3-氨基-N-(2-羟乙基)苯甲酰胺 | 103956-05-4

• 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: 3-氨基-N-(2-羟乙基)苯甲酰胺
• 英文名称: 3-amino-N-(2-hydroxyethyl)benzamide
• 英文别名: N-(2-Hydroxyethyl)-3-aminobenzamide；3-amino-benzoic acid-(2-hydroxy-ethylamide)；3-Amino-N-(2-hydroxy-aethyl)-benzamid；3-Amino-benzoesaeure-(2-hydroxy-aethylamid)
• CAS: 103956-05-4
• 化学式: C₉H₁₂N₂O₂
• mdl: MFCD11642873
• 分子量: 180.206
• InChiKey: GGNCHYPESPHBPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-氨基-N-(2-羟乙基)苯甲酰胺 在 ammonium hexafluorophosphate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 乙腈 为溶剂， 反应 39.5h， 生成
  参考文献：
  名称：

  Benzimidazolium-based receptors: Case of iodide–water cluster induced supramolecular chain and improved fluorometric binding of iodide involving alcoholic group

  摘要：

  Benzimidazolium-based receptors 1 and 2 have been designed and synthesized. Anion binding studies reveal their selective fluorescence sensing of iodide in the excited state by exhibiting greater quenching of emission of anthracene. In the ground state, they prefer to bind bromide ion. Incorporation of alcoholic -OH in 2 leads to better performance over the receptor 1. The cyclooctameric structure as constituted by inclusion water and iodide interaction leads to ID-supramolecular chain with the structure 1 in the solid state. H-1 NMR, UV-vis and fluorescence spectroscopic methods were adopted to study the anion binding behavior. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.03.027
• 作为产物：
  描述：

  间硝基苯甲酰氯 在 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 3-氨基-N-(2-羟乙基)苯甲酰胺
  参考文献：
  名称：

  Benzimidazolium-based receptors: Case of iodide–water cluster induced supramolecular chain and improved fluorometric binding of iodide involving alcoholic group

  摘要：

  Benzimidazolium-based receptors 1 and 2 have been designed and synthesized. Anion binding studies reveal their selective fluorescence sensing of iodide in the excited state by exhibiting greater quenching of emission of anthracene. In the ground state, they prefer to bind bromide ion. Incorporation of alcoholic -OH in 2 leads to better performance over the receptor 1. The cyclooctameric structure as constituted by inclusion water and iodide interaction leads to ID-supramolecular chain with the structure 1 in the solid state. H-1 NMR, UV-vis and fluorescence spectroscopic methods were adopted to study the anion binding behavior. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.03.027

文献信息

• Syntheses of 2-(3,4-Dimethoxyphenyl)ethylamine Derivatives and Their Antiulcer Activities.
  作者：Toru HOSOKAMI、Masahiko KURETANI、Kunio HIGASHI、Masahide ASANO、Kazumi OHYA、Norio TAKASUGI、Eiichi MAFUNE、Tosaku MIKI

  DOI：10.1248/cpb.40.2712

  日期：——

  A series of acyl derivatives of 2-(3, 4-dimethoxyphenyl)ethylamine (4) were synthesized and evaluated for their effectiveness to prevent water-immersion stress-induced gastric ulceration when given intraperitoneally to rats. Among them N-[2-(3, 4-dimethoxyphenyl)ethyl]-2-phenylaminoacetamide hydrochloride (15) had significant antiulcer activity. Further modification of the four parts of 15 revealed that only the introduction of a carbamoyl group into 2- or 3-position of the phenylamino part gave compounds (49-51, 54 and 55) which retained antiulcer activity comparable to the lead compound. However, the compounds (49-51 and 54) did not exert a prophylactic effect when administered orally except for the 3-substituted bezamide derivative 55. Alkyl substitution on the nitrogen of benzamide gave 3-[[[2-(3, 4-dimethoxyphenyl)ethyl]carbamoyl]methyl]amino-N-methylbenzamide (66, DQ-2511) and the related compounds (67, 70, 74 and 77) which all had potent antiuler activities at oral doses of 50-400 mg/kg.

  研究人员合成了一系列 2-(3,4-二甲氧基苯基)乙胺（4）的酰基衍生物，并对其腹腔注射给大鼠以预防水浸应激诱发的胃溃疡的有效性进行了评估。其中 N-[2-（3，4-二甲氧基苯基）乙基]-2-苯氨基乙酰胺盐酸盐（15）具有显著的抗溃疡活性。对 15 的四个部分进行进一步修饰后发现，只有在苯氨基部分的 2-位或 3-位引入氨基甲酰基得到的化合物（49-51、54 和 55）才具有与先导化合物相当的抗溃疡活性。然而，除了 3-取代的贝扎酰胺衍生物 55 外，其他化合物（49-51 和 54）在口服时没有产生预防效果。苯甲酰胺氮上的烷基取代产生了 3-[[[2-（3,4-二甲氧基苯基）乙基]氨基甲酰基]甲基]氨基-N-甲基苯甲酰胺（66，DQ-2511）和相关化合物（67、70、74 和 77），这些化合物在口服剂量为 50-400 毫克/千克时都具有很强的抗溃疡活性。
• Thermal stabilizer compositions for halogen-containing vinyl polymers
  申请人：Rohm and Haas Company

  公开号：EP1652881A1

  公开（公告）日：2006-05-03

  Synergistic stabilizer compositions are employed to stabilize halogen-containing vinyl polymers from, for example, degradation and discoloration. The stabilizer compositions comprise an aromatic amine and at least one additional co-stabilizer. The co-stabilizer is a dihydropyridine, a polydihydropyridine, an amino alcohol, a perchlorate, a polyol, a sterically hindered amine, a hydrotalcite, a mercaptan-containing organic compound, or a mixture comprising one or more of the foregoing co-stabilizers. Also described are halogen-containing vinyl polymer compositions comprising an aromatic amine, and articles comprising the polymeric compositions.

  增效稳定剂组合物用于稳定含卤乙烯聚合物，防止降解和褪色等。稳定剂组合物包括芳香胺和至少一种辅助稳定剂。助稳定剂包括二氢吡啶、多二氢吡啶、氨基醇、高氯酸盐、多元醇、立体受阻胺、氢化铝酸盐、含硫醇的有机化合物，或包含一种或多种上述助稳定剂的混合物。此外，还描述了包含芳香胺的含卤乙烯聚合物组合物，以及包含该聚合物组合物的物品。
• (7H-PYRROLO [2, 3-D] PYRIMIDIN-4-YL) -PIPERAZINES AS KINASE INHIBITORS FOR THE TREATMENT OF CANCER AND INFLAMMATION
  申请人：Lexicon Pharmaceuticals, Inc.

  公开号：EP2597098A1

  公开（公告）日：2013-05-29

  Inhibitors of LIM kinase 2 of the following formula are disclosed, along with pharmaceutical compositions comprising them and methods of their use, in particular for treatment of inflammatory and cancerous and ocular diseases. X is O or NRA; A is cycloalkyl, aryl or heterocyclyl; RA is hydrogen, cyano, nitro, RA1, SO2RA1 or SO2N(RA1)2; each RB is independently hydrogen or alkyl. The other variables are as defined in the claims.

  本研究公开了下式的 LIM 激酶 2 抑制剂，以及包含这些抑制剂的药物组合物和使用方法，尤其是用于治疗炎症、癌症和眼部疾病的方法。 X 是 O 或 NRA； A 是环烷基、芳基或杂环基； RA 是氢、氰基、硝基、RA1、SO2RA1 或 SO2N(RA1)2 每个 RB 独立地为氢或烷基。 其他变量如权利要求中所定义。
• Novel Class of LIM-Kinase 2 Inhibitors for the Treatment of Ocular Hypertension and Associated Glaucoma
  作者：Bryce A. Harrison、N. Andrew Whitlock、Michael V. Voronkov、Zheng Y. Almstead、Kun-jian Gu、Ross Mabon、Michael Gardyan、Brian D. Hamman、Jason Allen、Suma Gopinathan、Beth McKnight、Mike Crist、Yulian Zhang、Ying Liu、Lawrence F. Courtney、Billie Key、Julia Zhou、Nita Patel、Phil W. Yates、Qingyun Liu、Alan G. E. Wilson、S. David Kimball、Craig E. Crosson、Dennis S. Rice、David B. Rawlins

  DOI：10.1021/jm901226j

  日期：2009.11.12

  The discover), of a pyrrolopyrimidine class of LIM-kinase 2 (LIMK2) inhibitors is reported. These LIMK2 inhibitors show good potency in enzymatic and cellular assays and good selectivity against ROCK. After topical dosing to the eye in a steroid induced mouse model of ocular hypertension, the compounds reduce intraocular pressure to baseline levels. The compounds also increase outflow facility in a pig eye perfusion assay. These results suggest LIMK2 may bean effective target for treating ocular hypertension and associated glaucoma.
• Bagrov; Vasil'ev; Efimov, Russian Journal of Organic Chemistry, 2000, vol. 36, # 5, p. 674 - 678
  作者：Bagrov、Vasil'ev、Efimov、Kol'tsov

  DOI：——

  日期：——