99009-20-8

• 常用中文名：Pyrazoloacridine
• 常用英文名：Pyrazoloacridine
• CAS号：99009-20-8
• 分子式：C₁₉H₂₁N₅O₃
• 分子量：367.40200
• 相关类别： 信号通路 细胞凋亡 细胞凋亡
• 发布时间：2017-09-15 21:24:18
• 更新时间：2026-07-01 17:01:26
• Pyrazoloacridine (NSC 366140) 具有抗癌活性,抑制拓扑异构酶 1 和 2 的活性 (topoisomerases 1 and 2)。Pyrazoloacridine (NSC 366140) 对 K562 髓系白血病细胞中的 IC50 值为 1.25 μM (24 h)。

名称

• 中文名: NSC 366140 无结构图
• 英文名: 3-(9-Methoxy-5-nitropyrazolo[3,4,5-kl]acridin-2(1H)-yl)-N,N-dimet hyl-1-propanamine
• 英文别名: Pyrazoloacridine, 10 mM in DMSO; 1,2,6,10b-Tetrahydro-5-nitro-9-methoxy-2-[3-(dimethylamino)propyl]pyrazolo[3,4,5-kl]acridine; Pyrazolo(3,4,5-kl)acridine-2(6H)-propanamine, N,N-dimethyl-9-methoxy-5-nitro; Pyrazolo[3,4,5-kl]acridine-2(6H)-propanamine, 9-methoxy-N,N-dimethyl-5-nitro; methoxyellipticine; tumor,Inhibitor,leukemia,inhibit,solid,Apoptosis,NSC366140,ccinoma,Pyrazoloacridine,pancreatic,myeloid,Topoisomerase,PD115934; N,N-Dimethyl-9-methoxy-5-nitropyrazolo(3,4,5-kl)acridine-2(6H)-propanamine; Fluoren-9-yl-methyl-aether; (3-(9-METHOXY-5-NITRO-6H-PYRAZOLO(3,4,5-KL)ACRIDIN-2-YL)-PROPYL)-DIMETHYL-AMINE; 2,6-Dihydro-2-(3-dimethylaminopropyl)-9-methoxy-5-nitropyrazolo[3,4,5-kl]acridine; 9-methoxy-9H-fluorene; 9-Methoxy-fluoren; 9-Methoxyellipticine; 9-methoxyfluorene; 9-Methoxy-N,N-dimethyl-5-nitropyrazolo[3,4,5-kl]acridine-2(6H)-propane-1-amine; Pd 115; Brn; fluoren-9-yl-methyl ether

物化性质

• 密度: 1.314g/cm3
• 沸点: 595.6ºC at 760 mmHg
• 分子式: C₁₉H₂₁N₅O₃
• 分子量: 367.40200
• 闪点: 314ºC
• 精确质量: 367.16400
• PSA: 91.90000
• LogP: 4.06250
• 折射率: 1.678

生物活性

• 描述: Pyrazoloacridine (NSC 366140) 具有抗癌活性,抑制拓扑异构酶 1 和 2 的活性 (topoisomerases 1 and 2)。Pyrazoloacridine (NSC 366140) 对 K562 髓系白血病细胞中的 IC50 值为 1.25 μM (24 h)。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 癌症
  信号通路 >> 细胞周期/DNA损伤 >> 拓扑异构酶
• 体外研究: 吡唑啉甲胺(NSC 366140,PD 115934)对缺氧和缺氧HCT-8细胞的IC50值分别为10.7μM和4.5μM[1]。吡唑啉甲啶(nsc366140,2-4μM)在体外消除了topoⅠ和topoⅡ的催化活性[2]。吡唑啉甲胺(NSC366140)对顺铂和紫杉醇耐药的卵巢癌具有活性[2]。吡唑啉甲胺(nsc366140)已被证明能引起MCF-7乳腺癌细胞DNA断裂延迟[2]。吡唑啉甲啶(nsc366140)诱导P53缺陷的hep3b人肝癌细胞凋亡[2]。细胞毒性试验[2]细胞系：K562髓系白血病细胞。浓度：0～500μM,孵育时间：1h或24h。相反,当细胞与PA孵育24h时,IC50为1.25μM。
• 参考文献:

  [1]. J S Sebolt, et al. Pyrazoloacridines, a new class of anticancer agents with selectivity against solid tumors in vitro. Cancer Res. 1987 Aug 15;47(16):4299-304.

  [2]. A A Adjei, et al. Effect of pyrazoloacridine (NSC 366140) on DNA topoisomerases I and II. Clin Cancer Res. 1998 Mar;4(3):683-91.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : UQ9826800 CHEMICAL NAME : Pyrazolo(3,4,5-kl)acridine-2(6H)-propanamine, N,N-dimethyl-9-methoxy-5-nitro- CAS REGISTRY NUMBER : 99009-20-8 LAST UPDATED : 199612 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C19-H21-N5-O3 MOLECULAR WEIGHT : 367.45 HEALTH HAZARD DATA ACUTE TOXICITY DATA MUTATION DATA TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Rodent - mouse Leukocyte DOSE/DURATION : 1320 nmol/L REFERENCE : CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 47,4299,1987

合成路线

55775-97-8 ~% 99009-20-8

文献：Capps, David B.; Dunbar, James; Kesten, Suzanne R.; Shillis, Joan; Werbel, Leslie M.; et al. Journal of Medicinal Chemistry, 1992 , vol. 35, # 26 p. 4770 - 4778

55776-09-5 ~% 99009-20-8

文献：Capps, David B.; Dunbar, James; Kesten, Suzanne R.; Shillis, Joan; Werbel, Leslie M.; et al. Journal of Medicinal Chemistry, 1992 , vol. 35, # 26 p. 4770 - 4778

104-94-9 ~% 99009-20-8

文献：Capps, David B.; Dunbar, James; Kesten, Suzanne R.; Shillis, Joan; Werbel, Leslie M.; et al. Journal of Medicinal Chemistry, 1992 , vol. 35, # 26 p. 4770 - 4778