S-[N-苄基(硫代氨基甲酰)]-L-半胱氨酸 | 35446-36-7

• 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
• 中文名称: S-[N-苄基(硫代氨基甲酰)]-L-半胱氨酸
• 英文名称: S-(N-Benzylthiocarbamoyl)cysteine
• 英文别名: S--L-cysteine；S-[(benzylamino)carbonothioyl]cysteine；(2R)-2-azaniumyl-3-(benzylcarbamothioylsulfanyl)propanoate
• CAS: 35446-36-7
• 化学式: C₁₁H₁₄N₂O₂S₂
• 分子量: 270.376
• InChiKey: RSTSYGXUDMJEFP-VIFPVBQESA-N

物化性质

• 熔点：
  191-193
• 沸点：
  459.8±55.0 °C(Predicted)
• 密度：
  1.363±0.06 g/cm3(Predicted)
• 溶解度：
  DMSO（轻微超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  S-[N-苄基(硫代氨基甲酰)]-L-半胱氨酸 以 水 、 二甲基亚砜 为溶剂， 生成 L-半胱氨酸 、 异硫氰酸苯甲酯
  参考文献：
  名称：

  异硫氰酸酯结合物的分解速率决定了它们作为细胞色素p450酶抑制剂的活性。

  摘要：

  异硫氰酸酯（硫醇-ITC）的硫醇共轭物是哺乳动物巯基酸途径中形成的ITC的代谢产物。它们在小鼠肺肿瘤生物测定和其他模型中是有效的化学预防剂。硫醇-ITC是P450的抑制剂，但尚未确定P450的抑制是由于缀合物本身还是由于去共轭反应释放的母体ITC所致。在研究硫醇-ITC的化学预防作用机理时，异硫氰酸苄酯（BITC），苯乙基异硫氰酸酯（PEITC），6-苯基己基异硫氰酸酯（半胱氨酸，半胱氨酸和N-乙酰基-L-半胱氨酸（NAC）缀合物的去偶联率） PHITC）和萝卜硫烷（SFN），表示为一级速率常数k（1）和分解半衰期Dt（1/2），是在pH 7.4和37度的水溶液中测量的。Cys缀合物的Dt（1/2）s比各个GSH缀合物的Dt（1/2）s短几倍，而NAC缀合物的Dt（1/2）s最长。硫醇缀合物的裂解是pH依赖性的，在酸性条件下比在pH 7.4下慢得多。随后对P450 2B1使用PROD（戊氧

  DOI：

  10.1021/tx010029w
• 作为产物：
  描述：

  L-半胱氨酸盐酸盐无水物 、 异硫氰酸苯甲酯 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 以93%的产率得到S-[N-苄基(硫代氨基甲酰)]-L-半胱氨酸
  参考文献：
  名称：

  Phenylalkyl isothiocyanate-cysteine conjugates as glutathione S-transferase stimulating agents

  摘要：

  To develop analogues of phenylalkyl isothiocyanate with less toxicity and better biological activity, two water-soluble phenylalkyl isothiocyanate-cysteine conjugates, S-[N-benzyl(thiocarbamoyl)]-L-cysteine (1) and S-[N-(3-phenylpropyl)thiocarbamoyl)]-L-cysteine (2), were synthesized. The induction of increased activity of the detoxifying enzyme glutathione S-transferase by the conjugates and their parent compounds was determined and compared in several tissues of A/J mice. The biological evaluation revealed that the conjugates as GST enzyme inducers appeared to be less toxic and even more potent than the parent compounds in the mouse bladder. Compounds 1 was much more active than 2 in all the tissues examined, while their parent compounds showed an inverse order of activity. Thus, an increase in the alkyl chain length of the parent isothiocyanates or a decrease in the alkyl length of the conjugates could result in higher enzyme-inducing activity m the same compound series. Since a number of nitrosamines have been identified as prime bladder carcinogens and phenylalkyl isothiocyanates have been reported to inhibit a wide range of carcinogenic nitrosamines, the corresponding conjugates may serve as prodrugs to protect against nitrosamine-induced urinary bladder carcinogenesis once they are delivered to the target organ.

  DOI：

  10.1021/jm00079a025

文献信息

• NICOTINAMIDE RIBOSIDE DERIVATIVES AND THEIR USES
  申请人：GANAPATI Gangadhara

  公开号：US20180362570A1

  公开（公告）日：2018-12-20

  The disclosure provides derivatives of both the oxidized form and the reduced form of nicotinamide riboside (NR) and nicotinic acid riboside (NAR). The NR and NAR derivatives have improved stability and bioavailability compared to NR and NAR, and can increase cellular NAD + levels and improve mitochondrial function. Therefore, the NR and NAR derivatives are useful for treating mitochondrial diseases, mitochondria-related diseases and conditions, and other disorders and conditions.

  该披露提供了烟酰胺核苷酸（NR）和烟酸核苷酸（NAR）的氧化形式和还原形式的衍生物。与NR和NAR相比，NR和NAR衍生物具有更好的稳定性和生物利用度，并且可以增加细胞NAD+水平并改善线粒体功能。因此，NR和NAR衍生物对治疗线粒体疾病、与线粒体相关的疾病和症状以及其他疾病和症状具有用处。
• NICOTINYL RIBOSIDE COMPOUNDS AND THEIR USES
  申请人：MitoPower, LLC

  公开号：US20200397807A1

  公开（公告）日：2020-12-24

  The disclosure provides nicotinamide riboside (NR), the reduced form of NR (NRH), nicotinic acid riboside (NAR), the reduced form of NAR (NARH), derivatives thereof, compositions thereof and uses thereof. The NR and NAR derivatives have improved stability and bioavailability compared to NR and NAR. NR, NRH, NAR, NARH, and derivatives thereof can increase cellular NAD + levels and enhance mitochondrial and cellular function and cell viability. Therefore, NR, NRH, NAR, NARH, and derivatives thereof, whether alone or in combination with one or more additional therapeutic agents (e.g., a mitochondrial uncoupler or/and a PARP inhibitor), are useful for treating mitochondrial diseases, mitochondria-related diseases and conditions, metabolic disorders, and other disorders and conditions.

  该披露提供烟酰胺核糖苷（NR）、烟酰胺核糖苷的还原形式（NRH）、烟酸核糖苷（NAR）、烟酸核糖苷的还原形式（NARH）、以及它们的衍生物、组合物和用途。与NR和NAR相比，NR和NAR的衍生物具有更好的稳定性和生物利用度。NR、NRH、NAR、NARH和它们的衍生物可以增加细胞NAD+水平，增强线粒体和细胞功能以及细胞存活能力。因此，NR、NRH、NAR、NARH和它们的衍生物，无论是单独使用还是与一个或多个额外治疗剂（例如线粒体解耦蛋白抑制剂和/或PARP抑制剂）结合使用，都可用于治疗线粒体疾病、与线粒体相关的疾病和症状、代谢紊乱以及其他疾病和症状。
• Compositions for use in golf balls
  申请人：Bulpett A. David

  公开号：US20050245652A1

  公开（公告）日：2005-11-03

  A golf ball comprises a core, an outer cover layer, and, optionally, an intermediate layer disposed between the core and the outer cover layer. The outer cover layer may comprise a polyurethane or polyurea composition. At least one portion of the golf ball comprises a composition that enhances physical properties and/or performance characteristics (e.g., coefficient of restitution) of the golf ball. Preferably, the coefficient of restitution of the core is 0.8 or greater.

  高尔夫球由内核、外覆盖层和可选的中间层组成，外覆盖层可以包括聚氨酯或聚脲组成。高尔夫球的至少一部分包含一种增强物理特性和/或性能特征（例如反弹系数）的组合物。最好，内核的反弹系数为0.8或更高。
• COMPOSITIONS FOR USE IN GOLF BALLS
  申请人：Sullivan Michael J.

  公开号：US20080227567A1

  公开（公告）日：2008-09-18

  A golf ball comprises a core, an outer cover layer, and, optionally, an intermediate layer disposed between the core and the outer cover layer. The outer cover layer may comprise a polyurethane or polyurea composition. At least one portion of the golf ball comprises a composition that enhances physical properties and/or performance characteristics (e.g., coefficient of restitution) of the golf ball. Preferably, the coefficient of restitution of the core is 0.8 or greater.

  一个高尔夫球包括一个核心、一个外覆盖层，以及可选的介质层，介质层位于核心和外覆盖层之间。外覆盖层可能包括聚氨酯或聚脲组成。高尔夫球的至少一部分包含一种增强高尔夫球物理性能和/或性能特征（例如反弹系数）的组成。最好，核心的反弹系数为0.8或更高。
• Compositions for Use in Golf Balls
  申请人：Bulpett David A.

  公开号：US20080176678A1

  公开（公告）日：2008-07-24

  A golf ball comprising a core and at least one layer disposed about the core, wherein at least one of the core or the layer is formed from a composition comprising a base polymer, a crosslink initiator, and an additive comprising an aromatic iodonium compound or an aromatic iodonium salt.

  一颗高尔夫球包括一个核心和至少一层沿核心排列的材料，其中核心或层中的至少一个是由包含基础聚合物、交联引发剂和添加剂的组合物形成的，该添加剂包括芳香碘化物或芳香碘化盐。