O-苯乙基羟胺盐酸盐

• 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: O-苯乙基羟胺盐酸盐
• 英文名称: O-Phenethylhydroxylamine hydrochloride
• 英文别名: O-(2-Phenylethyl)hydroxylamine hydrochloride；O-phenethylhydroxylamine hydrochloride；O-(2-phenylethyl)hydroxylamine hydrochloride；o-phenethylhydroxylamine hydrochloride；hydron;O-(2-phenylethyl)hydroxylamine;chloride
• 化学式: C₈H₁₁NO*ClH
• 分子量: 173.642
• InChiKey: MUPSJLRUCGYRTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  11
• 可旋转键数：
  3
• 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

反应信息

• 作为反应物：
  描述：

  O-苯乙基羟胺盐酸盐 在 盐酸 、 氢氧化钾 、 三乙胺-硼烷 作用下， 以 1,4-二氧六环 、 乙醇 、 乙腈 为溶剂， 反应 30.0h， 生成 [(4-Methoxy-benzoyl)-phenethyloxy-amino]-acetic acid
  参考文献：
  名称：

  Macchia; Menchini; Nencetti, Il Farmaco, 1996, vol. 51, # 4, p. 255 - 260

  摘要：

  DOI：
• 作为产物：
  描述：

  O-(2-phenylethyl)hydroxylamine 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 O-苯乙基羟胺盐酸盐
  参考文献：
  名称：

  O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1

  摘要：

  Indoleamine 2,3-dioxygenase-1 (IDO1) is a promising therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune suppression. Recently important advances have been made in understanding IDO1's catalytic mechanism. Although much remains to be discovered, there is strong evidence that the mechanism proceeds through a heme-iron bound alkylperoxy transition or intermediate state. Accordingly, we explored stable structural mimics of the alkylperoxy species and provide evidence that such structures do mimic the alkylperoxy transition or intermediate state. We discovered that O-benzylhydroxylamine, a commercially available compound, is a. potent sub-micromolar inhibitor of IDO1. Structure activity studies of over forty derivatives of O-benzylhydroxylamine led to further improvement in inhibitor potency, particularly with the addition of halogen atoms to the meta position of the aromatic ring. The most potent derivatives and the lead, O-benzylhydroxylamine, have high ligand efficiency values, which are considered an important criterion for successful drug development. Notably, two of the most potent compounds demonstrated nanomolar-level cell-based potency and limited toxicity. The combination of the simplicity of the structures of these compounds and their excellent cellular activity makes them quite attractive for biological exploration of IDO1 function and antitumor therapeutic applications. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.12.028

文献信息

• Symmetrical O-substituted dioximes of benzo-fused
  申请人：Panmedica S.A.

  公开号：US04804684A1

  公开（公告）日：1989-02-14

  Drugs with high anticonvulsant and analgesic activities constituted by symmetrical .beta.-dialkoxyiminocycloalklene derivatives in which the imine double bonds are conjugated with the cyclic double bond or bonds belonging to one or more fused benzene rings. They correspond to the general formula I: ##STR1##

  具有高抗癫痫和镇痛活性的药物由对称的β-二烷氧基亚胺环烯衍生物构成，其中亚胺双键与环双键或属于一个或多个融合苯环的双键共轭。它们对应于一般式I：##STR1##
• Direct cycle between co-product and reactant: an approach to improve the atom economy and its application in the synthesis and protection of primary amines
  作者：Qi Guan、Mingyang Jiang、Junhui Wu、Yanpeng Zhai、Yue Wu、Kai Bao、Weige Zhang

  DOI：10.1039/c6gc01318j

  日期：——

  Important goals of green chemistry include maximizing the efficiency of reactants and minimizing the production of waste. In this study, a novel approach to improve the atom economy of a...

  绿色化学的重要目标包括最大程度地提高反应物的效率和最大程度地减少废物的产生。在这项研究中，一种新颖的方法可以改善原子的原子经济。
• CONTROLLED RELEASE OF ACTIVE COMPOUNDS FROM DYNAMIC MIXTURES
  申请人：Herrmann Andreas

  公开号：US20100226875A1

  公开（公告）日：2010-09-09

  The present invention relates to a dynamic mixture in the form of a dynamic mixture obtained by reacting together, in the presence of water, at least one O-substituted hydroxylamine or S-substituted thiohydroxylamine derivative with at least one perfuming, flavoring, insect repellent or attractant, bactericide or fungicide aldehyde or ketone. This mixture is capable of releasing in a controlled and prolonged manner the aldehyde or ketone into the surrounding environment. Furthermore, the present invention concerns also the use of these dynamic mixtures as perfuming ingredients as well as the perfuming compositions or perfumed articles that include these mixtures.

  本发明涉及一种动态混合物，其为通过在水的存在下将至少一种O-取代羟胺或S-取代硫羟胺衍生物与至少一种香料、调味剂、驱虫剂或诱引剂、杀菌剂或杀真菌剂醛或酮反应而得到的动态混合物。该混合物能够以受控和延长的方式释放醛或酮进入周围环境。此外，本发明还涉及将这些动态混合物用作调香成分以及包括这些混合物的调香组合物或香气物品的用途。
• 2-chloro-N.sup.6 -substituted adenosines, their pharmaceutical
  申请人：Novo Nordisk A/S

  公开号：US05430027A1

  公开（公告）日：1995-07-04

  Adenosine compounds having the following structure ##STR1## wherein X is halogen, perhalomethyl, acetamido, cyano, C.sub.1-6 -alkoxy, C.sub.1-6 -alkylthio or C.sub.1-6 -alkylamino; and R.sup.1 is --NR.sup.2 R.sup.3 or YR.sup.4, wherein Y is oxygen or sulfur; R.sup.2 is phenyl, C.sub.1-6 -alkyl or substituted C.sub.1-6 -alkyl; and R.sup.4 is naphthyl, partly saturated naphthyl; optionally phenyl or phenoxy substituted C.sub.1-6 -alkyl wherein the phenyl and phenoxy substituents are also optionally substituted, or optionally phenyl or phenoxy substituted C.sub.3-8 -cycloalkyl and their pharmaceutically acceptable salts are useful in the treatment of myocardial and cerebral ischemias.

  具有以下结构的腺苷化合物：##STR1## 其中X是卤素，全卤代甲基，乙酰胺基，氰基，C.sub.1-6-烷氧基，C.sub.1-6-烷基硫基或C.sub.1-6-烷基氨基; R.sup.1是--NR.sup.2R.sup.3或YR.sup.4，其中Y是氧或硫; R.sup.2是苯基，C.sub.1-6-烷基或取代的C.sub.1-6-烷基; R.sup.4是萘基，部分饱和的萘基; 可选地为取代的C.sub.1-6-烷基，其中苯基和苯氧基取代基也可选地取代，或可选地为取代的C.sub.3-8-环烷基及其药学上可接受的盐，用于治疗心肌和脑缺血。
• Synthesis and structure activity relationships of novel non-peptidic metallo-aminopeptidase inhibitors
  作者：Sébastien Albrecht、Albert Defoin、Emmanuel Salomon、Céline Tarnus、Anders Wetterholm、Jasper Z. Haeggström

  DOI：10.1016/j.bmc.2006.06.050

  日期：2006.11

  Racemic derivatives of 3-amino-2-tetralone were synthesised and evaluated for their ability to inhibit metallo-aminopeptidase activities. New compounds substituted in position 2 by methyl ketone, substituted oximes or hydroxamic acids as well as heterocyclic derivatives were evaluated against representative members of zinc-dependent aminopeptidases: leucine aminopeptidase (E.C. 3.4.11.1), aminopeptidase-N(E.C. 3.4.11.2), Aeronumas proteolytica aminopeptidase (E.C. 3.4.11.10), and the aminopeptidase activity of leukotriene A(4) hydrolase (E.C. 3.3.2.6). Several compounds showed K-i values in the low micromolar range against the 'one-zinc' aminopeptidases, while most of them were rather poor inhibitors of the 'two-zinc' enzymes. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc. (c) 2006 Elsevier Ltd. All rights reserved.