S-Allyl-N-acetamidocystein | 23127-41-5

• 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: S-Allyl-N-acetamidocystein
• 英文别名: Allylmercapturic acid；2-Acetamido-3-(prop-2-EN-1-ylsulfanyl)propanoic acid；2-acetamido-3-prop-2-enylsulfanylpropanoic acid
• CAS: 23127-41-5
• 化学式: C₈H₁₃NO₃S
• 分子量: 203.262
• InChiKey: LKRAEHUDIUJBSF-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122°C
• 沸点：
  444.0±45.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090

文献信息

• Medicinal products incorporating bound organosulfur groups
  申请人：Ott M. David

  公开号：US20050260250A1

  公开（公告）日：2005-11-24

  Nutraceutical and dietary supplement formulations for delivering bioavailable thiols to a host, comprising certain organosulfur radicals, such as the allyl mercapto radical, bound to larger molecules such as proteins, resulting in the formation in the host's body of various allium -related compounds such as allicin. The formulations are produced by treating an ingestible material comprising a cysteine-containing protein with a thiol, disulfide, mixed disulfide, thiosufinate or mixed thiosulfinate so as to cause thiol residues to become disulfide bonded to cysteines contained in the protein.

  提供生物可利用的硫醇给宿主的营养保健品和膳食补充剂配方，包括某些有机硫自由基，例如烯丙基巯基自由基，与较大的分子（如蛋白质）结合，导致在宿主体内形成各种与葱属植物相关的化合物，如蒜素。这些配方通过用硫醇、二硫化物、混合二硫化物、硫酰基或混合硫酰基处理含半胱氨酸蛋白质的可摄入材料来制备，使硫醇残基与蛋白质中含有的半胱氨酸形成二硫键结合。
• Organosulphur prodrugs for the prevention and treatment of injectious diseases and pathologenic immune system response
  申请人：——

  公开号：US20040235946A1

  公开（公告）日：2004-11-25

  A method for enhancing the overall beneficial immune system response in a host that works in conjunction with the host's natural immune system response to simultaneously enhance the host's ability to eliminate infectious microbes while suppressing the toxicity of the immune system response to the host. The method utilizes the non-enzymatic formation of allicin in response to the localized generation of H2O2 by immune system cells (such as neutrophils) to simultaneously increase the antimicrobial effect while reducing the cytotoxicity to the host. It is shown that enzymes can be reversibly inhibited that would not normally be sensitive to deactivation by a thiol-disulfide exchange reaction. This results in part from the recognition that deactivation of SH dependant enzymes by allicin does not take place by the previously attributed mechanism of thiol-disulfide exchange reactions. Allicin, cysteine, and related organosulfur compounds have a variety of antimicrobial and immunomodulatory properties that work together with the host's immune system in the prevention and treatment of disease. Prophylactic and therapeutic treatment is provided by administering an allium-related organosulfur compound such that a localized thiosulfinate is caused to be non-enzymatically formed in response to localized generation of H2O2 by the activated immune system cells. Allicin, cysteine and related organosulfur compounds may be simultaneously delivered in an efficient manner through the use of protein-bound S-AllylMercaptoCysteine (SAMC) or similar prodrugs.

  一种增强宿主整体有益免疫系统反应的方法，与宿主自然免疫系统反应协同作用，同时增强宿主消除感染微生物的能力，同时抑制免疫系统反应对宿主的毒性。该方法利用免疫系统细胞（如中性粒细胞）产生的局部H2O2而非酶促形成大蒜素，以同时增加抗微生物作用，同时减少对宿主的细胞毒性。研究表明，可以可逆地抑制通常不敏感于巯基-二硫化物交换反应失活的酶。部分原因是因为认识到大蒜素对SH依赖的酶的失活不是通过先前归因于巯基-二硫化物交换反应的机制进行的。大蒜素、半胱氨酸和相关有机硫化合物具有各种抗微生物和免疫调节性质，与宿主的免疫系统一起在预防和治疗疾病方面发挥作用。通过给予与韭菜属植物相关的有机硫化合物，使局部硫代氧化物在被激活的免疫系统细胞产生的局部 的作用下非酶促形成，提供预防性和治疗性治疗。可以通过使用蛋白质结合的S-烯丙基巯基半胱氨酸（SAMC）或类似的前药同时有效地传递大蒜素、半胱氨酸和相关有机硫化合物。
• CYSTEINE DERIVATIVES AND PROCESS FOR THEIR PREPARATION
  申请人：MITSUBISHI KASEI CORPORATION

  公开号：EP0051682A1

  公开（公告）日：1982-05-19

  S-alkylcysteines and method for producing them. The compounds may be useful as an agent for treating a hepar disease.

  S-烷基半胱氨酸及其生产方法。 这些化合物可用作治疗肝病的药物。
• Organosulfur compounds for the prevention and treatment of neurodegenerative diseases
  申请人：Ott David Michael

  公开号：US10118891B2

  公开（公告）日：2018-11-06

  Organosulfur compounds and compositions are disclosed which can be administered in order to provide protection from the formation of aldehyde-protein adducts, protein aggregates, and the resulting neuroinflammation. Various neurodegenerative diseases which are suitable for treatment using these compositions include Alzheimer's disease, senile dementia, Parkinson's disease, multiple sclerosis, Lewy body disease, peripheral neuropathy, spinal cord injury, traumatic brain injury, stroke and cerebral ischemia.

  本研究公开了有机硫化合物和组合物，使用这些化合物和组合物可以防止醛-蛋白质加合物、蛋白质聚集体的形成以及由此引起的神经炎症。适合使用这些组合物治疗的各种神经退行性疾病包括阿尔茨海默病、老年痴呆症、帕金森病、多发性硬化症、路易体病、周围神经病变、脊髓损伤、脑外伤、中风和脑缺血。
• Method of decreasing protein-aldehyde adducts by administering a mixed disulfide of n-acetylcysteine and propyl mercaptan, propenyl mercaptan, or allyl mercaptan
  申请人：Ott David Michael

  公开号：US10758498B2

  公开（公告）日：2020-09-01

  Divalent salts of S-allylmercapto-N-acetylcysteine and related compositions are disclosed which can be administered in order to provide protection from the formation of aldehyde-protein adducts, protein carbonylation, protein aggregation, and the resulting neuroinflammation. Various neurodegenerative diseases which are suitable for treatment using these compositions include Alzheimer's disease, senile dementia, Parkinson's disease, multiple sclerosis, Lewy body disease, peripheral neuropathy, spinal cord injury, stroke and cerebral ischemia.

  本发明公开了 S-烯丙基巯基-N-乙酰半胱氨酸的二价盐及相关组合物，使用这些组合物可以防止醛蛋白加合物的形成、蛋白质羰基化、蛋白质聚集以及由此引起的神经炎症。适合使用这些组合物治疗的各种神经退行性疾病包括阿尔茨海默病、老年痴呆症、帕金森病、多发性硬化症、路易体病、周围神经病变、脊髓损伤、中风和脑缺血。