4-(2-acetamidopropan-2-yl)benzoic acid | 40708-36-9

• 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: 4-(2-acetamidopropan-2-yl)benzoic acid
• 英文别名: 4-(1-acetamido-1-methylethyl)benzoic acid
• CAS: 40708-36-9
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: USBFIYRPFQDOAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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-(2-acetamidopropan-2-yl)benzoic acid 在 吡啶 、 Carbonyldiimidazole 、 草酰氯 、 水 、 碳酸氢钠 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium hydroxide 作用下， 以 四氢呋喃 、 2-甲基四氢呋喃 、 1,4-二氧六环 、 水 、 乙腈 为溶剂， 反应 3.25h， 生成 3-(2-(4-(3-(3-chloro-4-isopropoxy)phenyl)-1,2,4-oxadiazol-5-yl)propane-2-ylamino)propanoic acid
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF 1,2,4-OXADIAZOL-3-YL DERIVATIVES OF CARBOXYLIC ACID

  摘要：

  本发明公开了制备和分离羧酸的[1,2,4]氧二唑-3-基衍生物的方法。这些衍生物在治疗炎症性疾病和症状中具有用途。

  公开号：

  US20120232277A1
• 作为产物：
  描述：

  methyl 4-(1-amino-1-methylethyl)benzoate hydrochloride 在 lithium hydrochloride monohydrate 、 水 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-(2-acetamidopropan-2-yl)benzoic acid
  参考文献：
  名称：

  [EN] INHIBITORS OF BRUTON'S TYROSINE KINASE
  [FR] INHIBITEURS DE LA TYROSINE KINASE DE BRUTON

  摘要：

  公开号：

  WO2016196776A3

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。
• 4-amino(alkyl)cyclohexane-1-carboxamide compound and use thereof
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：US05478838A1

  公开（公告）日：1995-12-26

  4-Amino(alkyl)cyclohexane-1-carboxamide compounds of the formula (I) ##STR1## wherein each symbol is as defined in the Specification, isomers thereof and pharmaceutically acceptable acid addition salts thereof. The 4-amino(alkyl)cyclohexane-1-carboxamide compounds, isomers thereof and pharmaceutically acceptable acid addition salts thereof of the present invention have potent and long-lasting coronary, cerebral, renal and peripheral blood flow increasing actions and are less toxic, and thus are useful as a potent and long-lasting antihypertensive agent and an agent for the prevention and treatment of diseases in the circulatory organs such as coronary, cerebral, renal and peripheral arteries. Moreover, the compounds of the present invention exhibit inhibitory action on experimental asthma of guinea pigs, which is caused by histamine inhalation, and inhibitory action on contraction of trachea strips isolated from guinea pigs, which is caused by acetylcholine, and thus are useful as therapeutic agents for asthma.

  公式（I）的4-氨基（烷基）环己烷-1-羧酰胺化合物，其中每个符号如规范中所定义，其同分异构体和药学上可接受的酸加盐。本发明的4-氨基（烷基）环己烷-1-羧酰胺化合物，其同分异构体和药学上可接受的酸加盐具有强效和持久的冠状、脑、肾和周围血流增加作用，毒性较小，因此可用作强效和持久的降压剂和预防和治疗冠状、脑、肾和周围动脉等循环器官疾病的药物。此外，本发明的化合物对豚鼠实验性哮喘具有组胺吸入引起的抑制作用和对豚鼠离体气道平滑肌收缩的乙酰胆碱引起的抑制作用，因此可用作哮喘的治疗药物。
• 4-AMINO(ALKYL)CYCLOHEXANE-1-CARBOXAMIDE COMPOUND AND USE THEREOF
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP0641781A1

  公开（公告）日：1995-03-08

  A 4-amino(alkyl)cyclohexane-1-carboxamide compound represented by general formula (I), an isomer thereof, and a pharmaceutically acceptable acid addition salt thereof, wherein each symbol is as defined in the specification. These substances have a remarkable, highly persistent and lowly toxic activity of increasing blood stream in coronary, cerebral, renal and peripheral arteries, and are useful as a potent and persistent hypotensive and a drug for preventing and treating diseases of a cardiovascular system such as coronary, cerebral, renal and peripheral arteries. Furthermore, they are useful as an antasthmatic, because they have activities of inhibiting experimental guinea pig asthma caused by the inhalation of histamine and inhibiting contraction of a specimen of an extirpated guinea pig trachea caused by acetylcholine.

  一种由通式(I)代表的 4-氨基(烷基)环己烷-1-甲酰胺化合物、其异构体及其药学上可接受的酸加成盐，其中各符号如说明书中所定义。这些物质在增加冠状动脉、脑动脉、肾动脉和外周动脉血流方面具有显著、高持久性和低毒性的活性，可用作强效持久的降压药以及预防和治疗冠状动脉、脑动脉、肾动脉和外周动脉等心血管系统疾病的药物。此外，它们还可用作抗哮喘药，因为它们具有抑制由吸入组胺引起的实验性豚鼠哮喘和抑制由乙酰胆碱引起的已切除豚鼠气管标本收缩的活性。
• 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。
• INHIBITORS OF BRUTON'S TYROSINE KINASE
  申请人：Pharmacyclics LLC

  公开号：EP3310776A2

  公开（公告）日：2018-04-25