6-bromo-8-chloro-coumarin | 243135-93-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6-bromo-8-chloro-coumarin
• 英文别名: 6-Bromo-8-chlorocoumarin；6-bromo-8-chlorochromen-2-one
• CAS: 243135-93-5
• 化学式: C₉H₄BrClO₂
• 分子量: 259.487
• InChiKey: BFNNJTYAPVFZKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-bromo-8-chloro-coumarin 在 lithium hexamethyldisilazane 、 盐酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 2.5h， 以76%的产率得到4-Amino-6-bromo-8-chloro-3,4-dihydrochromen-2-one;hydrochloride
  参考文献：
  名称：

  R-Isomers of Arg-Gly-Asp (RGD) mimics as potent αvβ3 inhibitors

  摘要：

  The integrin alpha(v)beta(3), vitronectin receptor, is expressed in a number of cell types and has been shown to mediate adhesion of osteoclasts to bone matrix, vascular smooth muscle cell migration, and angiogenesis. We recently disclosed the discovery of a tripeptide Arg-Gly-Asp (RGD) mimic, which has been shown to be a potent inhibitor of the integrin alpha(v)beta(3) and has excellent anti-angiogenic properties including its suppression of tumor growth in animal models. In other investigations involving RGD mimics, only compounds containing the S-isomers of the beta-amino acids have been shown to be potent. We were surprised to find the potencies of analogs containing enantiomerically pure S-isomers of beta-amino acids which were only marginally better than the corresponding racemic mixtures. We therefore synthesized RGD mimics containing R-isomers of beta-amino acids and found them to be relatively potent inhibitors of alpha(v)beta(3). One of the compounds was examined in tumor models in mice and has been shown to significantly reduce the rate of growth and the size of tumors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.034
• 作为产物：
  描述：

  5-溴-3-氯-2-羟基苯甲醛 在 乙酸酐 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 6-bromo-8-chloro-coumarin
  参考文献：
  名称：

  Amino benzenepropanoic acid compounds and derivatives thereof

  摘要：

  本发明涉及以下式的化合物##STR1##其中R.sup.1为BOC或H，R为H或较低的烷基；X和Y为从Cl、Br或I组成的卤原子，且其药学上可接受的盐和异构体。

  公开号：

  US06100423A1

文献信息

• [EN] THE R-ISOMER OF BETA AMINO ACID COMPOUNDS AS INTEGRIN RECEPTOR ANTAGONISTS DERIVATIVES<br/>[FR] ISOMERE R DE COMPOSES D'ACIDES AMINES BETA EN TANT QUE DERIVES ANTAGONISTES DU RECEPTEUR DES INTEGRINES
  申请人：PHARMACIA CORPRATION

  公开号：WO2004060376A1

  公开（公告）日：2004-07-22

  The present invention relates to a class of compounds represented by the Formula (I) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of the Formula (I), and methods of selectively inhibiting or antagonizing the αVβ3 and/or the αV β5 integrin without significantly inhibiting the αV β6 integrin

  本发明涉及一类由公式(I)表示的化合物或其药用可接受的盐，包含公式(I)化合物的药物组合物，以及在不显著抑制αVβ6整合素的情况下选择性抑制或拮抗αVβ3和/或αVβ5整合素的方法。
• &agr;&ngr;&bgr;3 integrin antagonists in combination with chemotherapeutic agents
  申请人：——

  公开号：US06372719B1

  公开（公告）日：2002-04-16

  The present invention is directed to compounds of the formula and pharmaceutically acceptable salts and isomers thereof administered in combination with chemotherapeutic agents.

  本发明涉及以下结构的化合物及其药用盐和异构体，与化疗药物一起给药。
• Meta-azacyclic amino benzoic acid compounds and derivatives thereof
  申请人：G. D. Searle & Co.

  公开号：US06013651A1

  公开（公告）日：2000-01-11

  The present invention is directed to compounds of the formula ##STR1## and pharmaceutically acceptable salts and isomers thereof.

  本发明涉及公式##STR1##的化合物及其药用可接受的盐和异构体。
• Amino benzenepropanoic acid compounds and derivatives thereof
  申请人：G. D. Searle & Co.

  公开号：US06100423A1

  公开（公告）日：2000-08-08

  The present invention is directed to compounds of the formula ##STR1## where R.sup.1 is BOC or H, R is H or lower alkyl; X and Y are the same or different halo atoms selected from the group consisting of Cl, Br or I and pharmaceutically acceptable salts and isomers thereof.

  本发明涉及以下式的化合物##STR1##其中R.sup.1为BOC或H，R为H或较低的烷基；X和Y为从Cl、Br或I组成的卤原子，且其药学上可接受的盐和异构体。
• [EN] META-AZACYCLIC AMINO BENZOIC ACID COMPOUNDS AND DERIVATIVES THEREOF BEING INTEGRIN ANTAGONISTS<br/>[FR] COMPOSES D'ACIDE META-AZACYCLIQUE AMINO BENZOIQUE ET DERIVES ANTAGONISTES DE L'INTEGRINE
  申请人：G.D. SEARLE & CO.

  公开号：WO1999044994A1

  公开（公告）日：1999-09-10

  (EN) The present invention is directed to compounds of formula (1) and pharmaceutically acceptable salts and isomers thereof useful as $g(a)v$g(b)3 integrin antagonists.(FR) L'invention concerne des composés représentés par la formule (1) ainsi que des sels pharmaceutiquement acceptables et des isomères de ces composés convenant comme antagonistes de la $g(a)v$g(b)3.

  (中文) 本发明涉及式(1)的化合物及其药学上可接受的盐和异构体，用作$g(a)v$g(b)3整合素拮抗剂。