N-(4'-hydroxybenzyl)hydroxylamine | 51307-62-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-(4'-hydroxybenzyl)hydroxylamine
• 英文别名: 4-((Hydroxyamino)methyl)phenol；4-[(hydroxyamino)methyl]phenol
• CAS: 51307-62-1
• 化学式: C₇H₉NO₂
• 分子量: 139.154
• InChiKey: AVGJXEUILZPLQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4'-hydroxybenzyl)hydroxylamine 在 亚硝酸丁酯 、 氨 作用下， 以 乙醚 、 乙酸乙酯 为溶剂， 反应 0.67h， 生成 N-(4'-hydroxybenzyl)-N-nitrosohydroxylamine ammonium salt
  参考文献：
  名称：

  Synthesis and tyrosinase inhibitory activity of novel N-hydroxybenzyl-N-nitrosohydroxylamines

  摘要：

  Several novel N-substituted N-nitrosohydroxylamines were synthesized. They all inhibited mushroom tyrosinase, but the type of inhibition was different depending on the substituent. Some N-(mono- or dihydroxybenzyl)-N-nitrosohydroxylamines exhibited uncompetitive inhibition with respect to (L)-dopa. Among them, compound 6 was also a competitive inhibitor with respect to oxygen. This observation suggests that another interaction by the meta- or para-hydroxyl group might stabilize the binding of the inhibitor to the enzyme through the oxygen binding site. (C) 2003 Elsevier Science (USA). All rights reserved.

  DOI：

  10.1016/s0045-2068(03)00026-9
• 作为产物：
  描述：

  2-异丙氧基苯胺 在 盐酸 、 methyl orange 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 N-(4'-hydroxybenzyl)hydroxylamine
  参考文献：
  名称：

  Synthesis and tyrosinase inhibitory activity of novel N-hydroxybenzyl-N-nitrosohydroxylamines

  摘要：

  Several novel N-substituted N-nitrosohydroxylamines were synthesized. They all inhibited mushroom tyrosinase, but the type of inhibition was different depending on the substituent. Some N-(mono- or dihydroxybenzyl)-N-nitrosohydroxylamines exhibited uncompetitive inhibition with respect to (L)-dopa. Among them, compound 6 was also a competitive inhibitor with respect to oxygen. This observation suggests that another interaction by the meta- or para-hydroxyl group might stabilize the binding of the inhibitor to the enzyme through the oxygen binding site. (C) 2003 Elsevier Science (USA). All rights reserved.

  DOI：

  10.1016/s0045-2068(03)00026-9

文献信息

• [EN] NITRONE COMPOUNDS AND THEIR USE IN PERSONAL CARE<br/>[FR] COMPOSÉS NITRONES ET LEUR UTILISATION DANS LES SOINS PERSONNELS
  申请人：DOW GLOBAL TECHNOLOGIES LLC

  公开号：WO2015134688A1

  公开（公告）日：2015-09-11

  Provided are compounds and compositions thereof that are useful as antioxidants in personal care formulations. The compounds are of the Formula I: wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, and R10 are independently H, C1-C10 alkyl, -OH, C1-C6 alkoxy, -COOH, -COO-M+, or -O-V+, where M+ is a sodium, potassium, or ammonium ion, provided that at least one of R6, R7, R8, R9, or R10 is -OH.

  提供了化合物及其组合物，可作为个人护理配方中的抗氧化剂。这些化合物属于Formula I：其中R1、R2、R3、R4、R5、R6、R7、R8、R9和R10分别独立地是H、C1-C10烷基、-OH、C1-C6烷氧基、-COOH、-COO-M+或-O-V+，其中M+是钠、钾或铵离子，但至少其中一个为-OH。
• Further studies on synthesis and antimicrobial activity of thioformin analogues.
  作者：TOSHIKAZU MIYAGISHIMA、TOTARO YAMAGUCHI、KIMIO UMINO

  DOI：10.1248/cpb.22.2283

  日期：——

  N-Substituted N-thioformylhydroxylamine derivatives represented by the general formula [chemical formula] (I) were synthesized and examined for antimicrobial activities. The synthesis was performed by the replacement of the carbonyl in an appropriate N-sub-stituted N-formylhydroxylamine with sulfur. These compounds were analogues of an antibiotic thioformin (II), N-methyl N-thioformylhydroxylamine, which was isolated as cupric complex (antibiotic YC-73 (III)) from a culture filtrate of Pseudomonas sp. The derivatives synthesized showed broad antimicrobial activities in vitro similar to that of the original antibiotic, particularly against gram-positive bacteria.

  合成了通式 [化学式] (I) 所代表的 N-取代 N-硫代甲酰羟胺衍生物，并对其抗菌活性进行了研究。合成的方法是用硫取代适当的 N-亚代 N-甲酰基羟胺中的羰基。这些化合物是抗生素硫代甲酰甲胺（II）的类似物，N-甲基 N-硫代甲酰羟胺是从假单胞菌（Pseudomonas sp）的培养滤液中分离出来的铜络合物（抗生素 YC-73 (III)）。
• Phase-transfer catalysis for the synthesis of hydroxylamines from oximes using benzyltriethylammonium borohydride in methanol and under solid-phase conditions
  作者：Mannathusamy Gopalakrishnan、Thirunavukkarasu Anandabaskaran、Purusothaman Sureshkumar、Jayaraman Thanusu、Arumugam K. Kumaran、Vijayakumar Kanagarajan

  DOI：10.1070/mc2006v016n01abeh002213

  日期：2006.1

  Effective phase-transfer catalysis methodologies for the reduction of oximes to hydroxylamines by a selective and versatile reducing agent, benzyltriethylammonium borohydride (BTEABH), in methanol and under solid-phase conditions are presented.
• NITRONE COMPOUNDS AND THEIR USE IN PERSONAL CARE
  申请人：Dow Global Technologies LLC

  公开号：EP3114110A1

  公开（公告）日：2017-01-11
• US9730874B2
  申请人：——

  公开号：US9730874B2

  公开（公告）日：2017-08-15