1-苄基胍盐酸盐 | 1197-49-5

• 物质功能分类: 生物化工 - 生化试剂 - 胺、酸和盐
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苄基胍盐酸盐
• 英文名称: 1-benzylguanidine hydrochloride
• 英文别名: Benzyl-guanidin; Hydrochlorid；benzylguanidine hydrochloride；Benzyl(diaminomethylidene)azanium;chloride
• CAS: 1197-49-5
• 化学式: C₈H₁₁N₃*ClH
• 分子量: 185.656
• InChiKey: SGNLZDSZLBOVGT-UHFFFAOYSA-N

物化性质

• 熔点：
  172 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.4
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-苄基胍盐酸盐 在 盐酸 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(2-amino-5-chlorobenzoyl)-N'-benzylguanidine hydrochloride
  参考文献：
  名称：

  Novel inhibitors of the sodium–calcium exchanger: benzene ring analogues of N-guanidino substituted amiloride derivatives

  摘要：

  A series of N-guanidino substituted 2,4-diamino-5-carbonylguanidine molecules related to amiloride were synthesised and, evaluated for their ability to inhibit the sodium-calcium exchanger in rat insulinoma cells (RINm5F) and human platelets. Specific chemical pathways were used to prepare the benzene derivatives designed as bioisosteric analogues of the pyrazine derivatives of amiloride. Several so-called 'simplified analogues', where some substituents of amiloride were omitted or replaced, were also prepared and included in the biological evaluation. The inhibitory potency of the sodium-calcium exchanger was screened on both cell types by measuring their effect on Ca-45(2+) uptake. Among the most active compounds, N-(2 -amino-5-chloro-4-nitrobenzoyl)-N'-(1-naphtylmethyl)guanidine (IC50 = 3.4 muM) was found more active than amiloride (IC50 = 690 muM) and 3,4-dichlorobenzamil (IC50 = 15.2 muM), the reference inhibitor. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01247-8
• 作为产物：
  描述：

  N-benzyl-2-amino-4,6-dimethoxypyrimidine 在 盐酸 作用下， 以 水 为溶剂， 反应 12.0h， 以90%的产率得到1-苄基胍盐酸盐
  参考文献：
  名称：

  Using N-substituted-2-amino-4,6-dimethoxypyrimidines in the synthesis of aliphatic guanidines

  摘要：

  The use of 2-chloro-4,6-dimethoxypyrimdine as a tool for the syntheses of substituted guanidines is presented. This method, that we had previously shown to be very useful for aromatic amines, introduces an atom economical, cost effective and environmentally functionality in aliphatic primary and secondary amin safe method for the installation of the guanidine (C) 2015 Elsevier Ltd. All rights reserved.d

  DOI：

  10.1016/j.tetlet.2015.07.007

文献信息

• 디메톡시페닐 유도체, 이의 제조방법 및 이를 포함하는 항염증 및 피부 미백용 조성물
  申请人：Chungbuk National University Industry-Academic Cooperation Foundation 충북대학교 산학협력단(220040168226) BRN ▼301-82-16304

  公开号：KR101808950B1

  公开（公告）日：2017-12-13

  본 발명은 디메톡시페닐 유도체, 이의 제조방법 및 이를 포함하는 항염증 및 피부 미백용 조성물에 관한 것으로, 본 발명에 따른 화학식 1로 표시되는 화합물은, 1) 용해도가 우수하고, 2) NF-κB 전사인자(transcription factor)의 활성을 억제하는 효과가 우수하므로 염증성 질환의 예방, 개선 또는 치료에 유용할 수 있고, 3) α-MSH(alpha-melanocyte stimulating hormone) 억제활성으로 인한 멜라닌 생성억제 효과가 우수하므로 멜라닌 색소 과다 침착 질환의 예방, 개선 또는 치료 및 피부 미백용 화장료 조성물로 유용할 수 있다.

  这项发明涉及二甲氧基苯基衍生物、其制备方法以及包含其的抗炎和美白皮肤组合物，根据本发明，化合物的化学式表示为1) 具有优异的溶解度，2) 优异地抑制NF-κB转录因子的活性，因此可能对预防、改善或治疗炎症性疾病有益，3) 由于α-MSH（α-黑色素细胞刺激激素）抑制活性导致的黑色素生成抑制效果优异，因此可能对预防、改善或治疗黑色素色素过度沉积疾病以及用于皮肤美白的化妆品组合物有益。
• Application of the Pictet–Spengler reaction to aryl amine-based substrates having pyrimidine as a π-nucleophile: synthesis of pyrimidoquinolines with structural analogy to benzonaphthyridines present in alkaloids
  作者：Piyush K. Agarwal、Sudhir K. Sharma、Devesh Sawant、Bijoy Kundu

  DOI：10.1016/j.tet.2008.11.067

  日期：2009.2

  alkaloids, has been described. Our synthetic strategy is based on the modified Pictet–Spengler reaction involving substrates comprising deactivated pyrimidine ring as the nucleophilic partner whereas aryl amine originating from the C-4 of the pyrimidine ring served as the source for electrophilic partner. The resulting substrates 5–7 with diversity at 2- and 6-position after condensation with a variety

  已经描述了嘧啶环化喹啉的合成，其结构类似于生物碱中存在的生物活性苯并萘啶。我们的合成策略基于改良的Pictet-Spengler反应，涉及的底物包括失活的嘧啶环作为亲核伴侣，而源自嘧啶环C-4的芳基胺则作为亲电子伴侣的来源。将得到的基片5 - 7具有分集在2-和6-位缩合后与各种醛的6-行内的环化，得到嘧啶并[5,4- c ^〕喹啉14丰产。然而，试图在涉及吡啶环作为亲核伴侣的新的结构相似的底物上进一步扩展该策略的尝试失败，从而限制了反应的范围。
• One-Pot Evolution of Ageladine A through a Bio-Inspired Cascade towards Selective Modulators of Neuronal Differentiation
  作者：Takayuki Iwata、Satoshi Otsuka、Kazuki Tsubokura、Almira Kurbangalieva、Daisuke Arai、Koichi Fukase、Yoichi Nakao、Katsunori Tanaka

  DOI：10.1002/chem.201602651

  日期：2016.10.4

  A bio‐inspired cascade reaction has been developed for the construction of the marine natural product ageladine A and a de novo array of its N1‐substituted derivatives. This cascade features a 2‐aminoimidazole formation that is modeled after an arginine post‐translational modification and an aza‐electrocyclization. It can be effectively carried out in a one‐pot procedure from simple anilines or guanidines

  已开发出一种受生物启发的级联反应，用于构建海洋天然产物ageladine A及其从头开始的N1取代衍生物阵列。该级联具有2-氨基咪唑的形成，该结构是在精氨酸的翻译后修饰和氮杂-电环化之后建模的。它可以通过简单的苯胺或胍的一锅法有效地进行，从而导致原本无法通过合成获得的法拉定A的结构类似物。我们发现该结构新颖的文库中的某些化合物在调节神经分化方面显示出显着的活性。即，这些化合物选择性地激活或抑制神经干细胞向神经元的分化，而向星形胶质细胞的分化可忽略不计。
• PREPARATIONS OF META-IODOBENZYLGUANIDINE AND PRECURSORS THEREOF
  申请人：Molecular Insight Pharmaceuticals Inc.

  公开号：US20160115267A1

  公开（公告）日：2016-04-28

  The present disclosure provides purified forms of iobenguane and preparations of a precursor to iobenguane, such as a polymer, the polymer comprising a monomer of formula (I) or a pharmaceutically acceptable salt thereof, the preparation comprising leachable tin at a level of 0 ppm to 850 ppm.

  本公开提供了经过纯化的异丙苯胺和异丙苯胺前体的制备物，如聚合物，该聚合物包含式(I)的单体或其药学上可接受的盐，所述制备物中锡的可溶性含量为0 ppm至850 ppm。
• Pharmaceutically active compounds and methods of use
  申请人：Scion Pharmaceuticals, Inc.

  公开号：US07041702B1

  公开（公告）日：2006-05-09

  The present invention relates to pharmaceutically acceptable compounds, including acylguanidine compounds, and methods of treatment and pharmaceutical compositions that utilize or comprise one or more such compounds. Compounds of the invention are particularly useful for the treatment or prophylaxis of neurological injury and neurodegenerative disorders.

  本发明涉及药用可接受化合物，包括酰基胍化合物，以及利用或包含一种或多种这类化合物的治疗方法和药物组合物。本发明的化合物特别适用于治疗或预防神经损伤和神经退行性疾病。