3-咔唑丙酸 | 6622-54-4

• 物质功能分类: 分析化学 - 分析试剂 - 常用分析试剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 3-咔唑丙酸
• 中文别名: 3-咔唑-9-丙酸；3-(咔唑-9-基)丙酸
• 英文名称: 3-(9H-carbazol-9-yl)propionic acid
• 英文别名: 3-Carbazol-9-yl-propionic acid；3-carbazol-9-ylpropanoic acid
• CAS: 6622-54-4
• 化学式: C₁₅H₁₃NO₂
• mdl: MFCD00085920
• 分子量: 239.274
• InChiKey: ZAJJJOMMWPVJMH-UHFFFAOYSA-N

物化性质

• 熔点：
  172-176 °C
• 沸点：
  403.3±37.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  3-咔唑丙酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 methyl N-[3-(9H-carbazol-9-yl)propanoyl]methionate
  参考文献：
  名称：

  Phenothiazine-based CaaX competitive inhibitors of human farnesyltransferase bearing a cysteine, methionine, serine or valine moiety as a new family of antitumoral compounds

  摘要：

  A new family of CaaX competitive inhibitors of human farnesyltransferase based on phenothiazine and carbazole skeleton bearing a L-cysteine, L-methionine, L-serine or L-valine moiety was designed, synthesized and biologically evaluated. Phenothiazine derivatives proved to be more active than carbazole-based compounds. Phenothiazine 1b with cysteine residue was the most promising inhibitor of human farnesyltransferase in the current study. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.008
• 作为产物：
  描述：

  咔唑 在 水 、 苄基三甲基氢氧化铵 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 17.0h， 生成 3-咔唑丙酸
  参考文献：
  名称：

  Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase

  摘要：

  Novel phenothiazine derivatives bearing an amino acid residue were synthesized via peptide chemistry, and evaluated for their inhibitory potential on human farnesyltransferase. The phenothiazine unit proved to be an important bulky unit in the structure of the synthesized inhibitors. Propargyl ester 20 bearing a tyrosine residue exhibited the best biological potential in vitro in the present study. Further syntheses and biological evaluation of phenothiazine derivatives are necessary in order to gain a full view of SAR in this family of farnesyltransferase inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.102

文献信息

• Modern Friedel-Crafts chemistry. Part 32. Facile synthesis of some new fused heteropolycycles via direct intramoleclar Friedel-Crafts cyclialkylations of suitable heteroarylalkanols
  作者：Ali Ali Khalaf、Ahmed M. El-Khawaga、Ibrahim M. Awad、Hassan A. K. Abd El-Aal

  DOI：10.3998/ark.5550190.0011.a28

  日期：——

  for the synthesis of some novel fused heteropolycycles. Thus, a variety of fused di-, tri- and tetracyclic nitrogen and nitrogen-sulfur heteropolycycles 8, 9, 11-15 were smoothly synthesized by Friedel-Crafts intramolecular alkylations of heteroarylalkanols 1-7 in the presence of both Bronsted (PPA and PTSA) and Lewis (AlCl3/CH3NO2) acid catalysts. The precursor alkanols were readily prepared by reaction

  该研究为合成一些新型稠合杂多环提供了便利的方法。因此，在Bronsted（PPA和PTSA）存在下，杂芳基烷醇1-7的Friedel-Crafts分子内烷基化顺利合成了各种稠合的二环、三环和四环氮和氮硫杂多环8、9、11-15。 ) 和路易斯 (AlCl3/CH3NO2) 酸催化剂。前体链烷醇很容易通过相应的羧酸酯与甲基碘化镁反应制备。使用光谱和分析数据确定化合物的结构。提出了一种合理的碳正离子机制来解释结果。
• Dendrimers as molecular translocators
  申请人：Goodman Murray

  公开号：US20060216265A1

  公开（公告）日：2006-09-28

  Transport molecules include a dendrimer and a biologically active molecule. The dendrimer of such transport molecules includes at least one guanidine group, at least one protonated guanidine group, at least one protected guanidine group, at least one amidine group, at least one protonated amidine group, at least one protected amidine group, at least one ureido group, at least one protonated ureido group, at least one protected ureido group, at least one thioureido group, at least one protonated thioureido group, or at least one protected thioureido group. The biologically active molecule is bonded to the dendrimer. A method of increasing the bioavailability of a drug includes bonding the drug to a dendrimer of the invention.

  转运分子包括一种树枝状聚合物和一种生物活性分子。这些转运分子的树枝状聚合物包括至少一个胍基团、至少一个质子化的胍基团、至少一个保护的胍基团、至少一个酰胺基团、至少一个质子化的酰胺基团、至少一个保护的酰胺基团、至少一个脲基团、至少一个质子化的脲基团、至少一个保护的脲基团、至少一个硫脲基团、至少一个质子化的硫脲基团，或至少一个保护的硫脲基团。生物活性分子与树枝状聚合物结合。一种增加药物生物利用度的方法包括将药物与本发明的树枝状聚合物结合。
• Thermally Activated Delayed Fluorescence Benzyl Cellulose Derivatives for Nondoped Organic Light-Emitting Diodes
  作者：Masaya Shibano、Hiroki Ochiai、Katsuaki Suzuki、Hiroshi Kamitakahara、Hironori Kaji、Toshiyuki Takano

  DOI：10.1021/acs.macromol.9b02644

  日期：2020.4.28

  Thermally activated delayed fluorescence (TADF) benzyl cellulose derivatives (TBC-X), which contained both carbazole (host) and phthalimide-based TADF dye (guest) moieties, were prepared from 2,3-di-O-benzyl cellulose in high yields. The TBC-X samples were soluble in common organic solvents such as CH2Cl2, CHCl3, THF, and toluene. The photoluminescence spectra of TBC-X spin-coated films had a single

  热活化延迟荧光（TADF）苄基纤维素衍生物（TBC- X），其中载两个咔唑（主机）和邻苯二甲酰亚胺- TADF染料（宾）部分，从制备的2,3-二- ø -苄基高收率纤维素。的TBC- X样品溶于普通有机溶剂如CH 2氯2，氯仿3，THF，甲苯等。TBC - X旋涂膜的光致发光光谱具有仅源自客体部分的单个发射峰，这表明从主体到客体部分的有效能量转移。在TBC-10旋涂膜中（主体和客体部分的含量分别为93和7）具有最高的55.3％的光致发光量子产率和TADF特性。与未掺杂的有机发光二极管TBC-10作为发光层显示绿色发射（λ EL = 517纳米），并取得的5.9％的最大外量子效率。
• Therapeutic methods employing disulfide derivatives of dithiocarbamates and compositions useful therefor
  申请人：Medinox, Inc.

  公开号：US20030181495A1

  公开（公告）日：2003-09-25

  The present invention provides novel combinations of dithiocarbamate disulfide dimers with other active agents. In one method, the disulfide derivative of a dithiocarbamate is coadministered with a thiazolidinedione for the treatment of diabetes. In another embodiment, In another embodiment, invention combinations further comprise additional active agents such as, for example, metformin, insulin, sulfonylureas, and the like. In another embodiment, the present invention relates to compositions and formulations useful in such therapeutic methods.

  本发明提供了二硫代氨基甲酸盐二硫化二聚体与其他活性药剂的新组合。在一种方法中，二硫代氨基甲酸盐的二硫化衍生物与噻唑烷二酮联合用于治疗糖尿病。在另一实施例中，该发明的组合进一步包括额外的活性药剂，例如二甲双胍、胰岛素、磺酰脲类药物等。在另一实施例中，本发明涉及用于这种治疗方法的组合物和配方。
• RAPID N-ALKYLATION OF CARBAZOLE, PHENOTHIAZLNE AND ACRIDONE UNDER MICROWAVE IRRADIATION
  作者：Xingjun Fan、Jinmao You、Tianquan Jiao、Ganzu Tan、Xianda Yu

  DOI：10.1080/00304940009355927

  日期：2000.6

  application of microwave in organic synthesis, sparked by the pioneering papers of Gedye, Majetich and their co-workers in 1986: has demonstrated that reactions can be conducted safely in commercial microwave ovens with remarkable rate enhancements and dramatic reductions of reaction times compared to conventional heating.5 Bogdal et ul. reported a method of N-alkylations of carbazole under microwave irradiation

  用自动分析仪和新型荧光试剂对氨基酸和部分寡肽进行分离和定量测定，用作柱前或柱后衍生化正在深入开发中。由于大多数氨基酸和寡肽在220-254nm有弱紫外吸收，为了提高检测灵敏度和提高选择性，衍生化试剂如9-芴基甲基氯甲酸酯（Fmoc）、442-邻苯二甲酰亚胺基）-苯甲酰氯（PIB-Cl）和其他一般使用。最近，我们发现了一种荧光化合物，如吖啶酮-N-乙酸、咔唑-9-基-丙酸等，在柱前液相色谱法测定氨基酸和多肽方面具有较高的灵敏度和选择性。 .2 传统上，这些化合物是通过几个步骤合成的，回流时间长，产物经过困难纯化后收率低。微波在有机合成中的应用，由 Gedye、Majetich 及其同事在 1986 年的开创性论文引发：证明了反应可以在商用微波炉中安全进行，与传统的相比，反应速度显着提高，反应时间显着减少加热。 5 Bogdal 等人。报道了一种在微波辐射下咔唑 N-烷基化的方法”，但它不适用