3-(3-溴-丙氧基)-苯胺 | 79668-77-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-(3-溴-丙氧基)-苯胺
• 英文名称: 3-(3-bromo-propyloxy)-aniline
• 英文别名: 3-Amino-phenol-(γ-brom-propylaether)；3-(3-Brom-propyloxy)-anilin；3-(3-bromopropoxy)-aniline；3-(3-bromopropoxy)aniline
• CAS: 79668-77-2
• 化学式: C₉H₁₂BrNO
• 分子量: 230.104
• InChiKey: ACYSDCATMPECGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-溴-丙氧基)-苯胺 在 sodium hydroxide 、 苯 作用下， 生成 7-Phenyl-sulfamylchroman
  参考文献：
  名称：

  Wilson; Adams, Journal of the American Chemical Society, 1923, vol. 45, p. 538

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(3-溴丙氧基)-3-硝基苯 在 镍 四氢呋喃 作用下， 以 四氢呋喃 为溶剂， 以3-(3-bromopropoxy)-aniline is obtained in the form of a colourless oil的产率得到3-(3-溴-丙氧基)-苯胺
  参考文献：
  名称：

  Novel resorcinol ethers and anti-inflammatory and anti-allergic use

  摘要：

  式子为##STR1##的新型4-酰基间苯二酚醚，其中R.sub.1代表较低的烷基，R.sub.2代表较低的烷基，较低的烯基或较低的炔基，R.sub.3代表氢，较低的烷氧基，三氟甲基或卤素，alk代表烷基，R.sub.4、R.sub.5和R.sub.7中的一个是公式--NH--C(.dbd.O)--R.sub.8的基团，不是公式--NH--C(.dbd.O)--R.sub.8的基团R.sub.4或R.sub.5是基团R.sub.9，不是公式--NH--C(.dbd.O)--R.sub.8的基团R.sub.7是基团R.sub.10，R.sub.6代表氢，较低的烷基，卤素，三氟甲基，可选的酯化或酰胺化羧基，氰基或较低的烷酰基，R.sub.8代表可选的酯化或酰胺化羧基，或5-四唑基，R.sub.9代表氢，较低的烷基，较低的烷氧基，卤素或三氟甲基，R.sub.10代表氢，较低的烷基，较低的烷氧基，卤素，三氟甲基，氰基或可选的酯化或酰胺化羧基，以及它们的盐具有LTD.sub.4 -拮抗和PLA.sub.2 -磷脂酶抑制性能。它们可以根据已知的方法制造。

  公开号：

  US04863942A1

文献信息

• Novel resorcinol ethers and anti-inflammatory and anti-allergic use
  申请人：Ciba-Geigy Corporation

  公开号：US04863942A1

  公开（公告）日：1989-09-05

  Novel 4-acylresorcinol ethers of the formula ##STR1## in which R.sub.1 represents lower alkyl, R.sub.2 represents lower alkyl, lower alkenyl or lower alkynyl, R.sub.3 represents hydrogen, lower alkoxy, trifluoromethyl or halogen, alk represents an alkylene radical, one of the radicals R.sub.4, R.sub.5 and R.sub.7 is a group of the formula --NH--C(.dbd.O)--R.sub.8, a radical R.sub.4 or R.sub.5 that is other than a group of the formula --NH--C(.dbd.0)--R.sub.8 is a radical R.sub.9 and a radical R.sub.7 that is other than a group of the formula --NH--C(.dbd.0)--R.sub.8 is a radical R.sub.10, R.sub.6 represents hydrogen, lower alkyl, halogen, trifluoromethyl, optionally esterified or amidated carboxy, cyano or lower alkanoyl, R.sub.8 represents optionally esterified or amidated carboxy, or 5-tetrazolyl, R.sub.9 represents hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl, and R.sub.10 represents hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl, cyano or optionally esterified or amidated carboxy, and their salts have LTD.sub.4 -antagonistic and PLA.sub.2 -phospholipase-inhibiting properties. They can be manufactured according to methods known per se.

  该公式的小说4-酰基邻苯二酚醚化合物，其中R.sub.1代表较低的烷基，R.sub.2代表较低的烷基，较低的烯基或较低的炔基，R.sub.3代表氢，较低的烷氧基，三氟甲基或卤素，alk代表烷基基团，其中R.sub.4，R.sub.5和R.sub.7中的一个基团是--NH--C(.dbd.O)--R.sub.8的基团，除了--NH--C(.dbd.O)--R.sub.8的基团是R.sub.9的基团和除了--NH--C(.dbd.O)--R.sub.8的基团是R.sub.10的基团之外，R.sub.6代表氢，较低的烷基，卤素，三氟甲基，可选地酯化或酰胺化的羧基，氰基或较低的烷酰基，R.sub.8代表可选地酯化或酰胺化的羧基，或5-四氮唑基，R.sub.9代表氢，较低的烷基，较低的烷氧基，卤素或三氟甲基，R.sub.10代表氢，较低的烷基，较低的烷氧基，卤素，三氟甲基，氰基或可选地酯化或酰胺化的羧基，它们的盐具有LTD.sub.4-拮抗和PLA.sub.2-磷脂酶抑制性能。它们可以根据已知方法制造。
• Novel fluorinated resorcinol ethers
  申请人：Ciba-Geigy Corporation

  公开号：US04670604A1

  公开（公告）日：1987-06-02

  4-Acylresorcinol ethers of the formula ##STR1## in which R.sub.1 is lower alkyl, R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen, alk is an alkylene or hydroxyalkylene radical which is uninterrupted or interrupted by oxygen, one of the radicals R.sub.4, R.sub.5 and R.sub.7 is a group of the formula --NH--C(.dbd.O)--R.sub.8, a radical R.sub.4 or R.sub.5 which differs from this is a radical R.sub.9 and a radical R.sub.7 which differs from this is a radical R.sub.10, R.sub.6 is hydrogen, lower alkyl, trifluoromethyl, halogen, carboxyl which is free, esterified or amidated, cyano or lower alkanoyl, R.sub.8 is carboxyl which is free, esterified or amidated or 5-tetrazolyl, R.sub.9 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sub.10 is hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl, cyano or carboxyl which is free, esterified or amidated, and their salts have antiallergic and antiinflammatory properties. They are prepared, for example, by reacting compounds of the formulae ##STR2## in which one of the radicals X.sub.5 and X.sub.6 is hydroxyl which is free or in salt form and the other is an alkoxy radical substituted by reactive esterified hydroxyl or epoxy. The invention also relates to intermediates of the formula ##STR3## in which R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen and R.sub.11 is hydrogen or a group of the formula R.sub.1 --O(.dbd.O)--, in which R.sub.1 is lower alkyl, and their salts.

  公式为##STR1##的4-酰基邻苯二酚醚中，其中R.sub.1为较低的烷基，R.sub.2为氟代较低的烷基，R.sub.3为氢、较低的烷氧基、三氟甲基或卤素，alk为未受氧或被氧中断的烷基或羟基烷基基团，R.sub.4、R.sub.5和R.sub.7中的一个是--NH--C(.dbd.O)--R.sub.8的基团，与此不同的基团R.sub.4或R.sub.5是基团R.sub.9，与此不同的基团R.sub.7是基团R.sub.10，R.sub.6为氢、较低的烷基、三氟甲基、卤素、游离的、酯化的或酰胺化的羧基、氰基或较低的烷酰基，R.sub.8为游离的、酯化的或酰胺化的羧基或5-四唑基，R.sub.9为氢、较低的烷基、较低的烷氧基、卤素或三氟甲基，R.sub.10为氢、较低的烷基、较低的烷氧基、卤素、三氟甲基、氰基或游离的、酯化的或酰胺化的羧基，以及它们的盐具有抗过敏和抗炎性能。例如，通过反应下列公式的化合物制备它们：##STR2##其中X.sub.5和X.sub.6中的一个是游离的或盐形式的羟基，另一个是被反应性酯化羟基或环氧基取代的烷氧基基团。该发明还涉及公式##STR3##中的中间体，其中R.sub.2为氟代较低的烷基，R.sub.3为氢、较低的烷氧基、三氟甲基或卤素，R.sub.11为氢或R.sub.1--O(.dbd.O)--的基团，其中R.sub.1为较低的烷基，以及它们的盐。
• Oxaloamino substituted fluorinated resorcinol ethers and anti-allergic
  申请人：Ciba-Geigy Corporation

  公开号：US04820726A1

  公开（公告）日：1989-04-11

  4-Acylresorcinol esthers of the formula ##STR1## in which R.sub.1 is lower alkyl, R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen, alk is an alkylene or hydroxyalkylene radical which is uninterrupted or interrupted by oxygen, one of the radicals R.sub.4, R.sub.5 and R.sub.7 is a group of the formula --NH--C(.dbd.O)--R.sub.8, a radical R.sub.4 or R.sub.5 which differs from this is a radical R.sub.9 and a radical R.sub.7 which differs from this is a radical R.sub.10, R.sub.6 is hydrogen, lower alkyl, trifluoromethyl, halogen, carboxyl which is free, esterified or amidated, cyano or lower alkanoyl, R.sub.8 is carboxyl which is free, esterified or amidated or 5-tetrazolyl, R.sub.9 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sub.10 is hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl, cyano or carboxyl which is free, esterified or amidated, and their salts have antiallergic and antiinflammatory properties. They are prepared, for example, by reacting compounds of the formulae ##STR2## in which one of the radicals X.sub.5 and X.sub.6 is hydroxyl which is free or in salt form and the other is an alkoxy radical substituted by reactive esterified hydroxy or epoxy. The invention also relates to intermediates of the formula ##STR3## in which R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen and R.sub.11 is hydrogen or a group of the formula R.sub.1 --C(--O)--, in which R.sub.1 is lower alkyl, and their salts.

  公式为##STR1##的4-酰基邻苯二酚酯，其中R.sub.1为较低的烷基，R.sub.2为氟化的较低的烷基，R.sub.3为氢、较低的烷氧基、三氟甲基或卤素，alk为未被氧中断或中断的烷基或羟基烷基基团，R.sub.4、R.sub.5和R.sub.7中的一个是--NH--C(.dbd.O)--R.sub.8的基团，与此不同的基团R.sub.4或R.sub.5是基团R.sub.9，与此不同的基团R.sub.7是基团R.sub.10，R.sub.6为氢、较低的烷基、三氟甲基、卤素、游离的、酯化的或酰化的羧基、氰基或较低的烷酰基，R.sub.8为游离的、酯化的或酰化的羧基或5-四唑基，R.sub.9为氢、较低的烷基、较低的烷氧基、卤素或三氟甲基，R.sub.10为氢、较低的烷基、较低的烷氧基、卤素、三氟甲基、氰基或游离的、酯化的或酰化的羧基，它们的盐具有抗过敏和抗炎性能。例如，通过反应公式为##STR2##的化合物制备。其中，X.sub.5和X.sub.6中的一个是游离的或盐形式的羟基，另一个是被反应酯化的羟基或环氧基取代的烷氧基基团。本发明还涉及公式为##STR3##的中间体，其中R.sub.2为氟化的较低的烷基，R.sub.3为氢、较低的烷氧基、三氟甲基或卤素，R.sub.11为氢或R.sub.1--C(--O)--的基团，其中R.sub.1为较低的烷基，以及它们的盐。
• ENZYME INHIBITORS
  申请人：Davidson Alan Hornsby

  公开号：US20140163042A1

  公开（公告）日：2014-06-12

  Compounds of formula (I) are inhibitors of histone deacetylase activity, and are useful in the treatment of, for example, cancers, wherein R 1 is a carboxylic acid group (—COOH), or an ester group which is hydrolysable by one or more intracellular carboxyesterase enzymes to a carboxylic acid group; R 2 is the side chain of a natural or non-natural alpha amino acid; Y is a bond, —C(═O), —S(═O) 2 —, —C(═O)O—, —C(O)NR 3 —, —C(═S)—NR 3 , —C(═NH)NR 3 or —S(═O) 2 NR 3 — wherein R 3 is hydrogen or optionally substituted C 1 -C 6 alkyl; L 1 is a divalent radical of formula -(Alk 1 ) m (Q) n (Alk 2 ) p - wherein m, n and p are independently 0 or 1, Q is (i) an optionally substituted divalent mono- or bicyclic carbocyclic or heterocyclic radical having 5-13 ring members, or (ii), in the case where both m and p are 0, a divalent radical of formula —X 2 -Q 1 - or -Q 1 -X 2 — wherein X 2 is —O—, S— or NR A — wherein R A is hydrogen or optionally substituted C 1 -C 3 alkyl, and Q 1 is an optionally substituted divalent mono- or bicyclic carbocyclic or heterocyclic radical having 5-13 ring members, Alk 1 and Alk 2 independently represent optionally substituted divalent C 3 -C 7 cycloalkyl radicals, or optionally substituted straight or branched, C 1 -C 6 alkylene, C 2 -C 6 alkenylene, or C 2 -C 6 alkynylene radicals which may optionally contain or terminate in an ether (—O—), thioether (—S—) or amino (—NR A —) link wherein R A is hydrogen or optionally substituted C 1 -C 3 alkyl; X 1 represents a bond; —C(═O); or —S(═O) 2 —; —NR 4 C(═O)—, —C(═O)NR 4 —, —NR 4 C(═O)NR 5 —, —NR 4 S(═O) 2 —, or —S(═O) 2 NR 4 — wherein R 4 and R 5 are independently hydrogen or optionally substituted C 1 -C 6 alkyl; z is 0 or 1; A represents an optionally substituted mono-, bi- or tri-cyclic carbocyclic or heterocyclic ring system wherein the radicals R 1 R 2 NH—Y-L 1 -X 1 -[CH 2 ] Z — and HONHCO-[LINKER]- are attached different ring atoms; and -[Linker]- represents a divalent linker radical linking a ring atom in A with the hydroxamic acid group CONIIOII, the length of the linker radical, from the terminal atom linked to the ring atom of A to the terminal atom linked to the hydroxamic acid group, is equivalent to that of an unbranched saturated hydrocarbon chain of from 3-10 carbon atoms.

  式(I)的化合物是组蛋白去乙酰化酶活性抑制剂，可用于治疗癌症等疾病，其中R1是羧酸基（-COOH）或可由一个或多个细胞内羧酸酯酶水解为羧酸基的酯基；R2是天然或非天然α氨基酸的侧链；Y是键，-C（=O），-S（=O）2-，-C（=O）O-，-C（=O）NR3-，-C（=S）-NR3，-C（=NH）NR3或-S（=O）2NR3-，其中R3是氢或可选取代的C1-C6烷基；L1是式-(Alk1)m(Q)n(Alk2)p-的二价基团，其中m、n和p独立地为0或1，Q是（i）一个可选取代的二价单环或双环碳环或杂环基团，具有5-13个环成员，或（ii）在m和p均为0的情况下，是式-Q1-X2-或-X2-Q1-的二价基团，其中X2是-O-，-S-或-NRA-，其中RA是氢或可选取代的C1-C3烷基，Q1是可选取代的二价单环或双环碳环或杂环基团，具有5-13个环成员，Alk1和Alk2独立地表示可选取代的二价C3-C7环烷基基团，或可选取代的直链或支链，C1-C6烷基，C2-C6烯基或C2-C6炔基基团，其可以可选地含有或终止于醚（-O-），硫醚（-S-）或氨基（-NRA-）链，其中RA是氢或可选取代的C1-C3烷基；X1表示键，-C（=O）或-S（=O）2-；-NR4C（=O）-，-C（=O）NR4-，-NR4C（=O）NR5-，-NR4S（=O）2-或-S（=O）2NR4-，其中R4和R5独立地为氢或可选取代的C1-C6烷基；z为0或1；A表示可选取代的单环、双环或三环碳环或杂环系统，其中基团R1R2NH-Y-L1-X1-[CH2]Z-和HONHCO-[LINKER]-附着在不同的环原子上；-[Linker]-表示将A中的一个环原子与羟酰胺酸基团CONIIOII连接的二价连接基团，连接基团的长度，从连接到A环原子的末端原子到连接到羟酸胺基团的末端原子，相当于从3-10个碳原子的直链饱和碳氢链的长度。
• Novel fluorinated resorcinol ethers and their use as anti-allergics and
  申请人：Ciba-Geigy Corporation

  公开号：US05032606A1

  公开（公告）日：1991-07-16

  4-Acylresorcinol ethers of the formula ##STR1## in which R.sub.1 is lower alkyl, R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen, alk is an alkylene or hydroxyalkylene radical which is uninterrupted or interrupted by oxygen, one of the radicals R.sub.4, R.sub.5 and R.sub.7 is a group of the formula --NH--C(.dbd.O)--R.sub.8, a radical R.sub.4 or R.sub.5 which differs from this is a radical R.sub.9 and a radical R.sub.7 which differs from this is a radical R.sub.10, R.sub.6 is hydrogen, lower alkyl, trifluoromethyl, halogen, carboxyl which is free, esterified or amidated, cyano or lower alkanoyl, R.sub.8 is carboxyl which is free, esterified or amidated or 5-tetrazolyl, R.sub.9 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sub.10 is hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl, cyano or carboxyl which is free, esterified or amidated, and their salts have antiallergic and antiinflammatory properties.

  公式为##STR1##的4-酰基邻苯二酚醚，其中R.sub.1是低碳基，R.sub.2是氟化低碳基，R.sub.3是氢，低碳氧基，三氟甲基或卤素，alk是一个不间断或间断由氧原子组成的烷基或羟基烷基，R.sub.4，R.sub.5和R.sub.7中的一个是公式--NH--C(.dbd.O)--R.sub.8的基团，与此不同的基团R.sub.4或R.sub.5是基团R.sub.9，与此不同的基团R.sub.7是基团R.sub.10，R.sub.6是氢，低碳基，三氟甲基，卤素，自由的，酯化或酰胺化的羧基，氰基或低碳酰基，R.sub.8是自由的，酯化或酰胺化的羧基或5-四唑基，R.sub.9是氢，低碳基，低碳氧基，卤素或三氟甲基，R.sub.10是氢，低碳基，低碳氧基，卤素，三氟甲基，氰基或自由的，酯化或酰胺化的羧基，它们的盐具有抗过敏和抗炎性能。