2-碘苄胺盐酸盐 | 42365-45-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-碘苄胺盐酸盐
• 英文名称: (2-iodophenyl)methanamine hydrochloride
• 英文别名: 1-iodobenzylamine hydrochloride；2-iodobenzylamine hydrochloride；2-iodo-benzylamine; hydrochloride；2-Jod-benzylamin; Hydrochlorid；o-iodobenzylamine hydrochloride；(2-iodophenyl)methanamine;hydrochloride
• CAS: 42365-45-7
• 化学式: C₇H₈IN*ClH
• 分子量: 269.513
• InChiKey: GAEPVUMSCPGMFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 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：
  26
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2921499090
• 危险标志：
  GHS05
• 危险性描述：
  H318
• 危险性防范说明：
  P280,P305 + P351 + P338

反应信息

• 作为反应物：
  描述：

  2-碘苄胺盐酸盐 在 碳酸氢钠 、 potassium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Selectivity switch between FAK and Pyk2: Macrocyclization of FAK inhibitors improves Pyk2 potency

  摘要：

  Herein, we describe the synthesis of Pyk2 inhibitors via macrocyclization of FAR and dual Pyk2-FAK inhibitors. We identified macrocycle 25a as a highly potent Pyk2 inhibitor (IC50 = 0.7 nM), with similar to 175-fold improvement in Pyk2 potency as compared to its acyclic counterpart. In many cases, macrocyclization improved Pyk2 potency while weakening FAK potency, thereby improving the Pyk2/FAIC selectivity ratio for this structural class of inhibitors. Various macrocyclic linkers were studied in an attempt to optimize Pyk2 selectivity. We observed macrocyclic atropisomerism during the synthesis of 19-membered macro cycles 10a-d, and successfully obtained crystallographic evidence of one atropisomer (10a-AtropB) preferentially bound to Pyk2. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.10.092
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 乙醇 作用下， 生成 2-碘苄胺盐酸盐
  参考文献：
  名称：

  Ukai et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1956, vol. 76, p. 657,659

  摘要：

  DOI：

文献信息

• Palladium-catalyzed double carbonylation-based diversity-oriented synthesis of 3,4-dihydroisoquinoline-1-carboxamides
  作者：Hisashi Masui、Natsumi Ishizawa、Shinichiro Fuse、Takashi Takahashi

  DOI：10.1016/j.tet.2015.05.102

  日期：2015.9

  A novel palladium-catalyzed double carbonylation approach toward the synthesis of 3,4-dihydroisoquinoline-1-carboxamides is reported. The method developed involves an initial palladium-catalyzed double carbonylation of an N-protected alkylamine aryliodide to afford an α-keto carboxamide intermediate, which on subsequent deprotection undergoes intramolecular imine formation to afford the benzo-azacyclic

  报道了一种新颖的钯催化的双羰基化方法，用于合成3,4-二氢异喹啉-1-羧酰胺。所开发的方法涉及N保护的烷基胺芳碘化物的钯的初始钯催化的双羰基化以提供α-酮羧酰胺中间体，其在随后的脱保护时经历分子内亚胺形成以提供苯并氮杂环产物。
• Characterization of the Binding Site of the Histamine H₃ Receptor. 2. Synthesis, in Vitro Pharmacology, and QSAR of a Series of Monosubstituted Benzyl Analogues of Thioperamide
  作者：Albert D. Windhorst、Henk Timmerman、Edward A. Worthington、Greetje J. Bijloo、Paul H. J. Nederkoorn、Wiro M. P. B. Menge、Rob Leurs、Jacobus D. M. Herscheid

  DOI：10.1021/jm981106w

  日期：2000.5.1

  A series of monosubstituted benzyl analogues of the histamine H(3) receptor antagonist thioperamide were synthesized and evaluated for their histamine H(3) receptor activity on the guinea pig jejunum. Incorporation of Cl, Br, and I at the ortho position of the benzyl moiety led to an increase of the pA(2) value, whereas the same substituents at the para position led to a decrease. However, a fluorine

  合成了一系列的组胺H（3）受体拮抗剂thioperamide单取代的苄基类似物，并评估了它们对豚鼠空肠的组胺H（3）受体活性。在苄基部分的邻位引入Cl，Br和I导致pA（2）值增加，而对位的相同取代基导致pA（2）值降低。但是，氟取代基使pA（2）的位置大大降低。分子建模揭示了一个QSAR，其pA（2）与硫脲和苄基部分之间的二面角与所计算的取代碳原子上的电子密度之间具有相关性（r = 0.93）。为了验证该QSAR模型是否具有预测价值，对邻叔丁基和甲基类似物进行了合成和评估。
• 2-Amino-4<i>H</i>-3,1-benzoxazin-4-ones as Inhibitors of C1r Serine Protease
  作者：Sheryl J. Hays、Bradley W. Caprathe、John L. Gilmore、Nilam Amin、Mark R. Emmerling、Walter Michael、Ravi Nadimpalli、Rathna Nath、Kadee J. Raser、Daniel Stafford、Desiree Watson、Kevin Wang、Juan C. Jaen

  DOI：10.1021/jm970394d

  日期：1998.3.1

  A series of 2-amino-4H-3,1-benzoxazin-4-ones have been synthesized and evaluated as inhibitors of the complement enzyme C1r. C1r is a serine protease at the beginning of the complement cascade, and complement activation by beta-amyloid may represent a major contributing pathway to the neuropathology of Alzheimer's disease. Compounds such as 7-chloro-2-[(2-iodophenyl)amino]benz[d][1,3]oxazin-4-one (32) and 7-methyl-2-[(2-iodophenyl)amino]benz[d] 4-one (37) show improved potency compared to the reference compound FUT-175. Many of these active compounds also possess increased selectivity for C1r compared to trypsin and enhanced hydrolytic stability relative to 2-(2-iodophenyl)-4H-3,1-benzoxazin-4-one (1).
• Adrenal medulla imaging agents: a structure-distribution relationship study of radiolabeled aralkylguanidines
  作者：Donald M. Wieland、Thomas J. Mangner、Muthiah N. Inbasekaran、Lawrence E. Brown、Jiann Long Wu

  DOI：10.1021/jm00368a008

  日期：1984.2

  Fourteen 125I-labeled aralkylguanidines were synthesized and evaluated as potential imaging agents for the adrenal medullae and tumors of adrenomedullary origin. These guanidines are radiotracer analogues of guanethidine, an antihypertensive agent thought to mediate neuron blockade by uptake into adrenergic nerves. Dog adrenal medullae were used as a model to test radiotracer affinity for catecholamine storage tissue. Tissue distribution studies revealed that a number of radioiodinated guanidines showed pronounced localization in the adrenal medullae following intravenous injection, in certain cases exceeding that of either (-)-[3H]norepinephrine or [14C]guanethidine. (m-[125I]Iodobenzyl)guanidine (m-IBG, 2b) gave the best combination of high concentration and selectivity. The low adrenomedullary affinity observed with [14C]guanidine and m-[125I]iodobenzylamine demonstrates the uniqueness of the aralkylguanidine structure. Preliminary evidence suggests that 2b is a storage analogue of norepinephrine. [125I]2a is now being used clinically in imaging and radiotherapy of catecholamine tumors, such as pheochromocytoma.
• Ukai et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1956, vol. 76, p. 657,659
  作者：Ukai et al.

  DOI：——

  日期：——