(5-氯-2-甲氧基苯基)甲胺盐酸盐 | 350480-55-6

• 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: (5-氯-2-甲氧基苯基)甲胺盐酸盐
• 英文名称: 5-chloro-2-methoxybenzylamine hydrochloride
• 英文别名: (5-Chloro-2-methoxyphenyl)methanamine hydrochloride；(5-chloro-2-methoxyphenyl)methanamine;hydrochloride
• CAS: 350480-55-6
• 化学式: C₈H₁₀ClNO*ClH
• mdl: MFCD06797811
• 分子量: 208.087
• InChiKey: OPBLMGOXNGWHTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  (5-氯-2-甲氧基苯基)甲胺盐酸盐 在 三溴化硼 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 60.0h， 生成 4-[(5-chloro-2-hydroxyphenyl)methyl]-3-[4-(trifluoromethyl)phenyl]-1H-1,2,4-triazol-5-one
  参考文献：
  名称：

  4,5-Diphenyltriazol-3-ones:  Openers of Large-Conductance Ca²⁺-Activated Potassium (Maxi-K) Channels

  摘要：

  A series of diphenyl-substituted heterocycles were synthesized and evaluated by electrophysiological techniques as openers of the cloned mammalian large-conductance, Call-activated potassium (maxi-K) channel. The series was designed from deannulation of known benzimidazolone maxi-K opener NS-004 (2) thereby providing an effective template for obtaining structure-activity-related information. The triazolone ring system was the most studied wherein 4,5-diphenyltriazol-3-one 6d (maxi-K = 158%) was identified as the optimal maxi-K channel opener.

  DOI：

  10.1021/jm010569q
• 作为产物：
  描述：

  邻甲氧基苄胺 在 磺酰氯 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 以70%的产率得到(5-氯-2-甲氧基苯基)甲胺盐酸盐
  参考文献：
  名称：

  Mono-Chlorination of Electron-Rich Arylalkyl- and Heteroarylalkyl-amines and Amino Acids Using Sulfuryl Chloride

  摘要：

  硫酰氯用于对富电子的芳基烷基和杂芳基烷基胺及氨基酸进行单氯化，采用温和高效的一锅法转化，可直接纯化。对胺类的保护不是必需的，且手性氨基酸的消旋化程度较低。

  DOI：

  10.1055/s-2003-37362

文献信息

• A mild and efficient method for aromatic chlorination of electron-rich arylalkyl amines
  作者：Guixue Yu、Helen J Mason、Ximao Wu、Masaki Endo、James Douglas、John E Macor

  DOI：10.1016/s0040-4039(01)00430-0

  日期：2001.5

  Sulfuryl chloride was used to chlorinate electron-rich arylalkyl amines in a mild and efficient one-pot transformation with simple product isolation via precipitation. Protection of the amine was not needed.

  硫酰氯用于温和有效的一锅法转化中富电子的芳基烷基胺的氯化，并通过沉淀简单地分离出产物。不需要保护胺。
• IN VIVO IMAGING COMPOUNDS
  申请人：Arstad Erik

  公开号：US20090155168A1

  公开（公告）日：2009-06-18

  The invention relates to a compound of formula (I) having use for in vivo imaging of the NR2B subtype of the NMDA receptor.

  本发明涉及一种化合物，其化学式为（I），用于体内成像NMDA受体的NR2B亚型。
• Modulation of adenosine receptor affinity and intrinsic efficacy in adenine nucleosides substituted at the 2-position
  作者：Michihiro Ohno、Zhan-Guo Gao、Philippe Van Rompaey、Susanna Tchilibon、Soo-Kyung Kim、Brian A Harris、Ariel S Gross、Heng T Duong、Serge Van Calenbergh、Kenneth A Jacobson

  DOI：10.1016/j.bmc.2004.03.031

  日期：2004.6

  We studied the structural determinants of binding affinity and efficacy of adenosine receptor (AR) agonists. Substituents at the 2-position of adenosine were combined with N-6-substitutions known to enhance human A(3)AR affinity. Selectivity of binding of the analogues and their functional effects on cAMP production were studied using recombinant human A(1), A(2A), A(2B), and A(3)ARs. Mainly sterically small substituents at the 2-position modulated both the affinity and intrinsic efficacy at all subtypes. The 2-cyano group decreased hA(3)AR affinity and efficacy in the cases of N-6-(3-iodobenzyl) and N-6-(trans-2-phenyl-1-cyclopropyl), for which a full AAR agonist was converted into a selective antagonist; the 2-cyano-N-6-methyl analogue was a full A(3)AR agonist. The combination of N-6-benzyl and various 2-substitutions (chloro, trifluoromethyl, and cyano) resulted in reduced efficacy at the A(1)AR. The environment surrounding the 2-position within the putative A(3)AR binding site was explored using rhodopsin-based homology modeling and ligand docking. (C) 2004 Elsevier Ltd. All rights reserved.
• Exploring human adenosine A3 receptor complementarity and activity for adenosine analogues modified in the ribose and purine moiety
  作者：Philippe Van Rompaey、Kenneth A. Jacobson、Ariel S. Gross、Zhan-Guo Gao、Serge Van Calenbergh

  DOI：10.1016/j.bmc.2004.11.044

  日期：2005.2

  In this paper we investigated the influence on affinity, selectivity and intrinsic activity upon modification of the adenosine agonist scaffold at the 3- and 5'-positions of the ribofuranosyl moiety and the 2- and N-6-positions of the purine base. This resulted in the synthesis of various analogues, that is, 3-12 and 24-33, with good hA(3)AR selectivity and moderate-to-high affinities (as in 32, K-i = 27 nM). Interesting was the ability to tune the intrinsic activity depending on the substituent introduced at the 3'-position. (C) 2004 Elsevier Ltd. All rights reserved.
• AMIDINE DERIVATIVES FOR IN VIVO IMAGING
  申请人：Hammersmith Imanet, Ltd

  公开号：EP1954259A2

  公开（公告）日：2008-08-13