4-(2-tert-butoxycarbonylaminoethylamino)piperidine-1-carboxylic acid benzyl ester | 864293-75-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2-tert-butoxycarbonylaminoethylamino)piperidine-1-carboxylic acid benzyl ester
• 英文别名: benzyl 4-((2-((tert-butoxycarbonyl)amino)ethyl)amino)piperidine-1-carboxylate；benzyl 4-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)piperidin-1-carboxylate；Benzyl 4-[(2-{[(tert-butoxy)carbonyl]amino}ethyl)-amino]piperidine-1-carboxylate；benzyl 4-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethylamino]piperidine-1-carboxylate
• CAS: 864293-75-4
• 化学式: C₂₀H₃₁N₃O₄
• 分子量: 377.484
• InChiKey: MMPPFABFCSYSQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  79.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2-tert-butoxycarbonylaminoethylamino)piperidine-1-carboxylic acid benzyl ester 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 5.0h， 以85%的产率得到benzyl 4-[(2-aminoethyl)amino]piperidine-1-carboxylate dihydrochloride
  参考文献：
  名称：

  Discovery of a Tetrahydropyrimidin-2(1H)-one Derivative (TAK-442) as a Potent, Selective, and Orally Active Factor Xa Inhibitor

  摘要：

  Coagulation enzyme factor Xa (FXa) is a particularly promising target for the development of new anticoagulant agents. We previously reported the imidazo[1,5-c]imidazol-3-one derivative 1 as a potent and orally active FXa inhibitor. However, it was found that 1 predominantly undergoes hydrolysis upon incubation with human liver microsomes, and the human specific metabolic pathway made it difficult to predict the human pharmacokinetics. To address this issue, our synthetic efforts were focused on modification of the imidazo[1,5-c]imidazol-3-one moiety of the active metabolite 3a, derived from 1, which resulted in the discovery of the tetrahydropyrimidin-2(1H)-one derivative 5k as a highly potent and selective FXa inhibitor. Compound 5k showed no detectable amide bond cleavage in human liver microsomes, exhibited a good pharmacokinetic profile in monkeys, and had a potent antithrombotic efficacy in a rabbit model without prolongation of bleeding time. Compound 5k is currently under clinical development with the code name TAK-442.

  DOI：

  10.1021/jm901699j
• 作为产物：
  描述：

  1-Cbz-4-哌啶酮 、 N-叔丁氧羰基-1,2-乙二胺 在 sodium cyanoborohydride 作用下， 以 二氯甲烷 为溶剂， 以61%的产率得到4-(2-tert-butoxycarbonylaminoethylamino)piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  [EN] INDOLE DERIVATIVES AS EFFLUX PUMP INHIBITORS
  [FR] DÉRIVÉS D'INDOLE UTILISÉS EN TANT QU'INHIBITEURS DE POMPE D'EFFLUX

  摘要：

  本文披露了以下式(I)的化合物及其盐。还披露了包含式I化合物的组合物和用于治疗或预防细菌感染的式I化合物。

  公开号：

  WO2018165611A1

文献信息

• [EN] BETA-LACTAMASE INHIBITORS<br/>[FR] INHIBITEURS DE BÊTA-LACTAMASE
  申请人：VENATORX PHARMACEUTICALS INC

  公开号：WO2014151958A1

  公开（公告）日：2014-09-25

  Described herein are compounds and compositions that modulate the activity of beta-lactamases. In some embodiments, the compounds described herein inhibit beta-lactamase. In certain embodiments, the compounds described herein are useful in the treatment of bacterial infections.

  本文描述了一些能够调节β-内酰胺酶活性的化合物和组合物。在某些实施例中，所述化合物能够抑制β-内酰胺酶。在特定实施例中，所述化合物在治疗细菌感染方面具有用处。
• Cyclic Amide Derivative, and Its Production and Use
  申请人：Kubo Keiji

  公开号：US20070244118A1

  公开（公告）日：2007-10-18

  The present invention provides a cyclic amide derivative useful as a drug for treating thrombosis, which is represented by the formula (I)-: wherein R 1 represents an optionally substituted cyclic hydrocarbon group or an optionally substituted heterocyclic group, W represents a bond or an optionally substituted divalent chain hydrocarbon group, a represents 0, 1, or 2, X 1 represents an optionally substituted lower alkylene or an optionally substituted lower alkenylene, Y 1 represents —C(O)—, —S(O)— or —S(O) 2 —, A represents a piperazine ring which may be further substituted or a piperidine ring which may be further substituted, X 2 represents a bond or an optionally substituted lower alkylene, Y 2 represents —C(O)—, —S(O)—, —S(O) 2 — or —C(═NR 7 )—, X 3 represents an optionally substituted C 1-4 alkylene or an optionally substituted C 2-4 alkenylene, Z 3 represents —N(R 4 )—, —O— or a bond, Z 1 represents —C(R 2 )(R 2′ )—, —N(R 2 )—, etc., and Z 2 represents —C(R 3 )(R 3′ )—, —N(R 3 )—, etc., or a salt thereof.

  本发明提供了一种环酰胺衍生物，用作治疗血栓的药物，其化学式表示为(I)-:其中R1表示可选取代的环烃基或可选取代的杂环基，W表示键或可选取代的二价链烃基，a表示0、1或2，X1表示可选取代的较低烷基或可选取代的较低烯基，Y1表示—C(O)—、—S(O)—或—S(O)2—，A表示可进一步取代的哌嗪环或可进一步取代的哌啶环，X2表示键或可选取代的较低烷基，Y2表示—C(O)—、—S(O)—、—S(O)2—或—C(═NR7)—，X3表示可选取代的C1-4烷基或可选取代的C2-4烯基，Z3表示—N(R4)—、—O—或键，Z1表示—C(R2)(R2′)—、—N(R2)—等，Z2表示—C(R3)(R3′)—、—N(R3)—等，或其盐。
• Cyclic amide derivative, and its production and use
  申请人：Kubo Keiji

  公开号：US20080255352A1

  公开（公告）日：2008-10-16

  The present invention provides a cyclic amide derivative useful as a drug for treating thrombosis, which is represented by the formula (I): wherein R 1 represents an optionally substituted cyclic hydrocarbon group or an optionally substituted heterocyclic group, W represents a bond or an optionally substituted divalent chain hydrocarbon group, a represents 0, 1, or 2, X 1 represents an optionally substituted lower alkylene or an optionally substituted lower alkenylene, Y 1 represents —C(O)—, —S(O)— or —S(O) 2 —, A represents a piperazine ring which may be further substituted or a piperidine ring which may be further substituted, X 2 represents a bond or an optionally substituted lower alkylene, Y 2 represents —C(O)—, —S(O)—, —S(O) 2 — or —C(═NR 7 )—, X 3 represents an optionally substituted C 1-4 alkylene or an optionally substituted C 2-4 alkenylene, Z 3 represents —N(R 4 )—, —O— or a bond, Z 1 represents —C(R 2 )(R 2′ )—, —N(R 2 )—, etc., and Z 2 represents —C(R 3 )(R 3′ )—, —N(R 3 )—, etc., or a salt thereof.

  本发明提供了一种用于治疗血栓症的环酰胺衍生物，其化学式表示为(I)：其中，R1代表可选取代的环烃基或可选取代的杂环基，W代表键或可选取代的双价链烃基，a代表0、1或2，X1代表可选取代的较低烷基烯基或可选取代的较低烷基，Y1代表—C（O）—、—S（O）—或—S（O）2—，A代表可进一步取代的哌嗪环或可进一步取代的吡啶环，X2代表键或可选取代的较低烷基，Y2代表—C（O）—、—S（O）—、—S（O）2—或—C（═NR7）—，X3代表可选取代的C1-4烷基或可选取代的C2-4烯基，Z3代表—N（R4）—、—O—或键，Z1代表—C（R2）（R2′）—、—N（R2）—等，Z2代表—C（R3）（R3′）—、—N（R3）—等，或其盐。
• CYCLIC AMIDE DERIVATIVE, AND ITS PRODUCTION AND USE
  申请人：KUBO Keiji

  公开号：US20100160629A1

  公开（公告）日：2010-06-24

  The present invention provides a cyclic amide derivative useful as a drug for treating thrombosis, which is represented by the formula (I): wherein R 1 represents an optionally substituted cyclic hydrocarbon group or an optionally substituted heterocyclic group, W represents a bond or an optionally substituted divalent chain hydrocarbon group, a represents 0, 1, or 2, X 1 represents an optionally substituted lower alkylene or an optionally substituted lower alkenylene, Y 1 represents —C(O)—, —S(O)— or —S(O) 2 —, A represents a piperazine ring which may be further substituted or a piperidine ring which may be further substituted, X 2 represents a bond or an optionally substituted lower alkylene, Y 2 represents —C(O)—, —S(O)—, —S(O) 2 — or —C(═NR 7 )—, X 3 represents an optionally substituted C 1-4 alkylene or an optionally substituted C 2-4 alkenylene, Z 3 represents —N(R 4 )—, —O— or a bond, Z 1 represents —C(R 2 )(R 2′ )—, —N(R 2 )—, etc., and Z 2 represents —C(R 3 )(R 3′ )—, —N(R 3 )—, etc., or a salt thereof.

  本发明提供了一种环酰胺衍生物，可用作治疗血栓症的药物，其化学式为(I)，其中R1代表可选取代的环烃基或可选取代的杂环基，W代表键或可选取代的二价链烃基，a代表0、1或2，X1代表可选取代的较低烷基或可选取代的较低烯基，Y1代表—C(O)—、—S(O)—或—S(O)2—，A代表可能进一步取代的哌嗪环或可能进一步取代的哌啶环，X2代表键或可选取代的较低烷基，Y2代表—C(O)—、—S(O)—、—S(O)2—或—C(═NR7)—，X3代表可选取代的C1-4烷基或可选取代的C2-4烯基，Z3代表—N(R4)—、—O—或键，Z1代表—C(R2)(R2′)—、—N(R2)—等，Z2代表—C(R3)(R3′)—、—N(R3)—等，或其盐。
• BETA-LACTAMASE INHIBITORS
  申请人：VENATORX PHARMACEUTICALS, INC.

  公开号：US20160024121A1

  公开（公告）日：2016-01-28

  Described herein are compounds and compositions that modulate the activity of beta-lactamases. In some embodiments, the compounds described herein inhibit beta-lactamase. In certain embodiments, the compounds described herein are useful in the treatment of bacterial infections.

  本文介绍了一些调节β-内酰胺酶活性的化合物和组合物。在某些实施例中，所述化合物抑制β-内酰胺酶。在某些实施例中，所述化合物可用于治疗细菌感染。