[(3-bromophenyl)methyl]phosphonic acid

• 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: [(3-bromophenyl)methyl]phosphonic acid
• 英文别名: 3-bromobenzylphosphonic acid；(3-bromophenyl)methylphosphonic acid
• 化学式: C₇H₈BrO₃P
• 分子量: 251.016
• InChiKey: IQYFBQGTSGSWHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 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：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(3-bromophenyl)methyl]phosphonic acid 、 原乙酸三乙酯 反应 24.0h， 以74%的产率得到3-溴苄基膦酸二乙酯
  参考文献：
  名称：

  膦酸的选择性酯化

  摘要：

  在这里，我们报告了膦酸单酯化和二酯化的直接和选择性合成程序。研究了一系列烷氧基供体，发现原乙酸三乙酯是进行转化的最佳试剂和溶剂。发现了对反应过程的重要温度影响。取决于反应温度，以合适的产率专门获得膦酸的单乙酯或二乙酯。所提出的方法的底物范围在芳香族和脂肪族膦酸上得到验证。所设计的方法可成功应用于小规模和大规模实验，而不会显着降低选择性或反应收率。进行了几次专门的实验以深入了解反应机理。在 30 °C 时，单酯通过中间体（膦酸的 1,1-二乙氧基乙酯）形成。在更高的温度下，类似的中间体形式产生二酯或稳定且可检测的焦膦酸盐，它们也被消耗以产生二酯。31 P NMR 光谱用于确定焦膦酸酯的结构并监测反应过程。不需要额外的试剂、良好的可及性和直接的纯化是所开发协议的重要方面。

  DOI：

  10.3390/molecules26185637

文献信息

• Dual Pharmacophores - PDE4-Muscarinic Antagonistics
  申请人：Callahan James Francis

  公开号：US20090197871A1

  公开（公告）日：2009-08-06

  The present invention is directed to novel compounds of Formula (I), pharmaceutical compositions and their use in therapy, for example as inhibitors of phosphodiesterase type IV (PDE4) and as antagonists of muscarinic acetylcholine receptors (mAChRs), in the treatment of/and or prophylaxis of respiratory diseases, including antiinflammatory and/or allergic diseases such as chronic obstructive pulmonary disease (COPD), asthma, rhinitis (e.g. allergic rhinitis), atopic dermatitis or psoriasis.

  本发明涉及式(I)的新化合物，药物组合物及其在治疗中的应用，例如作为磷酸二酯酶IV (PDE4)的抑制剂和毒蕈碱乙酰胆碱受体 (mAChRs)的拮抗剂，用于治疗和/或预防呼吸道疾病，包括抗炎症和/或过敏性疾病，如慢性阻塞性肺病 (COPD)、哮喘、鼻炎 (例如过敏性鼻炎)、特应性皮炎或银屑病。
• [EN] PIPERIDINE AND PIPERAZINE DERIVATIVES POSSESSING AFFINITY AT 5HT-1 TYPE RECEPTORS<br/>[FR] DERIVES DE PIPERIDINE ET DE PIPERAZINE POSSEDANT UNE AFFINITE POUR LES RECEPTEURS DE TYPE 5HT-1
  申请人：GLAXO GROUP LTD

  公开号：WO2003068236A1

  公开（公告）日：2003-08-21

  Compounds of formula (I) and pharmaceutically acceptable salts thereof are disclosed:wherein A is optionally substituted phenyl, indolyl, quinolinyl, quinazolinyl, indazolyl or isoquinolinyl; X is carbon, Y is CH and is a double bond; or X is CH, Y is CH2 or oxygen and is a single bond; or X is nitrogen, Y is CH2 and is a single bond; R1 is halogen, cyano, nitro, C1-6 alkyl, haloC1-6 alkyl, C1-6 alkoxy, C3-7 heterocyclylC1-6 alkyl, C3-7 heterocyclyl C1-6 alkoxy; a is 0, 1, 2, 3 or 4; R2 is either: halogen, -CN, an optionally substituted C3-7 cycloalkyl, an optionally substituted aryl or an optionally substituted C-linked 3-7 membered heterocyclic group; or a group -(Z)b-B wherein: (i) Z is oxygen, CH2, C=O, SO2 or C=N-OR3 wherein R3 is hydrogen or C1-6 alkyl; b is 1, 2, or 3; and B is hydrogen, C1-6 alkyl, C3-7 cycloalkyl, C1-6 alkoxy or NR4R5 wherein R4 and R5 are independently hydrogen, C1-6 alkyl, C3-7 cycloalkyl, C1-6 alkanoyl, fluoroC1-6 alkanoyl, C1-6 alkylsulfonyl, fluoroC¿1-6 alkylsulfonyl, carbamoyl or C1-6 alkylcarbamoyl, or R4 and R5, together with the nitrogen atom to which they are attached, form part of an optionally substituted 3 to 7 membered heterocyclic group; or (ii) Z is oxygen, CH or CH2, b is 1, and B forms the rest of an aryl or a C3-7 heterocyclic group fused to the phenyl ring; excluding 1-[2-[2-(phenylmethyl)phenoxy]ethyl]-4-[(2,3,4-trimethoxyphenyl)methyl]-piperazine and pharmaceutically acceptable salts thereof, and N-[4-[2-[4-[(3,4-dimethoxyphenyl)methyl]-1-piperazinyl]ethoxy]phenyl]-ethanesulfonamide and pharmaceutically acceptable salts thereof. Methods of preparing the compounds and uses of the compounds in therapy, in particular for CNS disorders such as depression and anxiety, are also disclosed.

  公开了公式（I）的化合物及其药学上可接受的盐：其中A是可选择取代的苯基、吲哚基、喹啉基、喹唑啉基、吲唑基或异喹啉基；X是碳，Y是CH且为双键；或X是CH，Y是CH2或氧且为单键；或X是氮，Y是CH2且为单键；R1是卤素、氰基、硝基、C1-6烷基、卤代C1-6烷基、C1-6烷氧基、C3-7杂环基C1-6烷基、C3-7杂环基C1-6烷氧基；a为0、1、2、3或4；R2为：卤素、-CN、可选择取代的C3-7环烷基、可选择取代的芳基或可选择取代的C-连接的3-7成员杂环基；或者为一个组-(Z)b-B，其中：（i）Z为氧、CH2、C=O、SO2或C=N-OR3，其中R3为氢或C1-6烷基；b为1、2或3；B为氢、C1-6烷基、C3-7环烷基、C1-6烷氧基或NR4R5，其中R4和R5独立地为氢、C1-6烷基、C3-7环烷基、C1-6烷酰基、氟代C1-6烷酰基、C1-6烷基磺酰基、氟代C¿1-6烷基磺酰基、氨基或C1-6烷基氨基；或R4和R5连同它们所连接的氮原子形成可选择取代的3至7成员杂环基的一部分；或（ii）Z为氧、CH或CH2，b为1，B形成与苯环融合的芳基或C3-7杂环基的其余部分；不包括1-[2-[2-(苯甲基)苯氧基]乙基]-4-[(2,3,4-三甲氧基苯基)甲基]-哌嗪和药学上可接受的盐，以及N-[4-[2-[4-[(3,4-二甲氧基苯基)甲基]-1-哌嗪基]乙氧基]苯基]-乙烷磺酰胺和药学上可接受的盐。还公开了制备这些化合物的方法以及这些化合物在治疗中的用途，特别是用于中枢神经系统疾病如抑郁症和焦虑症。
• Compound possessing affinity at 5ht1-type receptors and use thereof in therapy of cns disorders
  申请人：Smith W Paul

  公开号：US20050107410A1

  公开（公告）日：2005-05-19

  Compounds of formula (I) and pharmaceutically acceptable salts thereof are disclosed: wherein: A is optionally substituted phenyl, naphthyl, indolyl, quinolinyl, quinazolinyl, indazolyl, isoquinolinyl or benzofuranyl; X is carbon, Y is CH and is a double bond; or X is CH, Y is CH 2 or oxygen and is a single bond; or X is nitrogen, Y is CH 2 and is a single bond; is halogen, hydroxy, cyano, C 1-6 alkyl, haloC 1-6 alkyl or C 1-6 alkoxy; a is 0, 1, 2, 3 or 4; R2 and R3, together with the nitrogen atom to which they are attached, form a nitro group or an optionally substituted 3 to 7 membered heterocyclic group, or R2 and R3 are independently hydrogen, aroyl, C 1-6 alkyl, C 1-6 alkanoyl, fluoroC 1-6 alkanoyl, C 1-6 alkylsulfonyl, fluoroC 1-6 alkylsulfonyl, carbamoyl, C 1-6 alkylcarbamoyl, arylC 1-6 alkyl or a group CO(CH 2 )bNR4R5 wherein b is 1, 2, 3 or 4; and R4 and R5 are independently hydrogen or C 1-6 alkyl, or R4 and R5, together with the nitrogen atom to they are attached, form part of an optionally substituted 3 to 7 membered heterocyclic group. Methods of preparing the compounds and uses of the compounds in therapy, in particular for CNS disorders such as depression and anxiety, are also disclosed.

  公开了式（I）的化合物及其药学上可接受的盐：其中，A是可选取的取代苯基、萘基、吲哚基、喹啉基、喹唑啉基、吲唑基、异喹啉基或苯并呋喃基；X是碳，Y是CH且为双键；或X是CH，Y是CH2或氧且为单键；或X是氮，Y是CH2且为单键；R1是卤素、羟基、氰基、C1-6烷基、卤代C1-6烷基或C1-6烷氧基；a是0、1、2、3或4；R2和R3与它们所连接的氮原子一起形成硝基基团或可选取的取代的3到7元杂环基团，或R2和R3分别是氢、芳香基、C1-6烷基、C1-6酰基、氟代C1-6酰基、C1-6烷基磺酰基、氟代C1-6烷基磺酰基、氨基、C1-6烷基氨基、芳基C1-6烷基或CO(CH2)bNR4R5基团，其中b是1、2、3或4；R4和R5分别是氢或C1-6烷基，或R4和R5与它们所连接的氮原子一起形成可选取的取代的3到7元杂环基团。还公开了制备该化合物的方法以及该化合物在治疗中的用途，特别是在中枢神经系统疾病如抑郁症和焦虑症方面的用途。
• Piperidine and piperazine derivatives possessing affinity at 5ht-1 type receptors
  申请人：Flynn F. Sean

  公开号：US20050176724A1

  公开（公告）日：2005-08-11

  Compounds of formula (I) and pharmaceutically acceptable salts thereof are disclosed: wherein A is optionally substituted phenyl, indolyl, quinolinyl, quinazolinyl, indazolyl or isoquinolinyl; X is carbon, Y is CH and ═ is a double bond; or X is CH, Y is CH 2 or oxygen and ═ is a single bond; or X is nitrogen, Y is CH 2 and ═ is a single bond; R 1 is halogen, cyano, nitro, C 1-6 alkyl, haloC 1-6 alkyl, C 1-6 alkoxy, C 3-7 heterocyclylC 1-6 alkyl, C 3-7 heterocyclyl C 1-6 alkoxy; a is 0, 1, 2, 3 or 4; R2 is either: halogen, —CN, an optionally substituted C 3-7 cycloalkyl, an optionally substituted aryl or an optionally substituted C-linked 3-7 membered heterocyclic group; or a group -(Z)b-B wherein: (i) Z is oxygen, CH 2 , C═O, SO 2 or C═N—OR3 wherein R3 is hydrogen or C 1-6 alkyl; b is 1, 2, or 3; and B is hydrogen, C 1-6 alkyl, C 3-7 cycloalkyl, C 1-6 alkoxy or NR4R5 wherein R4 and R5 are independently hydrogen, C 1-6 alkyl, C 3-7 cycloalkyl, C 1-6 alkanoyl, fluoroC 1-6 alkanoyl, C 1-6 alkylsulfonyl, fluoroC 1-6 alkylsulfonyl, carbamoyl or C 1-6 alkylcarbamoyl, or R4 and R5, together with the nitrogen atom to which they are attached, form part of an optionally substituted 3 to 7 membered heterocyclic group; or (ii) Z is oxygen, CH or CH 2 , b is 1, and B forms the rest of an aryl or a C 3-7 heterocyclic group fused to the phenyl ring; excluding 1-[2-[2-(phenylmethyl)phenoxy]ethyl]-4-[(2,3,4-trimethoxyphenyl)methyl]-piperazine and pharmaceutically acceptable salts thereof, and N-[4-[2-[4-[(3,4-dimethoxyphenyl)methyl]-1-piperazinyl]ethoxy]phenyl]-ethanesulfonamide and pharmaceutically acceptable salts thereof. Methods of preparing the compounds and uses of the compounds in therapy, in particular for CNS disorders such as depression and anxiety, are also disclosed.

  本文披露了公式(I)的化合物及其药学上可接受的盐：其中A是可选取代的苯基、吲哚基、喹啉基、喹唑啉基、吲唑基或异喹啉基；X为碳，Y为CH，═为双键；或X为CH，Y为CH2或氧，═为单键；或X为氮，Y为CH2，═为单键；R1为卤素、氰基、硝基、C1-6烷基、卤代C1-6烷基、C1-6烷氧基、C3-7杂环烷基C1-6烷基、C3-7杂环烷基C1-6烷氧基；a为0、1、2、3或4；R2为：卤素、-CN、可选取代的C3-7环烷基、可选取代的芳基或可选取代的C-连接的3-7环成员杂环基；或一个-(Z)b-B基团，其中：(i)Z为氧、CH2、C═O、SO2或C═N—OR3，其中R3为氢或C1-6烷基；b为1、2或3；B为氢、C1-6烷基、C3-7环烷基、C1-6烷氧基或NR4R5，其中R4和R5独立地为氢、C1-6烷基、C3-7环烷基、C1-6烷酰基、氟代C1-6烷酰基、C1-6烷基磺酰基、氟代C1-6烷基磺酰基、氨基或C1-6烷基氨基；或R4和R5与它们所连接的氮原子一起构成可选取代的3到7环成员杂环基的一部分；或(ii)Z为氧、CH或CH2，b为1，B为连接到苯环或C3-7杂环基的其余部分的芳基或C3-7杂环基；不包括1-[2-[2-(苯甲基)苯氧基]乙基]-4-[(2,3,4-三甲氧基苯基)甲基]-哌嗪和其药学上可接受的盐，以及N-[4-[2-[4-[(3,4-二甲氧基苯基)甲基]-1-哌嗪基]乙氧基]苯基]-乙烷磺酰胺和其药学上可接受的盐。本文还披露了制备这些化合物的方法以及这些化合物在治疗中的应用，特别是在中枢神经系统疾病如抑郁症和焦虑症中的应用。
• Acid stabilization of quantum dot-resin concentrates and premixes
  申请人：Nanosys, Inc.

  公开号：US10961448B2

  公开（公告）日：2021-03-30

  The present invention provides nanostructure compositions and methods of producing nanostructure compositions. The nanostructure compositions comprise a population of nanostructures, a stabilization additive, and an organic resin. The present invention also provides nanostructure films comprising a nanostructure layer and methods of making nanostructure films.

  本发明提供了纳米结构组合物和生产纳米结构组合物的方法。 纳米结构组合物包括纳米结构群、稳定添加剂和有机树脂。 本发明还提供了包含纳米结构层的纳米结构薄膜和制作纳米结构薄膜的方法。