4-[(1R)-1-(乙酰氨基)乙基]苯甲酸 | 859163-61-4

• 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-[(1R)-1-(乙酰氨基)乙基]苯甲酸
• 中文别名: 4-[(1R)-1-(乙酰基氨基)乙基]苯甲酸
• 英文名称: (R)-4-(1-acetamidoethyl)benzoic acid
• 英文别名: 4-[(1R)-1-(Acetylamino)ethyl]benzoic acid；4-[(1R)-1-acetamidoethyl]benzoic acid
• CAS: 859163-61-4
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: VGGHZGMYGRBYIO-SSDOTTSWSA-N

物化性质

• 熔点：
  175 °C (approx, decomp)
• 沸点：
  454.7±38.0 °C(Predicted)
• 密度：
  1.187±0.06 g/cm3(Predicted)
• 溶解度：
  甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(1R)-1-(乙酰氨基)乙基]苯甲酸 在 盐酸 、 ruthenium on carbon 、 氨 、 氢气 作用下， 以 水 为溶剂， 90.0~150.0 ℃ 、7.0 MPa 条件下， 反应 144.0h， 生成 trans-(R)-4-(1-aminoethyl)cyclohexanecarboxylic acid hydrochloride
  参考文献：
  名称：

  Rho激酶抑制剂Y-27632和氟衍生物的实用合成及其在人多能干细胞中的评估†

  摘要：

  通过七个步骤实现了Rho激酶抑制剂Y-27632和两种新的氟代衍生物的实用合成，从商业上可得的总产率为45％ （R）-1-苯乙胺。与Y-27632相比，新的氟衍生物在人多能干细胞中解离后，对hPSC活力和扩增的作用降低或没有作用。

  DOI：

  10.1039/c1ob05332a
• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 在 aluminum (III) chloride 、 sodium hypochlorite 、 sodium hydroxide 作用下， 以 甲醇 、 氯仿 、 水 、 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 4-[(1R)-1-(乙酰氨基)乙基]苯甲酸
  参考文献：
  名称：

  Rho激酶抑制剂Y-27632和氟衍生物的实用合成及其在人多能干细胞中的评估†

  摘要：

  通过七个步骤实现了Rho激酶抑制剂Y-27632和两种新的氟代衍生物的实用合成，从商业上可得的总产率为45％ （R）-1-苯乙胺。与Y-27632相比，新的氟衍生物在人多能干细胞中解离后，对hPSC活力和扩增的作用降低或没有作用。

  DOI：

  10.1039/c1ob05332a

文献信息

• Piperazine compounds and medicinal use thereof
  申请人：Mitsubishi Pharma Corporation

  公开号：US06455528B1

  公开（公告）日：2002-09-24

  The present invention relates to a piperazine compound of the formula wherein R1 and R2 are each hydrogen, halogen, lower alkyl, lower alkoxy, amino, substituted amino, nitro, hydroxy or cyano, R3, R4 and R5 are each hydrogen, halogen, lower alkyl, lower alkoxy, nitro, amino, substituted amino or hydroxy, R6 and R7 are each hydrogen, lower alkyl, lower alkyl substituted by halogen, aralkyl, acyl or lower acyl substituted by halogen, R8 and R9 are each hydrogen or lower alkyl, Y is lower alkylene and the like, and ring A is phenyl, pyrimidyl, thiazolyl, pyridyl, pyrazyl or imidazolyl, a pharmaceutically acceptable salt thereof and pharmaceutical agents containing these compounds. The compound of the present invention has superior TNF-&agr; production inhibitory effect and/or IL-10 production promoting effect, and, since it is free of or shows only strikingly reduced expression of an effect on the central nervous system, the compound is useful as a highly safe and superior TNF-&agr; production inhibitor an/or IL-10 production promoter and is useful as an agent for the prophylaxis or treatment of various diseases caused by abnormal TNF-&agr; production, diseases curable with IL-10, such as chronic inflammatory diseases, acute inflammatory diseases, inflammatory diseases due to infection, autoimmune diseases, allergic diseases, and TNF-&agr; mediated diseases.

  本发明涉及一种哌嗪化合物，其化学式为 其中R1和R2分别为氢、卤素、低烷基、低烷氧基、氨基、取代氨基、硝基、羟基或氰基，R3、R4和R5分别为氢、卤素、低烷基、低烷氧基、硝基、氨基、取代氨基或羟基，R6和R7分别为氢、低烷基、受卤素取代的低烷基、芳基烷基、酰基或受卤素取代的低酰基，R8和R9分别为氢或低烷基，Y为低烷基烯基等，环A为苯基、嘧啶基、噻唑基、吡啶基、吡啉基或咪唑基，其药学上可接受的盐及含有这些化合物的药物制剂。本发明的化合物具有优越的TNF-α产生抑制作用和/或IL-10产生促进作用，由于它不含或仅显示对中枢神经系统有显著减少的作用，该化合物可用作高度安全和优越的TNF-α产生抑制剂和/或IL-10产生促进剂，并可用作预防或治疗由异常TNF-α产生引起的各种疾病的药剂，例如可用于治疗可通过IL-10治愈的慢性炎症性疾病、急性炎症性疾病、感染引起的炎症性疾病、自身免疫疾病、过敏性疾病和TNF-α介导的疾病。
• N-heterocyclic substituted benzamide derivatives with antihypertensive activity
  申请人：Mitsubishi Pharma Corporation

  公开号：EP1195372A1

  公开（公告）日：2002-04-10

  Benzamide compounds of the formula wherein each symbol is as defined in the specification, isomers thereof and pharmaceutically acceptable acid addition salts thereof. Pharmaceutical compositions comprising a therapeutically effective amount of this compound and a pharmaceutically acceptable additive, and therapeutic agents for hypertension, therapeutic agents for angina pectoris, therapeutic agent for asthma, therapeutic agents for renal and peripheral circulatory disturbances and inhibitor of cerebral vasospasm, which comprise this compound. The compound of the present invention has strong smooth muscle relaxing action, and shows hypotensive action and cerebral • coronary vasodilating action like conventional calcium antagonists, as well as long-lasting renal and peripheral circulation improving action. Unlike calcium antagonists, it permits oral administration to suppress vascular contraction caused by various agonists, and is useful as a strong and long-acting agent for prophylaxis and treatment of circulatory diseases in coronary, cerebral, renal and peripheral arteries, as a therapeutic agent for hypertension, angina pectoris, and renal and peripheral circulation disorder, an inhibitor of cerebral vasospasm and the like. Moreover, the compound of the present invention is useful as a therapeutic agent for asthma.

  苯甲酰胺化合物的化学式如规范中所定义的每个符号，其异构体和药学上可接受的酸盐。包括该化合物的治疗有效量和药学上可接受的添加剂的药物组合物，以及治疗高血压、心绞痛、哮喘、肾脏和外周循环障碍以及脑血管痉挛抑制剂的治疗剂，其中包括该化合物。本发明的化合物具有强大的平滑肌松弛作用，表现出类似于传统钙拮抗剂的降压作用和脑冠脉扩张作用，以及持久的肾脏和外周循环改善作用。与钙拮抗剂不同，它允许口服给药以抑制各种激动剂引起的血管收缩，并可用作冠状动脉、脑部、肾脏和外周动脉循环疾病的预防和治疗的强效长效药物，作为治疗高血压、心绞痛、肾脏和外周循环障碍的治疗剂，脑血管痉挛抑制剂等。此外，本发明的化合物还可用作哮喘的治疗剂。
• BENZAMIDE COMPOUND AND MEDICINAL USE THEREOF
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP0757038A1

  公开（公告）日：1997-02-05

  Benzamide compounds of the formula wherein each symbol is as defined in the specification, isomers thereof and pharmaceutically acceptable acid addition salts thereof. Pharmaceutical compositions comprising a therapeutically effective amount of this compound and a pharmaceutically acceptable additive, and therapeutic agents for hypertension, therapeutic agents for angina pectoris, therapeutic agent for asthma, therapeutic agents for renal and peripheral circulatory disturbances and inhibitor of cerebral vasospasm, which comprise this compound. The compound of the present invention has strong smooth muscle relaxing action, and shows hypotensive action and cerebral · coronary vasodilating action like conventional calcium antagonists, as well as long-lasting renal and peripheral circulation improving action. Unlike calcium antagonists, it permits oral administration to suppress vascular contraction caused by various agonists, and is useful as a strong and long-acting agent for prophylaxis and treatment of circulatory diseases in coronary, cerebral, renal and peripheral arteries, as a therapeutic agent for hypertension, angina pectoris, and renal and peripheral circulation disorder, an inhibitor of cerebral vasospasm and the like. Moreover, the compound of the present invention is useful as a therapeutic agent for asthma.

  式中的苯甲酰胺化合物 其中各符号如说明书中所定义，其异构体及其药学上可接受的酸加成盐。包含治疗有效量的本发明化合物和药学上可接受的添加剂的药物组合物，以及包含本发明化合物的高血压治疗剂、心绞痛治疗剂、哮喘治疗剂、肾脏和外周循环障碍治疗剂和脑血管痉挛抑制剂。 本发明的化合物具有很强的平滑肌松弛作用，与传统的钙拮抗剂一样具有降血压作用和脑-冠状动脉血管扩张作用，以及持久的改善肾脏和外周循环的作用。与钙拮抗剂不同的是，它可以通过口服来抑制各种激动剂引起的血管收缩，是一种强效、长效的预防和治疗冠状动脉、脑动脉、肾动脉和外周动脉循环疾病的药物，也是高血压、心绞痛、肾脏和外周循环障碍的治疗药物，还是脑血管痉挛的抑制剂等。此外，本发明的化合物还可用作哮喘的治疗剂。
• PIPERAZINE COMPOUNDS AND MEDICINAL USE THEREOF
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP1029851A1

  公开（公告）日：2000-08-23

  Piperazine compounds represented by the following general formula (I) or pharmaceutically acceptable salts thereof and drugs comprising these compounds, wherein R1 and R2 represent each hydrogen, halogeno, lower alkyl, lower alkoxy, optionally substituted amino, nitro, hydroxy or cyano; R3, R4 and R5 represent each hydrogen, halogeno, lower alkyl, lower alkoxy, nitro, optionally substituted amino or hydroxy; R6 and R7 represent each hydrogen, optionally halogenated lower alkyl, aralkyl, acyl or halogenated lower acyl; R8 and R9 represent each hydrogen or lower alkyl; Y represents lower alkylene, etc.; and the ring A represents phenyl, pyrimidyl, thiazolyl, pyridyl, pyrazyl or imidazolyl. Because of having excellent TNF-α production inhibitory effect and/or IL-10 production promoting effect, these compounds are useful as TNF-α production inhibitors and/or IL-10 production promoters with high safety. They are useful as preventives or remedies for, e.g., chronic inflammatory diseases, acute inflammatory diseases, inflammatory diseases caused by infection, autoimmune diseases, allergic diseases and other TNF-α-mediated diseases.

  由以下通式(I)代表的哌嗪化合物或其药学上可接受的盐以及包含这些化合物的药物，其中 R1 和 R2 分别代表氢、卤素、低级烷基、低级烷氧基、任选取代的氨基、硝基、羟基或氰基；R3、R4 和 R5 分别代表氢、卤素、低级烷基、低级烷氧基、硝基、任选取代的氨基或羟基； R6 和 R7 分别代表氢、任选卤代低级烷基、芳基、酰基或卤代低级酰基； R8 和 R9 分别代表氢或低级烷基； Y 代表低级亚烷基等。环 A 代表苯基、嘧啶基、噻唑基、吡啶基、吡嗪基或咪唑基。由于这些化合物具有优异的 TNF-α 生成抑制作用和/或 IL-10 生成促进作用，因此可用作 TNF-α 生成抑制剂和/或 IL-10 生成促进剂，安全性高。它们可用于预防或治疗慢性炎症性疾病、急性炎症性疾病、感染引起的炎症性疾病、自身免疫性疾病、过敏性疾病和其他TNF-α介导的疾病。
• Substituted benzamide compounds with antihypertensive activity
  申请人：Mitsubishi Pharma Corporation

  公开号：EP1391454A1

  公开（公告）日：2004-02-25

  Benzamide compounds of the formula wherein each symbol is as defined in the specification, isomers thereof and pharmaceutically acceptable acid addition salts thereof. Pharmaceutical compositions comprising a therapeutically effective amount of this compound and a pharmaceutically acceptable additive, and therapeutic agents for hypertension, therapeutic agents for angina pectoris, therapeutic agent for asthma, therapeutic agents for renal and peripheral circulatory disturbances and inhibitor of cerebral vasospasm, which comprise this compound. The compound of the present invention has strong smooth muscle relaxing action, and shows hypotensive action and cerebral·coronary vasodilating action like conventional calcium antagonists, as well as long-lasting renal and peripheral circulation improving action. Unlike calcium antagonists, it permits oral administration to suppress vascular contraction caused by various agonists, and is useful as a strong and long-acting agent for prophylaxis and treatment of circulatory diseases in coronary, cerebral, renal and peripheral arteries, as a therapeutic agent for hypertension, angina pectoris, and renal and peripheral circulation disorder, an inhibitor of cerebral vasospasm and the like. Moreover, the compound of the present invention is useful as a therapeutic agent for asthma.

  式中的苯甲酰胺化合物 其中各符号如说明书中所定义，其异构体及其药学上可接受的酸加成盐。包含治疗有效量的本发明化合物和药学上可接受的添加剂的药物组合物，以及包含本发明化合物的高血压治疗剂、心绞痛治疗剂、哮喘治疗剂、肾脏和外周循环障碍治疗剂和脑血管痉挛抑制剂。 本发明的化合物具有很强的平滑肌松弛作用，与传统的钙拮抗剂一样具有降血压作用和脑-冠状动脉血管扩张作用，以及持久的改善肾脏和外周循环的作用。 与钙拮抗剂不同的是，它可以通过口服来抑制各种激动剂引起的血管收缩，是一种强效、长效的预防和治疗冠状动脉、脑动脉、肾动脉和外周动脉循环系统疾病的药物，也可作为高血压、心绞痛、肾脏和外周循环障碍的治疗药物、脑血管痉挛的抑制剂等。此外，本发明的化合物还可用作哮喘的治疗剂。