6-氰基己酸乙酯 | 10137-65-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 6-氰基己酸乙酯
• 英文名称: ethyl 6-cyanohexanoate
• 英文别名: 6-cyano-hexanoic acid ethyl ester；6-Cyan-hexansaeure-aethylester；6-cyanohexanoic acid ethyl ester；6-Cyan-capronsaeure-ethylester；6-Cyan-hexansaeure-ethylester；6-Cyanoethylhexanoat
• CAS: 10137-65-2
• 化学式: C₉H₁₅NO₂
• 分子量: 169.224
• InChiKey: WPGIMPZMPWRYAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  6-氰基己酸乙酯 在 乙醇 、 氨 、 镍 作用下， 150.0 ℃ 、14.71 MPa 条件下， 生成 7-氨基庚酸乙酯(或盐酸盐)
  参考文献：
  名称：

  Chretien, Annales de Chimie (Cachan, France), 1957, vol. <13>2, p. 682,700

  摘要：

  DOI：
• 作为产物：
  描述：

  6-溴己酸 在 乙酰氯 作用下， 反应 22.0h， 生成 6-氰基己酸乙酯
  参考文献：
  名称：

  Synthesis and Characterization of Novel Acyl-Glycine Inhibitors of GlyT2

  摘要：

  It has been demonstrated previously that the endogenous compound N-arachidonyl-glycine inhibits the glycine transporter GlyT2, stimulates glycinergic neurotransmission, and provides analgesia in animal models of neuropathic and inflammatory pain. However, it is a relatively weak inhibitor with an IC50, of 9 mu M and is subject to oxidation via cyclooxygenase, limiting its therapeutic value. In this paper we describe the synthesis and testing of a novel series of monounsaturated C18 and C16 acyl-glycine molecules as inhibitors of the glycine transporter GIyT2. We demonstrate that they are up to 28 fold more potent that N-arachidonyl-glycine with no activity at the closely related GlyT1 transporter at concentrations up to 30 mu M. This novel class of compounds show considerable promise as a first generation of GIyT2 transport inhibitors.

  DOI：

  10.1021/acschemneuro.7b00105

文献信息

• 2-substituted benzothiazole derivatives and prophylactic and therapeutic
  申请人：Grelan Pharmaceutical Co., Ltd.

  公开号：US05700819A1

  公开（公告）日：1997-12-23

  Unique benzothiazole derivatives which exert superior aldose redactase inhibiting actions are unexpectedly and advantageously useful in the prophylactic and therapeutic treatment of diabetic complications. A benzothiazole derivative compound of the formula (1): ##STR1## wherein X is halogen, R.sup.1 and R.sup.2, which are the same or different, are each independently hydrogen or halogen, A is a methylene group or a sulfur atom, and --B--COOR.sup.3 is a group as defined in the specification; or a pharmaceutically acceptable salt and a pharmaceutical composition comprising the same which is a useful prophylactic or therapeutic agent for the treatment of diabetic complications.

  独特的苯并噻唑衍生物表现出优越的醛糖还原酶抑制作用，意外地并且有利地用于糖尿病并发症的预防和治疗。式（1）的苯并噻唑衍生物化合物：其中X是卤素，R^1和R^2，相同或不同，分别独立地是氢或卤素，A是亚甲基基团或硫原子，而-B-COOR^3是规范中定义的基团；或其药学上可接受的盐和含有它的药物组合物，可用作糖尿病并发症的预防或治疗药剂。
• Photoredox/Nickel Dual Catalysis for the C(sp³ )-C(sp³ ) Cross-Coupling of Alkylsilicates with Alkyl Halides
  作者：Christophe Lévêque、Vincent Corcé、Ludwig Chenneberg、Cyril Ollivier、Louis Fensterbank

  DOI：10.1002/ejoc.201601571

  日期：2017.4.18

  Alkylsilicates were engaged under photoredox/nickel dual catalysis conditions with alkyl halides for the first time. The C(sp3)–C(sp3) cross-coupling products were obtained in moderate yields and were accompanied by the homocoupling products of the alkyl halide derivatives. These promising findings are strongly suggestive of the high synthetic potential of the dual catalytic approach for the forging of

  烷基硅酸盐首次在光氧化还原/镍双催化条件下与烷基卤化物结合。C(sp3)–C(sp3) 交叉偶联产物以中等产率获得，并伴随着烷基卤衍生物的均偶联产物。这些有希望的发现强烈暗示了双催化方法在锻造烷基碳-碳键方面的高合成潜力。
• [EN] NOVEL GLYCINE TRANSPORT INHIBITORS FOR THE TREATMENT OF PAIN<br/>[FR] NOUVEAUX INHIBITEURS DE TRANSPORT DE GLYCINE POUR LE TRAITEMENT DE LA DOULEUR
  申请人：UNIV SYDNEY

  公开号：WO2018132876A1

  公开（公告）日：2018-07-26

  The present invention relates to novel glycine transport inhibitor compounds and their use for treating pain.

  本发明涉及新型甘氨酸转运抑制剂化合物及其用于治疗疼痛的用途。
• 2-substituted benzothiazole derivatives useful in the treatment of diabetic complications
  申请人：GRELAN PHARMACEUTICAL CO., LTD.

  公开号：EP0714893A1

  公开（公告）日：1996-06-05

  Unique benzothiazole derivatives which exert superior aldose redactase inhibiting actions are unexpectedly and advantageously useful in the prophylactic and therapeutic treatment of diabetic complications. A benzothiazole derivative compound of the formula (1): wherein X is halogen, R¹ and R², which are the same or different, are each independently hydrogen or halogen, A is a methylene group or a sulfur atom, and -B-COOR³ is a group selected from the group consisting of (2) to (5): wherein R³ is hydrogen or C1 to C3 lower alkyl, Y is hydrogen, halogen, C1 to C3 lower alkyl, carboxyl or dilower alkylamino and n is an integer of 1 to 3; Z is oxygen or sulfur, R⁴ is C1 to C3 lower alkyl, optionally substituted phenyl, optionally substituted benzyl or optionally substituted phenethyl and m is an integer of 2 to 5; or a pharmaceutically acceptable salt and a pharmaceutical composition comprising the same which is a useful prophylactic or therapeutic agent for the treatment of diabetic complications.

  独特的苯并噻唑衍生物具有优异的醛糖还原酶抑制作用，在预防和治疗糖尿病并发症方面具有意想不到的优势。一种式（1）的苯并噻唑衍生物化合物： 其中 X 是卤素，R¹ 和 R²（相同或不同）各自独立地为氢或卤素，A 是亚甲基或硫原子，以及 -B-COOR³ 是选自 (2) 至 (5) 所组成的基团： 其中 R³ 是氢或 C1 至 C3 低级烷基，Y 是氢、卤素、C1 至 C3 低级烷基、羧基或稀释烷基氨基，n 是 1 至 3 的整数；Z 是氧或硫，R⁴ 是 C1 至 C3 低级烷基、任选取代的苯基、任选取代的苄基或任选取代的苯乙基，m 是 2 至 5 的整数；或一种药学上可接受的盐和由其组成的药物组合物，该药物组合物是治疗糖尿病并发症的有效预防或治疗剂。
• Benzothiazol-2-ylcarboxylic acids with diverse spacers: A novel class of potent, orally active aldose reductase inhibitors
  作者：Tomoji Aotsuka、Naoki Abe、Kanako Fukushima、Naoki Ashizawa、Motoyuki Yoshida

  DOI：10.1016/s0960-894x(97)00287-4

  日期：1997.7

  The benzothiazol-2-ylcarboxylic acids, with diverse spacers between the carboxy group and the benzothiazole ring, were synthesized and evaluated for their ability to inhibit aldose reductase (AR). The phenylacetic acids 6 which have a less complex structure than that of existing AR inhibitors were found to be highly potent, orally active AR inhibitors. (C) 1997 Elsevier Science Ltd.