2-(二异丙基氨基)甲基丙烯酸乙酯 | 16715-83-6

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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
• 中文名称: 2-(二异丙基氨基)甲基丙烯酸乙酯
• 英文名称: 2-(diisopropylamino)ethyl methacrylate
• 英文别名: 2-diisopropylaminoethyl methacrylate；Methacrylsaeure-<2-diisopropylamino-aethyl>-ester；Methacrylsaeure-(2-diisopropylamino-ethylester)；2-(Diisopropylamino)-aethyl methacrylat；2-[di(propan-2-yl)amino]ethyl 2-methylprop-2-enoate
• CAS: 16715-83-6
• 化学式: C₁₂H₂₃NO₂
• mdl: MFCD00072647
• 分子量: 213.32
• InChiKey: SVYHMICYJHWXIN-UHFFFAOYSA-N

物化性质

• 沸点：
  266.7±23.0 °C(Predicted)
• 密度：
  0.900 g/mL at 25 °C
• 闪点：
  98℃
• 颜色/状态：
  Liquid
• 溶解度：
  In water, 1580 mg/L at 25 °C (est)
• 蒸汽压力：
  0.053 mm Hg at 25 °C (est)
• 稳定性/保质期：

  Stable under recommended storage conditions.

• 聚合：
  Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates. None the less, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper. /Methacrylates/
• 折光率：
  Index of refraction: 1.145 at 20 °C
• 解离常数：
  pKa = 9.53 at 25 °C (est)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

毒理性

• 毒性总结

识别和使用：2-(二异丙氨基)乙基甲基丙烯酸酯是一种液体，具有不愉快的、鱼腥或类似鱼的气味，高浓度时会有氨的气味。它被用作聚合物和丙烯酸树脂的共聚单体。它还用作聚合物囊泡的组成部分，后者提供了一种新颖的药物输送系统，用于有效输送化疗药物。人类暴露和毒性：无数据可用。动物研究：二异丙氨基乙基甲基丙烯酸酯对豚鼠皮肤和兔结膜有轻微刺激性。

IDENTIFICATION AND USE: 2-(Diisopropylamino)ethyl methacrylate is a liquid with an unpleasant, fishy or fishlike odor and in high concentrations the odor of ammonia. It used as comonomer for polymers and acrylic resins. It is also used as a component of polymersomes which offer a novel drug delivery system for the effective delivery of chemotherapeutics. HUMAN EXPOSURE AND TOXICITY: There is no data available. ANIMAL STUDIES: Diisopropylaminoethyl methacrylate was weakly irritating to skin of guinea pigs and conjunctiva of rabbits.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

皮肤致敏剂 - 一种可以诱导皮肤产生过敏反应的制剂。

Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 相互作用

光动力疗法是一种有效的肿瘤治疗方法，涉及给予光激活的光敏剂。然而，大多数光敏剂不溶于水且不具有特异性。为了针对肿瘤部位的酸性环境，我们合成了三种聚乙二醇甲基丙烯酸酯-co-2-(二异丙氨基)乙基甲基丙烯酸酯（PEGMA-co-DPA）共聚物，这些共聚物能够自我组装，在水中形成对pH敏感的纳米颗粒，作为封装水不溶性光敏剂，四(羟基苯基)氯in（m-THPC）的手段。PEGMA-co-DPA聚合物的临界聚集pH为5.8-6.6，在pH 7.4时的临界聚集浓度为0.0045-0.0089 wt%。使用溶剂蒸发，制备了载有m-THPC的纳米颗粒，具有较高的药物封装效率（约89%）。动态光散射和透射电子显微镜揭示了纳米颗粒的球形结构和132纳米的直径。在pH 5.0时，m-THPC的体外释放速率比在pH 7.0时快（48小时内分别释放了58%和10%的m-THPC）。使用HT-29细胞系测试了体外光动力疗法的效率。光照射后，载有m-THPC的PEGMA-co-DPA纳米颗粒在HT-29结肠癌细胞中表现出明显的光毒性。结果表明，这些对pH敏感的纳米颗粒是潜在的肿瘤靶向和光动力疗法的载体。

Photodynamic therapy is an effective treatment for tumors that involves the administration of light-activated photosensitizers. However, most photosensitizers are insoluble and non-specific. To target the acid environment of tumor sites, we synthesized three poly(ethylene glycol) methacrylate-co-2-(diisopropylamino)ethyl methacrylate (PEGMA-co-DPA) copolymers capable of self-assembly to form pH sensitive nanoparticles in an aqueous environment, as a means of encapsulating the water-insoluble photosensitizer, meso-tetra(hydroxyphenyl)chlorin (m-THPC). The critical aggregation pH of the PEGMA-co-DPA polymers was 5.8-6.6 and the critical aggregation concentration was 0.0045-0.0089 wt% at pH 7.4. Using solvent evaporation, m-THPC loaded nanoparticles were prepared with a high drug encapsulation efficiency (approximately 89%). Dynamic light scattering and transmission electron microscopy revealed the spherical shape and 132 nm diameter of the nanoparticles. The in vitro release rate of m-THPC at pH 5.0 was faster than at pH 7.0 (58% versus 10% m-THPC released within 48 h, respectively). The in vitro photodynamic therapy efficiency was tested with the HT-29 cell line. m-THPC loaded PEGMA-co-DPA nanoparticles exhibited obvious phototoxicity in HT-29 colon cancer cells after light irradiation. The results indicate that these pH sensitive nanoparticles are potential carriers for tumor targeting and photodynamic therapy.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需求阀复苏器、袋阀面罩装置或口袋面罩，按训练操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐，让患者前倾或置于左侧（如果可能的话，头部向下）以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗帮助。 /酯类及相关化合物/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Esters and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道（如有需要，使用口咽或鼻咽气道）。如有必要，进行吸痰。观察呼吸不足的迹象，如有必要，协助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，如有必要，进行治疗……。监测休克，如有必要，进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在转运过程中，用0.9%的生理盐水（NS）持续冲洗每只眼睛……。不要使用催吐剂。对于摄入，如果患者能吞咽、有强烈的干呕反射且不流口水，则用水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释。给予活性炭……。/酯类及相关化合物/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilation if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Esters and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

聚合物体有望封装并递送化疗药物进入肿瘤细胞，减少常常影响抗癌治疗的非靶点毒性。在这里，我们评估了pH敏感的聚2-(甲基丙烯酰氧基)乙基磷酰胆碱(PMPC)-聚2-(二异丙基氨基)乙基甲基丙烯酸酯(PDPA)聚合物体封装化疗药物以实现有效的联合抗癌治疗的能力。在二维和三维培养系统中测量了聚合物体的摄取能力以及将封装药物递送到健康正常口腔细胞和口腔头颈鳞状细胞癌(HNSCC)细胞的能力。与正常口腔细胞相比，HNSCC细胞更快速地内化了PMPC-PDPA聚合物体。发现聚合物体的细胞摄取是由B类清道夫受体介导的。我们还观察到，与正常口腔细胞相比，这些受体在癌细胞上的表达更高，使得聚合物体介导的靶向成为可能。阿霉素和多西他赛被高效地封装进pH敏感的PMPC-PDPA聚合物体中，无论是单独封装还是双重装载，以实现单一和联合递送。在单层培养中，仅需要短时间暴露于载药聚合物体就能产生强烈的细胞毒性。当递送到三维肿瘤模型时，PMPC-PDPA聚合物体能够深入到球体的中心，当装载单一和双重装载的化疗药物时，导致广泛的细胞损伤。PMPC-PDPA聚合物体为有效递送用于治疗HNSCC的化疗药物提供了一种新颖的系统。此外，利用癌细胞上清道夫受体表达升高来优先内化PMPC聚合物体，为靶向聚合物体到肿瘤提供了机会。

Polymersomes have the potential to encapsulate and deliver chemotherapeutic drugs into tumor cells, reducing off-target toxicity that often compromises anticancer treatment. Here, we assess the ability of the pH-sensitive poly 2-(methacryloyloxy)ethyl phosphorylcholine (PMPC)- poly 2-(diisopropylamino)ethyl methacrylate (PDPA) polymersomes to encapsulate chemotherapeutic agents for effective combinational anticancer therapy. Polymersome uptake and ability to deliver encapsulated drugs into healthy normal oral cells and oral head and neck squamous cell carcinoma (HNSCC) cells was measured in two and three-dimensional culture systems. PMPC-PDPA polymersomes were more rapidly internalized by HNSCC cells compared to normal oral cells. Polymersome cellular uptake was found to be mediated by class B scavenger receptors. We also observed that these receptors are more highly expressed by cancer cells compared to normal oral cells, enabling polymersome-mediated targeting. Doxorubicin and paclitaxel were encapsulated into pH-sensitive PMPC-PDPA polymersomes with high efficiencies either in isolation or as a dual-load for both singular and combinational delivery. In monolayer culture, only a short exposure to drug-loaded polymersomes was required to elicit a strong cytotoxic effect. When delivered to three-dimensional tumor models, PMPC-PDPA polymersomes were able to penetrate deep into the center of the spheroid resulting in extensive cell damage when loaded with both singular and dual-loaded chemotherapeutics. PMPC-PDPA polymersomes offer a novel system for the effective delivery of chemotherapeutics for the treatment of HNSCC. Moreover, the preferential internalization of PMPC polymersomes by exploiting elevated scavenger receptor expression on cancer cells opens up the opportunity to target polymersomes to tumors.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• TSCA：
  TSCA listed
• 危险品标志：
  Xi
• 危险类别码：
  R37/38,R41,R43
• WGK Germany：
  3
• 海关编码：
  2922199090
• 危险标志：
  GHS05,GHS07
• 危险性描述：
  H315,H317,H318,H335
• 危险性防范说明：
  P261,P280,P305 + P351 + P338

反应信息

• 作为产物：
  描述：

  N,N-二异丙基乙醇胺 、 甲基丙烯酸甲酯 在 吩噻嗪 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 2-(二异丙基氨基)甲基丙烯酸乙酯
  参考文献：
  名称：

  Korshunov,M.A.; Bodnaryuk,F.N., Journal of Organic Chemistry USSR (English Translation), 1968, vol. 4, p. 990 - 996

  摘要：

  DOI：

文献信息

• [EN] FORCE-RESPONSIVE POLYMERSOMES AND NANOREACTORS; PROCESSES UTILIZING THE SAME<br/>[FR] POLYMERSOMES ET NANORÉACTEURS SENSIBLES À LA FORCE; PROCÉDÉS LES UTILISANT
  申请人：ADOLPHE MERKLE INSTITUTE UNIV OF FRIBOURG

  公开号：WO2019034597A1

  公开（公告）日：2019-02-21

  The mechanically induced melting properties of DNA were employed to achieve force labile membranes is described. Nucleobase pairs were used as mechanophores. Adenine and thymine functionalized complementary amphiphilic block copolymers were self-assembled into polymersomes. The nucleobases formed hydrogen bonds which were disrupted upon force stimulation. The exposure of the disconnected nucleobases to the hydrophobic matrix of the membranes lead to a change of permeability which permitted the exchange of water-soluble molecules throughout the polymer matrix. Moreover, the encapsulation of horseradish peroxidase enabled the reaction of luminol with hydrogen peroxide to yield a luminescence producing species similar to the marine bioluminescence. Moreover, the same nano-reactors were employed to catalyze the formation of a polyacrylamide gel when force was applied. Insights into the change of permeability of supramolecular networks upon force are provided. These systems are useful for drug delivery, as nanoreactors and for the selective release of curing agents for 3D printing, or fragrances.

  DNA的机械诱导熔化特性被用来实现易受力破裂的膜。核碱基对被用作机械感受器。腺嘌呤和胸腺嘧啶功能化的互补两性分块共聚物自组装成聚合体囊。核碱基形成氢键，在受力刺激下被破坏。断开的核碱基暴露在膜的疏水基质中，导致渗透性的改变，从而允许水溶性分子在聚合物基质中交换。此外，封装辣根过氧化物酶使得辣根酰胺与过氧化氢反应产生类似海洋生物发光的发光物种。此外，当施加力时，相同的纳米反应器被用来催化聚丙烯酰胺凝胶的形成。提供了关于受力下超分子网络渗透性变化的见解。这些系统可用于药物传递、纳米反应器以及用于3D打印的固化剂或香料的选择性释放。
• NUCLEIC ACID PURIFICATION METHOD
  申请人：Erbacher Christoph

  公开号：US20110319506A1

  公开（公告）日：2011-12-29

  The present invention relates to a method for purifying nucleic acids using a nucleic acid-binding phase which is furnished with a deficit of nucleic acid-binding groups A having a pK of 8 to 13, or which has groups A and binding-inhibiting groups N which are neutrally charged during the binding, and preferably during the elution, and the method comprises the following steps: (a) binding the nucleic acids to the nucleic acid-binding phase at a pH which is below the pH of the pK of the nucleic acid-binding groups A (binding pH); (b) eluting the nucleic acids at a pH which is above the binding pH (elution pH). In addition, corresponding kits and also nucleic acid-binding phases which can be used for purifying nucleic acids are disclosed. The technology according to the invention permits the purification of nucleic acids and, in particular, elution, with use of low salt concentrations, and so the purified nucleic acids can be directly processed, for example used in a PCR.

  本发明涉及一种利用具有pK值为8至13的核酸结合基团A的核酸结合相或具有在结合期间和最好在洗脱期间呈中性电荷的基团A和结合抑制基团N的核酸结合相来纯化核酸的方法，该方法包括以下步骤：(a)在低于核酸结合基团A的pK值的pH下（结合pH）将核酸结合到核酸结合相上；(b)在高于结合pH的pH下（洗脱pH）洗脱核酸。此外，还公开了相应的用于纯化核酸的试剂盒和核酸结合相。根据本发明的技术允许纯化核酸，特别是在低盐浓度下进行洗脱，因此纯化的核酸可以直接处理，例如用于PCR。
• [EN] HIGH-COVERAGE, LOW ODOR MALODOR COUNTERACTANT COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS AGISSANT CONTRE LES MAUVAISES ODEURS, À FAIBLE ODEUR ET À POUVOIR COUVRANT ÉLEVÉ, ET PROCÉDÉS D'UTILISATION
  申请人：INT FLAVORS & FRAGRANCES INC

  公开号：WO2016049523A1

  公开（公告）日：2016-03-31

  The present invention relates to novel compounds and their use as malodor counteractant materials.

  本发明涉及新化合物及其作为恶臭对抗剂材料的用途。
• Functionalized Photoreactive Compounds
  申请人：Cherkaoui Mohammed Zoubair

  公开号：US20080274304A1

  公开（公告）日：2008-11-06

  The present invention concerns functionalized photoreactive compounds of formula (I), that are particularly useful in materials for the alignment of liquid crystals. Due to the adjunction of an electron withdrawing group to specific molecular systems bearing an unsaturation directly attached to two unsaturated ring systems, exceptionally high photosensitivities, excellent alignment properties as well as good mechanical robustness could be achieved in materials comprising said functionalized photoreactive compounds of the invention.

  本发明涉及式(I)的官能化光反应化合物，特别适用于液晶对准材料。由于在特定分子系统中的不饱和键直接连接到两个不饱和环系统上附加了一个电子受体基团，因此在包含本发明的这些官能化光反应化合物的材料中可以实现异常高的光敏性、优异的对准性能以及良好的机械稳健性。
• CROSSLINKABLE SYRUP SOLUTE COPOLYMERS WITH AMINOALKYL (METH)ACRYLOYL SOLVENT MONOMERS
  申请人：Erdogen-Haug Belma

  公开号：US20110244231A1

  公开（公告）日：2011-10-06

  A pre-adhesive syrup polymer composition is described comprising an acid-functional (meth)acrylate copolymer and an aminoalkyl (meth)acryloyl solvent monomer, which when polymerized, provides a pressure-sensitive adhesive and pressure-sensitive adhesive articles.

  描述了一种预粘合糖浆聚合物组合物，包括酸官能基（甲基）丙烯酸酯共聚物和氨基烯丙酰溶剂单体，当聚合时，提供一种压敏粘合剂和压敏粘合剂制品。