2-(4-氯苯基)-4-氨基丁酸 | 120418-68-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(4-氯苯基)-4-氨基丁酸
• 英文名称: α-baclofen
• 英文别名: 4-Amino-2-<4-chlor-phenyl>-buttersaeure；4-Amino-2-(4-chlor-phenyl)-buttersaeure；4-Amino-2-(4-chlorophenyl)butanoic acid
• CAS: 120418-68-0
• 化学式: C₁₀H₁₂ClNO₂
• 分子量: 213.664
• InChiKey: YSUNOHPTERXNIV-UHFFFAOYSA-N

物化性质

• 沸点：
  365.4±37.0 °C(Predicted)
• 密度：
  1.285±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氯苯乙酸乙酯 在 镍 盐酸 、 氢气 、 苄基三甲基氢氧化铵 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 25.0~70.0 ℃ 、12.41 MPa 条件下， 反应 13.0h， 生成 2-(4-氯苯基)-4-氨基丁酸
  参考文献：
  名称：

  Metabolism of 3-(p-chlorophenyl)pyrrolidine. Structural effects in conversion of a prototype .gamma.-aminobutyric acid prodrug to lactam and .gamma.-aminobutyric acid type metabolites

  摘要：

  By use of rat liver or brain homogenate supernatants containing microsomes and/or mitochondria, it was found that the prototype GABAergic prodrug [3-(p-chlorophenyl)pyrrolidine (1)] underwent a series of alpha-oxidation transformations to a pair of amino acid metabolites and a pair of lactam metabolites [4-amino-3-(p-chlorophenyl)butanoic acid, baclofen (5); 4-amino-2-(p-chlorophenyl)butanoic acid (10); 4-(chlorophenyl)pyrrolidin-2-one and 3-(p-chlorophenyl)pyrrolidine-2-one (11)]. With the liver homogenates, the formation of the lactam metabolites was approximately 2 orders of magnitude greater than that of the amino acid metabolites, while with the brain homogenates, the amino acid and lactam pathways were of similar magnitude. For either tissue, for both the lactam and the amino acid series, attack at the less sterically hindered 5-position of the pyrrolidine ring was greater than the attack at the 2-position (5 greater than 10 and 6 greater than 11) with the exception of the liver homogenate mitochondrial fraction (6 less than 11). The parenteral administration of the prodrug 1 was found to give detectable brain levels of 5 as well as activity in an isoniazid-induced (GABA-inhibited) convulsion model.

  DOI：

  10.1021/jm00126a033

文献信息

• Continuous extraction of polyphenylene sulfide
  申请人：PHILLIPS PETROLEUM COMPANY

  公开号：EP0103261A2

  公开（公告）日：1984-03-21

  A method for continously extracting water soluble impurities from particulate arylene sulfide polymers in which a slurry of water and polymer containing from about 3 to about 30 percent by weight polymer is raised to a temperature in the range of about 250°F to about 420°F by continuous transfer of slurry in indirect contact with hot heat exchange medium followed by continuous separation of polymer from the water. In a preferred embodiment, the slurry is cooled before separation of polymer from the water and a closed cycle of heat exchange medium is used at least partially to heat and at least partially to cool the slurry during the process.

  一种从颗粒状芳基硫醚聚合物中连续萃取水溶性杂质的方法，在该方法中，通过将浆料与热的热交换介质间接接触连续输送，将含有约3%至约30%（按重量计）聚合物的水和聚合物浆料升温至约250°F至约420°F范围内，然后连续将聚合物从水中分离。在一个优选的实施方案中，淤浆在聚合物与水分离之前被冷却，在此过程中，热交换介质的封闭循环至少部分用于加热淤浆，至少部分用于冷却淤浆。
• Baclofen conjugate and a pharmaceutical composition for treatment of neuronal disorders
  申请人：Miller C.G. Landon

  公开号：US20060058221A1

  公开（公告）日：2006-03-16

  A compound is provided that has the formula NH 2 CH 2 CH 2 CHR 1 C(O)N—R  (I) where R 1 is p-chlorophenyl, R is a moiety capable of crossing the blood brain barrier and is as a free compound serotonin, dopamine blood brain barrier (BBB) peptide, membrane translocating protein, TAT peptides, bradykinin, beta-endorphin, bombesin, calcitonin, cholecystokinin, an enkephalin, dynorphin, insulin, gastrin, substance P, neurotensin, glucagon, secretin, somatostatin, motilin, vasopressin, oxytocin, prolactin, thyrotropin, an angiotensin, galanin, neuropeptide Y, thyrotropin-releasing hormone, gonadotropnin-releasing hormone, growth hormone-releasing hormone, luteinizing hormone, vasoactive intestinal peptide transferrin, glucosylamine, amino saccharin, lactylamine, leucine, tryptophan, glutamate and amino cholines.

  提供了一种化合物，其化学式为 NH 2 CH 2 CH 2 CHR 1 C(O)N-R (I) 其中 R 1 是对氯苯基，R 是能够穿过血脑屏障的分子，并且是游离的血清素、多巴胺、血脑屏障（BBB）肽、膜转运蛋白、TAT 肽、缓激肽、β-内啡肽、轰贝素、降钙素、胆囊收缩素、脑啡肽、达诺啡素、胰岛素、胃泌素、P 物质、神经紧张素、胰高血糖素、胰泌素、胰岛素、胃泌素、P 物质、神经肽、胰高血糖素、分泌素、体生长抑素、动情素、血管加压素、催产素、催乳素、促甲状腺激素、血管紧张素、加拉宁、神经肽 Y、促甲状腺激素释放激素、促性腺激素释放激素、生长激素释放激素、黄体生成素、血管活性肠肽、转铁蛋白、葡萄糖胺、氨基糖精、乳糖胺、亮氨酸、色氨酸、谷氨酸和氨基胆碱。
• COMPOUNDS
  申请人：New Pharma Licence Holdings Limited

  公开号：EP3224273A1

  公开（公告）日：2017-10-04
• US7402652B2
  申请人：——

  公开号：US7402652B2

  公开（公告）日：2008-07-22
• [EN] COMPOUNDS<br/>[FR] COMPOSÉS
  申请人：NEW PHARMA LICENCE HOLDINGS LTD

  公开号：WO2016083531A1

  公开（公告）日：2016-06-02

  The present invention provides a compound of formula (I), and its use in methods of treatment, including the treatment of bacterial infections. Methods for the preparation of the compound of formula (I) are also provided. The compound of formula (I) has the structure shown below, where -R6 and -R7 are each together with the carbonyl group and nitrogen alpha to the carbon to which it is attached an amino acid residue, except that R6 together with the carbonyl group and nitrogen alpha to the carbon to which it is attached is not a phenylalanine, leucine or valine residue and/or -R7 together with the carbonyl group and nitrogen alpha to the carbon to which it is attached is not a leucine, iso-leucine, phenylalanine, threonine, valine or nor-valine residue, and -T, -A1, -A2, -A3 and -R10 are as discussed in the application: