E-5-(2-hydroxyphenylmethylene)-4-oxo-2-thioxo-1,3-thiazolidine | 81154-11-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: E-5-(2-hydroxyphenylmethylene)-4-oxo-2-thioxo-1,3-thiazolidine
• 英文别名: 2-hydroxybenzylidenerhodanine；5-(2-hydroxy-benzylidene)-2-thioxo-thiazolidin-4-one；Rhodanine, 5-salicylidene-；(5E)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• CAS: 81154-11-2
• 化学式: C₁₀H₇NO₂S₂
• 分子量: 237.303
• InChiKey: ZROKEZLWNZKNSJ-VMPITWQZSA-N

物化性质

• 熔点：
  224-225 °C(Solv: chloroform (67-66-3))
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  E-5-(2-hydroxyphenylmethylene)-4-oxo-2-thioxo-1,3-thiazolidine 在 sodium hydroxide 作用下， 生成 3-mercapto-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Synthesis of N-acetyl-S-(3-coumarinyl)-cysteine methyl ester and HPLC analysis of urinary coumarin metabolites

  摘要：

  N-Acetyl-S-(3-coumarinyl)cysteine, a metabolite of coumarin in rodents, has been synthesized as methyl ester. A new synthetic route to prepare N-acetyl-S-(3-coumarinyl)-D,L-cysteine methyl ester (1) comprises reaction of 3-mercaptocoumarin (3) with N-acetyl-3-chloro-D,L-alanine methyl ester (4). N-acetyl-S-(4-coumarinyl)-L-cysteine (10) was obtained by reaction of 3-bromocoumarin (12) and N-acetyl-L-cysteine (13). A method for the determination of N-acetyl-S-(3-coumarinyl)cysteine as its methyl ester in urine by HPLC has been developed. (C) 2003 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0300-483x(03)00204-x
• 作为产物：
  描述：

  罗丹宁 、 水杨醛 生成 E-5-(2-hydroxyphenylmethylene)-4-oxo-2-thioxo-1,3-thiazolidine
  参考文献：
  名称：

  Synthesis of N-acetyl-S-(3-coumarinyl)-cysteine methyl ester and HPLC analysis of urinary coumarin metabolites

  摘要：

  N-Acetyl-S-(3-coumarinyl)cysteine, a metabolite of coumarin in rodents, has been synthesized as methyl ester. A new synthetic route to prepare N-acetyl-S-(3-coumarinyl)-D,L-cysteine methyl ester (1) comprises reaction of 3-mercaptocoumarin (3) with N-acetyl-3-chloro-D,L-alanine methyl ester (4). N-acetyl-S-(4-coumarinyl)-L-cysteine (10) was obtained by reaction of 3-bromocoumarin (12) and N-acetyl-L-cysteine (13). A method for the determination of N-acetyl-S-(3-coumarinyl)cysteine as its methyl ester in urine by HPLC has been developed. (C) 2003 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0300-483x(03)00204-x

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。
• SPLIT PHOTOACTIVE YELLOW PROTEIN COMPLEMENTATION SYSTEM AND USES THEREOF
  申请人：Paris Sciences et Lettres - Quartier Latin

  公开号：EP3719007A1

  公开（公告）日：2020-10-07

  The present invention relates to a complementation system comprising two fragments of photoactive yellow protein (PYP), or truncated fragments thereof, and its use with a fluorogenic hydroxybenzylidene rhodanine (HBR) analog for detecting interaction between biological molecules of interest, in particular between proteins of interest. The present invention especially relates to a complementation system comprising a first PYP fragment comprising an amino acid sequence having at least about 70% identity with the amino acid sequence as set forth in SEQ ID NO: 23, or a truncated fragment thereof comprising at least 89 consecutive amino acids from the C-terminal end of said amino acid sequence; and a second PYP fragment comprising an amino acid sequence having at least about 70% identity with the amino acid sequence as set forth in SEQ ID NO: 34, or a truncated fragment thereof comprising at least 8 consecutive amino acids of said amino acid sequence.

  本发明涉及一种由光活性黄蛋白（PYP）的两个片段或其截断片段组成的互补系统，及其与含氟羟基亚苄基罗丹宁（HBR）类似物一起用于检测相关生物分子之间的相互作用，特别是相关蛋白质之间的相互作用。 本发明尤其涉及一种互补系统，该系统包含第一个PYP片段，其氨基酸序列与SEQ ID NO：23 所述氨基酸序列至少具有约 70% 的同一性的氨基酸序列，或其截短片段，该片段包含所述氨基酸序列 C 端起至少 89 个连续氨基酸；以及第二PYP 片段，该片段包含与 SEQ ID NO: 34 所述氨基酸序列至少具有约 70% 的同一性的氨基酸序列，或其截短片段，该片段包含所述氨基酸序列的至少 8 个连续氨基酸。
• Kandeel, Mamal A., Bulletin of the Polish Academy of Sciences: Chemistry, 2001, vol. 49, # 3, p. 213 - 224
  作者：Kandeel, Mamal A.

  DOI：——

  日期：——
• US9216148B2
  申请人：——

  公开号：US9216148B2

  公开（公告）日：2015-12-22

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