2-bromo-4,5-dihydroxyphenylalanine | 4493-09-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-bromo-4,5-dihydroxyphenylalanine
• 英文别名: 2-Amino-3-(2-bromo-4,5-dihydroxyphenyl)propanoic acid
• CAS: 4493-09-8
• 化学式: C₉H₁₀BrNO₄
• 分子量: 276.087
• InChiKey: ZMXQCDRVJVMHCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-bromo-4,5-dihydroxyphenylalanine 在 盐酸 作用下， 反应 2.0h， 生成 methyl 5-bromo-7,8-dihydroxytetrahydroisoquinoline-3-carboxylate hydrochloride
  参考文献：
  名称：

  Burke, Terrence R.; Russ, Pamela L.; Marquez, Victor E., Heterocycles, 1992, vol. 34, # 4, p. 757 - 764

  摘要：

  DOI：
• 作为产物：
  描述：

  β-(2-Brom-5-hydroxy-4-methoxyphenyl)alanin*HBr 在 氢溴酸 作用下， 生成 2-bromo-4,5-dihydroxyphenylalanine
  参考文献：
  名称：

  Brominated phenylalanines

  摘要：

  Abstract(3‐(3‐Bromo‐4‐hydroxy‐S‐methoxy‐phenyl)alanine (Ie) exerts a long‐acting antihypertensive effect in rats and dogs : its synthesis and its optical resolution have already appeared in the literature. 1 Ten new mono‐ and polybrominated phenylalanines with hydroxy‐ and/or methoxy‐groups are here described. These unnatural amino‐acide were synthesized by direct bromination, or via the acetamidomalonic esters (V), or via the azlactones (VI) and the corresponding phenylpyruvic acids (VIII).

  DOI：

  10.1002/bscb.19740830304

文献信息

• [EN] POLYHYDROXYLATED NAPHTHYL 2-CARBOXYLATE, AND QUINOLYL AND ISOQUINOLYL 3-CARBOXYLATE DERIVATIVES AS PROTEIN TYROSINE KINASE INHIBITORS<br/>[FR] DERIVES DE 2-CARBOXYLATE DE NAPHTYLE POLYHYDROXYLE ET DE 3-CARBOXYLATE DE QUINOLYLE ET D'ISOQUINOLYLE UTILISES COMME INHIBITEURS DE LA PROTEINE-TYROSINE-KINASE
  申请人：THE GOVERNMENT OF THE UNITED STATES as represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES

  公开号：WO1994003432A1

  公开（公告）日：1994-02-17

  (EN) Polyhydroxylated naphthyl 2-carboxylate, and isoquinoline and quinoline 3-carboxylate derivatives are provided which possess protein tyrosine kinase inhibitory activity. Pharmaceutical compositions containing the compounds as well as methods of treating neoplastic and immune diseases, which diseases require protein tyrosine kinase for cell proliferation, are also provided.(FR) L'invention concerne des dérivés de 2-carboxylate de naphtyle polyhydroxylé et de 3-carboxylate d'isoquinoléine et de quinoléine possédant une efficacité d'inhibition de la protéine-tyrosine-kinase. L'invention concerne également des compositions pharmaceutiques contenant les composés, ainsi que des procédés de traitement de maladies néoplasiques et immunes, lesdites maladies nécessitant la protéine-tyrosine-kinase pour la prolifération cellulaire.
• Brominated phenylalanines
  作者：M. L. Anhoury、P. Crooy、R. De Neys、J. Eliaers

  DOI：10.1002/bscb.19740830304

  日期：——

  Abstract(3‐(3‐Bromo‐4‐hydroxy‐S‐methoxy‐phenyl)alanine (Ie) exerts a long‐acting antihypertensive effect in rats and dogs : its synthesis and its optical resolution have already appeared in the literature. 1 Ten new mono‐ and polybrominated phenylalanines with hydroxy‐ and/or methoxy‐groups are here described. These unnatural amino‐acide were synthesized by direct bromination, or via the acetamidomalonic esters (V), or via the azlactones (VI) and the corresponding phenylpyruvic acids (VIII).
• Burke, Terrence R.; Russ, Pamela L.; Marquez, Victor E., Heterocycles, 1992, vol. 34, # 4, p. 757 - 764
  作者：Burke, Terrence R.、Russ, Pamela L.、Marquez, Victor E.

  DOI：——

  日期：——