4-氯苯基胍盐酸盐 | 14279-91-5

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 4-氯苯基胍盐酸盐
• 中文别名: 洗必泰二乙酸杂质
• 英文名称: 1-(4-chlorophenyl)guanidine hydrochloride
• 英文别名: (4-Chlorophenyl)-(diaminomethylidene)azanium;chloride；(4-chlorophenyl)-(diaminomethylidene)azanium;chloride
• CAS: 14279-91-5
• 化学式: C₇H₈ClN₃*ClH
• 分子量: 206.075
• InChiKey: RMFZXBDENVVLSL-UHFFFAOYSA-N

物化性质

• 熔点：
  237-238 °C(Solv: water (7732-18-5))
• 溶解度：
  DMSO（少许）、甲醇（少许）、水（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.4
• 氢给体数：
  3
• 氢受体数：
  1

安全信息

• 海关编码：
  2925290090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  4-氯苯基胍盐酸盐 在 potassium hydrogencarbonate 、 fluorosulfuryl azide 作用下， 以 水 、 二甲基亚砜 、 甲基叔丁基醚 为溶剂， 以90 %的产率得到1-(4-chlorophenyl)-5-amino-1H-tetrazole
  参考文献：
  名称：

  FSO2N3 能够从脒和胍合成四唑

  摘要：

  在此，我们报道了在温和条件下通过 FSO 2 N 3实现四唑的简便合成。FSO 2 N 3已被证明是最强大的重氮化试剂，可将数千种伯胺快速且正交地转化为叠氮化物。作为FSO 2 N 3重氮转移反应的后续研究，我们发现脒和胍在水相环境下与FSO 2 N 3反应时迅速转化为四唑衍生物，这对于四唑合成来说是前所未有的。

  DOI：

  10.1021/acs.orglett.3c02470
• 作为产物：
  描述：

  氰胺 、 对氯苯胺 在 aluminum (III) chloride 作用下， 以 乙醇 为溶剂， 以94 %的产率得到4-氯苯基胍盐酸盐
  参考文献：
  名称：

  Molecular editing of NSC-666719 enabling discovery of benzodithiazinedioxide-guanidines as anticancer agents

  摘要：

  In this study, a unique strategy of scaffold-hopping-based molecular editing of a bioactive agent NSC-666719 was investigated, which led to the development of new benzodithiazinedioxide-guanidine based anticancer agents with Polβ inhibition.

  DOI：

  10.1039/d3md00648d

文献信息

• Synthesis of Novel 2,4-Di(o-Hydroxyphenyl)-6-substituted Amino-1,3,5-triazine
  作者：Junrong Jiang

  DOI：10.14233/ajchem.2015.18434

  日期：——

  Seven novel 1,3,5-triazine derivatives were synthesized in good to high yields (69.19-91.15 %) by the reaction of substituted guanidine with 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one in ethanol. The products were recrystallized from ethanol or ethanol-DMF mixture and their structures were confirmed by 1H NMR and FT-IR.

  通过取代胍与 2-(2-羟基苯基)-4H-苯并[e][1,3]恶嗪-4-酮在乙醇中的反应，合成了七种新型 1,3,5-三嗪衍生物，收率从好到高 (69.19-91.15 %)。产物从乙醇或乙醇-DMF 混合物中重结晶，并通过 1H NMR 和 FT-IR 确认了其结构。
• Preparation of substituted N-phenyl-4-aryl-2-pyrimidinamines as mediator release inhibitors
  作者：Rolf Paul、William A. Hallett、John W. Hanifin、Marvin F. Reich、Bernard D. Johnson、Robert H. Lenhard、John P. Dusza、Suresh S. Kerwar、Yang I Lin

  DOI：10.1021/jm00071a002

  日期：1993.9

  The role of immunologically released mediators, such as histamine, leukotrienes, and platelet-activating factor, is well-established for asthma and other allergic disorders. Developing therapeutic agents which would block mediator release from mast cells and other relevant cell types would provide a rational approach to asthma therapy. Using human basophil as a screen, a series of 4-aryl-2-(phenylamino)pyrimidines was found which inhibited mediator release. These compounds were prepared by condensing acetyl heterocycles with dimethylformamide dimethyl acetal to form enaminones which are cyclized with aryl guanidines to give pyrimidines. After examining a large number of analogs, N-[3-(1H-imidazol-1-yl)phenyl]-4-(2-pyridinyl)-2-pyrimidinamine (1-27) was chosen for toxicological evaluation.
• FSO₂N₃-Enabled Synthesis of Tetrazoles from Amidines and Guanidines
  作者：Tianyu Wang、Long Xu、Jiajia Dong

  DOI：10.1021/acs.orglett.3c02470

  日期：2023.8.25

  and orthogonally. As the follow-up studies of the diazo transfer reaction using FSO2N3, we discover that amidines and guanidines are rapidly transformed into tetrazole derivatives when reacting with FSO2N3 under an aqueous environment, which is unprecedented for tetrazole synthesis.

  在此，我们报道了在温和条件下通过 FSO 2 N 3实现四唑的简便合成。FSO 2 N 3已被证明是最强大的重氮化试剂，可将数千种伯胺快速且正交地转化为叠氮化物。作为FSO 2 N 3重氮转移反应的后续研究，我们发现脒和胍在水相环境下与FSO 2 N 3反应时迅速转化为四唑衍生物，这对于四唑合成来说是前所未有的。
• Molecular editing of <b>NSC-666719</b> enabling discovery of benzodithiazinedioxide-guanidines as anticancer agents
  作者：Vajja Krishna Rao、Subarno Paul、Mitchell Gulkis、Zhihang Shen、Haritha Nair、Amandeep Singh、Chenglong Li、Arun K. Sharma、Melike Çağlayan、Chinmay Das、Biswajit Das、Chanakya N. Kundu、Satya Narayan、Sankar K. Guchhait

  DOI：10.1039/d3md00648d

  日期：2024.3.20

  In this study, a unique strategy of scaffold-hopping-based molecular editing of a bioactive agent NSC-666719 was investigated, which led to the development of new benzodithiazinedioxide-guanidine based anticancer agents with Polβ inhibition.