4-甲氧基-D3-苯甲酸 | 27914-54-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-甲氧基-D3-苯甲酸
• 中文别名: 对甲氧基苯甲酸-D3
• 英文名称: d₃-4-methoxybenzoic acid
• 英文别名: 4-Methoxy-d3-benzoic acid；4-(trideuteriomethoxy)benzoic acid
• CAS: 27914-54-1
• 化学式: C₈H₈O₃
• 分子量: 155.126
• InChiKey: ZEYHEAKUIGZSGI-FIBGUPNXSA-N

物化性质

• 溶解度：
  少许溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-甲氧基-D3-苯甲酸 在 吡啶 、 三甲基氯硅烷 、 氰基硼氘化钠 、 三氯溴甲烷 、 sodium methylate 、 potassium carbonate 、 三苯基膦 、 boron tribromide-methyl sulfide complex 作用下， 以 甲醇 、 乙醚 、 甲苯 、 乙腈 为溶剂， 反应 24.5h， 生成 3-(2-(4-[CD3]-methoxy-[CD2]-benzyl)thiophenyl)-β-D-glucopyranoside
  参考文献：
  名称：

  10th international symposium on the synthesis and applications of isotopes and isotopically labelled compounds-synthesis of compounds labelled with long-lived isotopes Session 17, Thursday, June 18, 2009

  摘要：

  本节是第一节的延续。本节介绍了一些详细描述氚化物合成的方法，以及关于多居里级氚处理方法的讨论。此外，还详细描述了多种同位素标记化合物的制备方法。版权所有 © 2010 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.1773
• 作为产物：
  描述：

  methyl 4-(methoxy-d₃)benzoate 在 水 、 sodium hydroxide 作用下， 反应 3.0h， 生成 4-甲氧基-D3-苯甲酸
  参考文献：
  名称：

  10th international symposium on the synthesis and applications of isotopes and isotopically labelled compounds-synthesis of compounds labelled with long-lived isotopes Session 17, Thursday, June 18, 2009

  摘要：

  本节是第一节的延续。本节介绍了一些详细描述氚化物合成的方法，以及关于多居里级氚处理方法的讨论。此外，还详细描述了多种同位素标记化合物的制备方法。版权所有 © 2010 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.1773

文献信息

• N,N'-Heptamethylenebis(4-methoxybenzamide)
  申请人：Sterling Drug Inc.

  公开号：US04009208A1

  公开（公告）日：1977-02-22

  4-(Q-O)-4'-R.sub.1 -N,N'-alkylenebis(benzamides), N,N'-alkylenebis(3,4-methylenedioxybenzamides) or N,N'-alkylenebis[4-(lower-alkoxy)benzamides], having endocrinological properties, where Q is lower-alkyl, lower-alkoxyalkyl, lower-alkenyl, halo-lower-alkyl, halo-lower-alkenyl, lower-cycloalkyl, phenyl and BN-(lower-alkyl) where BN is di-(lower-alkyl)amino or a saturated N-heteromonocyclic radical having from five to seven ring atoms and alkylene has at least five carbon atoms between its two connecting linkages and R.sub.1 is Q-O-, hydrogen, lower-alkoxy, lower-alkyl, halo, benzyloxy, hydroxy, di-(lower-alkyl)amino, nitro, amino or trihalomethyl are prepared preferably by reacting the appropriate diamine or N-(aminoalkyl)-benzamide with two or one molar equivalents, respectively, of the appropriate benzoyl halide.

  4-(Q-O)-4'-R.sub.1 -N,N'-烷基亚苯二酰胺，N,N'-烷基亚苯二酰胺或N,N'-烷基亚苯二酰胺[4-(较低烷氧基)苯二酰胺]，具有内分泌学性质，其中Q为较低烷基，较低烷氧基烷基，较低烯基，卤代较低烷基，卤代较低烯基，较低环烷基，苯基和BN-(较低烷基)，其中BN为二(较低烷基)氨基或具有五至七个环原子的饱和N-杂环烷基基团，烷基在其两个连接链之间至少有五个碳原子，R.sub.1为Q-O-，氢，较低烷氧基，较低烷基，卤素，苄氧基，羟基，二(较低烷基)氨基，硝基，氨基或三卤甲基，最好通过将适当的二胺或N-(氨基烷基)-苯二酰胺与相应的苯甲酰卤反应制备两个或一个摩尔当量。
• A fast track for the accurate determination of methoxyl and ethoxyl groups in lignin
  作者：Ivan Sumerskii、Thomas Zweckmair、Hubert Hettegger、Grigory Zinovyev、Markus Bacher、Thomas Rosenau、Antje Potthast

  DOI：10.1039/c7ra00690j

  日期：——

  essentially increased the robustness of the overall approach. The accuracy and precision of methoxyl and ethoxyl group quantification in lignins have been assessed, and the data were compared to the classical Zeisel–Vieböck–Schwappach method for methoxyl groups in lignins. The novel approach for methoxyl and ethoxyl group determination showed a more satisfactory precision, accuracy, and also a much higher

  已经开发了一种基于顶空同位素稀释（HS-ID）GC-MS定量分析任何种类木质素中甲氧基和乙氧基的方法。该方法包括应用同位素标记的内标（4-（甲氧基-d 3）-苯甲酸和4-（乙氧基-d 5）-苯甲酸），该内标与木质素一起进行甲氧基的标准氢碘酸裂解。和乙氧基，然后对各自的氘代和非氘代碘甲烷和碘乙烷进行顶空GC-MS分析。内标也是原位生成的在醚裂解过程中，该过程中的任何变化均被消除。同位素标记的内标的应用实质上提高了整个方法的鲁棒性。评估了木质素中甲氧基和乙氧基定量的准确性和精密度，并将数据与经典的Zeisel-Vieböck-Schwappach方法比较了木质素中的甲氧基。甲氧基和乙氧基基团测定的新方法显示出更令人满意的精密度，准确性和更高的样品通量，每天大约有40个样品。
• N-hydroxysuccinimidyl p-methoxybenzoate as suitable derivative reagent for isotopic dilution assay of biogenic amines in food
  作者：Fabio Mazzotti、Leonardo Di Donna、Anna Napoli、Donatella Aiello、Carlo Siciliano、Constantinos M. Athanassopoulos、Giovanni Sindona

  DOI：10.1002/jms.3417

  日期：2014.9

  We present a simple methodology for the simultaneous identification and determination of biogenic amines in food matrices, based on the use of a stable isotope-coded derivatization and liquid chromatography tandem mass spectrometry. The tagging reagent is N-hydroxysuccinimidyl ester of d0/d4-4-methoxybenzoic acid (d0/d4-4-MBA-OSu) which mainly functionalizes primary amines. The identification and structural characterization of tagged biogenic amines were exploited by matrix-assisted laser desorption/ionization–mass spectrometry (MS) and MS/MS. Multiple-reaction monitoring has been applied in the assay of biogenic amines in different foodstuffs, providing a method whose reliability is confirmed by the values of accuracy (12%) and by the calculated analytical parameters. Copyright © 2014 John Wiley & Sons, Ltd.

  我们介绍了一种利用稳定同位素编码衍生和液相色谱串联质谱法同时鉴定和测定食品基质中生物胺的简单方法。标记试剂是 d0/d4-4-methoxybenzoic acid 的 N-hydroxysuccinimidyl ester（d0/d4-4-MBA-OSu），它主要对伯胺进行官能化。基质辅助激光解吸/电离质谱（MS）和 MS/MS 对标记的生物胺进行了鉴定和结构表征。多重反应监测被应用于不同食品中生物胺的检测，其准确度（12%）和分析参数的计算值证实了该方法的可靠性。Copyright © 2014 John Wiley & Sons, Ltd. All Rights Reserved.
• Rearrangements and isomerism in the molecular ion ofo-methoxybenzoic acid
  作者：Richard G. Gillis、Quentin N. Porter

  DOI：10.1002/oms.1210200203

  日期：1985.2

  AbstractThe molecular ion of o‐methoxy‐d3‐benzoic acid can undergo three different rearrangements and hydrogen/deuterium exchange between the functional groups. This can result in 14 isomers of the molecular ion before it decomposes giving fragments at m/z 105, 106, 107 and 108. Three types of isomer have been identified.
• Synthesis of isotopically labelled SGLT inhibitors and their metabolites
  作者：Volker Derdau、Thorsten Fey、Jens Atzrodt

  DOI：10.1016/j.tet.2009.12.003

  日期：2010.2

  Isotopically labelled analogues of two structurally very similar SGLT inhibitors AVE2268 (1a) and AVE8887 (1b) have been synthesized by various routes. The radioactive labelled [C-14]-AVE2268 was prepared in five steps including a Friedel-Crafts acylation as the key step for the C-14-label introduction. For [C-14]-AVE8887 the same synthetic approach was not successful and therefore an alternative thiophene metallation/Weinreb amide sequence was developed. This pathway was also applied to obtain stable isotopically labelled analogues of both AVE2268 and AVE8887. Finally, the synthesis of two metabolites, sulfate 12 and glucuronide 13 were achieved by applying interesting protecting group and oxidation strategies. (C) 2009 Elsevier Ltd. All rights reserved.