hexylglycine hydrochloride | 56676-69-8

• 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: hexylglycine hydrochloride
• 英文别名: N-hexyl-glycine ; hydrochloride；N-Hexyl-glycin; Hydrochlorid；2-(1-hexylamino)acetic acid hydrochloride；N-Hexylglycine--hydrogen chloride (1/1)；2-(hexylamino)acetic acid;hydrochloride
• CAS: 56676-69-8
• 化学式: C₈H₁₇NO₂*ClH
• 分子量: 195.689
• InChiKey: PQJPKNFTBBZPOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  49.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  hexylglycine hydrochloride 在 三乙胺 、 三氯化磷 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 C₉H₁₅NO₃
  参考文献：
  名称：

  碱金属六甲基二硅氮杂胺在α-氨基酸N-取代的N-羧基酸酐上引发的聚合反应，以方便地合成类肽

  摘要：

  由于多肽类在蛋白水解时具有优越的稳定性，因此多肽类被作为多肽的模拟物进行了研究。可以从氨基酸N-取代的N-羧基酐（NNCAs）的一锅开环聚合反应合成类肽。但是，NNCA的聚合速度可能会非常慢，尤其是对于携带大量N的NNCA-替代组。这阻碍了对具有更多种结构和功能的多肽的探索。因此，迫切需要开发先进的策略，以加速在非活性NNCA上的聚合。据此，我们报道六甲基二硅叠氮化锂/钠/钾（Li / Na / KHMDS）比常用的胺引发剂在NNCA上引发明显更快的聚合反应，尤其是对于具有大的N-取代基的NNCA 。这种快速的NNCA聚合反应将增加多肽的结构多样性，并将其用作多肽的合成模拟物。

  DOI：

  10.1016/j.cclet.2021.02.039
• 作为产物：
  描述：

  2-(己基氨基)乙酸乙酯 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 24.5h， 生成 hexylglycine hydrochloride
  参考文献：
  名称：

  Rich spectroscopic and molecular dynamic studies on the interaction of cytotoxic Pt(II) and Pd(II) complexes of glycine derivatives with calf thymus DNA

  摘要：

  Some amino acid derivatives, such as R-glycine, have been synthesized together with their full spectroscopic characterization. The sodium salts of these bidentate amino acid ligands have been interacted with [M(bpy)(H2O)(2)](NO3)(2) giving the corresponding some new complexes with formula [M(bpy)(R-gly)]NO3 (where M is Pt(II) or Pd(II), bpy is 2,2-bipyridine and R-gly is butyl-, hexyl- and octyl-glycine). Due to less solubility of octyl derivatives, the biological activities of butyl and hexyl derivatives have been tested against chronic myelogenous leukemia cell line, K562. The interaction of these complexes with highly polymerized calf thymus DNA has been extensively studied by means of electronic absorption, fluorescence and other measurements. The experimental results suggest that these complexes positive cooperatively bind to DNA presumably via groove binding. Molecular dynamic results show that the DNA structure is largely maintained its native structure in hexylglycine derivative-water mixtures and at lower temperatures. The simulation data indicates that the more destabilizing effect of butylglycine is induced by preferential accumulation of these molecules around the DNA and due to their more negative free energy of binding via groove binding.

  DOI：

  10.1080/07391102.2015.1015056

文献信息

• Aliphatic amino carboxylic and amino phosphonic acids, amino nitriles and amino tetrazoles as cellular rescue agents
  申请人：Dyck E. Lillian

  公开号：US20050159393A1

  公开（公告）日：2005-07-21

  Novel compounds of the formula I are described: wherein: R 1 =(CH 2 ) m CH 3 where m is 0 or an integer in the range from 1 to 16, or an alkenyl, alkynyl, alkoxy, alkylthio, or alkyl sulfinyl group having from 2 to 17 carbon atoms, R 2 =H, CH 3 or CH 2 CH 3 R 3 =H or CH 3 R 4 =H or CH 3 R 5 =lower alkyl having from 1 to 5 carbon atoms n is an integer in the range from 1 to 3, and X is carboxyl (COOH) or carbalkoxy (COOR 5 ), cyano (C≡N), phosphonic acid (PO 3 H 2 ), phosphonate ester (PO 3 [R 5 ] 2 ) or 5-tetrazole, and pharmaceutically acceptable salts thereof. Preferably, the compounds are optically pure enantiomers of the R- or S-configuration in which R 3 =R 4 =R 5 =H, R 2 =CH 3 and R 1 is a saturated aliphatic chain of one to five carbon atoms. The compounds are useful as cellular rescue agents.

  描述了公式I的新化合物：其中：R1=(CH2)mCH3，其中m为0或在1到16范围内的整数，或者为具有2到17个碳原子的烯基、炔基、烷氧基、烷基硫醚或烷基亚砜基团，R2=H、CH3或CH2CH3，R3=H或CH3，R4=H或CH3，R5=具有1到5个碳原子的低碳基，n为1到3范围内的整数，X为羧基（COOH）或羧酰氧基（COOR5）、氰基（C≡N）、膦酸（PO3H2）、膦酸酯（PO3[R5]2）或5-四唑，并且其药学上可接受的盐。优选，这些化合物是R-或S-构型的光学纯对映体，其中R3=R4=R5=H，R2=CH3，R1是由一到五个碳原子组成的饱和脂肪链。这些化合物可用作细胞救助剂。
• ALIPHATIC AMINO CARBOXYLIC AND AMINO PHOSPHONIC ACIDS, AMINO NITRILES AND AMINO TETRAZOLES AS CELLULAR RESCUE AGENTS
  申请人：University of Saskatchewan Technologies Inc.

  公开号：EP1064254A2

  公开（公告）日：2001-01-03
• US6984754B1
  申请人：——

  公开号：US6984754B1

  公开（公告）日：2006-01-10
• [EN] ALIPHATIC AMINO CARBOXYLIC AND AMINO PHOSPHONIC ACIDS, AMINO NITRILES AND AMINO TETRAZOLES AS CELLULAR RESCUE AGENTS<br/>[FR] ACIDES AMINO PHOSPHONIQUES ET AMINO CARBOXYLIQUES ALIPHATIQUES, AMINO NITRILES ET AMINO TETRAZOLES UTILISES EN TANT QU'AGENTS DE RETABLISSEMENT DE FONCTIONS CELLULAIRES
  申请人：——

  公开号：WO1999048858A2

  公开（公告）日：1999-09-30

  [EN] Novel compounds of formula (I) are described wherein: R1=(CH2)mCH3 where m is 0 or an integer in the range from 1 to 16, or an alkenyl, alkynyl, alkoxy, alkylthio, or alkyl sulfinyl group having from 2 to 17 carbon atoms; R2=H, CH3 or CH2CH3; R3=H or CH3; R4=H or CH3; R5= lower alkyl having from 1 to 5 carbon atoms; n is an integer in the range from 1 to 3, and X is carboxyl (COOH) or carbalkoxy (COOR5), cyano (CN), phosphonic acid (PO3H2), phosphonate ester (PO3[R5]2) or 5-tetrazole, and pharmaceutically acceptable salts thereof. Preferably, the compounds are optically pure enantiomers of the R- or S-configuration in which R3=R4=R5=H, R2=CH3 and R1 is a saturated aliphatic chain of one to five carbon atoms. The compounds are useful as cellular rescue agents.
  [FR] L'invention se rapporte à de nouveaux composés représentés par la formule (I) dans laquelle R1=(CH2)mCH3 où m est égal à 0 ou est un entier compris entre 1 et 16, ou un groupe alcényle, alkynyle, alcoxy, alkylthio ou alkyle-sulfinyle ayant de 2 à 17 atomes de carbone, R2 = H, CH3 ou CH2CH3, R3 = H ou CH3, R4 = H ou CH3, R5 = alkyle inférieur comportant 1 à 5 atomes de carbone, n est un entier compris entre 1 et 3, et X est carboxyle (COOH) ou carbalcoxy (COOR5), cyano (CN), acide phosphonique (PO3H2), ester de phosphonate (PO3[R5]2) ou 5-tétrazole. L'invention se rapporte également à des sels pharmaceutiquement acceptables de ces composés. De préférence, les composés sont des énantiomères optiquement purs de structure R- ou S- dans lesquels R3=R4=R5=H, R2=CH3 et R1 est une chaîne aliphatique saturée comportant 1 à 5 atomes de carbone. Les composés de la présente invention s'avèrent utiles en tant qu'agents de rétablissement de fonctions cellulaires.
• Alkali-metal hexamethyldisilazide initiated polymerization on alpha-amino acid N-substituted N-carboxyanhydrides for facile polypeptoid synthesis
  作者：Yueming Wu、Min Zhou、Kang Chen、Sheng Chen、Ximian Xiao、Zhemin Ji、Jingcheng Zou、Runhui Liu

  DOI：10.1016/j.cclet.2021.02.039

  日期：2021.5

  been explored as mimics of polypeptides, owing to polypeptoids’ superior stability upon proteolysis. Polypeptoids can be synthesized from one-pot ring-opening polymerization of amino acid N-substituted N-carboxyanhydrides (NNCAs). However, the speed of polymerization of NNCAs can be very slow, especially for NNCAs bearing a bulky N-substitution group. This hindered the exploration on polypeptoids with

  由于多肽类在蛋白水解时具有优越的稳定性，因此多肽类被作为多肽的模拟物进行了研究。可以从氨基酸N-取代的N-羧基酐（NNCAs）的一锅开环聚合反应合成类肽。但是，NNCA的聚合速度可能会非常慢，尤其是对于携带大量N的NNCA-替代组。这阻碍了对具有更多种结构和功能的多肽的探索。因此，迫切需要开发先进的策略，以加速在非活性NNCA上的聚合。据此，我们报道六甲基二硅叠氮化锂/钠/钾（Li / Na / KHMDS）比常用的胺引发剂在NNCA上引发明显更快的聚合反应，尤其是对于具有大的N-取代基的NNCA 。这种快速的NNCA聚合反应将增加多肽的结构多样性，并将其用作多肽的合成模拟物。