2-carboxymethyl-3-chloro-1,4-dihydroxyanthraquinone | 89621-90-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-carboxymethyl-3-chloro-1,4-dihydroxyanthraquinone
• 英文别名: 2-(3-chloro-1,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)acetic acid；2-(3-chloro-1,4-dihydroxy-9,10-dioxoanthracen-2-yl)acetic acid
• CAS: 89621-90-9
• 化学式: C₁₆H₉ClO₆
• 分子量: 332.697
• InChiKey: PCJXEPCKOQUNPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-carboxymethyl-3-chloro-1,4-dihydroxyanthraquinone 在 盐酸 作用下， 反应 1.5h， 以77%的产率得到methyl 2-(3-chloro-1,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)acetate
  参考文献：
  名称：

  Heterocyclic analogs of 5,12-naphthacene-quinone. 11*. A new method for preparing 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione

  摘要：

  A new method was developed for the synthesis of 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione and some of its previously unknown derivatives. The method was based on heterocyclization of 2-(3-halo-anthraquinon-2-yl)formylacetic acid derivatives by the action of bases, leading to methyl 4,11-dimethoxy-5,10-dioxoanthra[2,3-b]furan-3-carboxylate. Subsequent acid hydrolysis of the ester group and decarboxylation of the obtained acid gave 4,11-dimethoxyanthra[2,3-b]furan-5,10-dione. The low yield of the target compound was probably due to heterocycle instability in the 5,10-dioxo-anthra[2,3-b]furan-3-carboxylic acid derivatives in basic medium.

  DOI：

  10.1007/s10593-013-1240-2
• 作为产物：
  描述：

  1,4-二羟基蒽醌 在 盐酸 、 manganese(IV) oxide 、 硫酸 、 potassium carbonate 作用下， 以 溶剂黄146 、 二甲基亚砜 为溶剂， 反应 9.5h， 生成 2-carboxymethyl-3-chloro-1,4-dihydroxyanthraquinone
  参考文献：
  名称：

  Gorelik, M. V.; Mishina, E. V., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, # 10, p. 1900 - 1904

  摘要：

  DOI：

文献信息

• GORELIK, M. V.;MISHINA, E. V., ZH. ORGAN. XIMII, 1983, 19, N 10, 2185-2190
  作者：GORELIK, M. V.、MISHINA, E. V.

  DOI：——

  日期：——
• HEME OXYGENASE INHIBITORS, SCREENING METHODS FOR HEME OXYGENASE INHIBITORS AND METHODS OF USE OF HEME OXYGENASE INHIBITORS FOR ANTIMICROBIAL THERAPY
  申请人：Wilks Angela

  公开号：US20100081661A1

  公开（公告）日：2010-04-01

  Inhibitors of microbial heme oxygenase and their use for treatment of microbial infections and bioremediation. The inhibitors of microbial heme oxygenase are useful against a new class of antimicrobial agents to target infections that are persistently difficult to combat with the current spectrum of antimicrobial agents. Screening methods for selecting inhibitors of microbial heme oxygenase.
• INHIBITOR OF HEME DEGRADATION FOR USE TO IMPROVE ANTIBIOTIC TREATMENT OF MYCOBACTERIUM TUBERCULOSIS INFECTION
  申请人：The United States of America, as represented by the Secretary, Department of Health and Human Serv

  公开号：US20190201414A1

  公开（公告）日：2019-07-04

  The present invention provides a method of preventing or treating a Mycobacterium tuberculosis (Mtb) infection in a mammal the method comprising administering to the mammal a first inhibitor, wherein the first inhibitor is an inhibitor of heme degradation and wherein the first inhibitor is a metal protoporphyrin, and administering to the mammal a second inhibitor, wherein the second inhibitor is an inhibitor of Mtb, wherein administration of the first and second inhibitors to the mammal prevents or treats Mtb infection in the mammal.
• US8450368B2
  申请人：——

  公开号：US8450368B2

  公开（公告）日：2013-05-28
• Gorelik, M. V.; Mishina, E. V., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, # 10, p. 1900 - 1904
  作者：Gorelik, M. V.、Mishina, E. V.

  DOI：——

  日期：——