2-乙酰氨基-6-氯-苯甲酸 | 19407-42-2

• 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: 2-乙酰氨基-6-氯-苯甲酸
• 中文别名: 2-乙酸胺基-6-氯苯甲酸
• 英文名称: 2-(acetylamino)-6-chlorobenzoic acid
• 英文别名: 2-acetamido-6-chlorobenzoic acid；6-Chloro-N-acetyl-anthranilsaeure；2-Acetylamino-6-chlor-benzoesaeure；6-Chlor-2-acetamino-benzoesaeure；6-chloro-2-(methylcarbonylamino)benzoic acid；N-Acetyl-6-chlor-anthranilsaeure
• CAS: 19407-42-2
• 化学式: C₉H₈ClNO₃
• mdl: MFCD00051939
• 分子量: 213.62
• InChiKey: VFHSJTHAMJFUCK-UHFFFAOYSA-N

物化性质

• 熔点：
  216-218°C
• 沸点：
  429.5±35.0 °C(Predicted)
• 密度：
  1.453±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  在常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2924299090
• 安全说明：
  S26,S36

反应信息

• 作为反应物：
  描述：

  2-乙酰氨基-6-氯-苯甲酸 在 sodium amalgam 、 乙醇 、 戊醇 、 硫酸 、 水 、 铜 、 potassium carbonate 作用下， 生成 1-氨基吖啶
  参考文献：
  名称：

  29.二氨基ac啶的合成。第一部分

  摘要：

  DOI：

  10.1039/jr9460000102
• 作为产物：
  描述：

  3-氯-2-甲基乙酰苯胺 在 potassium permanganate 、 magnesium sulfate 作用下， 以 水 为溶剂， 反应 5.0h， 以65.7%的产率得到2-乙酰氨基-6-氯-苯甲酸
  参考文献：
  名称：

  Synthesis and antitumor evaluation of novel 5-substituted-4-hydroxy-8-nitroquinazolines as EGFR signaling-targeted inhibitors

  摘要：

  The synthesis and biological activity of a series of novel 5-substituted-4-hydroxy-8-nitroquinazolines that may function as inhibitors of EGFR- and/or ErbB-2-related oncogenic signaling are described. These compounds were prepared by SNAr reaction of 5-chloro-4-hydroxy-8-nitroquinazo line with alkyl or aryl amines, or alkyl alcohol as nucleophiles. Although the enzyme assay showed a weak inhibition effect against both EGFR and ErbB-2 tyrosine kinases, the cell-based antitumor activity turned out promising. Compounds having 5-anilino substituent exhibit high potency with 5-(4-methoxy)anilino-4-hydroxy-8-nitroquinazoline (1h) being the best dual EGFR/ErbB-2 inhibitors, which effectively inhibited the growth of both EGFR (MDA-MB-468, IC50 < 0-01 mu M) and ErbB-2 (SK-BR-3, IC50 = 13 mu M) overexpressing human tumor cell lines in vitro. More interestingly, the variation of the substituent(s) at the 3- and/or 4-position of the 5-anilino portion was found to modulate the selectivity and potency dramatically. However, compounds having an alkylamino or alkyloxy group at the 5-position of 4-hydroxy-8-nitroquinazolines are essentially inactive. These results are consistent with molecular modeling observations. This study was the first attempt to identify new structural types of dual EGFR/ErbB-2-related signaling inhibitors by incorporation of the anilino group at the 5-position of 4-hydroxy-8-nitroquinazolines' core structure, providing promising new templates for further development of potent inhibitors targeting both EGFR and ErbB-2 tyrosine kinases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.045

文献信息

• Herbicidal substituted benzoylsulfonamides
  申请人：FMC Corporation

  公开号：US05149357A1

  公开（公告）日：1992-09-22

  Compound of the formula ##STR1## in which A is O, S, or NR.sup.3 ; G is CH or N; R and R.sup.1 are independently alkyl, alkoxy, haloalkoxy or alkylamino; R.sup.2 is phenyl, substituted phenyl, alkyl, cycloalkyl, haloalkyl or --CH.sub.2 [(R.sup.4)C(R.sup.5).sub.n --Z; R.sup.3 and R.sup.7 are, independently, hydrogen, alkyl, --C(O)NH.sub.2 or --C(O)alkyl; R.sup.4 and R.sup.5 are independently hydrogen, alkyl, or halogen; R.sup.6 is halogen, alkyl, alkoxy, haloalkoxy, NO.sub.2, amino, alkyl substituted amino, or acyl substituted amino; n is 0 to 5; Z is cyano, amino, alkylamino, dialkylamino, --NHCO.sub.2 alkyl, alkoxy, alkylthio, alkylsulfonyl, alkenyl, alkynyl, phenyl or substituted phenyl; and Q is hydrogen, halogen, alkyl, alkoxy, haloalkoxy, nitro, amino, haloalkyl, alkythio, alkylsulfonyl, phenyl, substituted phenyl or phenoxy; or a 5 or 6 membered aromatic heterocycle having the formula ##STR2## in which "m" is 0 or 1; A' is O, S, or NR.sup.7 ; and X, X', Y, Y', W, W', V, V', U and Z' are independently N, O, S, --CH-- or --CR.sup.6. Intermediates for preparation of the benzoylsulfonamides are also disclosed.

  公式##STR1##的化合物，其中A是O、S或NR.sup.3；G是CH或N；R和R.sup.1独立的是烷基、烷氧基、卤代烷氧基或烷基氨基；R.sup.2是苯基、取代苯基、烷基、环烷基、卤代烷基或--CH.sub.2 [(R.sup.4)C(R.sup.5).sub.n --Z；R.sup.3和R.sup.7独立的是氢、烷基、--C(O)NH.sub.2或--C(O)烷基；R.sup.4和R.sup.5独立的是氢、烷基或卤素；R.sup.6是卤素、烷基、烷氧基、卤代烷氧基、NO.sub.2、氨基、烷基取代氨基或酰基取代氨基；n是0到5；Z是氰基、氨基、烷基氨基、二烷基氨基、--NHCO.sub.2烷基、烷氧基、烷基亚硫酰基、烷基亚磺酰基、烯基、炔基、苯基或取代苯基；Q是氢、卤素、烷基、烷氧基、卤代烷氧基、硝基、氨基、卤代烷基、烷基亚硫酰基、烷基亚磺酰基、苯基、取代苯基或苯氧基；或具有公式##STR2##的5或6成员芳香杂环，其中“m”是0或1；A'是O、S或NR.sup.7；X、X'、Y、Y'、W、W'、V、V'、U和Z'独立的是N、O、S、--CH--或--CR.sup.6。还披露了用于制备苯甲酰磺酰胺的中间体。
• Ligand‐Enabled γ‐C(sp ³ )−H Olefination of Free Carboxylic Acids
  作者：Kiron Kumar Ghosh、Alexander Uttry、Arup Mondal、Francesca Ghiringhelli、Philipp Wedi、Manuel Gemmeren

  DOI：10.1002/anie.202002362

  日期：2020.7.27

  We report the ligand‐enabled C−H activation/olefination of free carboxylic acids in the γ‐position. Through an intramolecular Michael addition, δ‐lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium‐catalyzed activation of free carboxylic acids in the γ‐position. The developed protocol features a wide range of acid substrates and olefin

  我们报告了配体驱动的 γ 位游离羧酸的 CH 活化/烯化。通过分子内迈克尔加成，得到δ-内酯产品。确定了两种不同的配体类别，它们能够实现具有挑战性的钯催化 γ 位游离羧酸的活化。所开发的方案具有广泛的酸性底物和烯烃反应伙伴，并被证明适用于制备有用的规模。报告了通过动力学研究获得的对潜在反应机制的见解。
• Peptide analogs as irreversible interleukin-1beta protease inhibitors
  申请人：——

  公开号：US20040009923A1

  公开（公告）日：2004-01-15

  Disclosed are compounds, compositions and methods for inhibiting interleukin-1&bgr; protease activity, the compounds having the formula (I).

  本发明公开了一种化合物、组合物和方法，用于抑制白细胞介素-1β蛋白酶活性，该化合物的结构式为（I）。
• The Preparation of Certain Disubstituted Fluorenones by the Action of Heat upon the Corresponding Substituted Diphenic Acids or their Derivatives
  作者：E. H. Huntress、I. S. Cliff

  DOI：10.1021/ja01333a055

  日期：1933.6
• 277. Synthesis of diaminoxanthones
  作者：A. A. Goldberg、H. A. Walker

  DOI：10.1039/jr9530001348

  日期：——

表征谱图