2,4-diaminoanisole dihydrochloride | 615-05-4

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,4-diaminoanisole dihydrochloride
• 英文别名: hydron;4-methoxybenzene-1,3-diamine;chloride
• CAS: 615-05-4
• 化学式: C₇H₁₀N₂O*2ClH
• 分子量: 211.091
• InChiKey: PGDQDXKDZCAKLA-UHFFFAOYSA-N

物化性质

• 熔点：
  67.5°C
• 沸点：
  253.57°C (rough estimate)
• 密度：
  1.1315 (rough estimate)
• 溶解度：
  可溶于氯仿（轻微）、DMSO（轻微）、甲醇（非常轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  61.3
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1(b)
• 危险品标志：
  T,N
• 安全说明：
  S45,S53,S61
• 危险类别码：
  R22,R51/53,R68,R45
• WGK Germany：
  3
• 危险品运输编号：
  UN 3077
• RTECS号：
  BZ8580500
• 海关编码：
  2922299090
• 包装等级：
  III
• 危险类别：
  6.1(b)

反应信息

• 作为反应物：
  描述：

  9-氯-N-[2-(二甲氨基)乙基]吖啶-4-甲酰胺 、 2,4-diaminoanisole dihydrochloride 在 N-甲基吗啉 作用下， 以 乙醇 、 氯仿 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and antitumor activity of 5-(9-acridinylamino)anisidine derivatives

  摘要：

  A series of 5-(9-acridinylamino)anisidines were synthesized by condensing methoxy-substituted 1,3-phenylenediamines (10 and 11) with 9-chloroacridine derivatives to form 5-(9-acridinylamino)-m-anisidines (AMAs, 14a-e) and 5-(9-acridinylamino)-o-anisidines (AOAs, 15a-e). 5-(9-Acridinylamino)-p-anisidines (APAs, 17a-e) were synthesized by reacting 2-methoxy-5-nitroaniline (12) with 9-anilinoacridines, followed by reduction. The cytotoxic inhibition of growth of various human tumor cells in culture, inhibitory effects against topoisomerase II, and DNA interaction of these agents were studied. The structure-activity relationship studies revealed the following degree of potency: AOAs > AMAs > APAs. They also revealed that the newly synthesized derivatives bearing CONH2NH2NMe2 and Me substituents at C4 and C5 positions of the acridine chromophore (i.e., AMA 14e, AOA 15e, and APA 17e) exhibited significant cytotoxicity against human tumor cell growth in vitro. AOA (15e) was the most potent among these derivatives, which resulted in 60% suppression of tumor volume at a dose of 20 mg/kg (Q2D x 9), intravenous injection on day 26 in nude mice bearing human breast carcinoma MX-1 xenografts. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.018

文献信息

• Synthesis of Inherently Chiral Azacalix[4]arenes and Diazadioxacalix[4]arenes
  作者：Jeffrey L. Katz、Brittany A. Tschaen

  DOI：10.1021/ol1017454

  日期：2010.10.1

  Described are nucleophilic aromatic substitution reactions for the synthesis of inherently chiral azacalix[4]arenes and diazadioxacalix[4]arenes comprised of two or three different aromatic monomers. A variety of functional groups are tolerated at the 2-, 4-, and 5-positions on the nucleophilic-component monomers; reactions are run under ambient atmosphere; and the macrocycles are constructed without

  描述了亲核性芳族取代反应，用于合成固有手性的由两种或三种不同的芳族单体组成的氮杂卡利克斯[4]芳烃和二氮杂恶二恶英[4]芳烃。亲核组分单体的2-，4-和5-位可耐受多种官能团；反应在环境气氛下进行；并且构建大环时无需分离中间线性物种。
• [EN] PARTICULAR AZOMETHINE DIRECT DYES, DYE COMPOSITION COMPRISING AT LEAST ONE SUCH COMPOUND, IMPLEMENTATION PROCESS THEREFORE AND USE THEREOF<br/>[FR] COLORANTS DIRECTS SPÉCIFIQUES D'AZOMÉTHINE, COMPOSITION DE COLORANT COMPRENANT AU MOINS L'UN DE CES COMPOSÉS, LEUR PROCÉDÉ DE MISE EN OEUVRE ET LEUR UTILISATION
  申请人：OREAL

  公开号：WO2013087636A1

  公开（公告）日：2013-06-20

  The present invention relates to direct dyes of azomethine type of formula (I) below; and also to the use thereof for dyeing keratin fibres, in particular human keratin fibres such as the hair. The invention also relates to a composition for dyeing keratin fibres, comprising such direct dyes in a suitable dyeing medium. Similarly, a subject of the invention is a process for dyeing keratin fibres using the said dye composition, and also a device comprising the same. Finally, the present invention also relates to precursors of these direct dyes.

  本发明涉及以下式(I)的偶氮亚甲基型直接染料；以及其用于染色角蛋白纤维，特别是人类角蛋白纤维如头发的用途。该发明还涉及一种用于染色角蛋白纤维的组合物，包括适当的染色介质中的这种直接染料。同样，本发明的一个对象是使用所述染料组合物染色角蛋白纤维的方法，以及包括相同的设备。最后，本发明还涉及这些直接染料的前体。
• Design of Photostable, Activatable Near‐Infrared Photoacoustic Probes Using Tautomeric Benziphthalocyanine as a Platform
  作者：Naoyuki Toriumi、Norihito Asano、Takayuki Ikeno、Atsuya Muranaka、Kenjiro Hanaoka、Yasuteru Urano、Masanobu Uchiyama

  DOI：10.1002/anie.201903303

  日期：2019.6.3

  existence of a free hydroxyl group is crucial for NIR absorption of BPcs. Synthesized water‐soluble hydroxy BPcs exhibited high photostability and no fluorescence, which are desirable features for photoacoustic imaging. We synthesized BPcs in which the free hydroxyl group was masked by an esterase‐labile or an H2O2‐labile group. The photoacoustic signals of these hydroxy‐masked BPcs were increased

  由于近红外能够深入组织，因此近红外（NIR）成像技术已在生物学和医学领域引起了广泛关注。但是，很少有稳定，可激活的分子探针可以利用波长范围超过800 nm的NIR光。在此，我们报告了一种基于互变异构苯并酞菁（BPcs）的用于光声成像的新的可激活NIR系统。我们发现，游离羟基的存在对于BPcs的近红外吸收至关重要。合成的水溶性羟基BPcs具有很高的光稳定性，并且没有荧光，这是光声成像的理想功能。我们合成了BPcs，其中的游离羟基被酯酶不稳定或H 2 O 2掩盖不稳定组。当存在酯酶或H 2 O 2时，在880 nm处进行近红外激发时，这些被羟基掩盖的BPcs的光声信号分别增加。这些是利用900 nm左右的NIR光激活的探针的罕见示例。
• Potent Antitumor 9-Anilinoacridines and Acridines Bearing an Alkylating <i>N</i>-Mustard Residue on the Acridine Chromophore:  Synthesis and Biological Activity
  作者：Tsann-Long Su、Yi-Wen Lin、Ting-Chao Chou、Xiuguo Zhang、Valeriy A. Bacherikov、Ching-Huang Chen、Leroy F. Liu、Tsong-Jen Tsai

  DOI：10.1021/jm060197r

  日期：2006.6.1

  A series of 9-anilinoacridine and acridine derivatives bearing an alkylating N-mustard residue at C4 of the acridine chromophore were synthesized. The N-mustard pharmacophore was linked to the C4 of the acridine ring with an O-ethyl ( O-C-2), O-propyl ( O-C-3), or O-butyl ( O-C-4) spacer. It revealed that all newly synthesized compounds were very potent cytotoxic agents against human leukemia and various solid tumors in vitro. These agents did not exhibit cross-resistance against vinblastine-resistant ( CCRF-CEM/VBL) or taxol-resistant ( CCRF-CEM/taxol) cells. It also showed that these agents were DNA cross-linking agents rather than topoisomerase II inhibitors. Of these agents, compounds 27a and 27c were shown to have potent antitumor activity in nude mice bearing the human breast carcinoma MX-1 xenograft. The therapeutic efficacies of these two agents are comparable to that of taxol.
• US3960476A
  申请人：——

  公开号：US3960476A

  公开（公告）日：1976-06-01