(+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-3-isoquinolinecarboxamide | 124236-61-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-3-isoquinolinecarboxamide
• 英文别名: N-(butan-2-yl)-1-(2-chlorophenyl)isoquinoline-3-carboxamide；N-sec-Butyl-1-(2-chlorophenyl)isoquinoline-3-carboxamide；N-butan-2-yl-1-(2-chlorophenyl)isoquinoline-3-carboxamide
• CAS: 124236-61-9
• 化学式: C₂₀H₁₉ClN₂O
• 分子量: 338.837
• InChiKey: XXSIYNJKCPZOFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  502.2±45.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-3-isoquinolinecarboxamide 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到1-(2-氯苯基)-n-甲基-n-(1-甲基丙基)-3-异喹啉羧酰胺
  参考文献：
  名称：

  A novel approach for the synthesis of the peripheral benzodiazepine receptor ligand, PK11195

  摘要：

  A new synthesis of the peripheral benzodiazepine receptor ligand, PK11195 has been developed in only six-steps using a Heck-type reaction and a Suzuki coupling to effect the key transformations. The flexibility of this new approach is demonstrated by the synthesis of an iodo-analogue of PK11195 prepared from the corresponding bromide using a copper catalysed aromatic Finkelstein reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.203
• 作为产物：
  描述：

  1-(2-氯苯基)异喹啉-3-羧酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-3-isoquinolinecarboxamide
  参考文献：
  名称：

  1-（苯基）异喹啉羧酰胺：促甲状腺激素释放激素（TRH）受体的一类新型亚型选择性抑制剂。

  摘要：

  我们报告了几种1-（苯基）异喹啉羧酰胺类似物的小鼠促甲状腺激素释放激素（TRH）受体TRH-R1和TRH-R2的两个亚型的合成和结合。这些类似物显示出一定程度的结合TRH-R2的选择性。这些是报道的第一批对这些受体具有选择性结合的配体。

  DOI：

  10.1016/j.bmcl.2004.11.017
• 作为试剂：
  描述：

  (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-3-isoquinolinecarboxamide 、 三氟甲烷磺酸甲酯 在 (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-3-isoquinolinecarboxamide 作用下， 生成 (R)-[N-methyl-11C]PK 11195
  参考文献：
  名称：

  *-[11c]甲基-*-(1-甲基丙基)-1-(2-氯苯基)异喹啉-3-氨甲酰的制备方法

  摘要：

  本发明披露了一种PET诊断所用的放射性药物 11 C-PK11195的制备方法，其是以三氟甲基磺酰基取代 11 C-CH 3 I中的碘，生成新的甲基化试剂三氟甲基磺酰基[ 11 C]甲烷，三氟甲基磺酰基[ 11 C]甲烷与前体化合物nor-PK 11195反应合成 11 C-PK11195。本发明具有如下优点：A：反应时间较短，可以明显提高标记产量；B：前体化合物用量少，用量最多1mg，可显著降低生产成本；C：放化产率高；D：提高了 11 C-PK11195的比活度。

  公开号：

  CN101768115A

文献信息

• Sun protection compositions comprising semi-crystalline polymers and hollow latex particles
  申请人：Candau Didier

  公开号：US20090041691A1

  公开（公告）日：2009-02-12

  Topically applicable cosmetic/dermatological UV protection compositions having enhanced SPF contain at least one organic UV screening agent and/or at least one inorganic screening agent, such compositions also containing at least the following constituents (A) and (B): A) a semi-crystalline polymer which is solid at ambient temperature and has a melting point of greater than or equal to 30° C., containing a) a polymeric backbone and b) at least one crystallizable organic side chain and/or one crystallizable organic block forming part of the backbone of this said polymer, said polymer having a number-average molecular mass Mn of greater than or equal to 1,000, and B) hollow latex particles having a particle size ranging from 150 to 380 nm, formulated into a topically applicable, physiologically acceptable medium therefor.

  具有增强SPF的适用于化妆品/皮肤科的防紫外线保护组合物至少包含一种有机紫外线过滤剂和/或至少一种无机过滤剂，此类组合物还至少包含以下成分（A）和（B）： A）半结晶聚合物，室温下为固体，熔点大于或等于30°C，包含a）聚合骨架和b）至少一种可结晶有机侧链和/或作为该聚合物骨架一部分的可结晶有机块，该聚合物具有大于或等于1,000的数均分子质量Mn，以及 B）中空乳胶颗粒，粒径范围为150至380纳米，配制成适用于局部使用的、生理上可接受的介质。
• The use of tetrabutylammonium fluoride to promote<i>N</i>- and<i>O</i>-¹¹C-methylation reactions with iodo[¹¹C]methane in dimethyl sulfoxide
  作者：Tatsuya Kikuchi、Katsuyuki Minegishi、Hiroki Hashimoto、Ming-Rong Zhang、Koichi Kato

  DOI：10.1002/jlcr.3092

  日期：2013.11

  The N- or O-methylation reactions of compounds bearing amide, aniline, or phenol moieties using iodo[11C]methane (1) with the aid of a base are frequently applied to the preparation of 11C-labeled radiopharmaceuticals. Although sodium hydride and alkaline metal hydroxides are commonly employed as bases in these reactions, their poor solubility properties in organic solvents and hydrolytic activities have sometimes limited their application and made the associated 11C-methylation reactions difficult. In contrast to these bases, tetrabutylammonium fluoride (TBAF) is moderately basic, highly soluble in organic solvents, and weakly nucleophilic. Although it was envisaged that TBAF could be used as the preferred base for 11C-methylation reactions using 1, studies concerning the use of TBAF to promote 11C-methylation reactions are scarce. Herein, we have evaluated the efficiency of the 11C-methylation reactions of 13 model compounds using TBAF and 1. In most cases, the N-11C-methylations were efficiently promoted by TBAF in dimethyl sulfoxide at ambient temperature, whereas the O-11C-methylations required heating in some cases. Comparison studies revealed that the efficiencies of the 11C-methylation reactions with TBAF were comparable or sometimes greater than those conducted with sodium hydride. Based on these results, TBAF should be considered as the preferred base for 11C-methylation reactions using 1.

  含有酰胺、苯胺或酚基团的化合物在碘[11C]甲烷（1）作用下，借助碱进行的N-或O-甲基化反应通常用于制备11C标记的放射药物。尽管氢化钠和碱金属氢氧化物在这些反应中常被用作碱，但它们在有机溶剂中的溶解性差以及水解活性，有时限制了其应用，使得相关的11C-甲基化反应变得困难。与这些碱相比，四丁基氟铵（TBAF）具有适中的碱性，高度溶于有机溶剂，并且亲核性较弱。尽管有预想TBAF可以作为11C-甲基化反应的优选碱，但关于TBAF促进11C-甲基化反应的研究却很少。在此，我们评估了使用TBAF和1对13个模型化合物进行11C-甲基化反应的效率。在大多数情况下，TBAF在室温下能有效促进二甲基亚硫酰胺中的N-11C-甲基化，而在某些情况下O-11C-甲基化则需要加热。比较研究表明，使用TBAF进行的11C-甲基化反应的效率可比或有时大于使用氢化钠的反应。基于这些结果，TBAF应被视为使用1进行11C-甲基化反应的优选碱。
• Cosmetic/sunscreen compositions containing dibenzoylmethane compounds and dithiolane compound photostabilizers therefor
  申请人：Lucet-Levannier Karine

  公开号：US20100086502A1

  公开（公告）日：2010-04-08

  Cosmetic/sunscreen compositions contain a combination of at least one dibenzoylmethane sunscreen compound and a photostabilizing amount of at least one dithiolane compound of formula (I) below:

  化妆品/防晒霜组合物含有至少一种二苯甲酮类防晒剂化合物和至少一种式（I）所示的二硫杂环化合物的光稳定量。
• Artificially coloring the skin with a carotene compound, a xanthophyll compound and a lipophilic green dye composition
  申请人：Cassin Guillaume

  公开号：US20100150853A1

  公开（公告）日：2010-06-17

  A method for artificially coloring the skin entails topical application thereon of a composition containing, formulated into a physiologically acceptable medium: a) at least one compound of the carotene type, b) at least one compound of the xanthophyll type, c) at least one lipophilic green dye; the composition advantageously includes a mixture of dyes including: a) at least one compound of the carotene type, b) at least astaxanthin, c) at least one lipophilic green dye.

  一种人工着色皮肤的方法包括在皮肤上局部涂抹一种含有以下成分的组合物，配制成生理可接受的介质：a) 至少一种类胡萝卜素的化合物，b) 至少一种黄色素类的化合物，c) 至少一种亲脂性绿色染料；该组合物优选包括一种混合染料，其中包括：a) 至少一种类胡萝卜素的化合物，b) 至少一种虾青素，c) 至少一种亲脂性绿色染料。
• Photostable cosmetic compositions comprising dibenzoylmethane/pyrrolidinone compounds
  申请人：RICHARD Herve

  公开号：US20090285868A1

  公开（公告）日：2009-11-19

  Photostable UV-photoprotecting cosmetic sunscreen compositions contain (a) an effective UV-photoprotecting amount of at least one dibenzoylmethane compound sunscreen, (b) an effective radiation-photostablizing amount of at least one pyrrolidinone compound having the formula (I) below: and, advantageously, at least one liquid fatty phase and at least one lipophilic active sunscreen agent of low solubility, formulated into (c) a cosmetically acceptable support therefor.

  Photostable UV-防晒化妆品防晒组合物包含(a) 至少一种二苯甲酮类化合物防晒剂的有效UV-防晒量，(b) 至少一种具有以下公式(I)的吡咯烷酮化合物的有效辐射光稳定量：而且，有利的是，至少一种液态脂相和至少一种低溶解度的亲脂性活性防晒剂，配制成(c) 用于美容的可接受支持。