2-(5-iodo-1(3)H-imidazol-4-yl)-ethylamine | 22004-17-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(5-iodo-1(3)H-imidazol-4-yl)-ethylamine
• 英文别名: 5-Iodhistamin；4-Iodohistamine；2-(4-iodo-1H-imidazol-5-yl)ethanamine
• CAS: 22004-17-7
• 化学式: C₅H₈IN₃
• 分子量: 237.043
• InChiKey: VFGXPKFIDXTKNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  potassium tetrachloroplatinate(II) 、 水 、 2-(5-iodo-1(3)H-imidazol-4-yl)-ethylamine 在 NaOH 、 Na₂CO₃ 作用下， 以 水 为溶剂， 以46%的产率得到[Pt(5-iodohistamine)Cl2]*2H2O
  参考文献：
  名称：

  Synthesis and characterisation of platinum(II) complexes with histamine and iodohistamine

  摘要：

  New complexes of platinum(II) with histamine (Hist) and iodohistamine (lHist) have been synthesised and characterised by elemental analysis, mass spectrometry and chromatographic techniques. The structure of PtCl(2)Hist complex has been determined by single-crystal X-ray diffraction technique. The intermolecular NH...Pt and CH...Pt hydrogen bonds were observed. Radioactive analogues of PtCl(2)Hist or PtCl(2)IHist labelled with isotopes of iodine, i.e. I-125 or I-131 were prepared with the intention of potential application for concomitant anticancer radio-chemotherapy of solid tumours. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)00980-5
• 作为产物：
  描述：

  1-叔丁氧羰基-4-{2-(叔丁氧羰基氨基)乙基}咪唑 在 N-碘代丁二酰亚胺 、 potassium carbonate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 2-(5-iodo-1(3)H-imidazol-4-yl)-ethylamine
  参考文献：
  名称：

  用单卤代和二卤代组胺衍生物激活碳酸酐酶 I 和 II

  摘要：

  掺入氟、氯和溴的单卤代和二卤代组胺衍生物与相应的氨基乙基上的 boc 保护化合物一起制备。它们已被研究作为锌酶碳酸酐酶（CA、EC 4.2.1.1）的激活剂。胞质人 (h) 亚型 hCA I 和 II 被 boc 保护的卤化组胺中度激活，并且被去保护的组胺非常有效地激活。首次检测到低纳摩尔和亚纳摩尔 hCA I 和 II 激活剂，以组胺为先导，其对异构体 I 的亲和力为 2μM，对 hCA II 的亲和力为 125μM。

  DOI：

  10.1016/j.bmcl.2011.06.030

文献信息

• Mono- and di-halogenated histamine, histidine and carnosine derivatives are potent carbonic anhydrase I, II, VII, XII and XIV activators
  作者：Mohamed-Chiheb Saada、Daniela Vullo、Jean-Louis Montero、Andrea Scozzafava、Claudiu T. Supuran、Jean-Yves Winum

  DOI：10.1016/j.bmc.2014.07.005

  日期：2014.9

  Mono- and di-halogenated histamines, l-histidine methyl ester derivatives and carnosine derivatives incorporating chlorine, bromine and iodine were prepared and investigated as activators of five carbonic anhydrase (CA, EC 4.2.1.1) isoforms, the cytosolic hCA I, II and VII, and the transmembrane hCA XII and XIV. All of them were activated in a diverse manner by the investigated compounds, with a distinct

  制备了单和二卤代组胺，1-组氨酸甲酯衍生物和结合了氯，溴和碘的肌肽衍生物，并研究了它们作为五种碳酸酐酶（CA，EC 4.2.1.1）同工型的活化剂，它们分别是胞质hCA I，II和II。 VII，以及跨膜hCA XII和XIV。所有这些化合物均由所研究的化合物以多种方式活化，具有独特的活化特性。
• Carbonic anhydrase I and II activation with mono- and dihalogenated histamine derivatives
  作者：Mohamed-Chiheb Saada、Daniela Vullo、Jean-Louis Montero、Andrea Scozzafava、Jean-Yves Winum、Claudiu T. Supuran

  DOI：10.1016/j.bmcl.2011.06.030

  日期：2011.8

  Mono- and dihalogenated histamine derivatives incorporating fluorine, chlorine and bromine have been prepared together with the corresponding boc-protected compounds at the aminoethyl group. They have been investigated as activators of the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1). The cytosolic human (h) isoforms hCA I and II were moderately activated by the boc-protected halogenated histamines

  掺入氟、氯和溴的单卤代和二卤代组胺衍生物与相应的氨基乙基上的 boc 保护化合物一起制备。它们已被研究作为锌酶碳酸酐酶（CA、EC 4.2.1.1）的激活剂。胞质人 (h) 亚型 hCA I 和 II 被 boc 保护的卤化组胺中度激活，并且被去保护的组胺非常有效地激活。首次检测到低纳摩尔和亚纳摩尔 hCA I 和 II 激活剂，以组胺为先导，其对异构体 I 的亲和力为 2μM，对 hCA II 的亲和力为 125μM。
• Synthesis and characterisation of platinum(II) complexes with histamine and iodohistamine
  作者：Piotr Garnuszek、Jan K Maurin、Janina Witowska-Jarosz、Barbara Ptasiewicz-Bąk

  DOI：10.1016/s0020-1693(02)00980-5

  日期：2002.10

  New complexes of platinum(II) with histamine (Hist) and iodohistamine (lHist) have been synthesised and characterised by elemental analysis, mass spectrometry and chromatographic techniques. The structure of PtCl(2)Hist complex has been determined by single-crystal X-ray diffraction technique. The intermolecular NH...Pt and CH...Pt hydrogen bonds were observed. Radioactive analogues of PtCl(2)Hist or PtCl(2)IHist labelled with isotopes of iodine, i.e. I-125 or I-131 were prepared with the intention of potential application for concomitant anticancer radio-chemotherapy of solid tumours. (C) 2002 Elsevier Science B.V. All rights reserved.