4-amino-3-iodobenzylamine | 106941-22-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-amino-3-iodobenzylamine
• 英文别名: 4-(Aminomethyl)-2-iodoaniline
• CAS: 106941-22-4
• 化学式: C₇H₉IN₂
• 分子量: 248.066
• InChiKey: XAEMKYWFXUEWGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-amino-3-iodobenzylamine 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 tert-butyl 3-iodo-4-(methylsulfonamido)benzylcarbamate
  参考文献：
  名称：

  Novel Potent Antagonists of Transient Receptor Potential Channel, Vanilloid Subfamily Member 1:  Structure−Activity Relationship of 1,3-Diarylalkyl Thioureas Possessing New Vanilloid Equivalents

  摘要：

  Recently, 1,3-diarylalkyl thioureas have merged as one of the promising nonvanilloid TRPV1 antagonists possessing excellent therapeutic potential in pain regulation. In this paper, the full structure-activity relationship for TRPV1 antagonism of a novel series of 1,3-diarylalky thioureas is reported. Exploration of the structure- activity relationship, by systemically modulating three essential pharmacophoric regions, led to six examples of 1,3-dibenzyl thioureas, which exhibit Ca2+ uptake inhibition in rat DRG neuron with IC50 between 10 and 100 nM.

  DOI：

  10.1021/jm0502790
• 作为产物：
  描述：

  4-(Boc-氨基)苄胺 在 碘 、 三氟乙酸 、 calcium carbonate 作用下， 以 甲醇 为溶剂， 反应 6.17h， 生成 4-amino-3-iodobenzylamine
  参考文献：
  名称：

  Structure-Activity Relationships of N6-Benzyladenosine-5'-uronamides as A3-Selective Adenosine Agonists

  摘要：

  Adenosine analogues modified at the 5'-position as uronamides and/or as N-6-benzyl derivatives were synthesized. These derivatives were examined for affinity in radioligand binding assays at the newly discovered rat brain A(3) adenosine receptor and at rat brain A(1) and Az, receptors. 5'Uronamide substituents favored AS selectivity in the order N-methyl > N-ethyl approximate to unsubstituted carboxamide > N-cyclopropyl. 5'-(N-Methylcarboxamido)-N-6-benzyladenosine was 37-56-fold more selective for Ag receptors. Potency at A(3) receptors was enhanced upon substitution of the benzyl substituent with nitro and other groups. 5'-N-Methyluronamides and N-6-(3-substituted-benzyl) adenosines are optimal for potency and selectivity at A(3) receptors. A series of 3-(halobenzyl)5'-N-ethyluronamide derivatives showed the order of potency at A(1) and A(2)a receptors of I similar to Br > Cl > F. At A(3) receptors the 3-F derivative was weaker than the other halo derivatives. 5'-N-Methyl-N-6- (3-iodobenzyl) adenosine displayed a K-i value of 1.1 nM at A(3) receptors and selectivity versus A(1) and A(2a), receptors of 50-fold. A series of methoxybenzyl derivatives showed that a C-methoxy group best favored A(3) selectivity. A 4-sulfobenzyl derivative was a specific ligand at A(3) receptors of moderate potency. An aryl amino derivative was prepared as a probe for radioiodination and receptor cross-linking.

  DOI：

  10.1021/jm00031a014

文献信息

• [EN] LIGANDS FOR ENHANCED IMAGING AND DRUG DELIVERY TO NEUROBLASTOMA CELLS<br/>[FR] LIGANDS POUR IMAGERIE AMÉLIORÉE ET ADMINISTRATION DE MÉDICAMENT À DES CELLULES DE NEUROBLASTOME
  申请人：UNIV MADRID COMPLUTENSE

  公开号：WO2019185586A1

  公开（公告）日：2019-10-03

  The present invention concerns aminobenzylguanidine derivative ligands specifically targeting neuroblastoma cells with an improved cellular uptake. The improved cellular uptake provides for the therapeutic and diagnostic use of the ligands in neuroblastoma-related diseases.

  这项发明涉及氨基苯基胍衍生物配体，专门针对神经母细胞瘤细胞，具有改进的细胞摄取。改进的细胞摄取为这些配体在神经母细胞瘤相关疾病的治疗和诊断应用提供了可能。
• [EN] COLLAGEN 1 TRANSLATION INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS DE TRADUCTION DE COLLAGÈNE 1 ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ANIMA BIOTECH INC

  公开号：WO2021154902A1

  公开（公告）日：2021-08-05

  The present invention relates to novel Collagen 1 translation inhibitors, composition and methods of preparation thereof, and uses thereof for treating Fibrosis including lung, liver, kidney, cardiac and dermal fibrosis, IPF, wound healing, scarring and Gingival fibromatosis, Systemic Sclerosis, and alcoholic and non-alcoholic steatohepatitis (NASH).

  本发明涉及新型胶原蛋白1翻译抑制剂，其组成物及制备方法，以及用于治疗纤维化的用途，包括肺部、肝脏、肾脏、心脏和皮肤纤维化、IPF、伤口愈合、瘢痕和牙龈纤维增生、全身性硬化症，以及酒精性和非酒精性脂肪肝（NASH）。
• Molecular Scaffolds as Double‐Targeting Agents For the Diagnosis and Treatment of Neuroblastoma
  作者：Gonzalo Villaverde、Arantzazu Alfranca、África Gonzalez‐Murillo、Gustavo J. Melen、Rafael R. Castillo、Manuel Ramírez、Alejandro Baeza、María Vallet‐Regí

  DOI：10.1002/anie.201811691

  日期：2019.3.4

  therapeutic and imaging agents to tumoral cells has been postulated as one of the most important challenges in the nanomedicine field. Meta-iodobenzilguanidine (MIBG) is widely used for the diagnosis of neuroblastoma (NB) due to its strong affinity for the norepinephrine transporter (NET), usually overexpressed on the membrane of malignant cells. Herein, a family of novel Y-shaped scaffolds has been synthesized

  向肿瘤细胞选择性递送治疗剂和显像剂被认为是纳米医学领域最重要的挑战之一。间碘苯甲胍 (MIBG) 广泛用于诊断神经母细胞瘤 (NB)，因为它与去甲肾上腺素转运蛋白 (NET) 具有很强的亲和力，而去甲肾上腺素转运蛋白 (NET) 通常在恶性细胞膜上过度表达。在此，合成了一系列新型 Y 形支架，其在 Y 形结构的两端共价连接有 MIBG 的结构类似物。这些双靶向配体的细胞摄取能力已在体外和体内进行了评估，产生了一种特定的 Y 形结构，能够被恶性细胞吞噬，并在肿瘤组织中积累，其水平明显高于肿瘤组织。结构仅包含一种靶向剂。这种Y形配体可以为目前该疾病的治疗和诊断提供有力的工具。
• INDOLECARBOXAMIDES AND BENZIMIDAZOLECARBOXAMIDES AS INSECTICIDES AND ACARICIDES
  申请人：Heil Markus

  公开号：US20140088167A1

  公开（公告）日：2014-03-27

  The present invention relates to compounds of the general formula (I) in which R 1 to R 6 , A, Y, X, G, n and m are each as defined in the description—and to a process for preparation thereof and to the use thereof as insecticides and acaricides.

  本发明涉及通式（I）中的化合物，其中R1至R6、A、Y、X、G、n和m如描述中所定义，并涉及其制备方法以及作为杀虫剂和杀螨剂的用途。
• I-4-amino-3-iodobenzylguanidine as imaging and therapeutic agent
  申请人：The Regents of the University of Michigan

  公开号：US04622217A1

  公开（公告）日：1986-11-11

  A novel compound, 4-amino-3-iodobenzylguanidine, in radioiodinated form is useful in radiopharmaceutical compositions in nuclear medicine as an imaging agent for the heart, adrenal medulla, and tumors of the adrenal medulla and can be used for treatment of tumors of the adrenal medulla. The radioactive compound can be readily made by reacting 4-aminobenzylguanidine and an N-chloro oxidant in the presence of a radioiodide.

  一种新的化合物，4-氨基-3-碘苯甲基胍，以放射性碘标记的形式，可用作核医学放射性制剂中的成像剂，用于心脏、肾上腺髓质和肾上腺髓质肿瘤的成像，并可用于肾上腺髓质肿瘤的治疗。该放射性化合物可通过在放射性碘化物的存在下，将4-氨基苯甲基胍和N-氯氧化剂反应而制备得到。