十二胍 | 112-65-2

• 物质功能分类: 化学试剂 - 有机试剂 - 胍盐
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 十二胍
• 中文别名: 十二烷基胍；十二烷基胍2-Dodecylguanidine
• 英文名称: dodecylguanidine
• 英文别名: 2-dodecylguanidine
• CAS: 112-65-2
• 化学式: C₁₃H₂₉N₃
• mdl: MFCD13469302
• 分子量: 227.393
• InChiKey: HILAYQUKKYWPJW-UHFFFAOYSA-N

物化性质

• 熔点：
  136.0 °C
• 溶解度：
  0.00 M

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.923
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2925290090

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  N-脒基十二碳酰胺	N-amidinododecanamide	5634-27-5	C13H27N3O	241.377

反应信息

• 作为反应物：
  描述：

  十二胍 在 吡啶 、 甲醇 、 4-二甲氨基吡啶 、 sodium methylate 作用下， 以 乙腈 为溶剂， 反应 19.5h， 生成 4,5-dihydro-8H-6-(N-dodecylamino)-1-[(2'-O-phenoxythiocarbonyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl))-β-D-ribofuranosyl]imidazo[4,5-e][1,3]diazepine-4,8-dione
  参考文献：
  名称：

  Potent Inhibition of NTPase/Helicase of the West Nile Virus by Ring-Expanded (“Fat”) Nucleoside Analogues

  摘要：

  A series of ring-expanded ("fat") nucleoside analogues (RENs) containing the 6-aminoimidazo-[4,5-e] [1,3]diazepine-4,8-dione ring system have been synthesized and screened for inhibition of NTPase/helicase of the West Nile Virus (WNV). To assess the selectivity of RENs against the viral enzymes, a truncated form of human enzyme Suv3((Delta1-159)) was also included in the study. Ring-expanded nucleosides 16, 17, and 19, which possess the long C-12, C-14, and C-18 side-chains, respectively, at position 6, as well as the ring-expanded heterocycle 39, which contains aralkyl substitution at position 1, were all found to have excellent profiles of activity and selectivity toward the viral versus human enzymes against the West Nile Virus (IC50 ranging 1-10 muM). Compound 30, while being an equally potent inhibitor of WNV, was found to be somewhat less selective, whereas compound 36, which is an alpha-anomeric counterpart of 30, exhibited potent and selective inhibition of WN-V (IC50 1-3 muM). The same compounds that showed potent inhibition of viral helicase activity completely failed to show any activity against the viral NTPase reaction even up to 500 muM. However, at concentrations >500 muM of RENs and the ATP concentrations >10 times the K-m value of the enzyme, a significant activation of NTPase activity was observed. This activating effect underwent further dramatic enhancement (>1000%) by further increases in ATP concentration in the reaction mixture, suggesting that the viral helicase and NTPase reactions are not coupled. A tentative mechanistic model has been proposed to explain the observed results.

  DOI：

  10.1021/jm030277k
• 作为产物：
  描述：

  月桂酸甲酯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 十二胍
  参考文献：
  名称：

  Reduction of acylguanidines to alkylguanidines with lithium aluminum hydride

  摘要：

  DOI：

  10.1021/jo00442a036

文献信息

• NANOPARTICLES AND NANOPARTICLE COMPOSITIONS
  申请人：Zhao Yan

  公开号：US20130101516A1

  公开（公告）日：2013-04-25

  The invention provides multivalent surface-crosslinked micelle (SCM) particles, crosslinked reverse micelle (CRM) particles, and methods of making and using them. The SCM particles can be used, for example, to inhibit a virus or bacteria from binding to a host cell. The inhibition can be used in therapy for the flu, cancer, or AIDS. The CRM particles can be used, for example, to prepare metal nanoparticles or metal alloy nanoparticles, or they can be used in catalytic reactions.

  本发明提供了多价表面交联微胶粒（SCM）颗粒、交联反向微胶粒（CRM）颗粒，以及它们的制造和使用方法。例如，SCM颗粒可用于阻止病毒或细菌与宿主细胞结合。这种抑制作用可用于治疗流感、癌症或艾滋病。CRM颗粒可用于制备金属纳米颗粒或金属合金纳米颗粒，或用于催化反应。
• Compositions of matter having bioactive properties
  申请人：Schmitz, Robert A.

  公开号：EP1288238A1

  公开（公告）日：2003-03-05

  Particles of coordinated complex comprising a basic, hydrous polymer and a capacitance adding compound, as well as methods for their production, are described. These complexes exhibit a high degree of bioactivity making them suitable for a broad range of applications through their incorporation into conventional vehicles benefiting from antimicrobial and similar properties.

  描述了由基础水合聚合物和电容添加化合物组成的协调复合物的颗粒，以及它们的生产方法。这些复合物表现出很高的生物活性，使它们适用于广泛的应用领域，通过将它们纳入传统载体中，从而受益于抗菌和类似性能。
• Acylation of guanidines and guanylhydrazones
  作者：Raj Nandan Prasad、A. F. McKay

  DOI：10.1139/v67-362

  日期：1967.10.1

  A number of acyl derivatives of guanidines and guanylhydrazones have been synthesized and evaluated for their antibacterial activity. The synthesis of some of the guanidines and guanylhydrazones is discussed.

  一些酰基脲和酰基肼酮的衍生物已经合成并评估了它们的抗菌活性。其中一些脲和肼酮的合成已经讨论。
• Synthesis and in vitro anti-hepatitis B and C virus activities of ring-expanded (‘fat’) nucleobase analogues containing the imidazo[4,5-e][1,3]diazepine-4,8-dione ring system
  作者：Peng Zhang、Ning Zhang、Brent E. Korba、Ramachandra S. Hosmane

  DOI：10.1016/j.bmcl.2005.09.015

  日期：2005.12

  part of our structure-activity relationship studies, we report here the synthesis and in vitro anti-HBV and anti-HCV activities of a number of ring-expanded ('fat') nucleobases containing the imidazo[4,5-e][1,3]diazepine-4,8-dione ring system. One of the compounds, ZP-88, exhibited a good activity/toxicity profile against HBV by inhibition of the synthesis of extracellular virion release (EC(50)=1.7microM

  作为我们的结构-活性关系研究的一部分，我们在这里报告许多含有咪唑[4,5-e] [ 1,3]二氮杂-4,8-​​二酮环系统。其中一种化合物ZP-88通过抑制细胞外病毒体释放的合成（EC（50）= 1.7microM，CC（50）= 286microM，SI = 168）和细胞内HBV表现出良好的针对HBV的活性/毒性复制的中间体（EC（50）= 8.4microM，CC（50）= 286microM，SI = 34）在培养的人类肝母细胞瘤2.2.15细胞中。相比之下，大多数抗HCV的化合物仅具有边缘活性/毒性特征，尽管仍比参考化合物利巴韦林更好。
• NOVEL CARBAMATE ESTER COMPOUND AND ACRYLIC RUBBER COMPOSITION CONTAINING THE SAME
  申请人：UNIMATEC CO., LTD.

  公开号：US20220009934A1

  公开（公告）日：2022-01-13

  A carbamate ester compound represented by the general formula: Z—OCONH(CH 2 ) n NHCOO—Z  [I] wherein Z is [i], [ii], or [iii] below, and n is an integer of 2 to 10, (wherein R 1 and R 2 are each independently a lower alkyl group having 1 to 5 carbon atoms, R 3 is a hydrogen atom or a lower alkyl group having 1 to 5 carbon atoms, and a is 1 or 2). The carbamate ester compound is used as a vulcanizing agent for carboxyl group-containing acrylic rubber and improves the delay of the vulcanization rate by scorch suppression.

  通用公式表示的一个氨基甲酸酯化合物：Z—OCONH(CH2)nNHCOO—Z [I]，其中Z为下列[i]、[ii]或[iii]中的一种，n为2到10的整数（其中R1和R2分别独立为具有1到5个碳原子的低碳基团，R3为氢原子或具有1到5个碳原子的低碳基团，a为1或2）。该氨基甲酸酯化合物用作含有羧基的丙烯酸橡胶的硫化剂，并通过抑制火烧现象来改善硫化速率的延迟。

表征谱图