(2,3-dimethoxybenzyl)dimethylamine | 90704-69-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,3-dimethoxybenzyl)dimethylamine
• 英文别名: 2,3-(OMe)2-C6H3-CH2NMe2；N,N-dimethyl-2,3-dimethoxybenzylamine；2,3-dimethoxy-N,N-dimethyl-benzylamine；1-(2,3-dimethoxyphenyl)-N,N-dimethylmethanamine
• CAS: 90704-69-1
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: DHABKCYCQGCAFC-UHFFFAOYSA-N

物化性质

• 沸点：
  128-129 °C(Press: 14 Torr)
• 密度：
  1.0461 g/cm3(Temp: 0 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2,3-dimethoxybenzyl)dimethylamine 在 氢溴酸 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 反应 32.0h， 生成 N,N'-(2,3-dihydroxybenzyl)-N,N,N',N'-tetramethyl-1,6-hexanediamine dibromide
  参考文献：
  名称：

  Bis-Catechol-Substituted Redox-Reactive Analogs of Hexamethonium and Decamethonium: Stimulated Affinity-Dependent Reactivity through Iron Peroxide Catalysis

  摘要：

  Symmetrically bis-catechol-substituted analogues (1 and 2, respectively) of hexamethonium and decamethonium were synthesized and investigated as redox-activated affinity reagents toward the neurotoxin-binding sites of the nicotinic acetylcholine receptor (nAcChR), purified from Torpedo californica electroplax. These reagents bound to nAcChR with K-d = 1.8 X 10(-8) and 2.3 x 10(-7) M for 1 and 2, respectively. In the presence of a metal, Fe(II)/Fe(III), and peroxide, both reagents produced a rapid and efficient half-of-sites inactivation of neurotoxin-binding sites in the nAcChR in a concentration-dependent manner, which paralleled the extent of receptor binding of the reagents. In the absence of Fe(II)/Fe(III) peroxide, redox-dependent inactivation occurred for both 1 and 2 more slowly and only at concentrations much higher (10(3)-10(4) times) than those necessary to produce significant binding to nAcChR. However, receptor inactivation in the absence of added metal peroxide was still more efficient for 1 and 2 than observed previously for [(trimethylammonio)methyl] catechol (3), the prototypic redox-dependent affinity reagent after which 1 and 2 were patterned. Thus, the new reagents reported are expected to provide more efficient and selective conditions for redox-dependent inactivation at nAcChR and other macromolecular sites to which such reagents may be directed.

  DOI：

  10.1021/jm00051a021
• 作为产物：
  描述：

  2,3-二甲氧基苯甲醛 在 盐酸 、 氢氧化钾 、 乙醚 作用下， 生成 (2,3-dimethoxybenzyl)dimethylamine
  参考文献：
  名称：

  Douetteau, Bulletin de la Societe Chimique de France, 1912, vol. <4> 11, p. 653

  摘要：

  DOI：

文献信息

• Highly Selective Suppression of Melanoma Cells by Inducible DNA Cross-Linking Agents: Bis(catechol) Derivatives
  作者：Minghui Bai、Jing Huang、Xiaolong Zheng、Zhibin Song、Miru Tang、Wuxiang Mao、Libo Yuan、Jun Wu、Xiaocheng Weng、Xiang Zhou

  DOI：10.1021/ja106637e

  日期：2010.11.3

  A series of bis(catechol) quaternary ammonium derivatives were designed and synthesized. We investigated their ability to cross-link DNA induced by tyrosinase and found that the o-quinone is key intermediate in the process by using the nucleophile 3-methyl-2-benzothiazolinone hydrazone (MBTH) in the tyrosinase assay. Their cytotoxicities to B16F1, Hela, and CHO cells were tested by MTT assays. The

  设计并合成了一系列双（儿茶酚）季铵衍生物。我们研究了它们交联由酪氨酸酶诱导的 DNA 的能力，并通过在酪氨酸酶测定中使用亲核试剂 3-甲基-2-苯并噻唑啉酮腙 (MBTH)，发现邻醌是该过程中的关键中间体。通过 MTT 分析测试了它们对 B16F1、Hela 和 CHO 细胞的细胞毒性。杀死酪氨酸酶高效黑色素瘤细胞的特异性和有效能力激发了我们对探索它们的 DNA 交联能力与其对细胞的选择性细胞毒性之间关系的兴趣。通过包括用于检测二羟基苯基的细胞内成像、碱性彗星分析和 γ-H2AX 免疫荧光分析在内的综合方法，这一推测得到了证实。
• Palladium assisted organic reactions
  作者：Neal Barr、Stanley F. Dyke

  DOI：10.1016/0022-328x(83)89535-7

  日期：1983.2

  The preparation and 1H NMR spectra of some di-μ-chloro-bis(N,N-dialkylbenzylamine-2,C,N)dipalladium(II) complexes, and the corresponding monomeric triphenylphosphine derivatives are described. A reaction sequence is presented for the cyclopalladation reaction and some improved conditions for the preparation of these complexes are presented.

  描述了一些二微米氯双（N，N-二烷基苄胺-2，C，N）二钯（II）配合物的制备及1 H NMR光谱，以及相应的单体三苯基膦衍生物。给出了环钯反应的反应顺序，并给出了制备这些配合物的一些改进条件。
• Catalyst and process for preparing low-viscosity and color-reduced polyisocyanates containing isocyanurate groups
  申请人：DEGUSSA AG

  公开号：US20030187178A1

  公开（公告）日：2003-10-02

  A low-viscosity polyisocyanates and polyisocyanates of reduced color containing isocyanurate groups is prepared by a process comprising, partially trimerizing aliphatic and/or cycloaliphatic diisocyanates in the presence of 0.02 to 2% by weight, based on the weight of the diisocyanate starting material, of at least one trimerization catalyst of formula (I) 1 wherein and wherein substituents A, B, C, D, and E simultaneously or independently of one another are hydrogen, chloro, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxycarbonyl, hydroxyl, (R 5 ) 3 SiO—, (R 5 ) 2 N—, —COOH, (R 5 ) 2 N—CH 2 — or phenyl, it being 5 possible for any two adjacent radicals selected from the group A, B, C, D and E to form a conjoint 5- or 6-membered saturated or unsaturated ring which may also include nitrogen, sulfur or oxygen heteroatoms; F is hydrogen, methyl or fluoro; G is hydrogen, methyl or fluoro; R 2 and R 3 simultaneously or independently of one another are C 1 -C 18 -alkyl or R 1 ; R 4 is hydrogen, methyl, C 2 -C 18 -alkyl, C 3 -C 8 -cycloalkyl or C 2 -C 12 -alkoxy; R 5 is C 1 -C 18 -alkyl; Y − is R 6 COO − ; R 6 is hydrogen or a branched or unbranched aliphatic or araliphatic C 1 -C 12 -alkyl radical, and then removing excess diisocyanate from the reaction medium.

  通过部分三聚脂肪族和/或环脂肪族二异氰酸酯在至少一种式(I)的三聚催化剂的存在下进行部分三聚化反应，其中所述催化剂的重量为二异氰酸酯起始物的重量的0.02至2％。所述催化剂的式子如下：其中，取代基A、B、C、D和E可以同时或独立地是氢、氯、C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷氧羰基、羟基、(R5)3SiO-、(R5)2N-、-COOH、(R5)2N-CH2-或苯基，其中任意相邻的两个基团A、B、C、D和E中选择的基团可以形成共轭的5-或6-成员饱和或不饱和环，该环还可以包括氮、硫或氧杂原子；F为氢、甲基或氟；G为氢、甲基或氟；R2和R3可以同时或独立地是C1-C18烷基或R1；R4为氢、甲基、C2-C18烷基、C3-C8环烷基或C2-C12烷氧基；R5为C1-C18烷基；Y-为R6COO-；R6为氢或支链或非支链的脂肪族或芳基脂肪族C1-C12烷基基团，然后从反应介质中去除多余的二异氰酸酯，从而制备含有异氰酸酯基团的低粘度聚异氰酸酯和降低颜色的聚异氰酸酯。
• Katalysator und Verfahren zur Herstellung von farbreduzierten isocyanuratgruppenhaltigen Polyisocyanaten
  申请人：Degussa-Hüls Aktiengesellschaft

  公开号：EP1085030A2

  公开（公告）日：2001-03-21

  Die vorliegende Erfindung betrifft einen Katalysator und ein Verfahren zur Herstellung von farbreduzierten isocyanuratgruppenhaltigen Polyisocyanaten.

  本发明涉及一种生产含有异氰尿酸酯基团的还原型多异氰酸酯的催化剂和工艺。
• Katalysator und Verfahren zur Herstellung von niedrigviskosen und farbreduzierten isocyanatgruppenhaltigen Polyisocyanaten
  申请人：Degussa AG

  公开号：EP1229016A2

  公开（公告）日：2002-08-07

  Katalysator und Verfahren zur Herstellung von niedrigviskosen und farbreduzierten isocyanuratgruppenhaltigen Polyisocyanaten.

  生产含有异氰尿酸酯基团的低粘度减色多异氰酸酯的催化剂和工艺。