3-cyano-3-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanoic acid ethyl ester | 155308-37-5

• 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: 3-cyano-3-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanoic acid ethyl ester
• 英文别名: ethyl 3-cyano-3-(3,4-dichlorophenyl)-5-(tetrahydropyran-2-yloxy)pentanoate；3-Cyano-3-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yloxy)-pentanoic acid ethyl ester；ethyl 3-cyano-3-(3,4-dichlorophenyl)-5-(oxan-2-yloxy)pentanoate
• CAS: 155308-37-5
• 化学式: C₁₉H₂₃Cl₂NO₄
• 分子量: 400.302
• InChiKey: QKYKUDJXZJWOOS-UHFFFAOYSA-N

物化性质

• 沸点：
  534.2±50.0 °C(predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-cyano-3-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanoic acid ethyl ester 在 镍 lithium aluminium tetrahydride 、 氢气 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 4-(3,4-dichloro-phenyl)-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pyrrolidine
  参考文献：
  名称：

  4-Amino-2-(aryl)-butylbenzamides and Their conformationally constrained analogues. Potent antagonists of the human neurokinin-2 (NK2) receptor

  摘要：

  A library, evaluating a range of piperazines, piperidines and acyclic amines, as replacements for the 4-hydroxy-4-phenylpiperidine moiety in lead (1b) was prepared. These efforts identified the 4-((N)-benzimidazolone)piperidine analogue (2a) which was further optimised using classical single-compound synthesis to yield the 3-((N)-morpholino)azetidine (2j). Conformationally constrained analogues of (2j), generally offered no potency advantage in this particular series. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00343-3
• 作为产物：
  描述：

  2-(2-溴乙氧基)四氢吡喃 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-cyano-3-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanoic acid ethyl ester
  参考文献：
  名称：

  4-Amino-2-(aryl)-butylbenzamides and Their conformationally constrained analogues. Potent antagonists of the human neurokinin-2 (NK2) receptor

  摘要：

  A library, evaluating a range of piperazines, piperidines and acyclic amines, as replacements for the 4-hydroxy-4-phenylpiperidine moiety in lead (1b) was prepared. These efforts identified the 4-((N)-benzimidazolone)piperidine analogue (2a) which was further optimised using classical single-compound synthesis to yield the 3-((N)-morpholino)azetidine (2j). Conformationally constrained analogues of (2j), generally offered no potency advantage in this particular series. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00343-3

文献信息

• 3-Azetidinylalkylpiperidines or -pyrrolidines as tachykinin antagonists
  申请人：Pfizer Inc.

  公开号：US06242438B1

  公开（公告）日：2001-06-05

  The present invention provides compounds of formula (I) and the pharmaceutically acceptable salts thereof. Such compounds and salts are tachykinin antagonists.

  本发明提供了式(I)的化合物及其药用盐。这些化合物和盐是催吐肽拮抗剂。
• Heterocyclic compounds, method of preparing them and pharmaceutical
  申请人：Sanofi

  公开号：US05656639A1

  公开（公告）日：1997-08-12

  The invention relates to compounds of the formula ##STR1## in which: m is 2 or 3; n is 0, 1 or 2; Am is ##STR2## R.sub.1 is a (C.sub.1 -C.sub.4)-alkyl or a benzyl; R.sub.2 is a substituted or unsubstituted phenyl; x is zero or one; Ar is a substituted or unsubstituted phenyl, a naphthyl or an indolyl; Z is a substituted or unsubstituted phenyl; and A.sup..crclbar. is an anion; the salts thereof, where appropriate, with mineral or organic acids and the solvates thereof, where appropriate. These compounds have a strong affinity for the NK.sub.1 receptor and are useful for preparing drugs for the treatment of substance P-dependent pathological conditions.

  本发明涉及以下式子的化合物：##STR1## 其中：m为2或3；n为0、1或2；Am为##STR2## R1为(C1-C4)-烷基或苄基；R2为取代或未取代的苯基；x为零或一；Ar为取代或未取代的苯基、萘基或吲哚基；Z为取代或未取代的苯基；A.sup..crclbar.为阴离子；以及相应的矿物酸或有机酸盐和溶剂化物。这些化合物具有对NK.sub.1受体的强亲和力，并且可用于制备用于治疗物质P依赖性病理状况的药物。
• Heterocyclic compounds method of preparing them and pharmeutical
  申请人：Sanofi

  公开号：US05859029A1

  公开（公告）日：1999-01-12

  This invention relates to compounds with strong affinity for NK.sub.1 receptor and useful for preparing drugs for treating substance P-dependent pathological conditions having the formula ##STR1## in which: m is two or three; n is 0; Am is a group ##STR2## R.sub.2 is a phenyl which is unsubstituted or monosubstituted or polysubstituted by a halogen atom, a hydroxyl, a (C.sub.1 -C.sub.4)-alkoxy, a (C.sub.1 -C.sub.4)-alkyl or a trifluoromethyl, said substituents being identical or different; X is a hydrogen atom or a hydroxyl group; x is zero or one; Ar is a phenyl which is unsubstituted or monosubstituted or polysubstituted by a halogen atom; a naphthyl; or an indolyl; Z is a phenyl which is disubstituted or polysubstituted by a trifluoromethyl; and the salts thereof with mineral or organic acids and the solvates thereof.

  本发明涉及具有强烈亲和力的化合物，可用于制备用于治疗物质P依赖性病理状况的药物，其化学式为 ##STR1## 其中：m为二或三；n为0；Am为一个基团 ##STR2## R2为一个苯基，该苯基未取代或单取代或多取代，所述取代基是卤原子、羟基、(C.sub.1-C.sub.4)-烷氧基、(C.sub.1-C.sub.4)-烷基或三氟甲基，所述取代基相同或不同；X为氢原子或羟基；x为零或一；Ar为一个苯基，该苯基未取代或单取代或多取代，所述取代基是卤原子；萘基；或吲哚基；Z为一个苯基，该苯基二取代或多取代，所述取代基为三氟甲基；以及与矿物酸或有机酸的盐和其溶剂化物。
• SUBSTITUTED PYRROLIDIN-3-YL-ALKYL-PIPERIDINES USEFUL AS TACHYKININ ANTAGONISTS
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0696280B1

  公开（公告）日：1997-09-24
• NOVEL SUBSTITUTED PIPERIDINES USEFUL FOR THE TREATMENT OF ALLERGIC DISEASES
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0777666A1

  公开（公告）日：1997-06-11