3-{4-tert-Butoxy-4-oxo-2(R)-{{2-[(2,2,2-trichloroethoxy)carbonylamino]-4-thiazolyl}methyl}butyl}-4(S)-(1-methylethyl)-2-oxazolidinone | 160447-20-1

• 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: 3-{4-tert-Butoxy-4-oxo-2(R)-{{2-[(2,2,2-trichloroethoxy)carbonylamino]-4-thiazolyl}methyl}butyl}-4(S)-(1-methylethyl)-2-oxazolidinone
• 英文别名: tert-butyl (3R)-3-[[(4S)-2-oxo-4-propan-2-yl-1,3-oxazolidin-3-yl]methyl]-4-[2-(2,2,2-trichloroethoxycarbonylamino)-1,3-thiazol-4-yl]butanoate
• CAS: 160447-20-1
• 化学式: C₂₁H₃₀Cl₃N₃O₆S
• 分子量: 558.911
• InChiKey: OVQMVIGVVHLXRX-UKRRQHHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  135
• 氢给体数：
  1
• 氢受体数：
  8

文献信息

• N-(Hydroxyethyl)butanediamide derivatives as renin inhibitors
  申请人：BIO-MEGA/BOEHRINGER INGELHEIM RESEARCH INC.

  公开号：EP0589446A1

  公开（公告）日：1994-03-30

  Disclosed herein are compounds of the formula:         A-N(R¹)C(O)CH₂CHR²C(O)-B wherein A is an oxygen-bearing radical selected from the group consisting of: (a) HO-CH(R³)CH₂ wherein R³ is, for example, hydrogen, lower alkyl, lower cycloalkyl, phenyl or an unsubstituted five- or six-membered heterocyclic ring containing one or two heteroatoms selected from the group of N, O or S; (b) HO-CH₂CH(R⁴) wherein R⁴ is, for example, lower alkyl or phenyl(lower)alkyl; and (c) HO-CR⁵(R⁶)CH₂ wherein each of R⁵ and R⁶ is lower alkyl; or R⁵ and R⁶ together with the carbon atom to which they are attached form a 1,1-(lower cycloalkanediyl), 1,1-(4-hydroxycyclohexanediyl) or 1,1-(4-oxocyclohexanediyl); (d) (lower alkoxy)CR5A(R6A)CH₂ wherein each of R5A and R6A is lower alkyl; or R5A and R6A together with the carbon atom to which they are attached form a 1,1-(lower cycloalkanediyl); and (e) (lower alkyl)C(O)CH₂; R¹ is, for example, benzyl, alkyl, a substituted alkyl such as cyclohexylmethyl, or R⁷R⁸NC(O)CH₂ wherein R⁷ and R⁸ are alkyl such as methyl or ethyl; R² is, for example, alkyl, cycloalkylmethyl, 1H-imidazol-4-ylmethyl, 4-thiazolylmethyl or (2-amino-4-thiazolyl)methyl; and B is a renin substrate transition state mimic, for example, [1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]amino. The compounds inhibit renin activity and are indicated for the treatment of hypertension and congestive heart failure.

  这里公开的是式中的化合物： A-N(R¹)C(O)CH₂CHR²C(O)-B 其中 A 是选自以下组别的含氧自由基(a) HO-CH(R³)CH₂ 其中 R³ 例如是氢、低级烷基、低级环烷基、苯基或含有选自 N、O 或 S 组的一个或两个杂原子的未取代的五元或六元杂环； (b) HO-CH₂CH(R⁴) 其中 R⁴ 例如是低级烷基或苯基（低级）烷基；(c) HO-CR⁵(R⁶)CH₂，其中 R⁵ 和 R⁶ 均为低级烷基；或 R⁵ 和 R⁶ 与它们所连接的碳原子一起形成 1,1-(低级环烷二基)、1,1-(4-羟基环己烷二基)或 1,1-(4-氧代环己烷二基)；(d) (低级烷氧基)CR5A(R6A)CH₂，其中 R5A 和 R6A 各为低级烷基；或 R5A 和 R6A 与它们所连接的碳原子一起形成 1,1-(低级环烷二基)；(e) (低级烷基)C(O)CH₂；R¹例如是苄基、烷基、取代的烷基如环己基甲基，或 R⁷R⁸NC(O)CH₂，其中 R⁷ 和 R⁸ 是烷基如甲基或乙基；R² 是例如烷基、环烷基甲基、1H-咪唑-4-基甲基、4-噻唑基甲基或（2-氨基-4-噻唑基）甲基；以及 B 是肾素底物过渡态模拟物，例如[1(S)-(环己基甲基)-2(R),3(S)-二羟基-5-甲基己基]氨基。这些化合物可抑制肾素活性，适用于治疗高血压和充血性心力衰竭。
• Renin Inhibiting N-(2-Amino-2-oxoethyl)Butanediamide Derivatives
  申请人：BIO-MEGA/BOEHRINGER INGELHEIM RESEARCH INC.

  公开号：EP0589445A1

  公开（公告）日：1994-03-30

  Disclosed herein are compounds of the formula:         A-N(R¹)C(O)CH₂CHR²C(O)-B wherein A is R³R⁴NC(O)CH₂ wherein, for example, R³ is hydrogen or alkyl and R⁴ is hydrogen, alkyl or a substituted alkyl such as 2-(2-pyridinyl)ethyl, or R³ and R⁴ together with the nitrogen atom to which they are attached form a pyrrolidino, piperidino, morpholino or thiomorpholino; R¹ is, for example, benzyl, alkyl or a substituted alkyl such as cyclohexylmethyl; R² is, for example, alkyl, cycloalkylmethyl, 1H-imidazol-4-ylmethyl, 4-thiazolylmethyl or (2-amino-4-thiazolyl)methyl; and B is a renin substrate transition state analog, for example, [1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl]amino. The compounds inhibit renin activity and are indicated for the treatment of hypertension and congestive heart failure.

  这里公开的是式中的化合物： A-N(R¹)C(O)CH₂CHR²C(O)-B 其中 A 是 R³R⁴NC(O)CH₂，例如，R³是氢或烷基，R⁴是氢、烷基或取代的烷基，如 2-(2-吡啶基)乙基，或 R³ 和 R⁴ 与它们所连接的氮原子一起形成吡咯烷基、哌啶基、吗啉基或硫代吗啉基；R¹例如是苄基、烷基或取代的烷基，如环己基甲基；R²例如是烷基、环烷基甲基、1H-咪唑-4-基甲基、4-噻唑基甲基或（2-氨基-4-噻唑基）甲基；B是肾素底物过渡态类似物，例如[1(S)-(环己基甲基)-2(R),3(S)-二羟基-5-甲基己基]氨基。这些化合物可抑制肾素活性，适用于治疗高血压和充血性心力衰竭。
• US5541163A
  申请人：——

  公开号：US5541163A

  公开（公告）日：1996-07-30
• US5554634A
  申请人：——

  公开号：US5554634A

  公开（公告）日：1996-09-10
• US5565476A
  申请人：——

  公开号：US5565476A

  公开（公告）日：1996-10-15