4-(4-甲酰基-3,5-二甲氧基苯氧基)-丁酸 | 197304-21-5

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 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-(4-甲酰基-3,5-二甲氧基苯氧基)-丁酸
• 英文名称: 4-(4-formyl-3,5-dimethoxyphenoxy)butyric acid
• 英文别名: 4-(4-Formyl-3,5-dimethoxyphenoxy)butanoic acid
• CAS: 197304-21-5
• 化学式: C₁₃H₁₆O₆
• mdl: MFCD01317805
• 分子量: 268.266
• InChiKey: SEJSVFHBVLKHLB-UHFFFAOYSA-N

物化性质

• 沸点：
  492.3±45.0 °C(Predicted)
• 密度：
  1.234±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2918990090
• 安全说明：
  S26,S27,S36/37/39

反应信息

• 作为反应物：
  描述：

  4-(4-甲酰基-3,5-二甲氧基苯氧基)-丁酸 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 4-(3,5-dimethoxy-4-phenylaminomethyl-phenoxy)-butyric acid
  参考文献：
  名称：

  A novel quantitative proteomics reagent based on soluble nanopolymers

  摘要：

  双功能化树枝状大分子导致高效定量的蛋白质组学和蛇毒中蛋白酶活性的测定。

  DOI：

  10.1039/b614926j
• 作为试剂：
  描述：

  苄胺 、 Fmoc-L-色氨酸(Boc)-OH 、 Fmoc-Pbf-L-精氨酸 在 aminomethyl-terminated Tentagel resin 、 sodium cyanoborohydride 、 1-羟基苯并三唑 、 4-(4-甲酰基-3,5-二甲氧基苯氧基)-丁酸 、 N,N'-二异丙基碳二亚胺 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.67h， 生成 R-R-W-NHBn
  参考文献：
  名称：

  In Vitro Characterization of Human Peptide Transporter hPEPT1 Interactions and Passive Permeation Studies of Short Cationic Antimicrobial Peptides

  摘要：

  The present study assesses the permeation of cationic antimicrobial di- and tripeptides derived from lactoferricin via interaction with the human intestinal peptide transporter hPEPT1 and via passive routes. While some tested peptides displayed moderate affinity (0.6 and 2.7 mM) for interaction with hPEPT1, none served as substrate for hPEPT1 expressed by Xenopus laevis oocytes. It is shown that structural strategies employed to generate sufficient biological activity and metabolic stability such as introduction of large hydrophobic unnatural amino acids and different C-terminal modifications counteracted hPEPT1 mediated uptake. Most of the included peptides were nevertheless shown to permeate at rates suggesting moderate to excellent human oral absorption in the applied phospholipid vesicle-based passive permeation assay. Although the main factor governing passive permeation appears to be the hydrophobicity, peptide structure was also important and the overall permeation behavior was difficult to predict. Comparisons with a theoretical prediction model were also performed.

  DOI：

  10.1021/jm1015704

文献信息

• CONFORMATIONALLY CONSTRAINED, FULLY SYNTHETIC MACROCYCLIC COMPOUNDS
  申请人：Obrecht Daniel

  公开号：US20120270881A1

  公开（公告）日：2012-10-25

  Conformationally restricted, spatially defined 12-30 membered macrocyclic ring systems of formulae Ia and Ib are constituted by three distinct molecular parts: Template A, conformation Modulator B and Bridge C. These macrocycles Ia and Ib are readily manufactured by parallel synthesis or combinatorial chemistry in solution or on solid phase. They are designed to interact with a variety of specific biological target classes, examples being the agonistic or antagonistic activity on G-protein coupled receptors (GPCRs), ion channels and signal transduction pathways. In particular, these macrocycles act as antagonists of the motilin receptor, the FP receptor and the purinergic receptors P2Y 1 , as modulators of the serotonin receptor of subtype 5-HT 2B , as blockers of the voltage-gated potassium channel K v 1.3 and as inhibitors of the β-catenin-dependent “canonical” Wnt pathway. Thus they are showing great potential as medicaments for a variety of diseases.

  具有结构限制的、空间定义的12-30环的大环系统Ia和Ib由三个不同的分子部分构成：模板A、构象调节剂B和桥C。这些大环Ia和Ib可以通过并行合成或溶液中或固相上的组合化学来轻松制备。它们被设计用于与各种特定的生物靶标类相互作用，例如对G蛋白偶联受体（GPCRs）、离子通道和信号转导途径的激动或拮抗活性。特别地，这些大环作为莫蒂林受体的拮抗剂、FP受体和嘌呤受体P2Y1的调节剂、5-HT2B亚型的5-羟色胺受体的调节剂、电压门控钾通道Kv1.3的阻断剂以及β-连环蛋白依赖的“经典”Wnt途径的抑制剂。因此，它们显示出作为各种疾病药物的巨大潜力。
• Design, Synthesis, and Biological Evaluation of (<i>E</i>)-<i>N</i>-Aryl-2-arylethenesulfonamide Analogues as Potent and Orally Bioavailable Microtubule-Targeted Anticancer Agents
  作者：M. V. Ramana Reddy、Muralidhar R. Mallireddigari、Venkat R. Pallela、Stephen C. Cosenza、Vinay K. Billa、Balaiah Akula、D. R. C. Venkata Subbaiah、E. Vijaya Bharathi、Amol Padgaonkar、Hua Lv、James M. Gallo、E. Premkumar Reddy

  DOI：10.1021/jm400575x

  日期：2013.7.11

  showed dramatic reduction in tumor size, indicating their in vivo potential as anticancer agents. A preliminary drug development study with compound 6t is predicted to have increased blood–brain barrier permeability relative to many clinically used antimitotic agents. Mechanistic studies indicate that 6t and some other analogues disrupted microtubule formation, formation of mitotic spindles, and arrest

  合成了一系列新型 ( E ) -N-芳基-2-芳基乙烯磺酰胺( 6 ) 并评估了它们的抗癌活性。该系列中的一些化合物对包括所有耐药细胞系在内的广谱癌细胞系（IC 50值范围为 5 至 10 nM）显示出有效的细胞毒性。使用化合物 ( E ) -N- (3-amino-4-甲氧基苯基)-2-(2',4',6'-三甲氧基苯基)乙磺酰胺 ( 6t ) 进行的裸鼠异种移植试验显示肿瘤大小显着减小，表明它们在作为抗癌剂的体内潜力。化合物6t的初步药物开发研究与许多临床使用的抗有丝分裂剂相比，预计血脑屏障通透性增加。机制研究表明，6t和其他一些类似物会破坏微管形成、有丝分裂纺锤体的形成以及细胞在有丝分裂阶段的停滞。化合物6t在体外和体内抑制纯化的微管蛋白聚合，并规避由P-糖蛋白介导的耐药性。化合物6t与秋水仙碱特异性竞争结合微管蛋白，并具有与鬼臼毒素相似的亲和力，表明其在微管蛋白上的结合位点。
• Solid-Phase Synthesis of Arylpiperazine Derivatives and Implementation of the Distributed Drug Discovery (D3) Project in the Search for CNS Agents
  作者：Paweł Zajdel、Joanna Król、Katarzyna Grychowska、Maciej Pawłowski、Gilles Subra、Gaël Nomezine、Jean Martinez、Grzegorz Satała、Andrzej J. Bojarski、Ziniu Zhou、Martin J. O’Donnell、William L. Scott

  DOI：10.3390/molecules16054104

  日期：——

  We have successfully implemented the concept of Distributed Drug Discovery (D3) in the search for CNS agents. Herein, we demonstrate, for the first time, student engagement from different sites around the globe in the development of new biologically active compounds. As an outcome we have synthesized a 24-membered library of arylpiperazine derivatives targeted to 5-HT1A and 5-HT2A receptors. The synthesis was simultaneously performed on BAL-MBHA-PS resin in Poland and the United States, and on BAL-PS-SynPhase Lanterns in France. The D3 project strategy opens the possibility of obtaining potent 5-HT1A/5-HT2A agents in a distributed fashion. While the biological testing is still centralized, this combination of distributed synthesis with screening will enable a D3 network of students world-wide to participate, as part of their education, in the synthesis and testing of this class of biologically active compounds.

  我们已成功实施了分布式药物发现（D3）概念，以寻找中枢神经系统药物。本文首次展示了来自全球不同地点的学生参与到新型生物活性化合物的研发中。作为成果，我们合成了一系列以5-HT1A和5-HT2A受体为靶点的24个芳基哌嗪衍生物库。合成过程在波兰和美国同时使用BAL-MBHA-PS树脂进行，在法国则采用BAL-PS-SynPhase灯笼树脂。D3项目策略为以分布式方式获得强效5-HT1A/5-HT2A配体提供了可能。尽管生物测试仍集中进行，但这种结合分布式合成与筛选的模式将使全球学生的D3网络能够参与其中，作为其教育的一部分，共同进行该类生物活性化合物的合成与测试。
• DERIVATIVES OF STEROID BENZYLAMINES, HAVING AN ANTIPARASITIC ANTIBACTERIAL, ANTIMYCOTIC AND/OR ANTIVIRAL ACTION
  申请人：Becker Katja

  公开号：US20130266645A1

  公开（公告）日：2013-10-10

  The present invention relates to compounds derived from steroids of the general formula (I) wherein L represents a linker and R # represents a steroid residue, the use of compounds of the general formula (I) in medicine and for the prophylaxis and/or the treatment of infectious diseases. Furthermore described are pharmaceutical compositions containing at least one compound of the general formula (I). A further aspect of the invention relates to the synthesis of said compounds of the general formula (I).

  本发明涉及一般式(I)的类固醇衍生物，其中L代表连接剂，R#代表类固醇残基，以及一般式(I)化合物在医学中的使用以及用于传染病的预防和/或治疗。此外，还描述了包含至少一种一般式(I)化合物的药物组合物。本发明的另一个方面涉及一般式(I)化合物的合成。
• Synthesis of a Biologically Active Triazole-Containing Analogue of Cystatin A Through Successive Peptidomimetic Alkyne-Azide Ligations
  作者：Ibai E. Valverde、Fabien Lecaille、Gilles Lalmanach、Vincent Aucagne、Agnès F. Delmas

  DOI：10.1002/anie.201107222

  日期：2012.1.16

  azides and terminal alkynes has been applied to the successive ligations of three unprotected peptide fragments. Peptidomimetic triazole ligation (PTL, see scheme) as a new method for the chemical production of bioactive proteins is applied for the synthesis of a triazole‐containing analogue of the 97 amino acid protein cystatin A.

  “点击”蛋白：Cu I催化的叠氮化物和末端炔烃的环加成反应已应用于三个未保护肽段的连续连接。拟肽三唑连接（PTL，参见方案）作为化学生产生物活性蛋白的新方法，被用于合成97个氨基酸的半胱氨酸蛋白酶抑制剂A的含三唑类似物。