(cyclohexylamino)acetic acid phenylmethyl ester monohydrochloride | 126111-00-0

• 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: (cyclohexylamino)acetic acid phenylmethyl ester monohydrochloride
• 英文别名: cyclohexylamino-acetic acid benzyl ester hydrochloride；benzyl 2-(cyclohexylamino)acetate;hydrochloride
• CAS: 126111-00-0
• 化学式: C₁₅H₂₁NO₂*ClH
• 分子量: 283.798
• InChiKey: NCDRSRUEEDOAJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-<oxy>-6-<<(phenylmethoxy)carbonyl>amino>hexanoic acid 、 (cyclohexylamino)acetic acid phenylmethyl ester monohydrochloride 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以52%的产率得到(S)-oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>amino>acetic acid phenylmethyl ester
  参考文献：
  名称：

  (Phosphinyloxy)acyl amino acid inhibitors of angiotensin converting enzyme. 2. Terminal amino acid analogs of (S)-1-[6-amino-2-[[hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxohexyl]-L-proline

  摘要：

  Analogues of (S)-1-[6-amino-2[[hydroxy(4-phenylbutyl)phosphinyl] oxy]-1-oxohexyl]-L-proline (1, SQ 29,852) in which the terminal proline residue has been replaced by a variety of substituted and heteroatom-substituted prolines, N-arylglycines, N-cycloalkylglycines, and bicyclic amino acids have been synthesized and evaluated as inhibitors of angiotensin converting enzyme in vitro and in vivo. In general, the addition of lipophilic substituents to the 4-position of proline of the parent phosphonate 1 resulted in substantial increases in in vitro activity. The largest improvements were observed in the case of cis-benzyl (36-fold) and dithioketal (24-fold) analogues 2r and 2x, respectively. These enhancements of in vitro activity were accompanied by modest increases (2-3.5-fold) in in vivo (iv) activity. Among the various terminal amino acid replacements examined in this study, the indoline-based analogue 2i was by far the most potent compound on iv administration in the normotensive rat.

  DOI：

  10.1021/jm00167a028
• 作为产物：
  描述：

  甘氨酸苄酯盐酸盐 、 环己酮 生成 (cyclohexylamino)acetic acid phenylmethyl ester monohydrochloride
  参考文献：
  名称：

  NOVEL 2-AMINO-3,4-DIHYDRO-PYRIDO[3,4-D]PYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF beta-SECRETASE (BACE)

  摘要：

  本发明涉及新颖的2-氨基-3,4-二氢-吡啶[3,4-d]嘧啶衍生物，含有它们的制药组合物以及它们在治疗阿尔茨海默病（AD）和相关疾病中的应用。本发明的化合物是β-分泌酶的抑制剂，也称为β-位点剪切酶和BACE，BACE1，Asp2和memapsin2。

  公开号：

  US20070259898A1

文献信息

• NOVEL 2-AMINO-3,4-DIHYDRO-PYRIDO[3,4-D]PYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF beta-SECRETASE (BACE)
  申请人：Baxter E. Ellen

  公开号：US20070259898A1

  公开（公告）日：2007-11-08

  The present invention is directed to novel 2-amino-3,4-dihydro-pyrido[3,4-d]pyrimidine derivatives, pharmaceutical compositions containing them and their use in the treatment of Alzheimer's disease (AD) and related disorders. The compounds of the invention are inhibitors of β-secretase, also known as β-site cleaving enzyme and BACE, BACE1, Asp2 and memapsin2.

  本发明涉及新颖的2-氨基-3,4-二氢-吡啶[3,4-d]嘧啶衍生物，含有它们的制药组合物以及它们在治疗阿尔茨海默病（AD）和相关疾病中的应用。本发明的化合物是β-分泌酶的抑制剂，也称为β-位点剪切酶和BACE，BACE1，Asp2和memapsin2。
• KARANEWSKY, DONALD S.;BADIA, MICHAEL C.;CUSHMAN, DAVID W.;DEFORREST, JACK+, J. MED. CHEM., 33,(1990) N, C. 1459-1469
  作者：KARANEWSKY, DONALD S.、BADIA, MICHAEL C.、CUSHMAN, DAVID W.、DEFORREST, JACK+

  DOI：——

  日期：——
• 2-AMINO-3,4-DIHYDRO-PYRIDOÝ3,4-D¨PYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF BETA-SECRETASE (BACE)
  申请人：Janssen Pharmaceutica NV

  公开号：EP1966198A1

  公开（公告）日：2008-09-10
• 2-AMINO-3,4-DIHYDRO-PYRIDO[3,4-D]PYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF BETA-SECRETASE (BACE)
  申请人：Janssen Pharmaceutica NV

  公开号：EP1966198B1

  公开（公告）日：2011-03-16
• US6153609A
  申请人：——

  公开号：US6153609A

  公开（公告）日：2000-11-28