methyl 1-methyl-4-(1-methylimidazole-2-amido)pyrrole-2-carboxylate | 297731-27-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: methyl 1-methyl-4-(1-methylimidazole-2-amido)pyrrole-2-carboxylate
• 英文别名: methyl 1-methyl-4-(1-methyl-1H-imidazole-2-carboxamido)-1H-pyrrole-2-carboxylate；methyl 1-methyl-4-[(1-methylimidazole-2-carbonyl)amino]pyrrole-2-carboxylate
• CAS: 297731-27-2
• 化学式: C₁₂H₁₄N₄O₃
• 分子量: 262.268
• InChiKey: OLAIFJYBHXAQFK-UHFFFAOYSA-N

物化性质

• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 1-methyl-4-(1-methylimidazole-2-amido)pyrrole-2-carboxylate 在 甲醇 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 水 、 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluorophosphate methanaminium 、 N,N-二异丙基乙胺 、 lithium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1-methyl-4-[3-({1-methyl-4-[1-methyl-4-(3-{[1-methyl-4-(1-methylimidazole-2-amido)pyrrol-2-yl]formamido}propanamido)imidazole-2-amido]pyrrol-2-yl}formamido)propanamido]imidazole-2-carboxylic acid
  参考文献：
  名称：

  [EN] COMPOUNDS AND METHODS FOR TREATING FRIEDREICH'S ATAXIA
  [FR] COMPOSÉS ET PROCÉDÉS DE TRAITEMENT DE L'ATAXIE DE FRIEDREICH

  摘要：

  The present disclosure relates to compounds and methods for modulating the expression offxn,and treating diseases and conditions in whichfxnplays an active role.

  公开号：

  WO2023219939A1
• 作为产物：
  描述：

  1-甲基-2-(三氯乙酰基)咪唑 在 ammonium hydroxide 、 copper(l) iodide 、 caesium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 24.25h， 生成 methyl 1-methyl-4-(1-methylimidazole-2-amido)pyrrole-2-carboxylate
  参考文献：
  名称：

  基于铜催化交叉偶联策略的吡咯-咪唑聚酰胺低聚物的合成。

  摘要：

  吡咯-咪唑（Py-Im）聚酰胺由于对DNA的微小凹槽具有独特的结合特性，因此是用于化学生物学和药物化学研究的有用工具。我们开发了一种基于Cu催化交叉偶联策略合成Py-Im聚酰胺低聚物的新方法。可以使用具有容易制备的单体单元的Cu催化的Ullmann型交叉偶联来合成所有四个模式的二聚体片段。此外，我们证明了通过结合吡咯/吡咯偶联加成物的位点选择性碘化可得到用于Py-Im聚酰胺合成的吡咯二聚体，三聚体和四聚体结构单元。

  DOI：

  10.1016/j.bmcl.2017.03.052

文献信息

• [EN] METHODS AND COMPOUNDS FOR THE TREATMENT OF GENETIC DISEASE<br/>[FR] PROCÉDÉS ET COMPOSÉS POUR LE TRAITEMENT D'UNE MALADIE GÉNÉTIQUE
  申请人：DESIGN THERAPEUTICS INC

  公开号：WO2021158707A1

  公开（公告）日：2021-08-12

  The present disclosure relates to compounds and methods for modulating the expression of dmpk, and treating diseases and conditions in which dmpk plays an active role. The compound can be a transcription modulator molecule having a first terminus, a second terminus, and oligomeric backbone, wherein: a) the first terminus comprises a DNA-binding moiety capable of noncovalently binding to a nucleotide repeat sequence CAG or CTG; b) the second terminus comprises a protein-binding moiety binding to a regulatory molecule that modulates an expression of a gene comprising the nucleotide repeat sequence CAG or CTG; and c) the oligomeric backbone comprising a linker between the first terminus and the second terminus.

  本公开涉及化合物和方法，用于调节dmpk的表达，并治疗dmpk发挥积极作用的疾病和病况。该化合物可以是一种转录调节分子，具有第一末端、第二末端和寡聚骨架，其中：a）第一末端包括一种DNA结合基团，能够非共价结合到核苷酸重复序列CAG或CTG；b）第二末端包括结合到调节分子的蛋白结合基团，该调节分子调节包含核苷酸重复序列CAG或CTG的基因的表达；c）寡聚骨架包括连接第一末端和第二末端的连接物。
• 4-Methyltrityl-Protected Pyrrole and Imidazole Building Blocks for Solid Phase Synthesis of DNA-Binding Polyamides
  作者：Benedikt Heinrich、Olalla Vázquez

  DOI：10.1021/acs.orglett.9b04288

  日期：2020.1.17

  DNA-binding polyamides are synthetic oligomers of pyrrole/imidazole units with high specificity and affinity for double-stranded DNA. To increase their synthetic diversity, we report a mild methodology based on 4-methyltrityl (Mtt) solid phase peptide synthesis (SPPS), whose building blocks are more accessible than the standard Fmoc and Boc SPPS ones. We demonstrate the robustness of the approach by

  结合DNA的聚酰胺是吡咯/咪唑单元的合成低聚物，对双链DNA具有高特异性和亲和力。为了增加它们的合成多样性，我们报告了一种基于4-甲基三苯甲基（Mtt）固相肽合成（SPPS）的温和方法，该方法的构建基比标准Fmoc和Boc SPPS更为容易。我们通过准备和研究带有所有前体的发夹来证明该方法的鲁棒性。重要的是，我们的策略是正交的并且与敏感分子兼容，并且可以很容易地实现自动化。
• METHOD FOR PRODUCING NITROGEN-CONTAINING AROMATIC AMIDE, METHOD FOR PRODUCING PYRROLE-IMIDAZOLE POLYAMIDE, AND COMPOUND
  申请人：National University Corporation Chiba University

  公开号：US20190084928A1

  公开（公告）日：2019-03-21

  To provide a method for producing a nitrogen-containing aromatic amide that is capable of using a monomer unit obtained under milder reaction condition and uses catalytic amide bond formation, and a method for producing a pyrrole-imidazole polyamide. [1] A method for producing a nitrogen-containing aromatic amide, including reacting a compound 1 represented by the general formula (1) and a compound 2 represented by the general formula (2) in the presence of a transition metal catalyst and a base, so as to provide a compound 3 represented by the general formula (3). [2] A method for producing a pyrrole-imidazole polyamide, including using the compound 3 obtained by the production method according to the item [1]. [3] A compound represented by the general formula (2aa), the general formula (2ab), the general formula (2ac), or the general formula (2ad).

  提供一种生产含氮芳香酰胺的方法，该方法能够使用在较温和的反应条件下获得的单体单元，并利用催化酰胺键形成，以及一种生产吡咯-咪唑聚酰胺的方法。[1] 一种生产含氮芳香酰胺的方法，包括在过渡金属催化剂和碱的存在下，使通式（1）所代表的化合物1与通式（2）所代表的化合物2发生反应，从而提供通式（3）所代表的化合物3。[2] 一种生产吡咯-咪唑聚酰胺的方法，包括使用根据项目[1]的生产方法获得的化合物3。[3] 通式（2aa）、通式（2ab）、通式（2ac）或通式（2ad）所代表的化合物。
• Alkyl 4- [4- (5-Oxo-2,3,5, 11A-Tetrahydo-5H-Pyrrolo [2, 1-C] [1,4] Benzodiazepine-8-Yloxy) -Butyrylamino]-1H-Pyrrole-2-Carboxylate Derivatives and Related Compounds For the Treatment of a Proliferative Disease
  申请人：Howard Philip Wilson

  公开号：US20080214525A1

  公开（公告）日：2008-09-04

  A compound of formula (I); or a salt or solvate thereof, wherein: the dotted line indicates the optional presence of a double bond between C2 and C3; R 2 is selected from —H, —OH, =0, ═CH 2 , —CN, —R, OR, halo, ═CH—R, O—SO 2 —R, CO 2 R and COR; R 7 is selected from H, R, OH, OR, SH, SR, NH 2 , NHR, NRR′, nitro, Me 3 Sn and halo, where R and R′ are independently selected from optionally substituted C 1-7 alkyl, C 3-20 heterocyclyl and C 5-20 aryl groups; R 10 and R 11 either together form a double bond, or are selected from H and YR Y , where Y is selected from O, S and NH and R is H or C 1-7 alkyl or H and SO x M, where x is 2 or 3 and M is a monovalent pharmaceutically acceptable cation; each X is independently a heteroarylene group; n is from 1 to 6; and R E is C 1-4 alkyl. The compound is useful for the treatment of proliferative diseases.

  化合物的公式（I）；或其盐或溶剂化物，其中：虚线表示C2和C3之间的双键是可选的；R2选择自-H，-OH，=0，═CH2，-CN，-R，OR，卤基，═CH-R，O-SO2-R，CO2R和COR；R7选择自H，R，OH，OR，SH，SR，NH2，NHR，NRR'，硝基，Me3Sn和卤基，其中R和R'独立选择自可选取代的C1-7烷基，C3-20杂环基和C5-20芳基基团；R10和R11要么一起形成双键，要么选择自H和YRY，其中Y选择自O，S和NH，R为H或C1-7烷基或H和SOxM，其中x为2或3，M为一价的药用可接受阳离子；每个X独立地是杂芳基基团；n为1至6；以及RE为C1-4烷基。该化合物可用于治疗增殖性疾病。
• Electrochemically active ligand for sequence-specific detection of double-stranded nucleic acid molecule
  申请人：Sekine Mitsuo

  公开号：US20070172826A1

  公开（公告）日：2007-07-26

  The purpose of the present invention is to provide a compound that specifically binds to the base sequence of a double-stranded nucleic acid molecule. The compound can reduce the electrochemical signal/noise ratio (S/N) in electrochemical detection, and as a result, the detection sensitivity (precision) will be greatly improved so as to enable the determination of an ultratrace amount of nucleic acid molecule. The present invention relates to a ferrocene compound represented by the following general formula (I): wherein “A” represents a divalent ferrocene-containing linker or ferrocene-1,1′-yl, R 2 represents a hydrogen atom or alkyl; “n” and “m” represent any natural numbers; and “V” and “X” represent the pyrrole-imidazole-polyamide (PIPA); to a ligand consisting of said ferrocene compound for sequence-specific detection of double-stranded nucleic acid molecules; to a method for electrochemical detection of double-stranded nucleic acid molecules 8 with the use of said ligand; and to an apparatus or device for the electrochemical detection with the use of said ligand.

  本发明的目的是提供一种能够特异性结合双链核酸分子碱基序列的化合物。该化合物可降低电化学检测中的信号/噪声比（S/N），从而大大提高检测灵敏度（精度），使得能够确定极微量的核酸分子。本发明涉及一种由下述通式（I）表示的二茂铁化合物：其中“A”表示含二茂铁的二价连接基或二茂铁-1,1'-基，R2表示氢原子或烷基；“n”和“m”表示任意自然数；“V”和“X”表示吡咯-咪唑-多肽（PIPA）；以及利用该化合物制备的配体，用于序列特异性检测双链核酸分子、利用该配体进行电化学检测双链核酸分子的方法，以及利用该配体进行电化学检测的装置或设备。