5-(4-甲基哌嗪-4-鎓-1-基)-5-氧代戊酸盐 | 75727-47-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 5-(4-甲基哌嗪-4-鎓-1-基)-5-氧代戊酸盐
• 英文名称: pentane-5'-carboxy-[1-(4'-N-methylpiperazinyl)]-carboxamide
• 英文别名: 4-(4-methyl-1-piperazinyl-carbonyl)butyric acid；4-(4-methyl-1-piperazinylcarbonyl)butyric acid；5-(4-methylpiperazin-1-yl)-5-oxopentanoic acid；5-(4-Methylpiperazin-4-ium-1-yl)-5-oxopentanoate
• CAS: 75727-47-8
• 化学式: C₁₀H₁₈N₂O₃
• mdl: MFCD00593143
• 分子量: 214.265
• InChiKey: ITHJVGXJNVDHIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  414.4±40.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi

反应信息

• 作为反应物：
  描述：

  7-胺基去乙酰氧基头胞烷酸 、 5-(4-甲基哌嗪-4-鎓-1-基)-5-氧代戊酸盐 在 TEA 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 生成 N-chrysen-6-yl-5-(4-methylpiperazin-1-yl)-5-oxopentanamide
  参考文献：
  名称：

  Polycyclic aromatic compounds as anticancer agents: structure–activity relationships of chrysene and pyrene derivatives

  摘要：

  A large number of diamides and diamines were synthesized using 6-amino chrysene and 1-amino pyrene as starting materials. A structure-activity study with cis-platinum as internal control against animal and human tumor lines was carried out in vitro. This study indicated that the in vitro cytotoxicity toward these lines depends on the functionality present in the molecules. The diamino compounds were found to be more potent than the diamides, and these were equally active irrespective of the end heterocyclic group, whereas the activity of the diamides was strongly dependent on the terminal unit. In general, the diamides containing chrysene as the chromophore were more active than those with a pyrene ring. The size of the end heterocyclic ring, along with the nature of the spacer connecting the polycyclic ring to the heterocyclic ring, seemed to affect the biological activity in certain cell lines. Hemolysis experiments on a lead compound established that it had activities similar to those described for membrane-stabilizing agents. This agent also demonstrated the capacity to produce differentiation in leukemia cell lines. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00297-2
• 作为产物：
  描述：

  3-甲基戊二酸酐 、 Piperazin-1-ylcarboxymethylpyrrolidine 以 1,4-二氧六环 为溶剂， 20.0~45.0 ℃ 、12.0 kPa 条件下， 反应 26.0h， 以to give 4.5 g of 5-(4-methylpiperazin-1-yl)-5-oxopentanoic acid in the form of an orange-colored oil which的产率得到5-(4-甲基哌嗪-4-鎓-1-基)-5-氧代戊酸盐
  参考文献：
  名称：

  Streptogramin derivatives, their preparation and compositions containing them

  摘要：

  式（I）的A组链霉菌素衍生物：其中：R1代表卤素原子或偶氮基或硫氰基基团，R2代表氢原子或甲基或乙基基团，R3代表氢原子，或脂肪族、环状脂肪族、芳香族、芳基脂肪族、杂环或杂环脂肪族酯的残基，可以被取代，而键- - -表示单键（立体化学27R）或双键，以及其盐（如果存在）。

  公开号：

  US20030149004A1

文献信息

• FUNCTIONALLY-MODIFIED OLIGONUCLEOTIDES AND SUBUNITS THEREOF
  申请人：Sarepta Therapeutics, Inc.

  公开号：US20140330006A1

  公开（公告）日：2014-11-06

  Functionally-modified oligonucleotide analogues comprising modified intersubunit linkages and/or modified 3′ and/or 5′-end groups are provided. The disclosed compounds are useful for the treatment of diseases where inhibition of protein expression or correction of aberrant mRNA splice products produces beneficial therapeutic effects.

  提供了包含修改的亚单位间连接和/或修改的3'和/或5'-末端基团的功能修饰寡核苷酸类似物。所公开的化合物对于治疗需要抑制蛋白质表达或纠正异常mRNA剪接产物以产生有益治疗效果的疾病是有用的。
• Synthesis and Antitumor Activity of Duocarmycin Derivatives.
  作者：Satoru NAGAMURA、Yutaka KANDA、Eiji KOBAYASHI、Katsushige GOMI、Hiromitsu SAITO

  DOI：10.1248/cpb.43.1530

  日期：——

  A series of duocarmycin B2 dirivatives, modified at the phenolic hydroxyl group to ester, carbonate and carbamate, was synthesized. Antitumor activity of these analogs was preliminarily evaluated by assays of growth inhibition of HeLa S3 cells (in vitro) and antitumor activity against murine sarcoma 180 (in vivo). The stability of the compounds under aqueous conditions was examined, and we found a correlation between antitumor activity in vivo and stability in aqueous solution, that is, the more stable derivatives exhibited higher antitumor activity. Among these derivatives, the N, N-dialkylcarbamoyl analogs exhibited both improved antitumor activity and higher stability compared with duocarmycin B2. These analogs were subjected to further biological evaluation and they expressed broad-spectrum activity toward murine solid tumors M5076, Colon 26 and Colon 38, and human xenografted carcinoma MX-1.

  合成了一系列在酚羟基位置改造为酯、碳酸酯和氨基甲酸酯的双卡霉素B2衍生物。通过对HeLa S3细胞的生长抑制实验（体外）和小鼠肉瘤180的抗肿瘤活性（体内）对这些类似物的抗肿瘤活性进行了初步评估。研究了化合物在水相条件下的稳定性，并发现体内抗肿瘤活性与水溶液中的稳定性之间存在相关性，即稳定性越高的衍生物表现出更强的抗肿瘤活性。在这些衍生物中，N,N-二烷基氨基甲酰基类似物相较于双卡霉素B2展现了更强的抗肿瘤活性和更高的稳定性。对这些类似物进行了进一步的生物评估，结果表明它们对小鼠实性肿瘤M5076、结肠26和结肠38以及人类异种移植癌MX-1均表现出广谱活性。
• DC-89 derivatives
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP0499130A1

  公开（公告）日：1992-08-19

  DC-89 derivatives represented by the formula: wherein X represents chlorine or bromine; and R represents -SO₂R¹in which R¹ represents a straight-chain or branched alkyl group having 1 to 6 carbon atoms or phenyl group, or -CO(CH2)nR²in which n represents an integer of 0 to 5, and R² represents in which m represents an integer of 1 to 4; Y represents a single bond or CO; and Z represents CH₂, O or N-R³ (in which R³ represents hydrogen or a straight-chain or branched alkyl group having 1 to 6 carbon atoms) or in which R⁴ represents hydrogen or a straight-chain or branched alkyl group having 1 to 6 carbon atoms, and Ph represents phenyl group and pharmaceutically acceptable salts thereof have an excellent anti-tumor activity and are expected to be useful as anti-tumor compositions.

  DC-89 衍生物用公式表示： 其中 X 代表氯或溴，R 代表 -SO₂R¹，其中 R¹ 代表具有 1 至 6 个碳原子的直链或支链烷基或苯基，或 -CO(CH2)nR²，其中 n 代表 0 至 5 的整数，且 R² 代表 其中 m 代表 1 至 4 的整数； Y 代表单键或 CO；Z 代表 CH₂、O 或 N-R³（其中 R³ 代表氢或具有 1 至 6 个碳原子的直链或支链烷基）或 其中 R⁴ 代表氢或具有 1-6 个碳原子的直链或支链烷基，Ph 代表苯基 及其药学上可接受的盐类具有优异的抗肿瘤活性，有望用作抗肿瘤组合物。
• Synthesis and antitumor activity of duocarmycin derivatives: A-ring pyrrole analogues of duocarmycin B2
  作者：Satoru Nagamura、Eiji Kobayashi、Katsushige Gomi、Hiromitsu Saito

  DOI：10.1016/0968-0896(96)00132-0

  日期：1996.8

  A series of the eight-substituted A-ring pyrrole derivatives of duocarmycin B2 were synthesized, and evaluated for in vitro anticellular activity against HeLa S-3 cells and in vivo antitumor activity against murine sarcoma 180 in mice. In addition, the stability of the analogues in aqueous solution was examined. The 8-H and the 8-CN compounds which cannot structurally release the cyclopropane compound (DU-86), exhibited extremely diminished anticellular activity compared with duocarmycin A (1a) or DU-86. The ethers and the sulfonates which were not converted to DU-86 under usual conditions (35 degrees C, pH 7), showed almost equal in vivo activities to that of 1a. However, their optimal doses were significantly higher than that for 1a. Most of the A-ring pyrrole analogues which can be chemically or enzymatically converted to DU-86, displayed remarkably superior in vivo antitumor activity to 1a. These results suggest that the A-ring pyrrole analogues need to chemically or enzymatically release DU-86 as an active metabolite to exhibit potent in vivo antitumor activity. Copyright (C) 1996 Elsevier Science Ltd
• AMPHIPHILIC POLYMER SYSTEMS
  申请人：Universitätsspital Basel

  公开号：EP3236936B1

  公开（公告）日：2020-02-19