2-(aminomethyl)benzyl alcohol hydrochloride | 4152-84-5

• 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: 2-(aminomethyl)benzyl alcohol hydrochloride
• 英文别名: 2-hydroxymethylbenzylamine hydrochloride；(2-(Aminomethyl)phenyl)methanol hydrochloride；[2-(aminomethyl)phenyl]methanol;hydrochloride
• CAS: 4152-84-5
• 化学式: C₈H₁₁NO*ClH
• 分子量: 173.642
• InChiKey: AVJCDPZZYDVZIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.06
• 重原子数：
  11
• 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：
  46.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(aminomethyl)benzyl alcohol hydrochloride 在 盐酸 、 sodium hydroxide 、 sodium nitrate 、 水 、 二异丁基氢化铝 作用下， 以 乙醚 为溶剂， 反应 10.08h， 生成 邻苯二甲醇
  参考文献：
  名称：

  Carbenes and the oxygen-hydrogen bond: hydroxyalkyl-substituted arylcarbenes

  摘要：

  DOI：

  10.1021/jo00295a018
• 作为产物：
  描述：

  2-氰基苯甲酸甲酯 在 lithium aluminium tetrahydride 、 水 、 盐酸 作用下， 以 乙醚 、 1,4-二氧六环 为溶剂， 反应 5.0h， 以43%的产率得到2-(aminomethyl)benzyl alcohol hydrochloride
  参考文献：
  名称：

  [EN] AMINO-QUINOXALINE AND AMINO-QUINOLINE COMPOUNDS FOR USE AS ADENOSINE A2a RECEPTOR ANTAGONISTS
  [FR] AMINO-QUINOXALINE ET COMPOSÉS AMINO-QUINOLINE À UTILISER EN TANT QU'ANTAGONISTES DU RÉCEPTEUR A2a

  摘要：

  化合物的分子式（I），其中W代表CH或N；Q代表-CN，-C（=NOH）NH2，-CONHR1或这里描述的各种杂环基团；以及其药学上可接受的盐类、溶剂化合物、酯类和前药是腺苷A2a受体拮抗剂，因此在治疗中枢神经系统疾病，特别是帕金森病方面具有用处。

  公开号：

  WO2009111442A1

文献信息

• Selective inhibitors of benzylaminoxidases with respect to other
  申请人：Consiglio Nazionale Delle Ricerche

  公开号：US04888283A1

  公开（公告）日：1989-12-19

  Selective inhibitors of benzylaminoxidases, said inhibitors consisting of compounds of the general formula I ##STR1## wherein X is a group C--R.sup.4 or a nitrogen atom, R.sup.1 and R.sup.2, which can be the same or different from each other, represent hydrogen, hydroxyl groups, alkoxyl groups, or alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxyalkyl, hydroxyalkoxyl, alkoxyalkoxyl, hydroxyalkoxyalkoxyl, phenoxyl or phenoxyalkyl groups or their substitution derivatives in the phenoxyl group, provided that no more than one of the same be hydrogen, and one or more of the symbols R.sup.3, R.sup.4 or R.sup.5 are hydrogen atoms or alkyl or hydroxyl or alkoxyl or hydroxyalkyl or hydroxyalkoxyl or hydroxyalkoxyalkyl or haloalkyl or carbonyl or carboxylic or ester or amido or nitrile or sulfonic groups or halogen atoms or nitro groups.

  苯甲胺氧化酶的选择性抑制剂，所述抑制剂由一般式I的化合物组成：##STR1## 其中X是C-R.sup.4基团或氮原子，R.sup.1和R.sup.2可以相同也可以不同，表示氢、羟基、烷氧基、或烷基、烯基、羟基烷基、烷氧基烷基、羟基烷氧基烷基、羟基烷氧基、烷氧基烷氧基、羟基烷氧基烷氧基、苯氧基或苯氧基烷基或它们在苯氧基中的取代衍生物，要求最多只有一个是氢，其中一个或多个符号R.sup.3、R.sup.4或R.sup.5是氢原子或烷基或羟基或烷氧基或羟基烷基或羟基烷氧基或羟基烷氧基烷基或卤代烷基或羰基或羧基或酯基或酰胺基或腈基或磺酸基或卤素原子或硝基基团。
• Inhibitors of benzylaminoxidases, selective with respect to other aminoxidases
  申请人：CONSIGLIO NAZIONALE DELLE RICERCHE

  公开号：EP0210140A2

  公开（公告）日：1987-01-28

  Selective inhibitors of benzylaminoxidases, said inhibitors consisting of compounds of the general formula I wherein X is a group C-R4 or a nitrogen atom, R' and R2, which can be the same or different from each other, represent hydrogen, hydroxyl groups, alkoxyl groups, or alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxyalkyl, hydroxyalkoxyl, alkoxyalkoxyl, hydroxyalkoxyalkxyl, phenoxyl or phenoxyalkyl groups or their substitution derivatives in the phenxyl group, provided that no more than one of the same be hydrogen, and one or more of the symbols R3, R4 or R5 are hydrogen atoms or alkyl or hydroxyl or alkoxyl or hydroxyalkyl or hydroxyalkoxyl or hydroxyalkoxyalkyl or haloalkyl or carboxylic or carboxylic or ester or amido or nitrile or sulfonic groups or halogen atoms or nitro groups.

  苄基氨基氧化酶的选择性抑制剂，所述抑制剂由通式 I 的化合物组成 其中 X 是基团 C-R4 或氮原子，R'和 R2 可以相同或不同，代表氢、羟基、烷氧基或烷基、烯基、羟烷基、烷氧基烷基、羟基烷氧基、羟基烷氧基、烷氧基烷氧基、羟基烷氧基烷氧基、苯氧基或苯氧基烷基或它们在苯氧基中的取代衍生物、只要其中不超过一个为氢，且一个或多个符号 R3、R4 或 R5 为氢原子或烷基或羟基或烷氧基或羟基烷基或羟基烷氧基或羟基烷氧基或卤代烷基或羧基或羧酸基或酯基或氨基或腈基或磺酸基或卤原子或硝基。
• 2-Amino-1,3-thiazepine und deren Verwendung als Hemmstoffe der Stickstoffmonoxid-Synthase
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0718294A1

  公开（公告）日：1996-06-26

  Die vorliegende Erfindung betrifft 2-Amino-1,3-thiazepine der allgemeinen Formel I, in der W für CR1R2, X für CR20R21, Y für CR22R23 und Z für CR24R25 steht und R1, R2, R20, R21, R22, R23, R24 und R25 die im Anspruch 1 angegebenen Bedeutungen haben, die Hemmstoffe der Stickstoffmonoxid-Synthase sind, und ihre Verwendung zur Behandlung von Krankheiten, die durch einen erhöhten Stickstoffmonoxid-Spiegel bedingt sind.

  本发明涉及通式 I 的 2-氨基-1,3-硫氮杂卓、 其中 W 是 CR1R2，X 是 CR20R21，Y 是 CR22R23，Z 是 CR24R25，R1、R2、R20、R21、R22、R23、R24 和 R25 具有权利要求 1 中给出的含义，它们是一氧化氮合酶的抑制剂，可用于治疗一氧化氮水平升高引起的疾病。
• [EN] NOVEL PYRIDAZINES
  申请人：BYK GULDEN LOMBERG CHEMISCHE FABRIK GMBH

  公开号：WO1991017164A1

  公开（公告）日：1991-11-14

  (DE) Pyridazine der Formel (I), worin die Substituenten die in der Beschreibung genannten Bedeutungen haben, sind neue Verbindungen mit Magenschutzwirkung.(EN) Pyridazines of formula (I) in which the symbols have the meaning explained in the description are novel compounds with interesting pharmacological properties.(FR) Les pyridazines de formule (I), où les substituants ont la notation indiquée dans la description, sont de nouveaux composés avec des caractéristiques pharmacologiques intéressantes.

  (Les) Pyridazine de la formule (I), dont les substituents ISBNnés les meanings expliqués dans la description, sont de nouveaux compossés à interesting propriété pharmacloriques.
• Synthesis of 2,6-disubstituted benzylamine derivatives as reversible selective inhibitors of copper amine oxidases
  作者：Francesco Lucchesini、Marco Pocci、Silvana Alfei、Vincenzo Bertini、Franca Buffoni

  DOI：10.1016/j.bmc.2014.01.037

  日期：2014.3

  In order to obtain substrate-like inhibitors of copper amine oxidases (CAOs), a class of enzymes involved in important cellular processes as well as in crosslinking of elastin and collagen and removal of biogenic primary amines, we synthesized a set of benzylamine derivatives properly substituted at positions 2 and 6 and studied their biological activity towards some members of CAOs.With benzylamines 6, 7, 8 containing linear alkoxy groups we obtained reversible inhibitors of benzylamine oxidase (BAO), very active and selective toward diamine oxidase (DAO), lysyl oxidase (LO) and monoamine oxidase B (MAO B) characterized by a certain toxicity consequent to the crossing of the brain barrier. Poorly toxic, up to very active, reversible inhibitors of BAO, very selective toward DAO, LO and MAO B, were obtained with benzylamines 10, 11, 12 containing hydrophilic x-hydroxyalkoxy groups. With benzylamines 13, 14, 15, containing linear alkyl groups endowed with steric, but not conjugative effects for the absence of properly positioned oxygen atoms, we synthesized moderately active inhibitors of BAO reversible and selective toward DAO, LO and MAO B.The cross examination of the entire biological data brought us to the conclusion that the bioactive synthesized compounds most likely exert their physiological role of reversible inhibitors in consequence of the formation of a plurality of hydrogen bonds or hydrophobic non-covalent interactions with proper sites in the protein. Accordingly, the reported inhibitors may be considered as a set of research tools for general biological studies and the formation of enzyme complexes useful for X-ray structure determinations aimed at the design of more sophisticated inhibitors to always better modulate the protein activity without important side effects. (C) 2014 Elsevier Ltd. All rights reserved.