4-苄基-N-苯基哌嗪-1-甲酰胺 | 65766-74-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-苄基-N-苯基哌嗪-1-甲酰胺
• 英文名称: 4-benzyl-piperazine-1-carboxylic acid anilide
• 英文别名: N-phenylcarbamoyl-4-benzyl-piperazine；4-benzyl-piperazine-1-carboxylic acid phenylamide；4-benzyl-N-phenylpiperazine-1-carboxamide
• CAS: 65766-74-7
• 化学式: C₁₈H₂₁N₃O
• 分子量: 295.384
• InChiKey: KPXKZXWDRQMAJJ-UHFFFAOYSA-N

物化性质

• 沸点：
  490.7±45.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异氰酸苯酯 在 盐酸 、 N,N-二异丙基乙胺 、 tetramethylammonium triacetoxyborohydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 0.08h， 生成 4-苄基-N-苯基哌嗪-1-甲酰胺
  参考文献：
  名称：

  Aryl Piperazinyl Ureas as Inhibitors of Fatty Acid Amide Hydrolase (FAAH) in Rat, Dog, and Primate

  摘要：

  A series of aryl piperazinyl ureas that act as covalent inhibitors of fatty acid amide hydrolase (FAAH) is described. A potent and selective (does not inhibit FAAH-2) member of this class, JNJ-40355003, was found to elevate the plasma levels of three fatty acid amides: anandamide, oleoyl ethanolamide, and palmitoyl ethanolamide, in the rat, dog, and cynomolgous monkey. The elevation of the levels of these lipids in the plasma of monkeys suggests that FAAH-2 may not play a significant role in regulating plasma levels of fatty acid ethanolamides in primates.

  DOI：

  10.1021/ml300186g

文献信息

• 4-Quinazolinyl-guanidines
  申请人：Hoechst Aktiengesellschaft

  公开号：US04128643A1

  公开（公告）日：1978-12-05

  (2-Amino-4-quinazolinyl)-quanidines of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and n have the defined meanings, and their physiologically tolerable acid addition salts, process for preparing these compounds, pharmaceutical preparations containing them and their use as medicines.

  本发明提供了化合物(2-Amino-4-quinazolinyl)-quanidines的公式##STR1## 其中R.sup.1，R.sup.2，R.sup.3，R.sup.4，R.sup.5和n具有定义的含义，以及它们的生理耐受酸盐，制备这些化合物的过程，包含它们的制药制剂以及它们作为药物的用途。
• Piperazinyl and piperidinyl ureas as modulators of fatty acid amide hydrolase
  申请人：Apodaca Richard

  公开号：US20060173184A1

  公开（公告）日：2006-08-03

  Certain piperazinyl and piperidinyl urea compounds are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity. Thus, the compounds may be administered to treat, e.g., anxiety, pain, inflammation, sleep disorders, eating disorders, or movement disorders (such as multiple sclerosis).

  某些哌嗪基和哌啶基脲类化合物可作为FAAH抑制剂。这些化合物可用于制备药物组合物和治疗由脂肪酸酰胺水解酶（FAAH）活性介导的疾病状态、紊乱和病况的方法。因此，这些化合物可用于治疗焦虑、疼痛、炎症、睡眠障碍、进食障碍或运动障碍（如多发性硬化症）等疾病。
• PIPERAZINYL AND PIPERIDINYL UREAS AS MODULATORS OF FATTY ACID AMIDE HYDROLASE
  申请人：Apodaca Richard

  公开号：US20100004261A1

  公开（公告）日：2010-01-07

  Certain piperazinyl and piperidinyl urea compounds are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity. Thus, the compounds may be administered to treat, e.g., anxiety, pain, inflammation, sleep disorders, eating disorders, or movement disorders (such as multiple sclerosis).

  某些哌嗪基和哌啶基脲类化合物可用作FAAH抑制剂。这些化合物可以用于制备药物组合物和治疗由脂肪酸酰胺水解酶（FAAH）活性介导的疾病状态，障碍和病况的方法。因此，这些化合物可以被用于治疗例如焦虑，疼痛，炎症，睡眠障碍，进食障碍或运动障碍（如多发性硬化症）等疾病。
• 4-(BENZYL)-PIPERAZINE-1-CARBOXYLIC ACID PHENYLAMIDE DERIVATIVES AND RELATED COMPOUNDS AS MODULATORS OF FATTY ACID AMIDE HYDROLASE (FAAH) FOR THE TREATMENT OF ANXIETY, PAIN AND OTHER CONDITIONS
  申请人：Janssen Pharmaceutica N.V.

  公开号：EP2937341A1

  公开（公告）日：2015-10-28

  Compounds of formula (I): wherein, Z is -N- or >CH; R1 is -H or -C1-4alkyl; Ar1 is 2-thiazoly, 2-pyridy, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 4-primidinyl, 5-pyrimidinyl, or phenyl, each unsubstituted or substituted at a carbon ring member with one or two Ra moieties; where each Ra moiety is independently selected from the group consisting of -C1-4alkyl, -C2-4alkenyl, -OH, -OC1-4alkyl, halo -CF3, -OCF3, -SCF3, -SH, -S(O)0-2C1-4alkyl, -OSO2C1-4alkyl, -CO2C1-4alkyl, -CO2H, -COC1-4alkyl, -N(Rb)Rc, -SO2NRbRc, -NRbSO2R, -C(=O)NRbRc, -NO2, and -CN, wherein Rb and Rc are each independently -H or -C1-4alkyl; and Ar2 is defined in the claims are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity. Thus, the compounds may be administered to treat, e.g., anxiety, pain, inflammation, sleep disorders, eating disorders, or movement disorders (such as multiple sclerosis).

  式(I)化合物：其中，Z 是 -N- 或 >CH；R1 是 -H 或 -C1-4烷基；Ar1 是 2-噻唑基、2-吡啶基、3-吡啶基、4-吡啶基、2-嘧啶基、4-嘧啶基、5-嘧啶基或苯基，各自未被取代或在碳环成员处被一个或两个 Ra 基取代；其中每个 Ra 分子独立地选自由-C1-4-烷基、-C2-4-烯基、-OH、-OC1-4-烷基、卤代 -CF3、-OCF3、-SCF3、-SH、-S(O)0-2C1-4-烷基组成的组、-OSO2C1-4烷基、-CO2C1-4烷基、-CO2H、-COC1-4烷基、-N(Rb)Rc、-SO2NRbRc、-NRbSO2R、-C(＝O)NRbRc、-NO2 和-CN，其中 Rb 和 Rc 各自独立地为-H 或-C1-4烷基；和 Ar2 在权利要求中定义的化合物可用作 FAAH 抑制剂。此类化合物可用于治疗由脂肪酸酰胺水解酶（FAAH）活性介导的疾病状态、失调和病症的药物组合物和方法中。因此，这些化合物可用于治疗焦虑、疼痛、炎症、睡眠障碍、饮食失调或运动障碍（如多发性硬化症）等。
• A Novel Cleavage Technique To Generate Small Molecule Compounds and Libraries via a Two-Resin System
  作者：Xiaohu Ouyang、Robert W. Armstrong、Martin M. Murphy

  DOI：10.1021/jo971347w

  日期：1998.2.1

  Application of organic synthesis to solid supports has led to the successful implementation of combinatorial chemistry in the drug discovery process. This paper describes a novel use of the Hofmann elimination of tetrasubstituted amine salts on solid-phase resin to generate diverse combinatorial libraries of trisubstituted amines. Highly pure compounds were isolated without further purification by the addition of a second resin as the source reagent to promote the required elimination. The use of mixed resin systems to generate compounds is a novel application of bead-based technologies.