N,N'dimethylcystamine | 4747-27-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: N,N'dimethylcystamine
• 英文别名: bis-(2-methylamino-ethyl)-disulfide；Bis-(2-methylamino-aethyl)-disulfid；Bis-(β-methylamino-aethyl)-disulfid；Ethanamine, 2,2'-dithiobis(N-methyl-；N-methyl-2-[2-(methylamino)ethyldisulfanyl]ethanamine
• CAS: 4747-27-7
• 化学式: C₆H₁₆N₂S₂
• 分子量: 180.338
• InChiKey: ZQMYDQJHHKQBMC-UHFFFAOYSA-N

物化性质

• 熔点：
  202-204 °C(Solv: methanol (67-56-1); isopropanol (67-63-0))
• 沸点：
  89 °C(Press: 0.4 Torr)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  74.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'dimethylcystamine 以 四氢呋喃 、 异戊醇 为溶剂， 反应 33.0h， 生成 N-[2-[[2-[(4-Amino-6,7-dimethoxy-2-quinazolinyl)methylamino]ethyl]dithio]ethyl]-5-(chloromethyl)-N-methyl-2-furancarboxamide
  参考文献：
  名称：

  Design, Synthesis, and Biological Activity of Prazosin-Related Antagonists. Role of the Piperazine and Furan Units of Prazosin on the Selectivity for α₁-Adrenoreceptor Subtypes

  摘要：

  Prazosin-related quinazolines 4-20 were synthesized, and their biological profiles at alpha(1)-adrenoreceptor subtypes were assessed by functional experiments in isolated rat vas deferens (alpha(1A)), spleen (alpha(1B)), and aorta (alpha(1D)) and by binding assays in CHO cells expressing human cloned alpha(1)-adrenoreceptor subtypes. The replacement of piperazine and furan units of prazosin (1) by 1,6-hexanediamine and phenyl moieties, respectively, affording 3-20, markedly affected both affinity and selectivity for alpha(1D)-adrenoreceptor subtypes in functional experiments. Cystazosin (3), bearing a cystamine moiety, was a selective alpha(1D)-adrenoreceptor antagonist being 1 order of magnitude more potent at alpha(1D)-adrenoreceptors (pA(2), 8.54 +/- 0.02) than at the alpha(1A)- (pA(2), 7.53 +/- 0.01) and alpha(1B)-subtypes (pA(2), 7.49 +/- 0.01). The insertion of substituents on the furan ring of 3, as in compounds 4 and 5, did not improve the selectivity profile. The simultaneous replacement of both piperazine and furan rings of 1 gave 8 which resulted in a potent, selective alpha(1B)-adrenoreceptor antagonist (85- and 15-fold more potent than at alpha(1A)- and alpha(1D)-subtypes, respectively). The insertion of substituents on the benzene ring of 8 affected, according to the type and the position of the substituent, affinity and selectivity for alpha(1)-adrenoreceptors. Consequently, the insertion of appropriate substituents in the phenyl ring of 8 may represent the basis of designing new selective Ligands for a1-adrenoreceptor subtypes. Interestingly, the finding that polyamines 11, 16, and 20, bearing a 1,6-hexanediamine moiety, retained high affinity for alpha(1)-adrenoreceptor subtypes suggests that the substituent did not give rise to negative interactions with the receptor. Finally, binding assays performed with selected quinazolines (2, 3, and 14) produced affinity results, which were not in agreement with the selectivity profiles obtained from functional experiments. This rather surprising and unexpected finding may be explained by considering neutral and negative antagonism.

  DOI：

  10.1021/jm9810654
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 水 、 sodium thiosulfate 作用下， 生成 N,N'dimethylcystamine
  参考文献：
  名称：

  Wieland et al., Justus Liebigs Annalen der Chemie, 1955, vol. 597, p. 181,194

  摘要：

  DOI：

文献信息

• Search for α1-adrenoceptor subtypes selective antagonists: Design, synthesis and biological activity of cystazosin, an α antagonist
  作者：Anna Minarini、Roberta Budriesi、Alberto Chiarini、Amedeo Leonardi、Carlo Melchiorre

  DOI：10.1016/s0960-894x(98)00217-0

  日期：1998.6

  Two novel quinazolines (2 and 3) related to both prazosin and its open analogue 1 were synthesized, and their biological profile at alpha 1-adrenoceptor subtypes was assessed by functional assays in rat isolated tissues, namely prostatic vas deferens (alpha 1A), spleen (alpha 1B) and aorta (alpha 1D). Furthermore, the binding profile of 3 was assessed at native alpha 2 and D2 receptors, and cloned

  合成了两种与哌唑嗪及其开放类似物1相关的新型喹唑啉（2和3），并通过大鼠离体组织（即前列腺输精管（alpha 1A），脾脏）中的功能分析评估了它们在α1-肾上腺素受体亚型的生物学特性。 （alpha 1B）和主动脉（alpha 1D）。此外，与prazosin，（+）-cyclazosin，1和BMY 7383相比，在天然alpha 2和D2受体以及克隆的人5-HT1A受体上评估了3的结合情况。结果证明，带有胱胺的喹唑啉由于对α1D-肾上腺素受体的亲和力较高，对α1A和α1B亚型的亲和力相对较低，因此3（cystazosin）相对于（+）-cyclazosin具有相反的亲和力。此外，与BMY 7378相比，
• LUBRICATING OIL COMPOSITION
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：EP2508590A1

  公开（公告）日：2012-10-10

  A lubricating oil composition which is excellent in wear resistance, despite its low phosphorus content, low sulfur content and low sulfuric acid ash content, and which exhibits excellent friction reducing effect even when used for a DLC-treated sliding part, is provided by compounding a specific sulfur-containing compound and a specific polar group-containing compound in a base oil.

  通过在基础油中加入特定的含硫化合物和特定的含极性基团化合物，提供了一种尽管磷含量低、硫含量低和硫酸灰分含量低，但却具有优异耐磨性的润滑油组合物，该组合物即使用于经 DLC 处理的滑动部件也能表现出优异的减摩效果。
• DISULFIDE-BASED PRODRUG COMPOUNDS
  申请人：Ludwig-Maximilians-Universität München

  公开号：EP4062942A1

  公开（公告）日：2022-09-28

  The present application relates to a compound having the formula (I)          A-L-B     (I) wherein A is represented by L is a bond or a self-immolative spacer; B is represented by The compound is capable of releasing molecular cargo in the presence of a reductase and is thus suitable for treating, ameliorating, preventing or diagnosing a disorder selected from a neoplastic disorder; atherosclerosis; an autoimmune disorder; an inflammatory disease; a chronic inflammatory autoimmune disease; ischaemia; and reperfusion injury.

  本申请涉及一种具有下述公式的化合物： (I)         A-L-B     (I) 其中， A表示为 L是键或自牺牲连接基； B表示为 所述化合物能够在还原酶的存在下释放分子货物，因此可用于治疗、改善、预防或诊断选自下述疾病中的一种：肿瘤疾病、动脉粥样硬化、自身免疫性疾病、炎性疾病、慢性炎性自身免疫性疾病、缺血和再灌注损伤。
• Studies on Thioesters Related to Coenzyme A. A Kinetic Study of Aminolysis and Hydrolysis of β-(N-Methylacetamino)-ethyl Thioacetate, N,S-Diacetylaletheine and γ-Acetaminopropyl Thioacetate¹
  作者：D. Stanley Tarbell、Donald P. Cameron

  DOI：10.1021/ja01593a023

  日期：1956.6
• Gabriel; Colman, Chemische Berichte, 1912, vol. 45, p. 1650
  作者：Gabriel、Colman

  DOI：——

  日期：——