doxorubicin | 79390-76-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 蒽环类药物
• 英文名称: doxorubicin
• 英文别名: adriamycin；(7S,9R)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
• CAS: 79390-76-4
• 化学式: C₂₇H₂₉NO₁₁
• 分子量: 543.527
• InChiKey: AOJJSUZBOXZQNB-YRDIZREFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  39
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  206
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  doxorubicin 、 4-(氟磺酰)苯酰氯 在 N,N-二异丙基乙胺 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以62%的产率得到N-<4-(fluorosulfonyl)benzoyl>doxorubicin
  参考文献：
  名称：

  Doxorubicin analogs incorporating chemically reactive substituents

  摘要：

  Doxorubicin (1) analogues 2-5, incorporating the following alkylating or latent alkylating substituents, R, on the 3'-position of the daunosamine sugar have been synthesized as potential antitumor agents: 2,R = NHCOC6H4(p)SO2F; 3, R = NHCOCH2Br; 4, R = NHCOCH2Cl; 5, R = NHCON(NO)CH2CH2Cl. These compounds were designed on the premise that alkylating anthracyclines might bind covalently to critical intracellular target macromolecules and overcome resistance to the parent agent attributable to reduced cellular drug accumulation. Growth inhibitory studies of the analogues were conducted in vitro against mouse leukemia cells (L1210 and P388) and human uterine sarcoma cells that are sensitive (MES-SA) and resistant (MES-SA/DOX) to doxorubicin. The analogues were 5-100-fold less potent than doxorubicin against the sensitive cell lines. However, they were only marginally cross-resistant with doxorubicin against MES-SA/DOX. Compounds 3 and 5 were also evaluated against a human myelcytic cell line (KBM-3) and a subline (KBM-3/DOX) resistant to doxorubicin. They were equally potent against both cell lines, indicating a complete lack of cross-resistance with doxorubicin. Alkylating anthracyclines may have potential for the treatment of tumors resistant to the parent agents.

  DOI：

  10.1021/jm00106a013

文献信息

• NANOPARTICLES AND NANOPARTICLE COMPOSITIONS
  申请人：Zhao Yan

  公开号：US20130101516A1

  公开（公告）日：2013-04-25

  The invention provides multivalent surface-crosslinked micelle (SCM) particles, crosslinked reverse micelle (CRM) particles, and methods of making and using them. The SCM particles can be used, for example, to inhibit a virus or bacteria from binding to a host cell. The inhibition can be used in therapy for the flu, cancer, or AIDS. The CRM particles can be used, for example, to prepare metal nanoparticles or metal alloy nanoparticles, or they can be used in catalytic reactions.

  本发明提供了多价表面交联微胶粒（SCM）颗粒、交联反向微胶粒（CRM）颗粒，以及它们的制造和使用方法。例如，SCM颗粒可用于阻止病毒或细菌与宿主细胞结合。这种抑制作用可用于治疗流感、癌症或艾滋病。CRM颗粒可用于制备金属纳米颗粒或金属合金纳米颗粒，或用于催化反应。
• PHARMACEUTICAL COMPOSITION CONTAINING HUMAN CYCLOOXYGENASE AND DOXORUBICIN OR DOXORUBICIN ANALOGUE, PREPARATION METHOD THEREFOR AND USE THEREOF IN PREPARING DRUGS
  申请人：Lin, Xiuying

  公开号：EP2851079A1

  公开（公告）日：2015-03-25

  Provided are a pharmaceutical composition containing human cyclooxygenase and doxorubicin or a doxorubicin analogue using Salvia plectranthoides (also referred to as rare grass) as a crude drug, a preparation method therefor and the use thereof in preparing drugs for treating nephritis, cholecystitis and gallbladder polyps, tumours or antiphlogistic and analgesic drugs.

  本发明提供了一种含有人环氧化酶和多柔比星或多柔比星类似物的药物组合物，该组合物以丹参（也称稀有草）为粗药，并提供了其制备方法以及用于制备治疗肾炎、胆囊炎和胆囊息肉、肿瘤或抗炎镇痛药物的用途。
• Nanoparticles and nanoparticle compositions
  申请人：Iowa State University Research Foundation, Inc.

  公开号：US10188605B2

  公开（公告）日：2019-01-29

  The invention provides multivalent surface-crosslinked micelle (SCM) particles, crosslinked reverse micelle (CRM) particles, and methods of making and using them. The SCM particles can be used, for example, to inhibit a virus or bacteria from binding to a host cell. The inhibition can be used in therapy for the flu, cancer, or AIDS. The CRM particles can be used, for example, to prepare metal nanoparticles or metal alloy nanoparticles, or they can be used in catalytic reactions.

  本发明提供了多价表面交联胶束（SCM）颗粒、交联反向胶束（CRM）颗粒及其制造和使用方法。例如，SCM 颗粒可用于抑制病毒或细菌与宿主细胞结合。这种抑制作用可用于治疗流感、癌症或艾滋病。CRM 颗粒可用于制备金属纳米颗粒或金属合金纳米颗粒，也可用于催化反应。
• Pharmaceutical composition containing human cyclooxygenase and doxorubicin or doxorubicin analogue, preparation method therefor and use thereof in preparing drugs
  申请人：LIN Xiuying

  公开号：US20150118214A1

  公开（公告）日：2015-04-30

  Provided are a pharmaceutical composition containing human cyclooxygenase and doxorubicin or a doxorubicin analogue using Salvia plectranthoides (also referred to as rare grass) as a crude drug, a preparation method therefor and the use thereof in preparing drugs for treating nephritis, cholecystitis and gallbladder polyps, tumours or antiphlogistic and analgesic drugs.
• Identification of Small Molecule Inhibitors of Jumonji AT-Rich Interactive Domain 1A (JARID1A) and 1B (JARID1B) Histone Demethylase
  申请人：Yale University

  公开号：US20150272939A1

  公开（公告）日：2015-10-01

  The present invention includes a novel high-throughput screen capable of identifying compounds that inhibit JARID1B demethylase activity or JARID1A demethylase activity. The present invention further includes novel inhibitors of JARID1B demethylase activity and/or JARID1A demethylase activity, and methods using the same.