2-(6-tert-butoxycarbonylaminopyridin-3-ylmethyl)-2-methylmalonic acid tert-butyl ester ethyl ester | 305329-13-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-(6-tert-butoxycarbonylaminopyridin-3-ylmethyl)-2-methylmalonic acid tert-butyl ester ethyl ester
• 英文别名: 2-(6-Tert-butoxycarbonylamino-pyridin-3-ylmethyl)-2-methyl-malonic acid tert-butyl ester ethyl ester；3-O-tert-butyl 1-O-ethyl 2-methyl-2-[[6-[(2-methylpropan-2-yl)oxycarbonylamino]pyridin-3-yl]methyl]propanedioate
• CAS: 305329-13-9
• 化学式: C₂₁H₃₂N₂O₆
• 分子量: 408.495
• InChiKey: VJHCBQAYDYIMAI-UHFFFAOYSA-N

物化性质

• 沸点：
  465.2±45.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(6-tert-butoxycarbonylaminopyridin-3-ylmethyl)-2-methylmalonic acid tert-butyl ester ethyl ester 在 盐酸 、 sodium hydroxide 、 三乙胺 、 氯甲酸甲酯 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 49.33h， 生成 3-(6-aminopyridin-3-yl)-2-sulfanylmethyl-2-methylpropionic acid hydrochloride
  参考文献：
  名称：

  Design and synthesis of potent, orally active, inhibitors of carboxypeptidase U (TAFIa)

  摘要：

  A series of 3-mercapto-propionic acid derivatives that function as reversible inhibitors of carboxypeptidase U have been prepared. We present a successful design strategy using cyclic, low basicity guanidine mimetics resulting in potent, selective and bioavailable inhibitors of carboxypeptidase U (TAFla). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.039
• 作为产物：
  描述：

  6-氨基烟酸 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 氯化亚砜 、 四溴化碳 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 、 叔丁醇 为溶剂， 反应 105.17h， 生成 2-(6-tert-butoxycarbonylaminopyridin-3-ylmethyl)-2-methylmalonic acid tert-butyl ester ethyl ester
  参考文献：
  名称：

  Design and synthesis of potent, orally active, inhibitors of carboxypeptidase U (TAFIa)

  摘要：

  A series of 3-mercapto-propionic acid derivatives that function as reversible inhibitors of carboxypeptidase U have been prepared. We present a successful design strategy using cyclic, low basicity guanidine mimetics resulting in potent, selective and bioavailable inhibitors of carboxypeptidase U (TAFla). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.039

文献信息

• [EN] MACROCYCLIC UREA DERIVATIVES AS INHIBITORS OF TAFIA, THEIR PREPARATION AND THEIR USE AS PHARMACEUTICALS<br/>[FR] DÉRIVÉS D'URÉE MACROCYCLIQUES UTILES EN TANT QU'INHIBITEURS DE TAFIA, LEUR PREPARATION ET LEUR UTILISATION EN TANT QUE PRODUITS PHARMACEUTIQUES
  申请人：SANOFI SA

  公开号：WO2014198620A1

  公开（公告）日：2014-12-18

  The present invention relates to macrocydic urea derivatives of the formula I (I) in which R1, R2, R3, V and Y are as defined below. The compounds of the formula I are inhibitors of the enzyme TAFIa (activated thrombin-activatable fibrinolysis inhibitor). The invention further relates to the process for the preparation of the compounds of formula I and to the use thereof as medicaments.

  本发明涉及公式I（I）的大环脲衍生物，其中R1、R2、R3、V和Y如下所定义。公式I的化合物是TAFIa酶（活化的凝血酶可激活纤溶抑制剂）的抑制剂。本发明还涉及制备公式I化合物的方法以及将其用作药物的用途。
• [EN] NEW COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES
  申请人：ASTRAZENECA AB

  公开号：WO2000066557A1

  公开（公告）日：2000-11-09

  The present invention relates to compounds of Formula (I), and pharmaceutically acceptable salts or solvates thereof, or solvates of such salts, which compounds inhibit carboxypeptidase U and thus can be used in the prevention and treatment of diseases associated with carboxypeptidase U. In further aspects, the invention relates to compounds of the invention for use in therapy; to processes for preparation of such new compounds; to pharmaceutical compositions containing at least one compound of the invention, or a pharmaceutically acceptable salt or solvate thereof, as active ingredient; and to the use of the active compounds in the manufacture of medicaments for the medical use indicated above.

  本发明涉及式(I)的化合物，以及其药学上可接受的盐或溶剂，或这些盐的溶剂，这些化合物抑制羧肽酶U，因此可用于预防和治疗与羧肽酶U相关的疾病。在进一步方面，本发明涉及用于治疗的本发明化合物；制备这些新化合物的过程；包含本发明化合物中至少一种，或其药学上可接受的盐或溶剂的制药组合物，作为活性成分；以及在制造上述医疗用途的药物中使用活性化合物。
• Pyridine mercapto carboxylic acids as carboxypeptidase U inhibitors
  申请人：Astrazeneca AB

  公开号：US07071175B1

  公开（公告）日：2006-07-04

  The present invention relates to compounds of Formula I, and pharmaceutically acceptable salts or solvates thereof, or solvates of such salts, which compounds inhibit carboxypeptidase U and thus can be used in the prevention and treatment of diseases associated with carboxypeptidase U. In further aspects, the invention relates to compounds of the invention for use in therapy; to processes for preparation of such new compounds: to pharmaceutical compositions containing at least one compound of the invention, or a pharmaceutically acceptable salt or solvate thereof, as active ingredient; and to the use of the active compounds in the manufacture of medicaments for the medical use indicated above.

  本发明涉及式I的化合物，以及其药学上可接受的盐或溶剂或这些盐的溶剂，这些化合物抑制羧肽酶U，因此可用于预防和治疗与羧肽酶U相关的疾病。在进一步方面，本发明涉及用于治疗的本发明化合物；制备这种新化合物的过程；包含本发明化合物中至少一种作为活性成分的药物组合物；以及在制造上述医疗用途的药物中使用活性化合物。
• Macrocyclic Urea Derivatives as Inhibitors of TAFIa, Their Preparation and Their Use as Pharmaceuticals
  申请人：SANOFI

  公开号：US20160137618A1

  公开（公告）日：2016-05-19

  The present invention relates to macrocydic urea derivatives of the formula I (I) in which R1, R2, R3, V and Y are as defined below. The compounds of the formula I are inhibitors of the enzyme TAFIa (activated thrombin-activatable fibrinolysis inhibitor). The invention further relates to the process for the preparation of the compounds of formula I and to the use thereof as medicaments.

  本发明涉及公式I（I）的大环脲衍生物，其中R1，R2，R3，V和Y的定义如下。公式I的化合物是TAFIa（激活的凝血酶可激活纤溶抑制剂）酶的抑制剂。本发明还涉及制备公式I化合物的过程以及将其用作药物的用途。
• NEW COMPOUNDS
  申请人：AstraZeneca AB

  公开号：EP1180098A1

  公开（公告）日：2002-02-20