Li-10 | 52206-36-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Li-10
• 英文别名: 2-(m-Methoxyphenoxy)-nicotinsaeure；2-(3-methoxy-phenoxy)-nicotinic acid；2-(3-methoxyphenoxy)pyridine-3-carboxylic acid
• CAS: 52206-36-7
• 化学式: C₁₃H₁₁NO₄
• mdl: MFCD09730550
• 分子量: 245.235
• InChiKey: VJHOJZXXYBPYQK-UHFFFAOYSA-N

物化性质

• 熔点：
  153-154 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  403.7±35.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  68.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Li-10 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 8-methoxy-5-(1-methyl-piperidin-4-yl)-5H-chromeno[2,3-b]pyridin-5-ol
  参考文献：
  名称：

  Benzopyranopyridine derivatives. 1. Aminoalkyl derivatives of the azaxanthenes as bronchodilating agents

  摘要：

  The preparation of the four isomeric azaxanthones 3 and a number of their aromatic ring substituted derivatives is described. These ketones were converted into the title compounds which were examined for their biological properties. The most interesting compound in this series, the 1-methyl-4-piperidylidene derivative of 1-azaxanthene, shows the profile of an orally effective potent bronchodilating agent as well as a moderate antihistamine. Biological properties of this compound were compared to a number of antihistamines as well as known bronchodilating agents. Structure-activity relationships are also discussed.

  DOI：

  10.1021/jm00235a001
• 作为产物：
  描述：

  2-氯烟酸 以50%的产率得到
  参考文献：
  名称：

  SACCOMANO, NICHOLAS A.;VINICK, FREDERIC J.

  摘要：

  DOI：

文献信息

• Nicotinamide derivatives
  申请人：Pfizer Inc

  公开号：US06380218B1

  公开（公告）日：2002-04-30

  A compound of formula (I) wherein m, n, o, p, q, r, A, B, D, E, R1, R2,R3, R4, R5, R6, R7 and R8 are as defined in the description, useful in the treatment of respiratory, allergic, rheumatoid, body weight regulation, inflammatory and central nervous system disorders such as asthma, chronic obstructive pulmonary disease, adult respiratory diseases syndrome, shock, fibrosis, pulmonary hypersensitivity, allergic rhinitis, atopic dermatitis, psoriasis, weight control, rheumatoid arthritis, cachexia, crohn's disease, ulcerative colitis, arthritic conditions and other inflammatory diseases, depression, multi-infarct dementia and AIDS.

  一种具有式（I）的化合物，其中m、n、o、p、q、r、A、B、D、E、R1、R2、R3、R4、R5、R6、R7和R8如描述中所定义，在治疗呼吸系统、过敏、类风湿、体重调节、炎症和中枢神经系统疾病方面有用，如哮喘、慢性阻塞性肺疾病、成人呼吸系统疾病综合征、休克、纤维化、肺部过敏、过敏性鼻炎、特应性皮炎、牛皮癣、体重控制、类风湿性关节炎、虚弱、克罗恩病、溃疡性结肠炎、关节炎症状和其他炎症性疾病、抑郁症、多发性梗塞性痴呆和艾滋病的治疗。
• Activation and Inhibition of Kidney CLC-K Chloride Channels by Fenamates
  作者：Antonella Liantonio、Alessandra Picollo、Elena Babini、Giuseppe Carbonara、Giuseppe Fracchiolla、Fulvio Loiodice、Vincenzo Tortorella、Michael Pusch、Diana Conte Camerino

  DOI：10.1124/mol.105.017384

  日期：2006.1

  CLC-K Cl– channels are selectively expressed in kidney and ear, where they are pivotal for salt homeostasis, and loss-of-function mutations of CLC-Kb produce Bartter's syndrome type III. The only ligand known for CLC-K channels is a derivative of the 2- p -chlorophenoxypropionic acid (CPP), 3-phenyl-CPP, which blocks CLC-Ka, but not CLC-Kb. Here we show that in addition to this blocking site, CLC-K channels bear an activating binding site that controls channel opening. Using the voltage-clamp technique on channels expressed in Xenopus laevis oocytes, we found that niflumic acid (NFA) increases CLC-Ka and CLC-Kb currents in the 10 to 1000 μM range. Flufenamic acid (FFA) derivatives or high doses of NFA produced instead an inhibitory effect on CLC-Ka, but not on CLC-Kb, and on blocker-insensitive CLC-Ka mutants, indicating that the activating binding site is distinct from the blocker site. Evaluation of the sensitivity of CLC-Ka to derivatives of NFA and FFA together with a modeling study of these ligands allow us to conclude that one major characteristic of activating compounds is the coplanarity of the two rings of the molecules, whereas block requires a noncoplanar configuration. These molecules provide a starting point for identification of diuretics or drugs useful in the treatment of Bartter's syndrome.

  CLC-K Cl– 渠道在肾脏和耳朵中特异性表达，它们对盐的稳态至关重要，CLC-Kb 的功能缺失突变可导致 III 型巴特综合征。目前已知的 CLC-K 渠道唯一配体是 2- p -氯苯氧丙酸 (CPP) 的衍生物 3-苯基-CPP，它可以阻断 CLC-Ka，但不影响 CLC-Kb。在这里，我们展示了除了该阻断位点外，CLC-K 渠道还具有一个激活结合位点，该位点控制通道的开启。通过对表达在非洲爪蛙卵母细胞中的通道使用电压夹持技术，我们发现氟尼辛酸 (NFA) 在 10 至 1000 μM 范围内增加了 CLC-Ka 和 CLC-Kb 的电流。氟芬那酸 (FFA) 的衍生物或高剂量的 NFA 对 CLC-Ka 产生了抑制作用，而对 CLC-Kb 则没有，并且在对阻断剂不敏感的 CLC-Ka 突变体上同样显示出该作用，表明激活结合位点与阻断位点是不同的。对 CLC-Ka 对 NFA 和 FFA 衍生物的敏感性评估，以及对这些配体的建模研究，让我们得出结论：激活化合物的一个主要特征是分子两个环的共平面性，而阻断则需要非共平面构型。这些分子为识别利尿剂或在治疗巴特综合征方面有用的药物提供了起点。
• New herbicidal nicotinamide derivatives
  申请人：MAY & BAKER LIMITED

  公开号：EP0053011A1

  公开（公告）日：1982-06-02

  Nicotinamide derivatives of the formula:- (wherein X represents an oxygen or sulphur atom, R1 represents a hydrogen atom or a methyl, ethyl or allyl group, R2 represents a hydrogen, fluorine or chlorine atom, a cyano group or a methyl or ethyl group optionally substituted by one or more fluorine atoms, R3 represents a fluorine, chlorine or bromine atom or a cyano, trifluoromethyl, methoxy, ethoxy, trifluoromethoxy or C1-4 alkanesulphonyl group, one of R4 and R5 represents a hydrogen atom and the other represents a hydrogen, fluorine, chlorine or bromine atom or a cyano, trifluoromethyl, methoxy, ethoxy, trifluoromethoxy or C1-4 alkanesulphonyl group, R6 represents a hydrogen, fluorine or chlorine atom or a cyano or ethynyl group, R7 represents a fluorine or chlorine atom, R8 represents a hydrogen, fluorine, chlorine or bromine atom or a methyl or ethyl group and m represents 0, 1 or 2, with the proviso that when R2 and R6 each represent a hydrogen atom; m represents 0, have been found to possess useful herbicidal properties; herbicidal compositions, methods for controlling the growth of weeds and processes for the preparation of the nicotinamide derivatives are described.

  式中的烟酰胺衍生物：- 其中 X 代表氧原子或硫原子，R1 代表氢原子或甲基、乙基或烯丙基，R2 代表氢原子、氟原子或氯原子、氰基或任选被一个或多个氟原子取代的甲基或乙基、R3 代表氟、氯或溴原子或氰基、三氟甲基、甲氧基、乙氧基、三氟甲氧基或 C1-4 烷磺酰基，R4 和 R5 中的一个代表氢原子，另一个代表氢、R6 代表氢原子、氟原子或氯原子或氰基或乙炔基、R7 代表氟或氯原子，R8 代表氢、氟、氯或溴原子或甲基或乙基，m 代表 0、1 或 2，但当 R2 和 R6 各代表一个氢原子时，m 代表 0；m 代表 0 时，具有有用的除草特性；描述了除草组合物、控制杂草生长的方法和制备烟酰胺衍生物的工艺。
• Nicotinamide ethers: novel inhibitors of calcium-independent phosphodiesterase and [3H]rolipram binding
  作者：Fredric J. Vinick、Nicholas A. Saccomano、B. Kenneth Koe、Jann A. Nielsen、Ian H. Williams、Peter F. Thadeio、Stanley Jung、Morgan Meltz、Jonathan Johnson、Lorraine A. Lebel、Lorena L. Russo、David Helweg

  DOI：10.1021/jm00105a015

  日期：1991.1

  The synthesis and biological properties of a series of nicotinamide ethers are described. These compounds, structurally novel calcium-independent phosphodiesterase inhibitors, also inhibit the binding of [H-3]rolipram to rat brain membranes and reverse reserpine-induced hypothermia in the mouse. Several compounds exhibited potent in vivo activity comparable to the standard agent, rolipram.
• Valenti; Borraccini; Primofiore, Chimica therapeutica, 1973, vol. 8, # 6, p. 652 - 654
  作者：Valenti、Borraccini、Primofiore、Da Re

  DOI：——

  日期：——