5-(4-hydroxy-3-methoxy-benzylidene)-imidazolidine-2,4-dione | 52036-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-(4-hydroxy-3-methoxy-benzylidene)-imidazolidine-2,4-dione
• 英文别名: 5-vanillylidene-imidazolidine-2,4-dione；5-Vanillyliden-imidazolidin-2,4-dion；5-<4-Hydroxy-3-methoxy-benzyliden>-hydantoin；5-(3'-Methoxy-4'-hydroxyphenyl)-hydantoin；2,4-Imidazolidinedione,5-[(4-hydroxy-3-methoxyphenyl)methylene]-；(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]imidazolidine-2,4-dione
• CAS: 52036-16-5
• 化学式: C₁₁H₁₀N₂O₄
• 分子量: 234.211
• InChiKey: JLQMLBNABLDJJM-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (5Z)-5-(3-methoxy-4-acetoxybenzylidene)-2-thioxoimidazolidin-4-one 在 氯乙酸 作用下， 生成 5-(4-hydroxy-3-methoxy-benzylidene)-imidazolidine-2,4-dione
  参考文献：
  名称：

  Deulofeu; Mendivelzua, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1933, vol. 219, p. 233,237

  摘要：

  DOI：

文献信息

• NOVEL COMPOUND HAVING SKIN-WHITENING, ANTI-OXIDIZING AND PPAR ACTIVITIES AND MEDICAL USE THEREFOR
  申请人：Chung Hae Young

  公开号：US20140023603A1

  公开（公告）日：2014-01-23

  Provided are a novel compound having skin-whitening, anti-oxidizing and PPAR activities and a medical use thereof, and the compound has skin-whitening activities for the suppression of tyrosinase, and accordingly, is useful for use in skin-whitening pharmaceutical composition or cosmetic products; has anti-oxidant activities, and accordingly, is useful for the prevention and treatment of skin-aging; and has PPAR activities, and in particular, PPARα and PPARγ activities, and accordingly, is useful for use in pharmaceutical compositions or health foods which are effective for the prevention and treatment of obesity, metabolic disease, or cardiovascular disease.

  提供了一种具有美白皮肤、抗氧化和PPAR活性的新化合物及其医疗用途，该化合物具有美白皮肤的活性，可抑制酪氨酸酶，因此适用于用于美白皮肤的药物组合物或化妆品；具有抗氧化活性，因此适用于预防和治疗皮肤老化；具有PPAR活性，特别是PPARα和PPARγ活性，因此适用于用于预防和治疗肥胖、代谢性疾病或心血管疾病的药物组合物或保健食品。
• NOVEL COMPOUND HAVING SKIN-WHITENING, ANTI-OXIDIZING AND PPAR ACTIVITIES AND MEDICAL USE THEREOF
  申请人：Pusan National University Industry-University Cooperation Foundation

  公开号：US20160102065A1

  公开（公告）日：2016-04-14

  Provided are a novel compound having skin-whitening, anti-oxidizing and PPAR activities and a medical use thereof, and the compound has skin-whitening activities for the suppression of tyrosinase, and accordingly, is useful for use in skin-whitening pharmaceutical composition or cosmetic products; has anti-oxidant activities, and accordingly, is useful for the prevention and treatment of skin-aging; and has PPAR activities, and in particular, PPARα and PPARγ activities, and accordingly, is useful for use in pharmaceutical compositions or health foods which are effective for the prevention and treatment of obesity, metabolic disease, or cardiovascular disease.

  提供了一种具有美白、抗氧化和PPAR活性的新化合物及其医疗用途。该化合物具有抑制酪氨酸酶的美白活性，因此可用于美白药物组合物或化妆品产品；具有抗氧化活性，因此可用于预防和治疗皮肤老化；具有PPAR活性，特别是PPARα和PPARγ活性，因此可用于有效预防和治疗肥胖症、代谢疾病或心血管疾病的药物组合物或保健食品。
• Preparation of amino acids from unsaturated hydantoins
  申请人：STAUFFER CHEMICAL COMPANY

  公开号：EP0177072A2

  公开（公告）日：1986-04-09

  Amino acids can be easily prepared by reducing unsaturated hydantoins to the corresponding saturated hydantoins by hydrogenating the unsaturated hydantoin using either Raney Nickel catalyst in the presence of more than a stoichiometric amount of caustic or by using zinc and hydrochloric acid followed by hydrolyzing the resultant composition with at least 3 molar equivalents of an alkali metal hydroxide to produce a racemate of an alpha amino acid. The amino acid in suitable derivative form can then be resolved particularly using a two-phase solvent system. The residual isomer of the amino acid remaining after the resolution process can then be racemized using either pyridoxal-5-phosphate or an aliphatic acid in combination with an aldehyde or a ketone. By these procedures, it is possible to obtain high yields of amino acids.

  通过使用雷尼镍催化剂在超过一定量的苛性碱存在下将不饱和海因氢化，或使用锌和盐酸将不饱和海因氢化，然后用至少 3 摩尔当量的碱金属氢氧化物水解所得到的组合物，生成α-氨基酸的外消旋体，从而将不饱和海因还原成相应的饱和海因，可以很容易地制备氨基酸。然后，以适当的衍生物形式存在的氨基酸可以通过两相溶剂系统进行溶解。然后，可使用吡哆醛-5-磷酸或脂肪族酸与醛或酮结合，对解析过程后残留的氨基酸异构体进行消旋化。通过这些程序，可以获得高产率的氨基酸。
• Process for the preparation of L-DOPA
  申请人：G.D. Searle & Co.

  公开号：EP0189938A2

  公开（公告）日：1986-08-06

  This disclosure relates to a process for preparing exclusively the L-isomer of 3,4-dihydroxyphenylalanine. The process comprises transaminating a blocked keto acid of the formula wherein R and R1 are independently hydrogen or C1-C4 alkyl provided that R and R1 are not both hydrogen; to yield the corresponding blocked amino acid. The blocked amino acid is deprotected to yield exclusively the L-isomer of 3, 4-dihydroxyphenylalanine.

  本公开涉及一种专门制备 3,4-二羟基苯丙氨酸 L-异构体的工艺。该工艺包括转氨式如下的封端酮酸 其中 R 和 R1 独立地为氢或 C1-C4 烷基，但 R 和 R1 不能同时为氢；以得到相应的封端氨基酸。封端氨基酸经脱保护后只得到 3，4-二羟基苯丙氨酸的 L-异构体。
• Process for L-dopa
  申请人：Merck & Co., Inc.

  公开号：EP0257920A1

  公开（公告）日：1988-03-02

  A process for the preparation of (S)- or L-3-(3,4-dihydroxyphenyl)alanine (L-dopa) is described. The process utilizes water as reaction process solvent and proceeds via formation of an intermediate which can be kinetically resolved in a polar solvent to a precursor of the desired isomer and in which the undesired isomer can be efficiently racemized for reuse.

  本文介绍了一种制备(S)-或 L-3-(3,4-二羟基苯基)丙氨酸（L-多巴）的工艺。 该工艺利用水作为反应过程溶剂，并通过形成中间体来进行，中间体可在极性溶剂中进行动力学解析，生成所需的异构体前体，其中不需要的异构体可被有效消旋化以便重复使用。