N,N-dimethyl-5-bromopentylamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N-dimethyl-5-bromopentylamide
• 英文别名: N,N-dimethyl-5-bromopentanoamide；5-Bromo-n,n-dimethyl-pentanamide；5-bromo-N,N-dimethylpentanamide
• 化学式: C₇H₁₄BrNO
• 分子量: 208.098
• InChiKey: JVDQMLSBQJHGMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-5-bromopentylamide 在 sodium hydroxide 、 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 3.5h， 生成 3-{2-[4-(dimethylaminocarbonyl)butoxy]-5-[6-(4-methoxyphenyl)-(5E)-hexenyloxy]phenyl}propanoic acid
  参考文献：
  名称：

  三取代苯白三烯B4受体拮抗剂：合成与构效关系。

  摘要：

  制备了一系列显示白三烯B4（LTB4，1）受体亲和力的三取代苯。我们实验室以前的三取代苯对LTB4受体显示出高亲和力，但在功能测定中显示出激动剂活性。该新系列的初始前导化合物化合物3a仅表现出适度的亲和力（IC50 = 0.20 microM）。但是，3a是一种受体拮抗剂，在高达30 microM时没有明显的激动剂活性。脂质尾部和芳基头部区域的进一步修饰导致3b（ONO-4057）的发现。该化合物无激动剂活性，对LTB4受体具有高亲和力（Ki = 3.7 +/- 0.9 nM）。

  DOI：

  10.1016/s0968-0896(97)00089-8

文献信息

• Benzoic acid compounds and use thereof as medicaments
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：US05864039A1

  公开（公告）日：1999-01-26

  Benzoic acid compounds of the formula ##STR1## wherein each symbol is as defined in the specification, optical isomers thereof and pharmaceutically acceptable salts thereof; pharmaceutical composition comprising this compound and pharmaceutically acceptable additive; and serotonin 4 receptor agonists, gastrointestinal prokinetic agents and therapeutic agents for various gastrointestinal diseases, which comprise this compound as active ingredient. The compounds of the present invention have high and selective affinity for serotonin 4 receptor, and show agonistic effects thereon. Accordingly, they are useful medications for the prophylaxis and treatment of various gastrointestinal diseases, central nervous disorders, cardiac function disorders, urinary diseases, and the like, as well as useful anti-nociceptors for analgesic use which increase threshold of pain.

  苯甲酸化合物的化学式为##STR1##，其中每个符号如规范中定义，其光学异构体及其药用可接受盐；包括该化合物和药用可接受添加剂的药物组合物；以及将该化合物作为活性成分的5-羟色胺4受体激动剂、胃肠促动力剂和用于各种胃肠疾病的治疗剂。本发明的化合物具有对5-羟色胺4受体的高度和选择性亲和力，并显示出激动效应。因此，它们可用于预防和治疗各种胃肠疾病、中枢神经障碍、心脏功能障碍、泌尿系统疾病等，同时还可用作提高疼痛阈值的镇痛用途的有用抗痛觉剂。
• SUBSTITUTED XANTHINE DERIVATIVES
  申请人：Tung Roger D.

  公开号：US20110053961A1

  公开（公告）日：2011-03-03

  This invention relates to novel compounds that are substituted xanthine derivatives and pharmaceutically acceptable salts thereof. For example, this invention relates to novel substituted xanthine derivatives that are derivatives of pentoxifylline. This invention also provides compositions comprising one or more compounds of this invention and a carrier and the use of the disclosed compounds and compositions in methods of treating diseases and conditions for which pentoxifylline and related compounds are beneficial.

  本发明涉及一种新型化合物，它们是取代黄嘌呤衍生物及其药学上可接受的盐。例如，本发明涉及一种新型的取代黄嘌呤衍生物，它们是戊酰苄氨基甲基黄嘌呤的衍生物。本发明还提供了包括本发明中的一个或多个化合物和载体的组合物，并且揭示了这些化合物和组合物在治疗戊酰苄氨基甲基黄嘌呤和相关化合物有益的疾病和病症的方法中的应用。
• Phenylalkan(en)oic acids
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP0405116A2

  公开（公告）日：1991-01-02

  The phenylalkan(en)oic acids of the formula: wherein the substituants are defined as in the disclosure, possess an antagonism on leukotriene B4, and therefore, are useful for the prevention and treatment of several diseases induced by leukotriene B4.

  式中的苯基烷(烯)酸： 其中的取代基定义与公开内容相同，具有拮抗白三烯 B4 的作用，因此可用于预防和治疗由白三烯 B4 引起的多种疾病。
• Phenylalkan(en)oic acids with leukotriene B4 antagonistic activity
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP0652208A1

  公开（公告）日：1995-05-10

  The phenylalkan(en)oic acids of the formula: wherein A is i) ―NHCO―, ii) ―O― iii) ―NHSO₂―, iv) ―CO― v) ―CH₂― or vi) ―CH(OH)―; W is C1-13 alkylene; R¹ is i) hydrogen, ii) C1-4 alkyl, iii) ―COOH, iv) saturated or unsaturated, 4-7 membered mono-cyclic hetero ring containing one nitrogen as a hetero atom or saturated or unsaturated, 4-7 membered mono-cyclic hetero ring containing one nitrogen as a hetero atom substituted by an oxo group, v) vi) ―CH₂OH; A, taken together with W and R¹, is i) ii) iii) ―N―(SO₂R⁶)₂, iv) or v) two R² are, same or different, i) hydrogen, ii) C1-4 alkyl or iii) 4-7 membered, saturated or unsaturated, mono-cyclic hetero ring containing two or three of nitrogen and sulfur in total, or two R², taken together with a nitrogen to which they are attached, form saturated or unsaturated i) 7-14 membered, bi-or tri-cyclic hetero ring containing one nitrogen as a hetero atom, or ii) 4-7 membered, mono-cyclic hetero ring containing two or three of nitrogen and oxygen in total ; Y is ethylene or vinylene; D is i) ―Z―B or ii) Z is C3-11 alkylene or alkenylene B is or Z, taken together with B, is C3-22 alkyl; R³ is i) hydrogen, ii) halogen, III) C1-8 alkyl, alkoxy or alkylthio, or iv) C2-8 alkenyl, alkenyloxy or alkenylthio; n is 1-3; R⁴ is C1-7 alkylene; R⁵ is i) C1-12 alkyl, ii) C2-12 alkenyl, iii) C5-7 cycloalkyl or iv) phenethyl or phenethyl wherein the ring is substituted by one C1-4 alkoxy; two R⁶ are, same or different, i) C1-7 alkyl, ii) benzyl or iii) phenyl or phenyl wherein the ring is substituted by one C1-4 alkyl; and Two R⁷ are, same or different, C1-4 alkyl; with the proviso that    ―A―W―R¹ should bind to 4- carbon in benzene ring, and    and non-toxic salts thereof, possess an antagonism on leukotriene B₄, and therefore, are useful for the prevention and treatment of several diseases induced by leukotriene B₄.

  式中的苯基烷（烯）酸： 其中 A 是 i) -NHCO-、 ii) -O- iii) -NHSO₂-、 iv) -CO- v) -CH₂- 或 vi) -CH(OH)-； W 是 C1-13 烷基； R¹ 是 i) 氢 ii) C1-4 烷基 iii) -COOH 含有一个氮作为杂原子的饱和或不饱和的 4-7 分子单环杂环，或含有一个氮作为杂原子的饱和或不饱和的 4-7 分子单环杂环，被一个氧代基团取代、 v) vi) -CH₂OH； A 与 W 和 R¹ 合在一起是 i) ii) iii) -N-（SO₂R⁶）₂、 iv) 或 v) 两个 R² 相同或不同、 i) 氢 C1-4 烷基或 iii) 4-7 个成员、饱和或不饱和、单环杂环，共含有两个或三个氮和硫、 或两个 R²，连同它们所连接的一个氮，形成饱和或不饱和的 i) 7-14 个成员的双环或三环杂环，含有一个作为杂原子的氮，或 ii) 共含有两个或三个氮和氧的 4-7 个单环杂环； Y 是乙烯或乙烯基； D 是 i) -Z-B 或 ii) Z 是 C3-11 亚烷基或烯基 B 是 或 Z 与 B 一起是 C3-22 烷基； R³ 是 i) 氢 ii) 卤素 C1-8 烷基、烷氧基或硫代烷基，或 iv) C2-8 烯基、烯氧基或烯硫基； n 为 1-3； R⁴ 是 C1-7 亚烷基； R⁵ 是 i) C1-12 烷基 ii) C2-12 烯基 C5-7 环烷基或 iv) 苯乙基或苯乙基，其中环被一个 C1-4 烷氧基取代； 两个 R⁶ 相同或不同、 i) C1-7 烷基 苄基或 苯基或苯基，其中环被一个 C1-4 烷基取代；以及 两个 R⁷ 是相同或不同的 C1-4 烷基； 但条件是 -A-W-R¹应与苯环中的 4 个碳结合，以及 及其无毒盐、 具有拮抗白三烯 B₄的作用，因此可用于预防和治疗由白三烯 B₄诱发的多种疾病。
• BENZOIC ACID COMPOUNDS AND MEDICINAL USE THEREOF
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP0873990A1

  公开（公告）日：1998-10-28

  A benzoic acid compound of the formula wherein each symbol is as defined in the specification, an optical isomer thereof and a pharmaceutically acceptable salt thereof. A pharmaceutical composition comprising this compound and a pharmaceutically acceptable additive, a serotonin 4 receptor agonist comprising this compound as an active ingredient, a gastrointestinal prokinetic agent and a therapeutic agent for gastrointestinal diseases. The compound of the present invention shows selective and high affinity for serotonin 4 receptors, activates same, is useful as a pharmaceutical agent for the prophylaxis and treatment of gastrointestinal diseases (e.g., reflux esophagitis; gastroesophageal reflux such as that accompanying cystic fibrosis; Barrett syndrome; intestinal pseudoileus; acute or chronic gastritis; gastric or duodenal ulcer; Crohn's disease; non-ulcer dyspepsia; ulcerative colitis; postgastrectomy syndrome; postoperative digestive function failure; delayed gastric emptying caused by gastric neurosis, gastroptosis, diabetes, and the like; gastrointestinal disorders such as indigestion, meteorism, abdominal indefinite complaint, and the like; constipation such as atonic constipation, chronic constipation, and that caused by spinal cord injury, pelvic diaphragm failure and the like; and irritable bowel syndrome), central nervous disorders (e.g., schizophrenia, depression, anxiety, disturbance of memory and dementia), cardiac function disorders (e.g., cardiac failure and myocardial ischemia), urinary diseases (e.g., dysuria caused by urinary obstruction, ureterolith, prostatomegaly, spinal cord injury, pelvic diaphragm failure, etc.), and shows superior absorption.

  式中的苯甲酸化合物 其中各符号如说明书中所定义，其光学异构体及其药学上可接受的盐。由该化合物和药学上可接受的添加剂组成的药物组合物、以该化合物为活性成分的血清素 4 受体激动剂、胃肠促动力药和胃肠疾病治疗剂。 本发明的化合物对 5-羟色胺 4 受体具有选择性和高亲和力，能激活 5-羟色胺 4 受体，可用作预防和治疗胃肠道疾病（如反流性食管炎；反流性食管炎；反流性食管炎；反流性食管炎；反流性食管炎；反流性食管炎；反流性食管炎）的药物、反流性食管炎；胃食管反流，如伴随囊性纤维化的胃食管反流；巴雷特综合征；肠道假膜；急性或慢性胃炎；胃或十二指肠溃疡；克罗恩病；非溃疡性消化不良；溃疡性结肠炎；胃切除术后综合征；术后消化功能衰竭；胃神经官能症、胃下垂、糖尿病等引起的胃排空延迟；消化不良、陨石症、腹部不适等胃肠道疾病；失张性便秘、慢性便秘、脊髓损伤引起的便秘、骨盆膈肌功能衰竭等便秘；肠易激综合征）、中枢神经紊乱（如溃疡性结肠炎g.,精神分裂症、抑郁症、焦虑症、记忆障碍和痴呆症）、心脏功能紊乱（如心力衰竭和心肌缺血）、泌尿系统疾病（如尿路梗阻、输尿管结石、前列腺肥大、脊髓损伤、盆腔膈肌衰竭等引起的排尿困难），并显示出良好的吸收性。