2(R)-(4-methoxybenzenesulfonylamino)-3-methylbutyric acid tert-butyl ester | 197965-90-5

• 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
• 英文名称: 2(R)-(4-methoxybenzenesulfonylamino)-3-methylbutyric acid tert-butyl ester
• 英文别名: 2-(4-Methoxy-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester；tert-butyl 2-{[(4-methoxyphenyl)sulfonyl]amino}-3-methylbutanoate；tert-butyl 2-[(4-methoxyphenyl)sulfonylamino]-3-methylbutanoate
• CAS: 197965-90-5
• 化学式: C₁₆H₂₅NO₅S
• 分子量: 343.444
• InChiKey: WPCSVLQWNWCUBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2(R)-(4-methoxybenzenesulfonylamino)-3-methylbutyric acid tert-butyl ester 在 N-甲基吗啉 、 盐酸 、 potassium carbonate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 100.0h， 生成 2-[benzyl(4-methoxybenzene)sulfonamido]-N-hydroxy-3-methylbutanamide
  参考文献：
  名称：

  Discovery of CGS 27023A, a Non-Peptidic, Potent, and Orally Active Stromelysin Inhibitor That Blocks Cartilage Degradation in Rabbits

  摘要：

  Structure-activity relationships of a lead hydroxamic acid inhibitor of recombinant human stromelysin were systematically defined by taking advantage of a concise synthesis that allowed diverse functionality to be explored at each position in a template. An ex vivo rat model and an in vivo rabbit model of stromelysin-induced cartilage degradation were used to further optimize these analogs for oral activity and duration of action. The culmination of these modifications resulted in CGS 27023A, a potent, orally active stromelysin inhibitor that blocks the erosion of cartilage matrix.

  DOI：

  10.1021/jm960871c
• 作为产物：
  描述：

  对甲氧基苯磺酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 3.0h， 生成 2(R)-(4-methoxybenzenesulfonylamino)-3-methylbutyric acid tert-butyl ester
  参考文献：
  名称：

  Discovery of CGS 27023A, a Non-Peptidic, Potent, and Orally Active Stromelysin Inhibitor That Blocks Cartilage Degradation in Rabbits

  摘要：

  Structure-activity relationships of a lead hydroxamic acid inhibitor of recombinant human stromelysin were systematically defined by taking advantage of a concise synthesis that allowed diverse functionality to be explored at each position in a template. An ex vivo rat model and an in vivo rabbit model of stromelysin-induced cartilage degradation were used to further optimize these analogs for oral activity and duration of action. The culmination of these modifications resulted in CGS 27023A, a potent, orally active stromelysin inhibitor that blocks the erosion of cartilage matrix.

  DOI：

  10.1021/jm960871c

文献信息

• Diagnostic imaging agents with mmp inhibitory activity
  申请人：Storey Anthony

  公开号：US20070071670A1

  公开（公告）日：2007-03-29

  The present invention relates to the field of diagnostic imaging. Specifically, the invention relates to the diagnostic imaging of diseases where specific matrix metalloproteinases are known to be involved. One embodiment of the invention is a compound having matrix metalloproteinase inhibitory activity suitable for diagnostic imaging. Also disclosed in the present invention is a pharmaceutical composition comprising the diagnostic imaging agent of the invention in a form suitable for mammalian administration. The invention furthermore discloses intermediates in the synthesis of the diagnostic imaging agents of the invention and kits for the preparation of the pharmaceutical composition of the invention. The pharmaceutical composition of the invention may be used in the diagnosis of diseases where specific matrix metalloproteinases are known to be involved.

  本发明涉及诊断成像领域。具体来说，该发明涉及已知涉及特定基质金属蛋白酶的疾病的诊断成像。该发明的一个实施例是一种具有适用于诊断成像的基质金属蛋白酶抑制活性的化合物。本发明还揭示了一种包含该发明的诊断成像试剂的药物组合物，其适合于哺乳动物的给药形式。此外，该发明还揭示了用于合成该发明的诊断成像试剂的中间体以及用于制备该发明的药物组合物的试剂盒。该发明的药物组合物可用于诊断已知涉及特定基质金属蛋白酶的疾病。
• [EN] COMPOUNDS WITH MATRIX-METALLOPROTEINASE INHIBITORY ACTIVITY<br/>[FR] COMPOSÉS AVEC ACTIVITÉ INHIBITRICE DE MÉTALLOPROTÉINASE DE MATRICE
  申请人：UNIV MUENSTER

  公开号：WO2013010573A1

  公开（公告）日：2013-01-24

  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.

  本发明涉及治疗和诊断试剂领域，更具体地涉及一种具有式（I）的化合物，该化合物是基质金属蛋白酶（MMPs）的抑制剂，并且在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方面有用。本发明的一个实施例是一种带有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。本发明还公开了一种包含本发明的基质金属蛋白酶（MMPs）抑制剂或相应标记化合物的制药组合物，适合于哺乳动物管理。此外，本发明还公开了在合成本发明的基质金属蛋白酶（MMPs）抑制剂和诊断成像剂中的中间体。
• Sulfonamide hydroxamates
  申请人：——

  公开号：US20030199520A1

  公开（公告）日：2003-10-23

  This invention relates to certain sulfonamide derivatives that are inhibitors of procollagen C-proteinase, pharmaceutical compositions containing them, methods for their use and methods for preparing these compounds.

  本发明涉及某些磺酰胺衍生物，它们是前胶原C蛋白酶的抑制剂，包含它们的制药组合物，它们的使用方法以及制备这些化合物的方法。
• Dithiazole compounds, matrix metalloprotease inhibitors and external preparations for the skin
  申请人：——

  公开号：US20040236111A1

  公开（公告）日：2004-11-25

  A dithiazole compound or a salt thereof expressed by formula (I): 1 wherein R 1 is hydrogen atom, alkyl, etc.; R 2 is hydrogen atom, hydroxy, alkyl, aryl, arylalkoxy, arylalkyl, etc.; R 3 is one group of formulae (II), (III) and (IV): 2 This compound has an excellent inhibiting action on matrix metalloprotease (MMPs) activity, and is useful for pharmaceutical, cosmetic and skin external compositions.

  一种由式（I）表示的二噻唑化合物或其盐：其中，R1是氢原子，烷基等；R2是氢原子，羟基，烷基，芳基，芳基烷氧基，芳基烷基等；R3是式（II），（III）和（IV）的一种基团：该化合物对基质金属蛋白酶（MMPs）活性具有出色的抑制作用，并且在制药，化妆品和皮肤外用组合物中非常有用。
• Sulfonamide compounds
  申请人：——

  公开号：US20030216405A1

  公开（公告）日：2003-11-20

  This invention relates to certain sulfonamide derivatives that are inhibitors of procollagen C-proteinase, pharmaceutical compositions containing them, methods for their use and methods for preparing these compounds.

  本发明涉及某些磺酰胺衍生物，它们是前胶原C蛋白酶的抑制剂，含有它们的制药组合物，使用它们的方法以及制备这些化合物的方法。