3,4,5-三甲氧基苯甲脒盐酸盐(1:1) | 4156-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3,4,5-三甲氧基苯甲脒盐酸盐(1:1)
• 英文名称: 3,4,5-trimethoxybenzamidine hydroklorid
• 英文别名: 3,4,5-trimethoxy benzenecarboximidamide hydrochloride；3,4,5-trimethoxybenzamidine hydrochloride；3,4,5-Trimethoxybenzimidamide hydrochloride；3,4,5-trimethoxybenzenecarboximidamide;hydrochloride
• CAS: 4156-59-6
• 化学式: C₁₀H₁₄N₂O₃*ClH
• 分子量: 246.694
• InChiKey: XRKLJARSCWCCKX-UHFFFAOYSA-N

物化性质

• 熔点：
  226-228 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4,5-三甲氧基苯甲脒盐酸盐(1:1) 在 selenium(IV) oxide 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 73.0h， 生成 4,6-diformyl-2-(3,4,5-trimethoxyphenyl)pyrimidine
  参考文献：
  名称：

  非生物高分子链的自组装正受到强迫的螺旋自组织。

  摘要：

  基于嘧啶基团之间的连接，二肼基嘧啶（5和6）与嘧啶-二甲醛（7和8b）的缩聚反应可有效地接近螺旋聚合物链。由（hydr嘧啶）序列定义的螺旋密码子强制折叠成螺旋结构。所获得的聚合物已经通过质谱法表征，表明分子量高达约3。12000大 电子光谱显示特定的吸收和发射特征。这些螺旋聚合物的芯直径为约1。20Å，节距为3.5Å，对于9000 Da左右的分子量，其高度为约。42Å，旋转12圈。所获得的自组装的螺旋聚合物代表了在螺旋结构中侧向附着功能性残基的稳定构架。这样的实体可以具有一系列新的化学以及生物学特性。

  DOI：

  10.1002/hlca.200390286
• 作为产物：
  描述：

  3,4,5-trimethoxybenziminoethylether hydrochloride 在 氨 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 24.0h， 以78%的产率得到3,4,5-三甲氧基苯甲脒盐酸盐(1:1)
  参考文献：
  名称：

  Facile synthesis of 3,5-diaryl-1,2,4-triazoles via copper-catalyzed domino nucleophilic substitution/oxidative cyclization using amidines or imidates as substrates

  摘要：

  Two methods for the synthesis of 3,5-diaryl-1,2,4-triazoles, both domino reactions, are reported. The first procedure, the Cu(OTf)(2)-catalyzed reaction between two amidines using NaHCO3 as a base, 1,10-phenanthroline as an additive and K-3[Fe(CN)(6)]/atmospheric oxygen as the oxidant, delivers 3,5-diaryl-1,2,4-triazoles with yields up to 68%. The second procedure for the synthesis of 3,5-diaryl-1,2,4-triazoles with yields up to 64% rests on the Cu(OTf)(2)-catalyzed reaction between two imidates and ammonium carbonate. This method features the formation of three bonds in a single synthetic step. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.019

文献信息

• Saturated heterocycles.<b>242</b>. Synthesis of 2-substituted-6-(6′,7′-dimethoxy-3′,4′-dihydro-1′-isoquinolyl)-5,6,7,8-tetrahydro- quinazolin-4(3<i>H</i>)-one Derivatives
  作者：Gábor Bernáth、János Lázár、Ferenc Fülöp、Jenó Kóbor

  DOI：10.1002/jhet.5570330668

  日期：1996.11

  synthesized β-ketoesters 1-[(3′-methoxycarbonyl- and 1-[(3′-ethoxycarbonyl-4′-oxo)-1′-cyclohexyl]-3,4-dihydroisoquinoline 4, 5 with amidines or cyclic guanidines, a number of 2-substituted-6-(6′,7′-dimethoxy-3′,4′-dihydro-1′-isoquinolyl)-5,6,7,8-tetrahydroquinazolin-4(3H)-one derivatives 6–8 were prepared. The new compounds possess various pharmacological actions.

  在最近合成的β-酮酸酯1-[（（3'-甲氧羰基-和1-[（3'-乙氧羰基-4'-氧代）-1'-环己基] -3,4-二氢异喹啉] 4，5与or或环状胍，一些2-取代的-6-（6'，7'-二甲氧基-3'，4'-二氢-1'-异喹啉基）-5,6,7,8-四氢喹唑啉-4（3制备了H）-一衍生物6-8，该新化合物具有多种药理作用。
• Helicity-Encoded Molecular Strands: Efficient Access by the Hydrazone Route and Structural Features
  作者：Jean-Louis Schmitt、Adrian-Mihail Stadler、Nathalie Kyritsakas、Jean-Marie Lehn

  DOI：10.1002/hlca.200390137

  日期：2003.5

  condensation of hydrazine and carboxaldehyde derivatives of pym offers a very efficient approach to strands incorporating hyz instead of py units and constituted by sequences of alternating hyz and pym groups. A series of such strands of different lengths, up to ten hyz units, i.e., 1–7, were synthesized. Their spectral properties indicate that they fold indeed into helical shapes. Extensive characterization was

  在分子链的折叠控制可以由构成亚基的合适的选择，特别是对于特定杂环的链，如直接连接吡啶（PY）和嘧啶（PYM）环序列，其是公知的折叠成扩展的螺旋来实现结构。由于hydr（hyz）基团代表py位点的同构类似物，因此pym的肼和羧醛衍生物的缩合为掺入hyz而不是py单元并由交替的hyz和pym基团的序列构成的链提供了一种非常有效的方法。一系列不同长度的股线等，多达十个HYZ单位，即，1 - 7，被合成。它们的光谱性质表明它们确实折叠成螺旋形。通过1 HNMR光谱在溶液中进行了广泛的表征，并通过测定8条这样的链的晶体结构在固态下进行了广泛的表征。他们都显示预期的螺旋几何结构具有高达3 1 / 3圈和直接堆叠接触。合成方法的效率和灵活性，以及​​通过横向修饰产生多样性的广泛潜力，使得（hyzpym）亚基成为特别有吸引力的螺旋密码子。
• Design, Synthesis and Anticancer Activity of 1,2,4-Thiadiazole Derivatives Bearing 1,2,4-Oxadiazole
  作者：D. G. S. Sudhakar、A. Srinivasa Rao、Ch. Venkata Ramana Reddy

  DOI：10.1134/s1070363219080243

  日期：2019.8

  A series of novel 1,2,4-thiadiazole derivatives bearing 1,2,4-oxadiazole is synthesized. Structures of the synthesized compounds are confirmed by H-1 and C-13 NMR, and mass spectra. All products are evaluated for their anticancer activity towards human cancer cell lines: MCF-7 (breast), A549 (lung), Colo-205 (colon), and A2780 (ovarian), and demonstrate good to moderate anticancer activity. Four synthesized compounds are characterised by potent activity.
• Facile synthesis of 3,5-diaryl-1,2,4-triazoles via copper-catalyzed domino nucleophilic substitution/oxidative cyclization using amidines or imidates as substrates
  作者：Kavitha Sudheendran、Dietmar Schmidt、Wolfgang Frey、Jürgen Conrad、Uwe Beifuss

  DOI：10.1016/j.tet.2014.01.019

  日期：2014.2

  Two methods for the synthesis of 3,5-diaryl-1,2,4-triazoles, both domino reactions, are reported. The first procedure, the Cu(OTf)(2)-catalyzed reaction between two amidines using NaHCO3 as a base, 1,10-phenanthroline as an additive and K-3[Fe(CN)(6)]/atmospheric oxygen as the oxidant, delivers 3,5-diaryl-1,2,4-triazoles with yields up to 68%. The second procedure for the synthesis of 3,5-diaryl-1,2,4-triazoles with yields up to 64% rests on the Cu(OTf)(2)-catalyzed reaction between two imidates and ammonium carbonate. This method features the formation of three bonds in a single synthetic step. (C) 2014 Elsevier Ltd. All rights reserved.
• Self-Assembly of Non-Biological Polymeric Strands Undergoing Enforced Helical Self-Organization
  作者：Jean-Louis Schmitt、Jean-Marie Lehn

  DOI：10.1002/hlca.200390286

  日期：2003.10

  and 6) with a pyrimidine-dicarbaldehyde (7 and 8b) provides an efficent access to helical polymeric strands based on the formation of hydrazone connections between the pyrimidine groups. The folding into a helical structure is enforced by the helicity codon defined by the (hydrazonepyrimidine) sequence. The polymers obtained have been characterized by mass spectrometry, indicating molecular weights

  基于嘧啶基团之间的连接，二肼基嘧啶（5和6）与嘧啶-二甲醛（7和8b）的缩聚反应可有效地接近螺旋聚合物链。由（hydr嘧啶）序列定义的螺旋密码子强制折叠成螺旋结构。所获得的聚合物已经通过质谱法表征，表明分子量高达约3。12000大 电子光谱显示特定的吸收和发射特征。这些螺旋聚合物的芯直径为约1。20Å，节距为3.5Å，对于9000 Da左右的分子量，其高度为约。42Å，旋转12圈。所获得的自组装的螺旋聚合物代表了在螺旋结构中侧向附着功能性残基的稳定构架。这样的实体可以具有一系列新的化学以及生物学特性。