α,α-diphenyl-1-(phenylmethyl)-4-piperidinemethanol | 114399-88-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: α,α-diphenyl-1-(phenylmethyl)-4-piperidinemethanol
• 英文别名: alpha,alpha-Diphenyl-1-(phenylmethyl)-4-piperidinemethanol；(1-benzylpiperidin-4-yl)-diphenylmethanol
• CAS: 114399-88-1
• 化学式: C₂₅H₂₇NO
• 分子量: 357.495
• InChiKey: KIIFKNNTRYRMTL-UHFFFAOYSA-N

物化性质

• 沸点：
  507.4±35.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α,α-diphenyl-1-(phenylmethyl)-4-piperidinemethanol 在 磷化氢 、 氢碘酸 作用下， 反应 7.5h， 以4 g的产率得到1-benzyl-4(diphenylmethyl)piperidine
  参考文献：
  名称：

  Benzylpiperazine Derivatives. VII. Studies on the Role of the Nitrogen Atom in the Cerebral Vasodilating Activity of 1-Benzyl-4-diphenylmethylpiperazine Derivatives

  摘要：

  制备1-苄基-4-二苯基甲基哌啶衍生物以研究氮原子在其脑血管舒张活性中的作用。药理学测试结果表明，哌啶衍生物与我们的测试系统中的哌嗪衍生物大致等效。提出了结构-活性分析。

  DOI：

  10.1248/cpb.35.4637
• 作为产物：
  描述：

  哌啶-4-甲酸乙酯 在 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 为溶剂， 反应 18.0h， 生成 α,α-diphenyl-1-(phenylmethyl)-4-piperidinemethanol
  参考文献：
  名称：

  Ram, Siya, Organic Preparations and Procedures International, 1994, vol. 26, # 3, p. 421 - 428

  摘要：

  DOI：

文献信息

• 4-[(.alpha.,.alpha.-diaryl)-hydroxymethyl]-1-piperidinylalkyl-cyclic
  申请人：A. H. Robins Company, Incorporated

  公开号：US04886794A1

  公开（公告）日：1989-12-12

  4-[(.alpha.,.alpha.-Diaryl)-hydroxymethyl]-1-piperidinylalkylcyclic carbamate derivatives having the formula: ##STR1## wherein; R is hydrogen, loweralkyl, cycloalkyl, phenyl and substituted phenyl; Ar and Ar.sup.1 are phenyl, substituted phenyl or pyridinyl; alk is a straight or branched hydrocarbon chain; R.sup.1 is loweralkyl substituted for hydrogen on a ring carbon. The compounds are useful antihistamines and in controlling allergic response.

  具有以下结构的4-[(.alpha.,.alpha.-二芳基)-羟甲基]-1-哌啶基烷基环状氨基甲酸酯衍生物的化学式：##STR1## 其中；R为氢、较低烷基、环烷基、苯基和取代苯基；Ar和Ar.sup.1为苯基、取代苯基或吡啶基；烷基为直链或支链烃链；R.sup.1为在环碳上取代氢的较低烷基。这些化合物对抗组织胺并控制过敏反应有用。
• 4-[diaryl)hydroxymethyl]-1-piperidinealkylcarboxylic acids, salts and
  申请人：A. H. Robins Company Incorporated

  公开号：US05057524A1

  公开（公告）日：1991-10-15

  Novel compounds useful in the treatment of allergic disorders and having the formula: ##STR1## where Ar and Ar.sup.1 are pyridinyl, phenyl, or substituted phenyl and where Y is --OH,--O.sup..crclbar. M.sup..sym. m,--O--loweralkyl, --O--Aryl, or NR.sup.1 R.sup.2 (R.sup.1, R.sup.2 .dbd.H, loweralkyl, aryl) are herein disclosed.

  新化合物在过敏性疾病治疗中有用，化学式为：##STR1## 其中Ar和Ar.sup.1为吡啶基、苯基或取代苯基，Y为--OH、--O.sup..crclbar. M.sup..sym. m、--O--较低烷基、--O--芳基或NR.sup.1 R.sup.2（R.sup.1、R.sup.2为H、较低烷基、芳基）在此披露。
• Synthesis and antiallergy activity of 4-(diarylhydroxymethyl)-1-[3-(aryloxy)propyl)piperidines and structurally related compounds
  作者：David A. Walsh、Stephen K. Franzyshen、John M. Yanni

  DOI：10.1021/jm00121a022

  日期：1989.1

  A series of 4-(diarylhydroxymethyl)-1-[3-(aryloxy)propyl]piperidines was synthesized and evaluated for antiallergy activity. Several analogues had potent activity in the passive foot anaphylaxis (PFA) assay, an IgE-mediated model useful in the detection of compounds possessing antiallergic activity. In particular 1-[4-[3-[4-[bis(4-fluorophenyl)hydroxymethyl]-1-piperidinyl] propoxy]-3-methoxyphenyl]ethanone

  合成了一系列的4-（二芳基羟甲基）-1- [3-（芳氧基）丙基]哌啶，并评估了其抗过敏活性。几种类似物在被动足过敏症（PFA）检测中具有有效活性，PFA检测是一种IgE介导的模型，可用于检测具有抗过敏活性的化合物。特别是1- [4- [3- [4- [双（4-氟苯基）羟甲基] -1-哌啶基]丙氧基] -3-甲氧基苯基]乙酮（1，AHR-5333）比奥沙米特和特非那定在这种测定。
• Arylalkylheterocyclic amines,N-substituted by aryloxyalkyl group in a
  申请人：A. H. Robins Company, Incorporated

  公开号：US04950674A1

  公开（公告）日：1990-08-21

  A method of inhibiting Type 1 allergic responses in a living animal body with substituted heterocyclic amines is disclosed wherein the active agents are expressed generally by the formula which includes certain known and certain known compounds: ##STR1## wherein P is zero, one or two; m is one to six inclusive; A is selected from hydrogen, hydroxy or cyano; d is zero or one; Q is --CH--, CH.sub.2 -- or ##STR2## n is zero or one and when Q is --CH-- and n is one, a double bond is formed with one of the adjacent carbons but not both at the same time, and when n and d are zero at the same time, a double bond is formed between the .alpha. carbon and a carbon of the central heterocyclic amine ring; Ar, D and R are selected from phenyl, substituted phenyl, pyridinyl, thienyl, furanyl or naphthyl and in addition, R may have the values benzyl, substituted benzyl, cycloalkyl or loweralkyl and D may additionally have the values: 2H-1-benzopyran-2-one,4-oxo-4H-1-benzopyran-2-carboxylic acid loweralkyl ester, 2,3-dihydro-4H-1-benzopyran-4-one, 1,4-benzodioxanloweralkyl-2-yl or 1,1'-biphenyl-4-yl and the pharmaceutically acceptable salts thereof.

  揭示了一种利用取代杂环胺抑制活体动物体内的1型过敏反应的方法，其中活性剂通常由以下公式表示：其中P为零、一或二；m为一到六（包括六）；A选自氢、羟基或氰基；d为零或一；Q为--CH--、CH.sub.2--或n为零或一，当Q为--CH--且n为一时，与相邻碳之一形成双键，但不同时与两个相邻碳形成双键；当n和d同时为零时，在中心杂环胺环的α碳和一个碳之间形成双键；Ar、D和R选自苯基、取代苯基、吡啶基、噻吩基、呋喃基或萘基，此外，R可能具有苄基、取代苄基、环烷基或较低烷基的值，D还可能具有以下值：2H-1-苯并吡喃-2-酮、4-氧代-4H-1-苯并吡喃-2-羧酸较低烷基酯、2,3-二氢-4H-1-苯并吡喃-4-酮、1,4-苯并二氧杂环较低烷基-2-基或1,1'-联苯基-4-基，以及其药学上可接受的盐。
• Resin-immobilised benzyl and aryl vinyl sulfones: New versatile traceless linkers for solid-phase organic synthesis
  作者：Friedrich E.K. Kroll、Richard Morphy、David Rees、David Gani

  DOI：10.1016/s0040-4039(97)10291-x

  日期：1997.12

  New polystyrene-based resins containing benzyl and aryl vinyl sulfone groups are described. The vinyl sulfone group reacts efficiently with 2° amines, via conjugate addition, and the resin-bound 3° amine products can be quatermised through alkylation. Subsequent deamination to give 3° amines and the regenerated vinyl sulfone occurs in moderate to good yield. Both systems can be recycled and show moderate

  描述了含有苄基和芳基乙烯基砜基团的新型聚苯乙烯基树脂。乙烯基砜基团通过共轭加成与2°胺有效反应，与树脂结合的3°胺产物可通过烷基化进行季铵化。随后的脱氨基反应得到3°胺，再生的乙烯基砜以中等至良好的收率发生。两种系统均可循环使用，对酸显示出中等稳定性，对包括格氏试剂在内的亲核试剂显示出高稳定性。