4-(N,N-diallyl-N-methylammonio)butanoate | 258843-06-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-(N,N-diallyl-N-methylammonio)butanoate
• 英文别名: 4-(N,N-diallyl-N-methylammonio)-butanoate；4-[methyl-bis(prop-2-enyl)azaniumyl]butanoate
• CAS: 258843-06-0
• 化学式: C₁₁H₁₉NO₂
• 分子量: 197.277
• InChiKey: QHNTWSBGPVGRIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基二烯丙基胺 在 Amberlite IRA-400 OH^(1-) form 作用下， 以 水 、 乙腈 为溶剂， 反应 60.0h， 生成 4-(N,N-diallyl-N-methylammonio)butanoate
  参考文献：
  名称：

  Synthesis, Characterization, and Aqueous Solution Behavior of Electrolyte- and pH-Responsive Carboxybetaine-Containing Cyclocopolymers

  摘要：

  A novel pH- and salt-responsive carboxybetaine monomer, 4-(N,N-diallyl-N-methylammonio)butanoate (2), was prepared and cyclocopolymerized with the cationic monomer N,N-diallyl-N,N-dimethylammonium chloride (3) in 0.5 M NaCl aqueous solution (pH = 7.0) using 2-hydroxy-1-[4(hydroxyethoxy)phenyll-2-methyl-1-propanone (Irgacure 2959) as the free-radical photoinitiator. The molar feed ratio of 2:3 was varied from 100:0 to 0:100 with the total monomer concentration held constant at 2.5 M. Cyclopolymerization to five-membered ring structures common to diallylammonium salts was confirmed by C-13 NMR spectroscopy. Reactivity ratio studies indicate that 2 and 3 copolymerize in a nearly ideal fashion (r(1) = 0.86, r(2) = 0.99). Weight-average molecular weights and second virial coefficients vary from (6.0 to 12.8) x 10(4) g mol(-1) and (1.62 to 5.36) x 10(-4) mL Mol g(-2), respectively. Dilute solution viscosity behavior depends on copolymer composition, ionic strength, and pH. Copolymers with a large excess charge exhibit typical polyelectrolyte behavior, while those with balanced charge exhibit "anti-polyelectrolyte" behavior reported for zwitterionic (co)polymers. The polymers studied here are closely analogous cyclocopolymers we prevoiusly reported containing sulfobetaine mer units.(25) Unlike solutions of sulfobetaine-containing polymers, soltuions of poly(2-co-3) remain soluble at very low ionic strength even up to 100% incorporation of 2. Additionally, while the sulfobetaine systems are insensitive to pH, solutions of poly(2-co-3) exhibit a pH-dependent viscosity. All the copolymers have an apparent pK(a) of similar to3.6. Copolymers with 2 incorporations of 28 mol % and above have viscosity responsiveness between pH values of 2.5 and 4.5. The maximum pH response was achieved for solutions of poly(2-co-3) containing 37 and 56 mol % of the carboxybetaine monomer 2.

  DOI：

  10.1021/ma0345807

文献信息

• [EN] 4-[(HALOALKYL)(DIMETHYL)AMMONIO]BUTANOATES AND USE THEREOF IN THE TREATMENT OF CARDIOVASCULAR DISEASE<br/>[FR] 4-[(HALOGÉNOALKYL)(DIMÉTHYL)AMMONIO]BUTANOATES ET LEUR UTILISATION DANS LE TRAITEMENT DE MALADIES CARDIOVASCULAIRES
  申请人：GRINDEKS JSC

  公开号：WO2012146737A1

  公开（公告）日：2012-11-01

  4-[(Haloalkyl)(dimethyl)ammonio]butanoates of formula (I) wherein Hal is Cl or F, n=1 or 2, method for preparing thereof and use thereof for treating cardiovascular disease.

  公式(I)中的4-[(Haloalkyl)(二甲基)铵]丁酸酯，其中Hal为Cl或F，n=1或2，其制备方法及用于治疗心血管疾病的用途。
• [EN] USE OF 4-[ETHYL(DIMETHYL)AMMONIO]BUTANOATE IN THE TREATMENT OF CARDIOVASCULAR DISEASE<br/>[FR] UTILISATION DE 4[ÉTHYL(DIMÉTHYL)AMMONIO]BUTANOATE DANS LE TRAITEMENT D'UNE MALADIE CARDIOVASCULAIRE
  申请人：GRINDEKS JSC

  公开号：WO2011048201A1

  公开（公告）日：2011-04-28

  New compound 4-[ethyl(dimethyl)ammonio]butanoate, method of preparation thereof and use in the treatment of cardiovascular disease.

  新化合物4-[乙基(二甲基)铵基]丁酸酯，其制备方法以及在心血管疾病治疗中的用途。
• USE OF 4-[ETHYL(DIMETHYL)AMMONIO]BUTANOATE IN THE TREATMENT OF CARDIOVASCULAR DISEASE
  申请人：Kalvins Ivars

  公开号：US20120220656A1

  公开（公告）日：2012-08-30

  New compound 4-[ethyl(dimethyl)ammonio]butanoate, method of preparation thereof and use in the treatment of cardiovascular disease.

  新化合物4-[乙基(二甲基)铵]丁酸酯，其制备方法及在心血管疾病治疗中的用途。
• USE OF 3-CARBOXY-N-ETHYL-N,N-DIMETHYLPROPAN-1-AMINIUM SALTS IN THE TREATMENT OF CARDIOVASCULAR DISEASE
  申请人：Kalvins Ivars

  公开号：US20140088125A1

  公开（公告）日：2014-03-27

  Salts of 3-carboxy-N-ethyl-N,N-dimethylpropan-1-aminium, method of preparation thereof and use in the treatment of cardiovascular disease.

  3-羧基-N-乙基-N,N-二甲基丙基-1-氨基盐的制备方法及其在心血管疾病治疗中的应用。
• 4-[(haloalkyl)(dimethyl)ammonio]butanoates and use thereof in the treatment of cardiovascular disease
  申请人：JSC GRINDEKS

  公开号：US20140107202A1

  公开（公告）日：2014-04-17

  4-[(Haloalkyl)(dimethyl)ammonio]butanoates of formula wherein Hal is Cl or F, n=1 or 2, method for preparing thereof and use thereof for treating cardiovascular disease.

  本发明涉及一种化合物，化学式为4-[(卤代烷基)(二甲基)氨基]丁酸酯，其中卤代烷基为Cl或F，n=1或2，以及其制备方法和用于治疗心血管疾病的用途。