O-[(2-氯-6-氟苯基)甲基]羟胺盐酸盐 | 93081-15-3

• 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-[(2-氯-6-氟苯基)甲基]羟胺盐酸盐
• 中文别名: 2-氯-6氟苄氧胺盐酸盐
• 英文名称: O-(2-chloro-6-fluoro-benzyl)-hydroxylamine hydrochloride
• 英文别名: O-(2-Chloro-6-fluorobenzyl)hydroxylamine hydrochloride；O-[(2-chloro-6-fluorophenyl)methyl]hydroxylamine;hydrochloride
• CAS: 93081-15-3
• 化学式: C₇H₇ClFNO*ClH
• 分子量: 212.051
• InChiKey: OHUZCHPFNKTBNZ-UHFFFAOYSA-N

物化性质

• 熔点：
  184～188℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.2
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922199090

反应信息

• 作为反应物：
  描述：

  O-[(2-氯-6-氟苯基)甲基]羟胺盐酸盐 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 氯仿 、 水 、 甲苯 为溶剂， 反应 36.0h， 生成 (E)-N-[(2-chloro-6-fluorophenyl)methoxy]-1-[2-(4-methylsulfanylphenyl)cyclopenten-1-yl]methanimine
  参考文献：
  名称：

  (E)-[2-(4-Methylsulphonylphenyl)-1-cyclopentenyl-1-methyliden](arylmethyloxy)amines. Methyleneaminoxymethyl (MAOM) analogues of diarylcyclopentenyl cyclooxygenase-2 inhibitors: synthesis and biological properties

  摘要：

  The (E)-[2-(4-Methylsulphonylphenyl)-1-cyclopentenyl-1-methyliden](methyloxy)amine (5) and (arylmethyloxy)amines (6-12) were designed in order to verify the effects on the biological properties of the substitution of an aryl of selective diarylcyclopentenyl cyclooxygenase-2 (COX-2) inhibitors. of type 3 with a methyleneaminoxymethyl moiety (MAOMM). Compounds 5-12 were tested in vitro for their inhibitory activity towards COX-1 and COX-2 by measuring prostaglandin E2 (PGE2) production in U937 cell lines and activated J774.2 macrophages, respectively. The compound with the highest in vitro activity towards COX-2 (9) was also assayed in vivo for its antiinflammatory activity by means of the carrageenan-induced paw edema test in rats. Some of the new compounds showed an appreciable in vitro COX-2 inhibitory activity, with IC50 values in the muM (6,7,9,10,11) range. Compound 9 also exhibited an appreciable in vivo activity (29% inhibition at a dose of 30 mg kg(-1)) when administered intraperitoneally. The structural parameters of 9 were determined by X-ray crystallographic analysis. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01359-4
• 作为产物：
  描述：

  O-(2-chloro-6-fluorobenzyl)hydroxylamine 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 O-[(2-氯-6-氟苯基)甲基]羟胺盐酸盐
  参考文献：
  名称：

  Synthesis and Fungicidal Activity of Macrolactams and Macrolactones with an Oxime Ether Side Chain

  摘要：

  Three series of novel macrolactams and macrolactones - 12-alkoxyimino-tetradecanlactam, 12-alkoxyiminopentadecanlactam, and 12-alkoxyiminodecanlactone derivatives (7A, 7B, and 7C) - were synthesized from corresponding 12-oxomacrolactams and 12-oxomacrolactone. Their structures were confirmed by H-1 NMR and elemental analysis. The Z and E isomers of 7A and 7B were separated, and their configurations were determined by H-1 NMR. These compounds showed fair to excellent fungicidal activities against Rhizoctonia solani Kuhn. It is interesting that the Z and E isomers of most of the compounds have quite different fungicidal activities. The fact that the compounds have a gradual increase of fungicidal activity in the order of 7A, 7C, and 7B indicated that the macrocyclic derivatives with a hydrogen-bonding acceptor (=N-O-) and a hydrogen-bonding donor (-CONH-) on the ring, and a three methylenes distance (CH2CH2CH2) between these two functional groups, exhibited the best fungicidal activity. The bioassay also showed that 7B not only has good fungicidal activity but also may have a broad spectrum of fungicidal activities.

  DOI：

  10.1021/jf072733+

文献信息

• [EN] NOVEL MICROBIOCIDES<br/>[FR] NOUVEAUX MICROBIOCIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2009127726A1

  公开（公告）日：2009-10-22

  Compounds of formula (I) in which the substituents are as defined in claim 1, are suitable for use as microbiocides.

  公式(I)中的化合物，其中取代基如权利要求1中定义，适用于作为微生物杀灭剂使用。
• Novel Hydroxamic Acid Esters and Pharmaceutical Use Thereof
  申请人：Fensholdt Jef

  公开号：US20070244117A1

  公开（公告）日：2007-10-18

  The invention relates to compounds of general formula I wherein D, E, F, G, W, Y, R 1 , A, R 9 , X, B, R 8 are as defined herein, and pharmaceutically acceptable salts, hydrates, or solvates thereof, for use—alone or in combination with one or more other pharmaceutically active compounds—in therapy, for treating diseases associated with deregulated angiogenesis, such as cancer.

  本发明涉及一般式I的化合物，其中D、E、F、G、W、Y、R1、A、R9、X、B、R8如本文所定义，并且其药学上可接受的盐、水合物或溶剂化物，用于治疗与异常血管生成相关的疾病，如癌症，可单独使用或与一个或多个其他药理活性化合物联合使用。
• HYDROXAMIC ACID ESTERS AND PHARMACEUTICAL USE THEREOF
  申请人：LEO PHARMA A/S

  公开号：EP1697312B1

  公开（公告）日：2011-07-20
• US8034811B2
  申请人：——

  公开号：US8034811B2

  公开（公告）日：2011-10-11
• Synthesis and Fungicidal Activity of Macrolactams and Macrolactones with an Oxime Ether Side Chain
  作者：Jia-Xing Huang、Yue-Mei Jia、Xiao-Mei Liang、Wei-Juan Zhu、Jian-Jun Zhang、Yan-Hong Dong、Hui-Zu Yuan、Shu-Hua Qi、Jin-Ping Wu、Fu-Heng Chen、Dao-Quan Wang

  DOI：10.1021/jf072733+

  日期：2007.12.1

  Three series of novel macrolactams and macrolactones - 12-alkoxyimino-tetradecanlactam, 12-alkoxyiminopentadecanlactam, and 12-alkoxyiminodecanlactone derivatives (7A, 7B, and 7C) - were synthesized from corresponding 12-oxomacrolactams and 12-oxomacrolactone. Their structures were confirmed by H-1 NMR and elemental analysis. The Z and E isomers of 7A and 7B were separated, and their configurations were determined by H-1 NMR. These compounds showed fair to excellent fungicidal activities against Rhizoctonia solani Kuhn. It is interesting that the Z and E isomers of most of the compounds have quite different fungicidal activities. The fact that the compounds have a gradual increase of fungicidal activity in the order of 7A, 7C, and 7B indicated that the macrocyclic derivatives with a hydrogen-bonding acceptor (=N-O-) and a hydrogen-bonding donor (-CONH-) on the ring, and a three methylenes distance (CH2CH2CH2) between these two functional groups, exhibited the best fungicidal activity. The bioassay also showed that 7B not only has good fungicidal activity but also may have a broad spectrum of fungicidal activities.