4-bromo-2-fluoro-5-hydroxyaniline | 84478-73-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-bromo-2-fluoro-5-hydroxyaniline
• 英文别名: 5-amino-2-bromo-4-fluorophenol；2-bromo-4-fluoro-5-aminophenol；2-fluoro-4-bromo-5-hydroxyaniline
• CAS: 84478-73-9
• 化学式: C₆H₅BrFNO
• 分子量: 206.014
• InChiKey: MRWRKNRDHHLEPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-bromo-2-fluoro-5-hydroxyaniline 生成 N-(4-bromo-2-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide
  参考文献：
  名称：

  NAGANO, EIKI;HASHIMOTO, SHUNICHI;YOSHIDA, RYO;MATSUMOTO, HIROSHI;KAMOSHIT+

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴-4-氟-5-硝基苯酚 生成 4-bromo-2-fluoro-5-hydroxyaniline
  参考文献：
  名称：

  Tetrahydrophthalimides, and their production and use

  摘要：

  一种化学式为：##STR1## 的化合物，其中X为氯原子或溴原子，可用作除草剂。

  公开号：

  US04431822A1

文献信息

• Quinoline derivatives inhibiting the effect of growth factors such as VEGF
  申请人：Zeneca Limited

  公开号：US06809097B1

  公开（公告）日：2004-10-26

  Compounds of the formula (I): wherein: R2 represents hydroxy, halogeno, C1-3alkyl, C1-3alkoxy, C1-3alkanoyloxy, trifluoromethyl, cyano, amino or nitro; n is an integer from 0 to 5; Z represents —O—, —NH—, —S— or —CH2—; G1 represents phenyl or a 5-10 membered heteroaromatic cyclic or bicyclic group; Y1, Y2, Y3 and Y4 each independently represents carbon or nitrogen; R1 represents fluoro or hydrogen; m is an integer from 1 to 3; R3 represents hydrogen, hydroxy, halogeno, cyano, nitro, trifluoromethyl, C1-3alkyl, —NR4R5 (wherein R4 and R5, can each be hydrogen or C1-3alkyl), or a group R6—X1— wherein X1 represents —CH2— or a heteroatom linker group and R6 is an alkyl, alkenyl or alkynyl chain optionally substituted by for example hydroxy, amino, nitro, alkyl, cycloalkyl, alkoxyalkyl, or an optionally substituted group selected from pyridone, phenyl and a heterocyclic ring, which alkyl, alkenyl or alkynyl chain may have a heteroatom linker group, or R6 is an optionally substituted group selected from pyridone, phenyl and a heterocyclic ring and salts thereof, in the manufacture of a medicament for use in the production of an antiangiogenic and/or vascular permeability reducing effect in warm-blooded animals such as humans, processes for the preparation of such derivatives, pharmaceutical compositions containing a compound of formula I or a pharmaceutically acceptable salt thereof as active ingredient and compounds of formula I. The compounds of formula I and the pharmaceutically acceptable salts thereof inhibit the effects of VEGF, a property of value in the treatment of a number of disease states including cancer and rheumatoid arthritis.

  公式(I)的化合物： 其中：R2代表羟基，卤素，C1-3烷基，C1-3烷氧基，C1-3烷酰氧基，三氟甲基，氰基，氨基或硝基；n是0到5之间的整数；Z代表—O—，—NH—，—S—或—CH2—；G1代表苯基或一个5-10员的杂芳环状或双环状基团；Y1、Y2、Y3和Y4各自独立代表碳或氮；R1代表氟或氢；m是1到3之间的整数；R3代表氢，羟基，卤素，氰基，硝基，三氟甲基，C1-3烷基，—NR4R5（其中R4和R5各自可以是氢或C1-3烷基），或一个R6—X1—基团，其中X1代表—CH2—或一个杂原子连接基团，R6是一个烷基、烯基或炔基链，该链可选地被例如羟基、氨基、硝基、烷基、环烷基、烷氧基烷基或一个可选地被取代的吡啶酮、苯基和杂环环取代，该烷基、烯基或炔基链可能含有一个杂原子连接基团，或者R6是一个可选地被取代的吡啶酮、苯基和杂环环，以及它们的盐，用于制造一种药物，用于在温血动物如人类中产生抗血管生成和/或降低血管通透性的效果，制备这类衍生物的过程，包含公式I的化合物或其药物可接受的盐作为活性成分的药物组合物，以及公式I的化合物。公式I的化合物及其药物可接受的盐抑制VEGF的效果，这一特性在治疗包括癌症和类风湿性关节炎在内的多种疾病状态中具有价值。
• SUBSTITUTED PYRIDOBENZODIAZEPINONE-DERIVATIVES AND USE THEREOF
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：US20170253602A1

  公开（公告）日：2017-09-07

  The present application relates to novel (3-hydroxyphenyl)amino-substituted pyrido[2,3-b][1,5]benzodiazepin-5-one derivatives, to processes for preparation thereof, to the use thereof alone or in combination for treatment and/or prevention of diseases and to the use thereof for production of medicaments for treatment and/or prevention of diseases, especially of angiogenic disorders and hyperproliferative disorders in which neovascularization plays a role, for example ophthalmological disorders and cancers and tumours. Such treatments can be effected as monotherapy or else in combination with other medicaments or further therapeutic measures.

  本申请涉及新型(3-羟基苯基)氨基取代的吡啶并[2,3-b][1,5]苯二氮杂二环己酮衍生物，以及其制备方法，单独或联合用于治疗和/或预防疾病的用途，以及用于生产用于治疗和/或预防疾病的药物的用途，特别是对血管生成障碍和细胞过度增殖障碍的治疗，其中新生血管化起作用，例如眼科疾病和癌症和肿瘤。这种治疗可以作为单独治疗或与其他药物或进一步治疗措施结合使用。
• Quinazoline compounds
  申请人：——

  公开号：US20030191308A1

  公开（公告）日：2003-10-09

  The invention concerns compounds of the formula (I) wherein ring A is phenyl or 5- or 6-membered heterocyclic ring as defined herein; Z is —O—, —NH— or —S—; m is an integer from 0 to 5 inclusive; R 1 is hydrogen, hydroxy, halogeno, nitro, trifluoromethyl, cyano, (C 1-3 alkyl, C 1-3 alkoxy, C 1-3 alkylthio, or —NR 5 R 6 (wherein R 5 and R 6 , which may be the same or different, are hydrogen or C 1-3 alkyl); R 2 is hydrogen, hydroxy, halogeno, C 1-3 alkyl, C 1-3 alkoxy, trifluoromethyl, amino or nitro; R 3 is hydroxy, halogeno, C 1-3 alkyl, C 1-3 alkoxy, C 1-3 alkanoyloxy, trifluoromethyl, cyano, amino or nitro; provided that when ring A is a 5- or 6-memberecl heterocyclic ring, at least one R 3 is either hydroxy or halogeno; X 1 is —O—, —CH 2 —, —S—, —SO—, —SO 2 —, —NR 7 —, —NR 7 CO—, —CONR 7 , —SO 2 NR 7 — or —NR 7 SO 2 —, (wherein R 7 is hydrogen, C 1-3 alkyl or C 1-3 alkoxyC 2-3 alkyl); and R 4 is selected from a number of groups defined herein comprising an C 2-5 alkylene, C 3-5 alkenylene or C 3-5 alkynylene chain wherein each methylene group (other than that of the &agr;-carbon) is optionally substituted by 1 substituent independently selected from hydroxy, halogeno, amino and C 1-4 alkanoyloxy; provisos are as defined herein. The invention also relates to pharmaceutical compositions comprising a compound of formula (I), to the use of a compound of formula (I) in the manufacture of a medicament for use in the production of an antiangiogenic and/or vascular permeability reducing effect in a warm-blooded animal and to a method for producing an antiangiogenic and/or vascular permeability reducing effect in a warm-blooded animal in need of such treatment. The compounds are useful in disease states such as cancer, rheumatoid arthritis and psoriasis.

  该发明涉及以下式(I)的化合物，其中环A是苯基或根据本文定义的5-或6-成员杂环环；Z是—O—、—NH—或—S—；m是从0到5的整数；R1是氢、羟基、卤素、硝基、三氟甲基、氰基、(C1-3烷基、C1-3烷氧基、C1-3烷硫基，或—NR5R6(其中R5和R6，可以相同也可以不同，是氢或C1-3烷基)；R2是氢、羟基、卤素、C1-3烷基、C1-3烷氧基、三氟甲基、氨基或硝基；R3是羟基、卤素、C1-3烷基、C1-3烷氧基、C1-3烷酰氧基、三氟甲基、氰基、氨基或硝基；但是当环A是5-或6-成员杂环环时，至少有一个R3是羟基或卤素；X1是—O—、—CH2—、—S—、—SO—、—SO2—、—NR7—、—NR7CO—、—CONR7、—SO2NR7—或—NR7SO2—，(其中R7是氢、C1-3烷基或C1-3烷氧基C2-3烷基)；R4从本文定义的若干组中选择，包括C2-5烷基、C3-5烯基或C3-5炔基链，其中每个亚甲基组(除了α-碳之外)可以选择1个独立选择的羟基、卤素、氨基和C1-4烷酰氧基取代基；附文如本文所定义。该发明还涉及包含式(I)化合物的药物组合物，将式(I)化合物用于制造用于在温血动物中产生抗血管生成和/或血管通透性降低效应的药物，以及用于在需要此类治疗的温血动物中产生抗血管生成和/或血管通透性降低效应的方法。这些化合物在癌症、类风湿关节炎和牛皮癣等疾病状态中是有用的。
• Cinnoline derivatives and use as medicine
  申请人：ZENECA LIMITED

  公开号：US20030199513A1

  公开（公告）日：2003-10-23

  The invention relates to the use of cinnoline derivatives of formula (I) 1 wherein Z represents —O—, —NH—, —S— or —CH 2 —; m is an integer from 1 to 5; R 1 represents hydrogen, hydroxy, halogeno, nitro, cyano, trifluoromethyl, C 1-3 alkyl, C 1-3 alkoxy, C 1-3 alkylthio or NR 6 R 7 (wherein R 6 and R 7 , which may be the same or different, each represents hydrogen or C 1-3 alkyl); R 2 represents hydrogen, hydroxy, fluoro, chloro, methoxy, amino or nitro; R 3 represents hydroxy, halogeno, C 1-3 alkyl, C 1-3 alkoxy, C 1-3 alkanoyloxy, trifluoromethyl, cyano, amino or nitro; R 4 represents hydrogen, hydroxy, halogeno, cyano, nitro, amino, trifluoromethyl, C 1-3 alkyl or a group R 5 —X 1 (wherein X 1 represents —O—, —CH 2 —, —S—, —SO—, —SO 2 —, —NR 8 CO—, —CONR 9 −, —SO 2 NR 10 —, —NR 11 SO 2 — or —NR 12 — (wherein R 8 , R 9 , R 10 , R 11 and R 12 each independently represents hydrogen, C 1-3 alkyl or C 1-3 alkoxy C 2-3 alkyl) and R 5 is an optionally substituted alkyl, carbocylic or heterocylic group which may be saturated or unsaturated and may be directly linked to the cinnoline ring or be linked via a carbon chain which may have heteroatom linking groups within it and salts thereof, in the manufacture of a medicament for use in the production of an antiangiogenic and/or vascular permeability reducing effect in a warm-blooded animal such as a human being, processes for the preparation of such derivatives, pharmaceutical compositions containing a compound of formula (I) or a pharmaceutically acceptable salt thereof as active ingredient and compounds of formula (I). The compounds of formula (I) and the pharmaceutically acceptable salts thereof inhibit the effects of VEGF, a property of value in the treatment of a number of disease states including cancer and rheumatoid arthritis.

  本发明涉及使用式（I）的茜草啉衍生物，其中Z代表—O—，—NH—，—S—或—CH2—；m为1至5的整数；R1代表氢，羟基，卤素，硝基，氰基，三氟甲基，C1-3烷基，C1-3烷氧基，C1-3烷硫基或NR6R7（其中R6和R7，可以相同也可以不同，分别代表氢或C1-3烷基）；R2代表氢，羟基，氟，氯，甲氧基，氨基或硝基；R3代表羟基，卤素，C1-3烷基，C1-3烷氧基，C1-3烷酰氧基，三氟甲基，氰基，氨基或硝基；R4代表氢，羟基，卤素，氰基，硝基，氨基，三氟甲基，C1-3烷基或R5-X1基团（其中X1代表—O—，—CH2—，—S—，—SO—，—SO2—，—NR8CO—，—CONR9−，—SO2NR10—，—NR11SO2—或—NR12—（其中R8，R9，R10，R11和R12各自独立地代表氢，C1-3烷基或C1-3烷氧基C2-3烷基），而R5是一个可选择的取代基的烷基，环烷基或杂环烷基，可以是饱和或不饱和的，并且可以直接连接到茜草啉环或通过一个碳链连接，该碳链可以在其中具有异原子连接基团，并且其盐，在制备用于在温血动物，如人类中产生抗血管生成和/或血管通透性降低作用的药物方面使用，制备这种衍生物的方法，包含式（I）化合物或其药学上可接受的盐作为活性成分的制药组合物和式（I）化合物。式（I）化合物及其药学上可接受的盐抑制VEGF的效应，在治疗包括癌症和类风湿性关节炎在内的多种疾病状态方面具有价值。
• Phenylacetylene derivatives
  申请人：Nihon Bayer Agrochem K.K.

  公开号：US06174839B1

  公开（公告）日：2001-01-16

  The invention is related to a novel phenylacetylene derivates of formula: wherein X represents hydrogen, halogen, optionally substituted C1-6 alkyl; Y represents hydrogen, halogen, cyano, nitro, optionally substituted C1-6 alkyl, C1-6 alkoxy, C3-8 cycloalkoxy, optionally substituted C1-6 alkylthio, C3-8 cycloalkylthio, C1-6 alkylsulfinyl, optionally substituted C1-6 alkylsulfonyl, C3-8 cycloalkylsulfonyl, C1-6 alkylsulfonyloxy, optionally substituted sulfonamide, optionally substituted carboxamide, etc., or Y may form together with Z which is bonded to the vicinal carbon atom a 5- or 6-membered ring; n is 0 or 1; Z represents hydrogen or halogen; m is 1 or 2; R represents hydrogen, halogen, C1-6 alkyl, tri(C1-6 alkyl)silyl, COORc or CONRdRe; Q represents a heterocyclic group, and their use as herbicid.

  该发明涉及一种新的苯乙炔衍生物，化学式为：其中X代表氢，卤素，可选取代的C1-6烷基；Y代表氢，卤素，氰基，硝基，可选取代的C1-6烷基，C1-6烷氧基，C3-8环烷氧基，可选取代的C1-6烷硫基，C3-8环烷硫基，C1-6烷基磺酰基，可选取代的C1-6烷基磺酰氧基，C3-8环烷基磺酰基，C1-6烷基磺酸酯基，可选取代的磺酰胺基，可选取代的羧酰胺基等，或者Y可以与与邻位碳原子键合的Z一起形成5-或6-元环；n为0或1；Z代表氢或卤素；m为1或2；R代表氢，卤素，C1-6烷基，三（C1-6烷基）硅基，COORc或CONRdRe；Q代表杂环基，并且它们作为除草剂的用途。