Glycine, N-(2-methyl-1-oxo-2-propenyl)glycyl-6-aminohexanoyl-, (4S)-4-ethyl-3,4,12,14-tetrahydro-3,14-dioxo-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-4-yl ester | 222974-56-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 喜树碱
• 英文名称: Glycine, N-(2-methyl-1-oxo-2-propenyl)glycyl-6-aminohexanoyl-, (4S)-4-ethyl-3,4,12,14-tetrahydro-3,14-dioxo-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-4-yl ester
• 英文别名: [(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-19-yl] 2-[6-[[2-(2-methylprop-2-enoylamino)acetyl]amino]hexanoylamino]acetate
• CAS: 222974-56-3
• 化学式: C₃₄H₃₇N₅O₈
• 分子量: 643.7
• InChiKey: PADXFHBBNBUCNR-UMSFTDKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  173
• 氢给体数：
  3
• 氢受体数：
  9

文献信息

• C7- substituted camptothecin analogs
  申请人：Narkunan Kesavaram

  公开号：US20090099224A1

  公开（公告）日：2009-04-16

  The novel C7-modified camptothecin analogs, and pharmaceutically-acceptable salts thereof, of the present invention: (i) possess potent antitumor activity (i.e., in nanomolar or subnanomolar concentrations) for inhibiting the growth of human and animal tumor cells in vitro; (ii) are potent inhibition of Topoisomerase I; (iii) lack of susceptibility to MDR/MRP drug resistance; (iv) require no metabolic drug activation: (v) lack glucuronidation of the A-ring or B-ring; (vi) reduce drug-binding affinity to plasma proteins; (vii) maintain lactone stability; (viii) maintain drug potency; and (ix) possess a low molecular weight (e.g., MW<600).

  本发明的C7修饰的紫杉醇类似物及其药用盐具有以下特点：(i) 在体外对人类和动物肿瘤细胞的生长具有强大的抗肿瘤活性（即在纳摩尔或亚纳摩尔浓度下）；(ii) 对拓扑异构酶I有强大的抑制作用；(iii) 不易受到MDR/MRP药物耐药性的影响；(iv) 无需代谢激活；(v) 不发生A环或B环的葡萄糖醛酸化；(vi) 减少药物与血浆蛋白的结合亲和力；(vii) 保持内酯稳定性；(viii) 保持药效；以及(ix) 具有较低的分子量（例如，分子量<600）。
• [EN] C7-SUBSTITUTED CAMPTOTHECIN ANALOGS<br/>[FR] ANALOGUES DE CAMPTOTHÉCINE SUBSTITUÉS EN C7
  申请人：BIONUMERIK PHARMACEUTICALS INC

  公开号：WO2009051580A1

  公开（公告）日：2009-04-23

  The novel C7-modified camptothecin analogs, and pharmaceutically-acceptable salts thereof, of the present invention: (i) possess potent antitumor activity (i.e., in nanomolar or subnanomolar concentrations) for inhibiting the growth of human and animal tumor cells in vitro; (ii) are potent inhibition of Topoisomerase I; (iii) lack of susceptibility to MDR/MRP drug resistance; (iv) require no metabolic drug activation: (v) lack glucuronidation of the A-ring or B- ring; (vi) reduce drug-binding affinity to plasma proteins; (vii) maintain lactone stability; (viii) maintain drug potency; and (ix) possess a low molecular weight (e.g., MW<600).

  本发明的C7-修饰紫杉醇类似物及其药用盐具有以下特点：(i) 在体外对人类和动物肿瘤细胞的生长具有强大的抗肿瘤活性（即在纳摩尔或亚纳摩尔浓度下）；(ii) 对拓扑异构酶I有强大的抑制作用；(iii) 不易受到MDR/MRP药物耐药性的影响；(iv) 无需代谢激活；(v) 不发生A环或B环的葡萄糖醛酸化；(vi) 减少药物与血浆蛋白的结合亲和力；(vii) 保持内酯的稳定性；(viii) 保持药物的效力；以及(ix) 具有较低的分子量（例如，分子量<600）。
• C10-substituted camptothecin analogs
  申请人：Narkunan Kesavaram

  公开号：US20090099166A1

  公开（公告）日：2009-04-16

  The novel C10-modified camptothecin analogs, and pharmaceutically-acceptable salts thereof, of the present invention: (i) possess potent antitumor activity (i.e., in nanomolar or subnanomolar concentrations) for inhibiting the growth of human and animal tumor cells in vitro; (ii) are potent inhibition of Topoisomerase I; (iii) lack of susceptibility to MDR/MRP drug resistance; (iv) require no metabolic drug activation: (v) lack glucuronidation of the A-ring or B-ring; (vi) reduce drug-binding affinity to plasma proteins; (vii) maintain lactone stability; (viii) maintain drug potency; and (ix) possess a low molecular weight (e.g., MW<600).

  本发明的C10修饰的紫杉醇类似物及其药用盐具有以下特点：(i)具有强大的抗肿瘤活性（即在体外对人类和动物肿瘤细胞的生长具有纳摩尔或亚纳摩尔浓度的抑制作用）；(ii)对拓扑异构酶I有强大的抑制作用；(iii)不易受到MDR/MRP药物耐药性的影响；(iv)无需代谢激活；(v)A环或B环不发生葡萄糖醛酸化；(vi)降低药物与血浆蛋白的结合亲和力；(vii)保持内酯稳定性；(viii)保持药物效力；(ix)具有较低的分子量（例如，分子量<600）。
• [EN] C10-SUBSTITUTED CAMPTOTHECIN ANALOGS<br/>[FR] ANALOGUES DE LA CAMPTOTHÉCINE SUBSTITUÉE EN C10
  申请人：BIONUMERIK PHARMACEUTICALS INC

  公开号：WO2009051578A1

  公开（公告）日：2009-04-23

  The novel C10-modified camptothecin analogs, and pharmaceutically-acceptable salts thereof, of the present invention: (i) possess potent antitumor activity (i.e., in nanomolar or subnanomolar concentrations) for inhibiting the growth of human and animal tumor cells in vitro; (ii) are potent inhibition of Topoisomerase I; (iii) lack of susceptibility to MDR/MRP drug resistance; (iv) require no metabolic drug activation: (v) lack glucuronidation of the A-ring or B-ring; (vi) reduce drug-binding affinity to plasma proteins; (vii) maintain lactone stability; (viii) maintain drug potency; and (ix) possess a low molecular weight (e.g., MW<600).

  本发明的C10修饰的紫杉醇类似物及其药用盐具有以下特点：(i)具有强大的抗肿瘤活性（即在纳摩尔或亚纳摩尔浓度下）可抑制体外人类和动物肿瘤细胞的生长；(ii)对拓扑异构酶I有强大的抑制作用；(iii)不易受到MDR/MRP药物耐药性的影响；(iv)无需代谢激活；(v)A环或B环不发生葡萄糖醛酸化；(vi)减少药物与血浆蛋白的结合亲和力；(vii)保持内酯稳定性；(viii)保持药物效力；(ix)具有低分子量（例如，分子量<600）。
• Camptothecin-analog with a novel, "flipped" lactone-stable, E-ring and methods for making and using same
  申请人：Hausheer Frederick H.

  公开号：US20080261919A1

  公开（公告）日：2008-10-23

  The present invention discloses: (i) a novel, lactone-stable, “flipped” E-ring camptothecin, pharmaceutically-acceptable salts, and/or analogs thereof; (ii) methods of synthesis of said novel, lactone-stable, “flipped” E-ring camptothecin, pharmaceutically-acceptable salts, and/or analogs thereof; (iii) pharmaceutically-acceptable formulations comprising said novel, lactone-stable, “flipped” E-ring camptothecin, pharmaceutically-acceptable salts, and/or analogs thereof, and, optionally, one or more additional chemotherapeutic agents; (iv) methods of administration of said novel, lactone-stable, “flipped” E-ring camptothecin, pharmaceutically-acceptable salts, and/or analogs thereof, and, optionally, one or more additional chemotherapeutic agents, to subjects in need thereof; and (v) devices for the administration of said novel, lactone-stable, “flipped” E-ring camptothecin, pharmaceutically-acceptable salts, and/or analogs thereof, and, optionally, one or more chemotherapeutic agents, to subjects in need thereof.

  本发明公开了：(i) 一种新颖的、稳定的内酯环、"翻转" E 环喜树碱，其药用盐和/或类似物；(ii) 该新颖的、稳定的内酯环、"翻转" E 环喜树碱、其药用盐和/或类似物的合成方法；(iii) 包括该新颖的、稳定的内酯环、"翻转" E 环喜树碱、其药用盐和/或类似物的药用配方，以及可选地含有一种或多种其他化疗药物；(iv) 对需要的受试者进行该新颖的、稳定的内酯环、"翻转" E 环喜树碱、其药用盐和/或类似物以及可选地含有一种或多种其他化疗药物的给药方法；以及 (v) 对需要的受试者进行该新颖的、稳定的内酯环、"翻转" E 环喜树碱、其药用盐和/或类似物以及可选地含有一种或多种化疗药物的给药装置。