1-(2-氨基乙基)-3-哌啶醇 | 847499-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 1-(2-氨基乙基)-3-哌啶醇
• 英文名称: 1-(2-aminoethyl)piperidin-3-ol
• 英文别名: 1-(2-amino-ethyl)-piperidin-3-ol；1-(2-aminoethyl)-piperidin-3-ol
• CAS: 847499-95-0
• 化学式: C₇H₁₆N₂O
• 分子量: 144.217
• InChiKey: BJPWBQHXJAUDQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090
• 储存条件：
  存储条件：室温、密封且干燥环境中保存。

反应信息

• 作为反应物：
  描述：

  1-(2-氨基乙基)-3-哌啶醇 在 吡啶 、 盐酸 、 四丁基氯化铵 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 1-{[(2-dimethylamino)ethyl]amino}-4-{[2-(3-chloropiperidin-1-yl)ethyl]-amino}-5,8-dihydroxyanthracene-9,10-dione
  参考文献：
  名称：

  Synthesis of DNA-Directed Pyrrolidinyl and Piperidinyl Confined Alkylating Chloroalkylaminoanthraquinones:  Potential for Development of Tumor-Selective N-Oxides

  摘要：

  A novel series of 1,4-disubstituted chloroethylaminoanthraquinones, containing alkylating chloroethylamino functionalities as part of a rigid piperidinyl or pyrrolidinyl ring-system, have been prepared. The target compounds were prepared by ipso-displacement of halides of various anthraquinone chromophores by either hydroxylated or chlorinated piperidinyl- or pyrrolidinyl-alkylamino side chains. The chloroethylaminoanthraquinones were shown to alkylate guanine residues of linearized pBR322 (1-20 mu M), and two symmetrically 1,4-disubstituted anthraquinones (compounds 14 and 15) were shown to interstrand cross-link DNA in the low nM range. Several 1,4-disubstituted chloroethylaminoanthraquinones were potently cytotoxic (IC(50) values: <= 40 nM) in human ovarian cancer A2780 cells. Two agents (compounds 18 and 19) exhibited mean GI(50) values of 96 nM and 182 nM, respectively, in the NCI human tumor cell line panel. Derivatization of the potent DNA cross-linking agent 15 to an N-oxide resulted in loss of the DNA unwinding, DNA interstrand cross-linking and cytotoxic activity of the parent molecule.

  DOI：

  10.1021/jm0608154
• 作为产物：
  描述：

  2-甲基-2-丙基[2-(3-羟基-1-哌啶基)乙基]氨基甲酸酯 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成 1-(2-氨基乙基)-3-哌啶醇
  参考文献：
  名称：

  Design and synthesis of a DNA-crosslinking azinomycin analogue

  摘要：

  氮霉素是一种能交联 DNA 的强效抗肿瘤抗生素，但相对不稳定，不太可能成为治疗候选药物。我们设计并合成了一种更有临床潜力的类似物原型 4，它结合了氮唑霉素的环氧化物功能和氮芥。此外，还合成了能烷基化 DNA 但不能交联双链的另两种类似物 5 和 6。化合物 4 在 nM 浓度下可有效交联 DNA。化合物 4-6 已提交给 NCI 60 细胞系筛选，具有相似的抗肿瘤活性，但化合物 4 的活性略低于非交联化合物。这些观察结果对于设计更多具有抗肿瘤活性的氮霉素类似物非常重要。

  DOI：

  10.1039/b508908e

文献信息

• ANTICANCER DERIVIATIVES, PREPARATION THEREOF, AND THERAPEUTIC USE THEREOF
  申请人：Arigon Jérôme

  公开号：US20120094986A1

  公开（公告）日：2012-04-19

  The invention relates to nicotinamide derivatives which can be used as anticancer drugs.

  这项发明涉及可用作抗癌药物的烟酰胺衍生物。
• NOVEL PYRAZOLE-3-CARBOXAMIDE DERIVATIVE HAVING 5-HT2B RECEPTOR ANTAGONIST ACTIVITY
  申请人：Yamagishi Tatsuya

  公开号：US20110275628A1

  公开（公告）日：2011-11-10

  Disclosed is a compound represented by general formula (I) or a pharmaceutically acceptable salt thereof, which is useful as a selective antagonist of a 5-HT 2B receptor. The compound and salt are useful for treatment or prevention of various diseases and conditions associated with a 5-HT 2B receptor.

  揭示的是由通式（I）表示的化合物或其药用可接受盐，其作为5-HT2B受体的选择性拮抗剂是有用的。该化合物和盐可用于治疗或预防与5-HT2B受体相关的各种疾病和症状。
• Substituted Fused Imidazole Derivatives, Pharmaceutical Compositions, and Methods of Use Thereof
  申请人：Mjalli Adnan M. M.

  公开号：US20110201604A1

  公开（公告）日：2011-08-18

  Substituted fused imidazole derivatives, methods of their preparation, pharmaceutical compositions comprising a substituted fused imidazole derivative, and methods of use in treating inflammation are provided. The substituted fused imidazole derivatives may control the activity or the amount or both the activity and the amount of heme-oxygenase.

  提供了替代融合咪唑衍生物、其制备方法、包含替代融合咪唑衍生物的药物组合物，以及在治疗炎症中使用的方法。这些替代融合咪唑衍生物可能控制血红素氧合酶的活性或数量，或者同时控制活性和数量。
• ANTICANCER COMPOUNDS, PREPARATION THEREOF, AND THERAPEUTIC USE THEREOF
  申请人：Arigon Jerome

  公开号：US20120053209A1

  公开（公告）日：2012-03-01

  The invention relates to nicotinamide derivatives that can be used as anticancer drugs.

  这项发明涉及可以用作抗癌药物的烟酰胺衍生物。
• [EN] ANTHARQUINONE COMPOUNDS AS ANTI CANCER COMPOUNDS<br/>[FR] UTILISATION DE COMPOSES D'ANTHRAQUINONE EN TANT QUE COMPOSES ANTICANCEREUX
  申请人：UNIV LONDON PHARMACY

  公开号：WO2005061453A1

  公开（公告）日：2005-07-07

  Anthraquinone compounds of the general formula (I) or a salt thereof (Formula I) in which R1 to R4 are each selected from the group consisting of H, C1-4 alkyl, X1, -NHR0N (R5)2 in which R0 is a C1-12 alkanediyl and each R5 is H or optionally substituted C1-4 alkyl, and a group of formula (II) in which at least one of R6,R7 and R8 is selected from X2 , and X2 substituted C1-4 alkyl and any others are H or C1-4 alkyl; R9 is selected from H, C1-4 alkyl, X2 and X2 substituted C1-4 alkyl; m is 0 or 1; n is 1 or 2; X1 is a halogen atom, a hydroxyl group, a C1-6 alkoxyl group, an aryloxy group or an acyloxy group; and X2 is a halogen atom, a hydroxyl group, a C1-6 alkoxyl group, an aryloxy group or an acyloxy group; provided that at least one of R1 to R4 is a group of formula (II). The N-oxides are useful prodrugs which are selectively bioreduced in hypoxic tumours to the corresponding cyclic amine derivatives. The amine compounds are cytotoxic and may be used as alkylating agents having topoisomerase II inhibiting activities in cancer therapy.

  通式（I）的蒽醌化合物或其盐（公式I），其中R1至R4分别选自H、C1-4烷基、X1、-NHR0N（R5）2，其中R0为C1-12烷二基，每个R5为H或可选择性取代的C1-4烷基，以及公式（II）中的一组，其中R6、R7和R8中至少有一个选自X2，和X2取代的C1-4烷基，其他为H或C1-4烷基；R9选自H、C1-4烷基、X2和X2取代的C1-4烷基；m为0或1；n为1或2；X1为卤素原子、羟基、C1-6烷氧基、芳基氧基或酰氧基；X2为卤素原子、羟基、C1-6烷氧基、芳基氧基或酰氧基；前提是R1至R4中至少有一个是公式（II）的一组。N-氧化物是有用的前药，可选择性地在低氧肿瘤中生物还原为相应的环胺衍生物。胺化合物具有细胞毒性，可用作在癌症治疗中具有拓扑异构酶II抑制活性的烷基化剂。