2-acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-5-vinylpyridin-3-yl)propionic acid ethyl ester | 305329-93-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-5-vinylpyridin-3-yl)propionic acid ethyl ester
• 英文别名: Ethyl 2-(acetylsulfanylmethyl)-3-[5-ethenyl-6-[(2-methylpropan-2-yl)oxycarbonylamino]pyridin-3-yl]propanoate
• CAS: 305329-93-5
• 化学式: C₂₀H₂₈N₂O₅S
• 分子量: 408.519
• InChiKey: BTQIPYSXSAMMJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-5-vinylpyridin-3-yl)propionic acid ethyl ester 在 臭氧 、 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 3-(6-tert-butoxycarbonylamino-5-hydroxymethylpyridin-3-yl)-2-sulfanylmethylpropionic acid ethyl ester 、 2-Acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-5-hydroxymethyl-pyridin-3-yl)-propionic acid 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
• 作为产物：
  描述：

  2-(6-tert-butoxycarbonylamino-5-vinylpyridin-3-ylmethyl)acrylic acid ethyl ester 、 硫代乙酸 在 三乙胺 作用下， 以70%的产率得到2-acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-5-vinylpyridin-3-yl)propionic acid 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] 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。
• NEW COMPOUNDS
  申请人：AstraZeneca AB

  公开号：EP1180098A1

  公开（公告）日：2002-02-20
• US7071175B1
  申请人：——

  公开号：US7071175B1

  公开（公告）日：2006-07-04
• Design and synthesis of potent, orally active, inhibitors of carboxypeptidase U (TAFIa)
  作者：Magnus O. Polla、Louise Tottie、Carita Nordén、Marcel Linschoten、Djordje Müsil、Susanne Trumpp-Kallmeyer、Inger R. Aukrust、Rune Ringom、Kjetil H. Holm、Siren M. Neset、Marcel Sandberg、John Thurmond、Peng Yu、Georgeta Hategan、Herb Anderson

  DOI：10.1016/j.bmc.2003.12.039

  日期：2004.3

  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.