phenyl N-[5-[4-(4-chlorophenyl)-4-hydroxypiperidino]-2,2-diphenylpentyl]carbamate | 193541-41-2

• 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: phenyl N-[5-[4-(4-chlorophenyl)-4-hydroxypiperidino]-2,2-diphenylpentyl]carbamate
• 英文别名: phenyl N-[5-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,2-diphenylpentyl]carbamate
• CAS: 193541-41-2
• 化学式: C₃₅H₃₇ClN₂O₃
• 分子量: 569.143
• InChiKey: QOFOVACGAJRDSX-UHFFFAOYSA-N

物化性质

• 沸点：
  708.5±60.0 °C(Predicted)
• 密度：
  1.206±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  环己甲胺 、 phenyl N-[5-[4-(4-chlorophenyl)-4-hydroxypiperidino]-2,2-diphenylpentyl]carbamate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-{5-[4-(4-Chloro-phenyl)-4-hydroxy-piperidin-1-yl]-2,2-diphenyl-pentyl}-3-cyclohexylmethyl-urea
  参考文献：
  名称：

  Discovery and Structure−Activity Relationship of N-(Ureidoalkyl)-Benzyl-Piperidines As Potent Small Molecule CC Chemokine Receptor-3 (CCR3) Antagonists

  摘要：

  Structure-activity relationship (SAR) studies of initial screening hits from our corporate library of compounds and a structurally related series of CCR1 receptor antagonists were used to determine that an N-(alkyl)benzylpiperidine is an essential pharmacophore for selective CCR3 antagonists. Further SAR studies that introduced N-(ureidoalkyl) substituents improved the binding potency of these compounds from the micromolar to the low nanomolar range. This new series of compounds also displays highly potent, in vitro functional CCR3-mediated antagonism of eotaxin-induced Ca2+ mobilization and chemotaxis of human eosinophils.

  DOI：

  10.1021/jm0201767
• 作为产物：
  描述：

  5-[4-(4-chloro-phenyl)-4-hydroxy-piperidin-1-yl]-2,2-diphenyl-pentanenitrile 在 镍 氨 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 phenyl N-[5-[4-(4-chlorophenyl)-4-hydroxypiperidino]-2,2-diphenylpentyl]carbamate
  参考文献：
  名称：

  Discovery and Structure−Activity Relationship of N-(Ureidoalkyl)-Benzyl-Piperidines As Potent Small Molecule CC Chemokine Receptor-3 (CCR3) Antagonists

  摘要：

  Structure-activity relationship (SAR) studies of initial screening hits from our corporate library of compounds and a structurally related series of CCR1 receptor antagonists were used to determine that an N-(alkyl)benzylpiperidine is an essential pharmacophore for selective CCR3 antagonists. Further SAR studies that introduced N-(ureidoalkyl) substituents improved the binding potency of these compounds from the micromolar to the low nanomolar range. This new series of compounds also displays highly potent, in vitro functional CCR3-mediated antagonism of eotaxin-induced Ca2+ mobilization and chemotaxis of human eosinophils.

  DOI：

  10.1021/jm0201767

文献信息

• MELANIN CONCENTRATING HORMONE ANTAGONISTS
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP1219294A1

  公开（公告）日：2002-07-03

  A compound represented by the formula wherein Ar1 and Ar2 are each an aromatic group optionally having substituents, P and Q are each a divalent aliphatic hydrocarbon group which optionally contains ether oxygen or ether sulfur in a carbon chain and which optionally has substituents, R1 and R3 are each (i) a hydrogen atom, (ii) an acyl group or (iii) an hydrocarbon group optionally having substituents, R2 and R4 are each (i) a hydrogen atom, (ii) an alkyl group optionally having substituents or (iii) an alkylcarbonyl optionally having substituents, R1 and R2 or R3 and R4 each optionally forms, together with the adjacent nitrogen atom, a monocyclic or fused nitrogen-containing heterocyclic group optionally having substituents, j is 0 or 1, a salt thereof or a prodrug thereof are useful as melanin-concentrating hormone antagonists.

  一种由式表示的化合物 其中 Ar1 和 Ar2 分别是可选具有取代基的芳香基团，P 和 Q 分别是可选在碳链中含有醚氧或醚硫且可选具有取代基的二价脂肪族烃基，R1 和 R3 分别是 (i) 氢原子，(ii) 丙烯酸基团或 (iii) 可选具有取代基的烃基，R2 和 R4 分别是 (i) 氢原子，(ii) 可选具有取代基的烷基或 (iii) 可选具有取代基的烷基羰基，R1 和 R2 或 R3 和 R4 各自可选具有取代基的芳香基团、(R1和R2或R3和R4各自与相邻的氮原子一起形成单环或融合的含氮杂环基团，该杂环基团可选择具有取代基，j为0或1，其盐或原药可用作黑色素浓缩激素拮抗剂。
• [EN] DIPHENYLMETHANE DERIVATIVES AS MIP-1 alpha /RANTES RECEPTOR ANTAGONISTS<br/>[FR] DERIVES DE DIPHENYLMETHANE UTILISES COMME ANTAGONISTES DU RECEPTEUR MIP-1 alpha /RANTES
  申请人：TAKEDA CHEMICAL INDUSTRIES, LTD.

  公开号：WO1997024325A1

  公开（公告）日：1997-07-10

  (EN) An MIP-1$g(a)/RANTES-receptor antagonist which comprises the compound of formula (I), wherein Ar1 and Ar2 independently represent an optionally substituted aromatic group; Q1 and Q2 independently represent an optionally substituted divalent C1-6 aliphatic hydrocarbon group which may have either oxygen or sulfur within the carbon chain; R1 represents hydrogen atom, an optionally substituted lower alkyl group or an optionally substituted lower alkyl-carbonyl group; R2 represents an optionally substituted hydrocarbon group or an optionally substituted acyl group, or R1 and R2, taken together with the adjacent nitrogen atom, form an optionally substituted nitrogen containing heterocyclic group; and a group of formula (a) represents an optionally substituted nitrogen-containing mono or fused heterocyclic group, or a salt thereof.(FR) Un antagoniste du récepteur MIP-1$g(a)/RANTES comprend un composé de formule (I), dans laquelle: Ar1 et Ar2 représentent indépendamment un groupe aromatique éventuellement substitué; Q1 et Q2 représentent indépendamment un groupe hydrocarbure C1-6 aliphatique divalent éventuellement substitué pouvant contenir de l'oxygène ou du soufre dans la chaîne carbonée; R1 représente un atome d'hydrogène, un groupe alkyle inférieur éventuellement substitué ou un groupe alkyle inférieur-carbonyle éventuellement substitué; R2 représente un groupe hydrocarbure éventuellement substitué ou un groupe acyle éventuellement substitué, ou bien R1 et R2 forment ensemble, avec l'atome d'azote adjacent, un groupe hétérocyclique contenant de l'azote, éventuellement substitué; et le groupe de la formule (a) représente un groupe hétérocyclique mono ou fusionné contenant de l'azote, éventuellement substitué, ou un de ses sels.
• Discovery and Structure−Activity Relationship of N-(Ureidoalkyl)-Benzyl-Piperidines As Potent Small Molecule CC Chemokine Receptor-3 (CCR3) Antagonists
  作者：George V. De Lucca、Ui T. Kim、Curt Johnson、Brian J. Vargo、Patricia K. Welch、Maryanne Covington、Paul Davies、Kimberly A. Solomon、Robert C. Newton、George L. Trainor、Carl P. Decicco、Soo S. Ko

  DOI：10.1021/jm0201767

  日期：2002.8.1

  Structure-activity relationship (SAR) studies of initial screening hits from our corporate library of compounds and a structurally related series of CCR1 receptor antagonists were used to determine that an N-(alkyl)benzylpiperidine is an essential pharmacophore for selective CCR3 antagonists. Further SAR studies that introduced N-(ureidoalkyl) substituents improved the binding potency of these compounds from the micromolar to the low nanomolar range. This new series of compounds also displays highly potent, in vitro functional CCR3-mediated antagonism of eotaxin-induced Ca2+ mobilization and chemotaxis of human eosinophils.