4-(4-甲氧基-苯磺酰基氨基)-丁酸 | 81242-26-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 4-(4-甲氧基-苯磺酰基氨基)-丁酸
• 英文名称: 4-{[(4-Methoxyphenyl)sulfonyl]amino}butanoic acid
• 英文别名: 4-[(4-methoxyphenyl)sulfonylamino]butanoic acid
• CAS: 81242-26-4
• 化学式: C₁₁H₁₅NO₅S
• mdl: MFCD02331432
• 分子量: 273.31
• InChiKey: LEAPXZPMNOGTPI-UHFFFAOYSA-N

物化性质

• 熔点：
  140-142 °C(Solv: ethanol (64-17-5))
• 沸点：
  485.6±55.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  4-(4-甲氧基-苯磺酰基氨基)-丁酸 在 硫酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 N-(4-Hydrazinyl-4-oxobutyl)-4-methoxybenzene-1-sulfonamide
  参考文献：
  名称：

  带有 2,5-二取代-1,3,4-恶二唑部分的新型苯磺酰胺的合成、抗 HIV 和抗真菌活性

  摘要：

  通过 4-(4-甲基, 氯代) 反应制备了一系列新型手性和非手性 N-[1-(1,3,4-恶二唑-2基硫基)烷基]-4-甲基/氯/甲氧基苯磺酰胺 5a-l , 甲氧基苯基磺酰氨基) 烷基羧酸酰肼 4a-l 与 CS2 和 KOH。使用 Et3N 和二甲氨基吡啶的新方法合成了另一系列新的二级苯磺酰胺 10a-j 和双苯磺酰胺 11a-j。所有合成的化合物均通过物理、微量分析和光谱数据进行表征。一些合成的化合物在体外筛选了它们的抗 HIV 和抗真菌活性。

  DOI：

  10.1080/10426500600919074
• 作为产物：
  描述：

  对甲氧基苯磺酰氯 、 4-氨基丁酸 在 sodium hydroxide 作用下， 以 乙醚 、 水 为溶剂， 反应 6.0h， 以72%的产率得到4-(4-甲氧基-苯磺酰基氨基)-丁酸
  参考文献：
  名称：

  带有 2,5-二取代-1,3,4-恶二唑部分的新型苯磺酰胺的合成、抗 HIV 和抗真菌活性

  摘要：

  通过 4-(4-甲基, 氯代) 反应制备了一系列新型手性和非手性 N-[1-(1,3,4-恶二唑-2基硫基)烷基]-4-甲基/氯/甲氧基苯磺酰胺 5a-l , 甲氧基苯基磺酰氨基) 烷基羧酸酰肼 4a-l 与 CS2 和 KOH。使用 Et3N 和二甲氨基吡啶的新方法合成了另一系列新的二级苯磺酰胺 10a-j 和双苯磺酰胺 11a-j。所有合成的化合物均通过物理、微量分析和光谱数据进行表征。一些合成的化合物在体外筛选了它们的抗 HIV 和抗真菌活性。

  DOI：

  10.1080/10426500600919074

文献信息

• Compounds with Matrix-Metalloproteinase Inhibitory Activity and Imaging Agents Thereof
  申请人：Kolb Hartmuth C.

  公开号：US20120282180A1

  公开（公告）日：2012-11-08

  The present invention relates to the field of therapeutic and diagnostic agents and more specifically to compounds of formula (I) that are inhibitors of matrix-metalloproteinases (MMPs) and are useful in the treatment of diseases related thereto such as cardiovascular diseases, inflammatory diseases and malignant diseases. One embodiment of the invention is a compound of formula (I) labeled with a 18-fluorine atom having matrix metalloproteinase inhibitory activity suitable for diagnostic imaging. Also disclosed in the present invention is a pharmaceutical composition comprising the inhibitors of matrix-metalloproteinases (MMPs) of the invention or the corresponding labeled compounds useful as diagnostic imaging agents of the invention in a form suitable for mammalian administration. The invention furthermore discloses intermediates in the synthesis of the inhibitors of matrix-metalloproteinases (MMPs) of the invention and of the diagnostic imaging agents of the invention and kits for the preparation of the pharmaceutical composition of the invention.

  本发明涉及治疗和诊断剂的领域，更具体地涉及式（I）化合物，它们是基质金属蛋白酶（MMPs）的抑制剂，可用于治疗与之相关的疾病，如心血管疾病、炎症性疾病和恶性疾病。本发明的一种实施例是一种带有18-氟原子的式（I）化合物，具有适用于诊断成像的基质金属蛋白酶抑制活性。本发明还揭示了一种制剂，其中包括本发明的基质金属蛋白酶抑制剂或相应的标记化合物，适用于哺乳动物给药的形式。此外，本发明还揭示了合成本发明的基质金属蛋白酶抑制剂和诊断成像剂的中间体，以及制备本发明的制剂的工具箱。
• Agent for Preventing and Alleviating Wrinkles
  申请人：TSUNENAGA Makoto

  公开号：US20100113450A1

  公开（公告）日：2010-05-06

  The present invention provides an agent for preventing and alleviating wrinkles which has excellent effects of preventing and alleviating wrinkles formed by decreased barrier function of the skin owing to aging or photo aging, that is graphic wrinkles or linear wrinkles. The agent for preventing and alleviating wrinkles consisting of one or more compounds selected from the group consisting of gamma-aminobutyric acid derivatives represented by the following formula (1) or N,N,N-trimethyl gamma-aminobutyric acid represented by the following formula (3) and salts thereof: wherein R 1 and R 2 independently represent any of a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, a benzyloxycarbonyl group, a cyclohexyl group, a cyclohexanemethyl group, a cyclohexanecarbonyl group, a guanidino group formed with nitrogen atom in the formula (1), an ureido group formed with nitrogen atom in the formula (1), and a group represented by following formula (2). Additionally, R 1 and R 2 may jointly form a piperidine ring, morpholine ring, or pyrrolidine ring. Both of R 1 and R 2 are not simultaneously a hydrogen atom.

  本发明提供了一种用于预防和缓解皮肤屏障功能下降引起的老化或光老化形成的皱纹（即图形皱纹或线性皱纹）的药剂。该药剂由以下式（1）所表示的γ-氨基丁酸衍生物或以下式（3）所表示的N，N，N-三甲基γ-氨基丁酸及其盐中的一种或多种化合物组成：其中R1和R2独立地表示氢原子，具有1至3个碳原子的烷基，苄氧羰基基团，环己基基团，环己基甲基基团，环己基羧基基团，在式（1）中的氮原子形成的鸟氨酸基团，在式（1）中的氮原子形成的尿素基团，以及以下式（2）所表示的基团。此外，R1和R2可以共同形成哌啶环，吗啉环或吡咯烷环。R1和R2都不同时为氢原子。
• WRINKLING-PREVENTING AND -MODIFYING AGENT
  申请人：Shiseido Company, Ltd.

  公开号：EP2123253A1

  公开（公告）日：2009-11-25

  The present invention provides an agent for preventing and alleviating wrinkles which has excellent effects of preventing and alleviating wrinkles formed by decreased barrier function of the skin owing to aging or photo aging, that is graphic wrinkles or linear wrinkles. The agent for preventing and alleviating wrinkles consisting of one or more compounds selected from the group consisting of gamma-aminobutyric acid derivatives represented by the following formula (1) or N,N,N-trimethyl gamma-aminobutyric acid represented by the following formula (3) and salts thereof: wherein R1 and R2 independently represent any of a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, a benzyloxycarbonyl group, a cyclohexyl group, a cyclohexanemethyl group, a cyclohexanecarbonyl group, a guanidino group formed with nitrogen atom in the formula (1), an ureido group formed with nitrogen atom in the formula (1), and a group represented by following formula (2). Additionally, R1 and R2 may jointly form a piperidine ring, morpholine ring, or pyrrolidine ring. Both of R1 and R2 are not simultaneously a hydrogen atom.

  本发明提供了一种用于预防和减轻皱纹的药剂，该药剂对预防和减轻由于老化或光老化导致皮肤屏障功能降低而形成的皱纹（即图形皱纹或线性皱纹）具有极佳的效果。 这种预防和缓解皱纹的制剂由一种或多种化合物组成，这些化合物选自由下式（1）代表的γ-氨基丁酸衍生物或下式（3）代表的N,N,N-三甲基γ-氨基丁酸及其盐组成的组： 其中，R1 和 R2 独立地代表氢原子、具有 1 至 3 个碳原子的烷基、苄氧羰基、环己基、环己基甲基、环己基羰基、与式（1）中氮原子形成的胍基、与式（1）中氮原子形成的脲基以及下式（2）所代表的基团中的任意一种。此外，R1 和 R2 可共同形成哌啶环、吗啉环或吡咯烷环。R1 和 R2 不能同时为氢原子。
• Compounds with matrix-metalloproteinase inhibitory activity
  申请人：Westfälische Wilhelms-Universität Münster

  公开号：EP2520573A1

  公开（公告）日：2012-11-07

  The present invention relates to the field of therapeutic and diagnostic agents and more specifically to compounds of formula (I) that are inhibitors of matrix-metalloproteinases (MMPs) and are useful in the treatment of diseases related thereto such as cardiovascular diseases, inflammatory diseases and malignant diseases. One embodiment of the invention is a compound of formula (I) labeled with a 18-fluorine atom having matrix metalloproteinase inhibitory activity suitable for diagnostic imaging. Also disclosed in the present invention is a pharmaceutical composition comprising the inhibitors of matrix-metalloproteinases (MMPs) of the invention or the corresponding labeled compounds useful as diagnostic imaging agents of the invention in a form suitable for mammalian administration. The invention furthermore discloses intermediates in the synthesis of the inhibitors of matrix-metalloproteinases (MMPs) of the invention and of the diagnostic imaging agents of the invention and kits for the preparation of the pharmaceutical composition of the invention.

  本发明涉及治疗剂和诊断剂领域，更具体地说，涉及作为基质金属蛋白酶（MMPs）抑制剂的式(I)化合物，可用于治疗与之相关的疾病，如心血管疾病、炎症性疾病和恶性疾病。本发明的一个实施方案是用 18-氟原子标记的式 (I) 化合物，该化合物具有基质金属蛋白酶抑制活性，适用于诊断成像。本发明还公开了一种药物组合物，其包含本发明的基质金属蛋白酶（MMPs）抑制剂或相应的标记化合物，以适合哺乳动物给药的形式用作本发明的诊断成像剂。本发明还进一步公开了合成本发明基质金属蛋白酶（MMPs）抑制剂和本发明诊断成像剂的中间体以及制备本发明药物组合物的试剂盒。
• A convenient synthesis of<i>p</i>-substituted 1-arylsulfonyl-pyrrolidin-2-ones
  作者：Muhammad Zareef、Rashid Iqbal、Khalid M. Khan、Javid H. Zaidi、Zia-Ullah、Muhammad Arfan

  DOI：10.1080/14786410802090375

  日期：2009.3.20

  A convenient and novel method of cyclisation of 4-(4-substituted-phenylsulfonamido)-butanoic acids to their corresponding p-substituted 1-arylsulfonyl-pyrrolidin-2-ones was achieved by using polyphosphate ester (PPE). The reaction times were considerably reduced, with an increase in yields, when PPE was used in combination with a catalytic amount of pyridine.