company, Inc.

  公开号：US05134144A1

  公开（公告）日：1992-07-28

  This invention is related to a novel class of 3-arylpyrimidine ethers and thioethers having insecticidal, miticidal and nematocidal activity at low concentration. The class of compounds is represented by formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X and Y have the significance given in the description. Pesticidal compositions, methods of controlling pests and methods for preparing the compounds are within the scope of the invention.

  这项发明涉及一种新型的3-芳基嘧啶醚和硫醚类化合物，具有在低浓度下对昆虫、螨虫和线虫的杀虫、杀螨和杀线虫活性。该类化合物由式(I)所代表：##STR1## 其中R.sup.1、R.sup.2、R.sup.3、R.sup.4、R.sup.5、R.sup.6、R.sup.7、X和Y在描述中具有所给定的含义。杀虫剂组合物、控制害虫的方法以及制备这些化合物的方法均属于该发明的范围。
• US5134144A
  申请人：——

  公开号：US5134144A

  公开（公告）日：1992-07-28
• [EN] PESTICIDAL 3-ARYLURACIL ETHERS AND THIOETHERS
  申请人：UNIROYAL CHEMICAL LTD./UNIROYAL CHEMICAL LTEE

  公开号：WO1991007393A1

  公开（公告）日：1991-05-30

  (EN) This invention is related to a novel class of 3-arylpyrimidine ethers and thioethers having insecticidal, miticidal and nematocidal activity at low concentration. The class of compounds is represented by formula (I), wherein R1, R2, R3, R4, R5, R6, R7, X and Y have the significance given in the description. Pesticidal compositions, methods of controlling pests and methods for preparing the compounds are within the scope of the invention.(FR) Une nouvelle classe d'éthers et de thiotéthers de 3-arylpyrimidine a des propriétés insecticides, miticides et nématocides à de faibles concentrations. Cette nouvelle classe de composés est représentée par la formule (I), dans laquelle R1, R2, R3, R4, R5, R6, R7, X et Y ont la signification donnée dans la description. L'invention concerne des compositions pesticides, des procédés d'élimination de parasites et des procédés de préparation de ces composés.
• Design and synthesis of 7-alkoxy-4-heteroarylamino-3-quinolinecarbonitriles as dual inhibitors of c-Src kinase and nitric oxide synthase
  作者：Xin Cao、Qi-Dong You、Zhi-Yu Li、Qing-Long Guo、Jing Shang、Ming Yan、Ji-Wang Chern、Men-Ling Chen

  DOI：10.1016/j.bmc.2008.04.065

  日期：2008.6

  Because both c-Src and iNOS are key regulatory enzymes in tumorigenesis, a new series of 4-heteroarylamino-3-quinolinecarbonitriles as potent dual inhibitors of both enzymes were designed, prepared, and evaluated for blocking multiple signaling pathways in cancer therapy. All compounds were evaluated by two related enzyme inhibition assays and an anti-proliferation assay in vitro. The results showed that most compounds could inhibit both enzymes, and several of them showed potent inhibition activity against different cancer cell lines. The best compound 20 (CPU-Y020) showed the IC(50) values of 6.58 and 7.61 mu M toward colon cancer HT-29 and liver cancer HepG2 cell lines. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis and pharmacological evaluation of mono-arylimidamides as antileishmanial agents
  作者：Xiaohua Zhu、Abdelbasset A. Farahat、Meena Mattamana、April Joice、Trupti Pandharkar、Elizabeth Holt、Moloy Banerjee、Jamie L. Gragg、Laixing Hu、Arvind Kumar、Sihyung Yang、Michael Zhuo Wang、David W. Boykin、Karl A. Werbovetz

  DOI：10.1016/j.bmcl.2016.03.082

  日期：2016.5

  (bis-AIAs) possess outstanding in vitro antileishmanial activity, and the frontrunner bis-AIA DB766 (2,5-bis[2-(2-isopropoxy)-4-(2-pyridylimino)aminophenyl]furan) is active in visceral leishmaniasis models when given orally. Eighteen compounds containing a single pyridylimidamide terminal group (mono-AIAs) were synthesized and evaluated for their antileishmanial potential. Six of these compounds exhibited

  含有两个吡啶基酰胺基末端基团（bis-AIA）的丙烯酰胺（AIA）化合物具有出色的体外抗霉菌活性，领先的bis-AIA DB766（2,5-bis [2-（2-异丙氧基）-4-（2-吡啶基）吡啶）氨基苯基]呋喃）口服时在内脏利什曼病模型中很活跃。合成了18个包含一个吡啶基酰亚胺酰胺单端基团（mono-AIA）的化合物，并评估了其抗疟药的潜力。这些化合物中的六个对细胞内利什曼原虫和亚马逊利什曼原虫均表现出亚微摩尔效价与J774巨噬细胞细胞系相比，这些化合物中的三种对寄生虫的选择性指数也达到25或更高。当以100 mg / kg / day的剂量口服5天时，化合物1b（N-（3-异丙氧基-4-（5-苯基呋喃-2-基）苯基）吡啶甲酰亚胺酰胺甲磺酸盐）可降低46％的肝寄生虫病。L. donovani感染的小鼠。因此，单-AIA是用于抗衰老药物开发的一类新的候选分子。