3-[4-苯基哌嗪基]-2-羟丙基氯 | 67568-57-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 3-[4-苯基哌嗪基]-2-羟丙基氯
• 英文名称: 3-<4-Phenylpiperazinyl>-2-hydroxypropyl chloride
• 英文别名: 2-hydroxy-3-(4-phenyl-1-piperazinyl)propyl chloride；3-(4-Phenyl-1-piperazinyl)-2-hydroxypropyl chloride；1-chloro 3-(1-phenyl 4-piperazino)-propan-2-ol；1-chloro-3-(4-phenyl-piperazin-1-yl)-propan-2-ol；1-chloro-2-hydroxy-3-(4-phenylpiperazinyl)propane；1-(4-phenylpiperazino)-2-hydroxy-3-chloropropane；1-chloro-3-(4-phenylpiperazin-1-yl)propan-2-ol
• CAS: 67568-57-4
• 化学式: C₁₃H₁₉ClN₂O
• 分子量: 254.76
• InChiKey: QFACQSAPEQCWQC-UHFFFAOYSA-N

物化性质

• 熔点：
  84 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 沸点：
  408.7±45.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[4-苯基哌嗪基]-2-羟丙基氯 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 1-(2,3-环氧基丙基)-4-苯基哌嗪
  参考文献：
  名称：

  Synthesis and antidepressant activity of 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines

  摘要：

  The synthesis of 20 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines is described. Antidepressant activity was observed in mice using classical screening tests. Structure-activity relationships were studied and correlated with the nature of the aromatic substituent. Preliminary lipophilic and electronic properties of one lead compound (COR 3224) have been described.

  DOI：

  10.1016/0223-5234(92)90177-3
• 作为产物：
  描述：

  N-苯基哌嗪 、 环氧氯丙烷 以 乙醇 为溶剂， 反应 2.0h， 以75.77%的产率得到3-[4-苯基哌嗪基]-2-羟丙基氯
  参考文献：
  名称：

  四种 1H-isoindolo-1,3(2H)-diones 的合成及镇痛活性

  摘要：

  本研究旨在设计和合成一系列 2-羟基-3-(4-aryl-1-哌嗪基)丙基邻苯二甲酰亚胺衍生物，它们是 1 H-吡咯并[3,4-c]吡啶-1,3的类似物。 (2 H )-二酮衍生物，具有经证实的镇痛作用。根据Lipinski 规则提出的基本原则，评估了F1 - F4邻苯二甲酰亚胺的可能生物利用度。所得值表明口服给药后吸收良好，并且能够穿过血脑屏障。四种化合物F1 – F4在酰亚胺氮原子上的 2-羟基-3-(4-芳基-1-哌嗪基)丙基的苯基中的药效团类型不同 (R, F1 –F3 ) 和 4-二苯甲基类似物 ( F4 ) 被选择用于体外和体内研究。基于体外研究，评估了化合物F1 – F4对细胞活力/增殖和 COX-2 水平的影响。此外，使用体内方法，在小鼠急性疼痛模型（扭体和热板测试）中测试了这些化合物的镇痛活性。还测试了它们对运动协调效果和运动活动的影响。获得的结果表明，化合物F1 - F

  DOI：

  10.1002/ardp.202100423

文献信息

• Synthesis and pharmacological properties of N,N-dialkyl(dialkenyl)amides of 7-methyl-3-phenyl-1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)propyl]-2,4-dioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-5-carboxylic acid
  作者：Helena Śladowska、Aleksandra Sabiniarz、Barbara Filipek、Małgorzata Kardasz、Dorota Maciąg

  DOI：10.1016/s0014-827x(02)00011-3

  日期：2003.1

  Synthesis of N,N-dialkyl(dialkenyl)amides of 7-methyl-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-5-carboxylic acid (5-9) and their 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)propyl] derivatives (10-14) is described. Compounds 10-14 were tested for analgesic and sedative activities as well as for mu-opioid receptors binding affinities. All the amides, being the object of investigation

  7-甲基-3-苯基-2,4-二氧-1,2,3,4-四氢吡啶并[2,3-d]嘧啶-5-羧酸的N，N-二烷基（二烯基）酰胺的合成（5 -9）及其1- [2-羟基-3-（4-苯基-1-哌嗪基）丙基]衍生物（10-14）。测试化合物10-14的镇痛和镇静活性以及μ阿片受体结合亲和力。作为研究的对象，所有酰胺均表现出有趣的镇痛作用，在两种不同的测试中，化合物10-12和14优于乙酰水杨酸。此外，所有酰胺（10-14）均显着抑制小鼠的自发运动活性，延长巴比妥酸盐睡眠时间，并且对μ阿片受体的亲和力较弱。
• Pharmaceutically useful carbostyril derivatives
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04734416A1

  公开（公告）日：1988-03-29

  Carbostyril derivatives having antihistamic action and central nervous controlling action are useful as antihistamic agents or central nervous controlling agents. The derivatives are represented by the general formula, ##STR1## wherein R.sup.1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms or a phenylalkyl group having an alkylene group containing 1 to 4 carbon atoms; R.sup.2 is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a phenyl group; R.sup.3 is a hydrogen atom, a hydroxy group, an alkyl group having 1 to 4 carbon atoms, an alkanolyoxy group having 1 to 4 carbon atoms or a 3,4,5-trimethoxybenzoyloxy group; R.sup.4 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R.sup.5 is a cycloalkyl group having 3 to 8 carbon atoms, a phenyl group (which may have 1 to 3 substituted groups selected from the group consisting of halogen atoms, alkyl groups having 1 to 4 carbon atoms and alkoxy groups having 1 to 4 carbon atoms), an alkyl group having 1 to 4 carbon atoms (having one substituted group such as a hydroxy group, a phenyl group or an alkanoyloxy group having 1 to 4 carbon atoms), an alkanoyl group having 1 to 4 carbon atoms or benzoyl group; X is a halogen atom; n is 0, or an integer of 1 or 2; Q is an integer of 2 or 3, l and m are respectively an integer of 0 or 1-6, but the sum of l and m should not exceed 6; the carbon-carbon bond at the 3- and 4-positions in the carbostyril skeleton is a single or double bond; and the substituted position of the side chain of ##STR2## is any one of the 4-, 5-, 6-, 7- or 8-positions.

  卡波司酯衍生物具有抗组胺作用和中枢神经控制作用，可用作抗组胺剂或中枢神经控制剂。这些衍生物由通式所代表，其中R.sup.1是氢原子、具有1至6个碳原子的烷基基团、具有2至4个碳原子的烯基基团、具有2至4个碳原子的炔基基团或含有1至4个碳原子的烷基基团的苯基基团；R.sup.2是氢原子、具有1至4个碳原子的烷基基团或苯基团；R.sup.3是氢原子、羟基、具有1至4个碳原子的烷基基团、具有1至4个碳原子的烷酰氧基团或3,4,5-三甲氧基苯甲酰氧基团；R.sup.4是氢原子或具有1至4个碳原子的烷基基团；R.sup.5是具有3至8个碳原子的环烷基基团、苯基（可能有1至3个卤素原子、具有1至4个碳原子的烷基基团和具有1至4个碳原子的烷氧基团中选择的取代基）、具有1至4个碳原子的烷基基团（具有一个取代基，如羟基、苯基或具有1至4个碳原子的烷酰氧基团）、具有1至4个碳原子的烷酰基或苯甲酰基；X是卤素原子；n为0或1或2的整数；Q为2或3的整数，l和m分别为0或1至6的整数，但l和m的总和不应超过6；卡波司酯骨架中3-位和4-位的碳-碳键为单键或双键；以及##STR2##的侧链的取代位置为4-、5-、6-、7-或8-位中的任意一个。
• O-Alkylated oximes and pharmaceutical composition thereof
  申请人：Hoechst Aktiengesellschaft

  公开号：US04358450A1

  公开（公告）日：1982-11-09

  Compounds of general formula ##STR1## wherein R.sup.1 represents a member selected from the group consisting of (a) an unsubstituted at most binuclear aryl group having from 6 to 10 carbon atoms, such groups substituted by from 1 to 3 equal or different radicals selected from the group consisting of alkyl, halogenoalkyl, alkoxy, dialkylamino each having up to 4 carbon atoms in the alkyl moiety, halogen phenyl, carboxyl, cyano, nitro and hydroxy groups, (b) a 5- to 6-membered heteroaromatic ring wherein the heteroatom is selected from nitrogen, oxygen and sulfur atoms and such rings anellated to a benzene nucleus; R.sup.2 represents a member selected from the group consisting of hydrogen, alkyl having up to 3 carbon atoms, phenyl, cycloalkyl having up to 6 carbon atoms in the ring and cycloalkyl bearing a hydrocarbon bridging radical having up to 2 carbon atoms; R.sup.3 represents hydrogen, hydroxy or acyloxy; R.sup.4 and R.sup.5 are the same or different and each represents a member selected from the group consisting of halogen, alkyl, and halogenoalkyl each having up to 3 carbon atoms, and nitro; and X represents nitrogen or methine and physiologically acceptable acid addition salts thereof and a pharmaceutical composition containing said compounds.

  通式为##STR1##的化合物，其中R.sup.1代表从以下组中选择的一种成员：(a)最多含有6至10个碳原子的未取代的双核芳基基团，该基团被从1到3个相同或不同的基团所取代，所述基团选择自烷基，卤代烷基，烷氧基，烷基取代的二烷基氨基，所述烷基中的烷基含有最多4个碳原子，卤代苯基，羧基，氰基，硝基和羟基；(b)5-至6元杂环芳基环，其中杂原子选择自氮，氧和硫原子，并且这些环与苯环连接；R.sup.2代表从以下组中选择的一种成员：氢，含有最多3个碳原子的烷基，苯基，环戊烷基，该环中含有最多6个碳原子，并且带有最多2个碳原子的碳氢桥连基团；R.sup.3代表氢，羟基或酰氧基；R.sup.4和R.sup.5相同或不同，每个代表从以下组中选择的一种成员：卤素，烷基和最多含有3个碳原子的卤代烷基，以及硝基；X代表氮或甲烷基，并且是生理上可接受的酸加成盐及含有所述化合物的药物组合物。
• Carbostyril derivatives and pharmaceutical preparations containing same
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04824840A1

  公开（公告）日：1989-04-25

  Carbostyril derivatives having antihistaminic action and central nervous controlling action are useful as antihistaminic agents or central nervous controlling agents. The derivatives are represented by the general formula, ##STR1## wherein R.sup.1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms or a phenylalkyl group, an alkylene group containing 1 to 4 carbon atoms; R.sup.2 is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a phenyl group; R.sup.3 is a hydrogen atom, a hydroxy group, an alkyl group having 1 to 4 carbon atoms, an alkanoyloxy group having 1 to 4 carbon atoms or a 3,4,5-trimethoxybenzoyloxy group; R.sup.4 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R.sup.5 is a cycloalkyl group having 3 to 8 carbon atoms, a phenyl group (which may have 1 to 3 substituted groups selected from the group consisting of halogen atoms, alkyl groups having 1 to 4 carbon atoms and alkoxy groups having 1 to 4 carbon atoms), an alkyl group having 1 to 4 carbon atoms (having one substituted group such as a hydroxy group, a phenyl group or an alkanoyloxy group having 1 to 4 carbon atoms), an alkanoyl group having 1 to 4 carbon atoms or benzoyl group; X is a halogen atom; n is 0, or an integer of 1 or 2; Q is an integer of 2 or 3, l and m are respectively an integer of 0 to 1-6, but the sum of l and m should not exceed 6; the carbon-carbon bond at the 3- and 4-positions in the carbostyril skeleton is a single or double bond and; the substituted position of the side chain of ##STR2## is any one of the 4-, 5-, 6-, 7- or 8-positions.

  羧基苯基吡啶衍生物具有抗组胺作用和中枢神经控制作用，可用作抗组胺剂或中枢神经控制剂。该衍生物由通式## STR1 ##表示，其中R.sup.1是氢原子，具有1至6个碳原子的烷基，具有2至4个碳原子的烯基，具有2至4个碳原子的炔基或苯基烷基，含有1至4个碳原子的烷基，R.sup.2是氢原子，具有1至4个碳原子的烷基或苯基，R.sup.3是氢原子，羟基，具有1至4个碳原子的烷基，具有1至4个碳原子的烷酰氧基或3,4,5-三甲氧基苯甲酰氧基，R.sup.4是氢原子或具有1至4个碳原子的烷基，R.sup.5是具有3至8个碳原子的环烷基，苯基（可能具有1至3个取代基，所述取代基选自卤原子，具有1至4个碳原子的烷基和具有1至4个碳原子的烷氧基），具有1至4个碳原子的烷基（具有一个取代基，例如羟基，苯基或具有1至4个碳原子的烷酰氧基），具有1至4个碳原子的烷酰基或苯甲酰基; X是卤原子; n为0或1或2的整数; Q为2或3的整数，l和m分别为0至1-6的整数，但l和m的总和不应超过6;羧基吡啶骨架中3-和4-位置的碳-碳键是单键或双键; ## STR2 ##的侧链的取代位置是4-，5-，6-，7-或8-位置之一。
• Investigations on the synthesis and pharmacological properties of amides of 7-methyl-3-phenyl-1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)propyl]-2,4-dioxo-1,2,3,4-tetra-hydropyrido[2,3-d]pyrimidine-5-carboxylic acid
  作者：Helena Śladowska、Maria Sieklucka-Dziuba、Grażyna Rajtar、Mirosław Sadowski、Zdzisław Kleinrok

  DOI：10.1016/s0014-827x(99)00101-9

  日期：1999.11

  Synthesis of amides of 7-methyl-3-phenyl-2,4-dioxo-1,2, 3,4-tetrahydropyrido[2, 3-d]pyrimidine-5-carboxylic acid (6-10) and their 1-[2-hydroxy-3(4-phenyl-1-piperazinyl)propyl] derivatives (11-15) are described. Some of them displayed strong analgesic activity. (C) 1999 Elsevier Science S.A. All rights reserved.