1-氨基-2-甲氧基-4-(N-乙酰氨基)苯 | 93973-25-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氨基-2-甲氧基-4-(N-乙酰氨基)苯
• 英文名称: 2-methoxy-4-acetamidoaniline
• 英文别名: 1-amino-2-methoxy-4-(N-acetylamino)benzene；N-(4-amino-3-methoxyphenyl)acetamide
• CAS: 93973-25-2
• 化学式: C₉H₁₂N₂O₂
• mdl: MFCD03089241
• 分子量: 180.206
• InChiKey: UFZGWYKCLSCGHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-氨基-2-甲氧基-4-(N-乙酰氨基)苯 在 silver(II) oxide 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以16%的产率得到N,N'-[(E)-diazene-1,2-diylbis(3-methoxybenzene-4,1-diyl)]diacetamide
  参考文献：
  名称：

  Azobenzene Photoswitching without Ultraviolet Light

  摘要：

  Most azobenzene-based photoswitches use UV light for photoisomerization. This can limit their application in biological systems, where UV light can trigger unwanted responses, including cellular apoptosis. We have found that substitution of all four ortho positions with methoxy groups in an amidoazobenzene derivative leads to a substantial (similar to 35 rim) red shift of the n-pi* band of the trans isomer, separating it from the cis n-pi* transition. This red shift makes trans-to-cis photoswitching possible using green light (530-560 nm). The cis state is thermally stable with a half-life of similar to 2.4 days in the dark in aqueous solution. Reverse (cis-to-trans) photoswitching can be accomplished with blue light (460 rim), so bidirectional photoswitching between thermally stable isomers is possible without using UV light at all.

  DOI：

  10.1021/ja209239m
• 作为产物：
  描述：

  3’-甲氧基乙酰苯胺 在 5%-palladium/activated carbon 、 氢气 、 硝酸 、 乙酸酐 、 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 75.0h， 生成 1-氨基-2-甲氧基-4-(N-乙酰氨基)苯
  参考文献：
  名称：

  Azobenzene Photoswitching without Ultraviolet Light

  摘要：

  Most azobenzene-based photoswitches use UV light for photoisomerization. This can limit their application in biological systems, where UV light can trigger unwanted responses, including cellular apoptosis. We have found that substitution of all four ortho positions with methoxy groups in an amidoazobenzene derivative leads to a substantial (similar to 35 rim) red shift of the n-pi* band of the trans isomer, separating it from the cis n-pi* transition. This red shift makes trans-to-cis photoswitching possible using green light (530-560 nm). The cis state is thermally stable with a half-life of similar to 2.4 days in the dark in aqueous solution. Reverse (cis-to-trans) photoswitching can be accomplished with blue light (460 rim), so bidirectional photoswitching between thermally stable isomers is possible without using UV light at all.

  DOI：

  10.1021/ja209239m

文献信息

• Substituted &bgr;-amino acid inhibitors of methionine aminopeptidase-2
  申请人：Abbott Laboratories

  公开号：US06242494B1

  公开（公告）日：2001-06-05

  A class of substituted b-amino acids are potent inhibitor of methionine aminopeptidase type 2 (MetAP2) and are thus useful in inhibiting angiogenesis and disease conditions which depend upon angiogenesis for their development such as diabetic retinopathy, tumor growth, and conditions of inflammation. Pharmaceutical compounds containing the compounds and methods of inhibiting methionine aminopeptidase-2, and angiogenesis are also disclosed.

  一类取代的β-氨基酸是对蛋氨酸氨基肽酶2（MetAP2）的强效抑制剂，因此在抑制依赖血管生成发展的疾病状况（如糖尿病视网膜病变、肿瘤生长和炎症状况）方面非常有用。还披露了包含这些化合物的药物化合物以及抑制蛋氨酸氨基肽酶-2和血管生成的方法。
• 一种羟乙基苯胺酯化物(III)的合成工艺
  申请人：上海澄厚菲贸易有限公司

  公开号：CN105481623B

  公开（公告）日：2017-10-27

  本发明公开了一种羟乙基苯胺酯化物(III)的合成工艺。其合成过程，用化学反应式表示为：所公开发明有益点体现在：(1)利用微通道反应器瞬间反应物质少的优势，克服了常规釜式中进行羟乙基化反应存在的易燃易爆的缺点，增加了工艺安全性，满足当前化工安全操作的要求；(2)借助微通道反应器混合效率高的有点，当羟乙基化反应的原料为液体时，反应可以在无溶剂条件下进行，同时，由于环氧乙烷过量很少，当羟乙基化反应结束，所得反应液可直接在微通道反应器中进行酯化反应，实现两步反应的串联操作，大大减少了人力和“三废”的产生。是一条工序简化，符合环保安全要求的新工艺。
• Environmental protection series of reactive dyestuffs and their use
  申请人：Chen Hsiao-San

  公开号：US20050203286A1

  公开（公告）日：2005-09-15

  An environmental protection reactive dyestuff of the following formula (I) is disclosed, wherein R 1 , R 2 , D, M are defined as in the specification. The dyestuff of the invention is distinguished by a high fixation and a very good build-up. It is distinguished also by a green environmental protection and a low salt, a low base, a high exhaustion, non-contain heavy metal and halogen atoms, and it has fiber-reactive properties and is very highly suitable for dyeing and printing of materials containing either cellulose fibers, such as cotton, synthetic cotton, hemp, and synthetic hemp, or amide containing fibers such as wool and nylon.

  揭示了以下化学式(I)的一种环保反应性染料，其中R1、R2、D、M的定义如规范中所述。该发明的染料具有高固定性和非常良好的建立性。它还具有绿色环保、低盐、低碱、高耗尽、不含重金属和卤原子的特点，具有纤维反应性能，非常适合于含有纤维素纤维（如棉花、合成棉、大麻和合成大麻）或含酰胺纤维（如羊毛和尼龙）的材料的染色和印花。
• Potential antitumor agents. 52. Carbamate analogs of amsacrine with in vivo activity against multidrug-resistant P388 leukemia
  作者：Gordon W. Rewcastle、Bruce C. Baguley、Graham J. Atwell、William A. Denny

  DOI：10.1021/jm00392a009

  日期：1987.9

  provided increased activity against the multidrug-resistant P388/ADR leukemia subline in vivo. Since activity against such resistant tumors is of great clinical significance, a series of acridine-substituted carbamate derivatives were evaluated against both wild-type and ADR/resistant P388 leukemia and the Lewis lung solid tumor in vivo. Structure-activity relationships for all three tumor lines were similar

  对一系列与抗白血病药物氨苯磺酸有关的苯胺取代的9-苯胺基cr啶的研究表明，1'-氨基甲酸酯基团在体内对多药耐药的P388 / ADR白血病亚系提供增强的活性。由于针对这种抗药性肿瘤的活性具有重要的临床意义，因此在体内针对野生型和ADR /抗药性P388白血病以及Lewis肺实体瘤评估了一系列of啶取代的氨基甲酸酯衍生物。所有三个肿瘤细胞系的结构活性关系相似，其中3-卤代-5-甲基和3-卤代5-甲氧基化合物被证明是活性最高的。这种取代模式还提供了最高的DNA结合。此类化合物（尤其是3-氯-5-甲基和3-氯-5-甲氧基）对野生型P388和Lewis肺具有体内活性，其活性与先前开发的最佳氨水analogue类似物相当（治愈率超过50％） ，以及P388 / ADR活动。这项工作从根本上完成了amsacrine系列抗肿瘤药的开发。
• [EN] THIOUREA INHIBITORS OF HERPES VIRUSES<br/>[FR] THIO-UREES INHIBITRICES DES VIRUS DE L'HERPES
  申请人：AMERICAN HOME PROD

  公开号：WO2000034268A1

  公开（公告）日：2000-06-15

  Compounds of formula (I) wherein A is heteroaryl; R9-R12 are independently hydrogen, alkyl of 1 to 4 carbon atoms, perhaloalkyl of 1 to 4 carbon atoms, halogen, alkoxy of 1 to 4 carbon atoms, or cyano, or R9 and R10 or R11 and R12 may be taken together to form aryl of 5 to 7 carbon atoms; W is O, NR6, or is absent; G is aryl or heteroaryl; and X is a bond, -NH, alkyl of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, thioalkyl of 1 to 6 carbon atoms, alkylamino of 1 to 6 carbon atoms, or (CH)J; and J is alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, phenyl or benzyl; and n is an integer from 1 to 6; or a pharmaceutical salt thereof, useful in the treatment of diseases associated with herpes viruses including human cytomegalovirus, herpes simplex viruses, Epstein-Barr virus, varicella-zoster virus, human herpesviruses-6 and -7, and Kaposi herpesvirus.

  化合物的式子（I），其中A是杂环芳基；R9-R12独立地是氢，1到4个碳原子的烷基，1到4个碳原子的全氟烷基，卤素，1到4个碳原子的烷氧基，或氰基，或者R9和R10或R11和R12可以结合成5到7个碳原子的芳基；W是O，NR6，或不存在；G是芳基或杂环芳基；X是键，-NH，1到6个碳原子的烷基，1到6个碳原子的烯基，1到6个碳原子的烷氧基，1到6个碳原子的硫代烷基，1到6个碳原子的烷基氨基，或（CH）J；J是1到6个碳原子的烷基，3到7个碳原子的环烷基，苯基或苄基；n是1到6的整数；或其药用盐，用于治疗与疱疹病毒相关的疾病，包括人类巨细胞病毒，单纯疱疹病毒，埃普斯坦-巴尔病毒，水痘-带状疱疹病毒，人类疱疹病毒6和7，以及卡波西疱疹病毒。