1-(2,3-dihydroxypropylamino)anthraquinone | 95127-42-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-(2,3-dihydroxypropylamino)anthraquinone
• 英文别名: 1-(2,3-dihydroxy-propylamino)-anthraquinone；1-(2,3-Dihydroxy-propylamino)-anthrachinon；1-[(2,3-Dihydroxypropyl)amino]anthracene-9,10-dione；1-(2,3-dihydroxypropylamino)anthracene-9,10-dione
• CAS: 95127-42-7
• 化学式: C₁₇H₁₅NO₄
• 分子量: 297.31
• InChiKey: KDUBHOYAJNACMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(3-chloro-2-hydroxypropylamino)anthraquinone 在 氢氧化钾 、 硫酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 生成 1-(2,3-dihydroxypropylamino)anthraquinone
  参考文献：
  名称：

  Study of the Products from Reaction of 1(2)-Aminoanthraquinones with 1-Chloro-2,3-Epoxypropane

  摘要：

  DOI：

  10.1007/s10593-005-0165-9

文献信息

• Aminoanthraquinones
  申请人：GEN ANILINE & FILM CORP

  公开号：US02199813A1

  公开（公告）日：1940-05-07

  Compounds of the formula (where R1 is a monohydroxyalkyl group and R2 is a polyhydroxyalkyl group) are obtained by reacting a 1-hydroxyalkylaminoanthraquinone containing at least two carbon atoms in the alkyl group and having in the 4-position a halogen atom or a nitro or methoxy group with an alkylamine containing at least two hydroxyl groups and at least three carbon atoms in the same alkyl radicle or by reacting a 1.4-dihydroxy-, a 1-amino-4-hydroxy- or a 1.4-diamino-anthraquinone in presence of a reducing agent or in the form of its leuco compound, if desired in admixture with the anthraquinone derivative itself, with a mixture of an alkylamine as above defined and a monohydroxyalkylamine containing at least two carbon atoms in the alkyl group, and, if desired, oxidizing the leuco compounds first formed. Starting materials specified are 1-amino-2.3-dihydroxypropane, glucamine, and 1-hydroxyethylamino - 4 - halogenanthraquinones, and reducing agents are zinc dust and sodium hydrosulphite; the anthraquinone nuclei may contain further atoms or groups. The products are soluble in water dye cellulose esters and ethers, blue shades, and in the form of their sulphuric esters may be used as acid wool dyes. In examples, (1) 1,4-dihydroxyanthraquinone and its leuco compound are reacted in isobutanol with a mixture of 1-amino-2.3-propanediol and aminoethanol, yielding after oxidation with air, a mixture consisting mainly of 1 - propanediolamino - 4 - ethanol - aminoanthraquinone, with small amounts of 1.4-dipropanediolamino- and 1,4-di-(ethanolamino)-anthraquinone; (2) leuco-1,4.5.8-tetrahydroxyanthraquinone is reacted with a mixture of 1-amino-2,3-propanediol and aminoethanol in isobutanol to give mainly 1-propanediolamino-4 - ethanolamino - 5,8 - dihydroxyanthraquinone; (3) 1 - ethanolamino - 4 - bromanthraquinone is reacted with aminopropanediol in amyl alcohol in presence of sodium and copper acetates; (4) leuco-1,4-diaminoanthraquinone is reacted with aminopropanediol and aminoethanol in isobutanol to give a leuco-compound, which on oxidation with nitrobenzene and piperidine gives the same product as in (1) above. 1 - Ethanolamino - 4 - bromanthraquinone is obtained by reacting bromine with 1-ethanolaminoanthraquinone in hydrochloric acid. The Provisional Specification describes reacting amines of the formula (in which R1 is an alkyl group having at least three carbon atoms and containing at least two hydroxyl groups and R2 is hydrogen or alkyl) either singly or in admixture with a monohydroxyalkylamine with anthraquinone derivatives of the formula (in which X is OH, NH2, or an alkylamine radicle having at least two carbon atoms and at least one hydroxyl group, Y is OH, NH2, halogen, nitro, or alkoxy and in which the anthraquinone nucleus may contain other atoms or groups) if desired in presence of a reducing agent, or on their leuco compounds, if desired in admixture with the said anthraquinone derivatives.

  根据上述描述，通过将至少含有两个碳原子的烷基基团和在4位位置具有卤素原子或硝基或甲氧基基团的1-羟基烷基氨基蒽醌与至少含有两个羟基和至少三个碳原子的烷基基团的烷基胺反应，可以获得公式（其中R1为单羟基烷基基团，R2为多羟基烷基基团）的化合物。起始物质包括1-氨基-2,3-二羟基丙烷、葡萄糖胺和1-羟乙基氨基-4-卤代蒽醌，还有还原剂锌粉和亚硫酸氢钠；蒽醌核可能含有进一步的原子或基团。产品可溶于水，可用作酸性羊毛染料。在示例中，（1）1,4-二羟基蒽醌及其亚亚硫酸盐化合物在异丁醇中与1-氨基-2,3-丙二醇和氨基乙醇混合物反应，氧化后得到主要由1-丙二醇氨基-4-乙醇氨基蒽醌组成的混合物，少量的1,4-二丙二醇氨基和1,4-二（乙醇氨基）蒽醌；（2）亚硫酸盐化合物与1-氨基-2,3-丙二醇和氨基乙醇混合物在异丁醇中反应，主要得到1-丙二醇氨基-4-乙醇氨基-5,8-二羟基蒽醌；（3）1-乙醇氨基-4-溴蒽醌在己醇中与氨基丙二醇在钠和乙酸铜的存在下反应；（4）亚硫酸盐化合物与氨基丙二醇和氨基乙醇在异丁醇中反应，得到一个亚硫酸盐化合物，氧化后得到与（1）中相同的产品。1-乙醇氨基-4-溴蒽醌通过在盐酸中将溴与1-乙醇氨基蒽醌反应而获得。暂定规范描述了一种氨基的反应方式，可以单独使用或与单羟基烷基胺混合使用与蒽醌衍生物反应。

• [EN] AZOMETHINE DIRECT DYES OR REDUCED PRECURSORS OF THESE DYES OBTAINED FROM SECONDARY, N-ALKYLAMINATED PARA-PHENYLENEDIAMINES, METHOD OF HAIR DYEING USING THESE DYES<br/>[FR] COLORANTS DIRECTS D'AZOMÉTHINE OU PRÉCURSEURS RÉDUITS DE CES COLORANTS OBTENUS À PARTIR DE PARA-PHÉNYLÈNEDIAMINES N-ALKYLAMINÉES SECONDAIRES, ET PROCÉDÉ DE COLORATION CAPILLAIRE UTILISANT CES COLORANTS
  申请人：OREAL

  公开号：WO2010142777A1

  公开（公告）日：2010-12-16

  The invention relates to the dyeing of keratin fibres using azomethine direct dyes or reduced precursors of azomethine direct dyes obtained from secondary, N-alkylaminated para-phenylenediamines. The subject of the present application is direct dyes derived from 2-[2-[(4-aminophenyl) amino] ethyl}(2-hydroxyethyl) amino]ethanol, a dye composition comprising the direct dyes, a method for dyeing keratin fibres using the direct dyes and the use of these dyes for dyeing keratin fibres. This composition makes it possible to obtain a particularly stable and persistent colouring.

  本发明涉及使用偶氮甲基直接染料或从次级N-烷基化对苯二胺中获得的偶氮甲基直接染料的还原前体染色角蛋白纤维。本申请的主题是由2-[2-[(4-氨基苯基)氨基]乙基}(2-羟乙基)氨基]乙醇衍生的直接染料，包括直接染料的染料组合物，使用直接染料染色角蛋白纤维的方法以及使用这些染料染色角蛋白纤维的用途。该组合物可获得特别稳定和持久的着色。
• PROCESS FOR LIGHTENING OR LIGHTENING DIRECT DYEING OR OXIDATION DYEING IN THE PRESENCE OF AT LEAST ONE ORGANIC AMINE AND AT LEAST ONE INORGANIC BASE, AND DEVICE THEREFOR
  申请人：HERCOUET Leïla

  公开号：US20100175705A1

  公开（公告）日：2010-07-15

  Provided is a process for lightening or dyeing keratin fibers, including human keratin fibers such as the hair, in the presence of an oxidizing agent, wherein the following are applied to the keratin fibers: (a) an anhydrous cosmetic composition (A) comprising at least one fatty substance and at least one surfactant, (b) a cosmetic composition (B) comprising at least one organic amine with a pK b of less than 12 at 25° C. and at least one mineral base, and (c) a composition (C) comprising at least one oxidizing agent; when the process described herein is a process for dyeing keratin fibers, composition (B) further comprises at least one dye. Also provided is a multi-compartment device comprising a first compartment having the anhydrous cosmetic composition, a second compartment having at least one organic amine with a pK b of less than 12 at 25° C., and also at least one mineral base and optionally at least one dye, and a third compartment having an oxidizing composition.

  提供了一种在氧化剂存在下轻染或染色角蛋白纤维，包括人类角蛋白纤维如头发的方法，其中应用于角蛋白纤维的是以下物质：(a)包含至少一种脂质物质和至少一种表面活性剂的无水化妆品组合物(A)，(b)包含至少一种在25℃下pKb小于12的有机胺和至少一种矿物质碱的化妆品组合物(B)，以及(c)包含至少一种氧化剂的组合物(C)。当所述方法为染色角蛋白纤维的方法时，组合物(B)还包括至少一种染料。此外，还提供了一种多室装置，其中第一室具有无水化妆品组合物，第二室具有至少一种在25℃下pKb小于12的有机胺，以及至少一种矿物质碱和可选的至少一种染料，第三室具有氧化组合物。
• Anthraquinone compounds
  申请人：EASTMAN KODAK CO

  公开号：US02459149A1

  公开（公告）日：1949-01-18
• PROCESS FOR TREATING KERATIN FIBRES BY APPLYING HEAT
  申请人：L'OREAL

  公开号：EP1631241A1

  公开（公告）日：2006-03-08