11-氰基-9,10-二氢-9,10-乙基蒽-11-羧酸 | 60722-02-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 11-氰基-9,10-二氢-9,10-乙基蒽-11-羧酸
• 英文名称: cyanoacrylic acid-anthracene adduct
• 英文别名: 9,10-dihydro-9,10-endoethanoanthracene-11-cyano-11-carboxylic acid；11-Cyano-9,10-dihydro-9,10-ethanoanthracene-11-carboxylic acid；15-cyanotetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-15-carboxylic acid
• CAS: 60722-02-3
• 化学式: C₁₈H₁₃NO₂
• 分子量: 275.307
• InChiKey: KRSRIVVMHYJUFO-UHFFFAOYSA-N

物化性质

• 沸点：
  521.8±50.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-氰基-9,10-二氢-9,10-乙基蒽-11-羧酸 在 4-二甲氨基吡啶 、 四磷十氧化物 、 对苯二酚 、 N,N'-二环己基碳二亚胺 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 二氯甲烷 为溶剂， 反应 64.0h， 生成 dibenzobarallene
  参考文献：
  名称：

  Fluorescent Cyanoacrylate Monomers and Polymers for Fingermark Development

  摘要：

  Cyanoacrylate esters with fluorescent side groups were synthesized and tested as agents for latent fingerprint development. Reactive monomers with benzyl, anthracyl, naphthyl, fluorenyl, propagyl, and cyanomethyl side groups were synthesized using the formation of an ethyl cyanoacrylate, anthracene adduct, followed by hydrolysis of the ethyl ester to the acid and esterification with a desired alcohol, and finally release of the monomer by retro-Diels-Alder with maleic anhydride. Monomers were prepared in high yield and purity as determined by spectral analysis. Attempts to synthesize these monomers from poly(ethyl cyanoacrylate) by transesterification and depolymerization resulted in low yields and low purity. The synthesized fluorescent monomers were found to be effective for latent fingerprint development in solution forming clear fluorescent fingerprint images suitable for forensic fingerprint comparison. These monomers can complement the current use of the commonly used nonfluorescent ethyl cyanoacrylate monomers for fingerprint development.

  DOI：

  10.1021/ma400837h
• 作为产物：
  描述：

  乙基(15R)-15-氰基四环[6.6.2.02,7.09,14]十六-2,4,6,9,11,13-己烯-15-羧酸酯 在 potassium hydroxide 作用下， 以 乙醇-D1 为溶剂， 反应 3.0h， 以104 g的产率得到11-氰基-9,10-二氢-9,10-乙基蒽-11-羧酸
  参考文献：
  名称：

  A cross-linking strategy provides a new generation of biodegradable and biocompatible cyanoacrylate medical adhesives

  摘要：

  一项通用策略提供了一种新一代可生物降解和生物相容的氰基丙烯酸医用胶粘剂。

  DOI：

  10.1039/c6tb00235h

文献信息

• A novel cyanoacrylate-based matrix excipient in HPMCP capsules forms a sustained intestinal delivery system for orally administered drugs with enhanced absorption efficiency
  作者：Liya Song、Pengfei Chen、Jin Yu、Xiaolu Han、Yabing Hua、Shan Liu、Bo Pang、Jing Gao、Jiahua Ma、Liang Xu

  DOI：10.1039/d0tb02606a

  日期：——

  Patients prefer oral drug delivery due to its convenience and noninvasiveness. Nevertheless, a multitude of potentially clinically important drugs will not reach the market or achieve their full potential, due to their low bioavailability and instability in gastric acid. In this study, a novel oral drug delivery system based on poly-cyanoacrylate [a polymer of 2-(2-methoxyethoxy)ethyl-2-cyanoacrylate

  由于其方便和无创性，患者更喜欢口服药物递送。然而，由于它们的低生物利用度和胃酸的不稳定性，许多具有临床意义的潜在重要药物将无法上市或发挥其全部潜力。在这项研究中，开发了一种基于聚氰基丙烯酸酯[2-（2-甲氧基乙氧基）乙基-2-氰基丙烯酸酯（MECA）的聚合物]和羟丙基甲基纤维素邻苯二甲酸酯（HPMCP）的新型口服药物递送系统，并证明可实现肠道靶向和持续的药物释放。选择阿司匹林[乙酰水杨酸（ASA）]作为治疗动脉粥样硬化的模型药物。将其物理溶解在液态MECA中，然后将ASA–MECA基质聚合到HPMCP壳中的固体药物装载库中。HPMCP外壳可实现药物在肠道中的递送；然后聚合的MECA（polyMECA）提供了持续的药物释放。聚MECA赋形剂因分子量高而未被肠吸收。荧光素标记的测定表明药物释放后，它已完全排泄在粪便中。ASA–polyMECA–HPMCP制剂显示出良好的肠道靶向性和持续的药物释
• RUBBERY POLYSILOXANES CARRYING CYANOACRYLATE FUNCTIONS AND RELATED METHODS FOR THEIR PREPARATION AND USES THEREFOR
  申请人：KENNEDY Joseph

  公开号：US20160215098A1

  公开（公告）日：2016-07-28

  A family of silicone rubbers (e.g., polydimethylsiloxane) carrying one or more cyanoacrylate groups and their methods of production are provided. These silicone rubbers endowed with cyanoacrylate groups are useful in a variety of wound care applications, including wound closures, adhesives, sealants and skin protectors. The silicone rubber moiety provides oxygen and moisture permeability (i.e., “breathability”), biocompatibility, optical transparency, and good mechanical properties, while the cyanoacrylate group imparts instantaneous adhesion/attachment to living tissues such as skin on par with that of contemporary cyanoacrylate-based wound care products.

  提供了一种带有一种或多种氰基丙烯酸酯基团的硅橡胶家族（例如聚二甲基硅氧烷）及其生产方法。这些带有氰基丙烯酸酯基团的硅橡胶在各种伤口护理应用中非常有用，包括伤口闭合、粘合剂、密封剂和皮肤保护剂。硅橡胶基团提供氧和水分渗透性（即“透气性”）、生物相容性、光学透明度和良好的机械性能，而氰基丙烯酸酯基团赋予了与当代基于氰基丙烯酸酯的伤口护理产品相当的即时粘附/附着于生物组织（例如皮肤）的能力。
• INJECTIBLE CYANOACRYLATE-FUNCTIONALIZED POLYISOBUTYLENES
  申请人：The University of Akron

  公开号：EP2155107B1

  公开（公告）日：2016-04-13
• BIODEGRADABLE MEDICAL ADHESIVE AND PREPARATION METHOD AND USE THEREOF
  申请人：INSTITUTE OF PHARMACOLOGY AND TOXICOLOGY ACADEMY OF MILITARY MEDICAL SCIENCES P.L.A.

  公开号：US20140369952A1

  公开（公告）日：2014-12-18

  A medical adhesive with good biodegradable performance capable of undergoing crosslinking copolymerization, comprising a mono-alpha-cyanoacrylate and a bis-alpha-cyanoacrylic acid diol ester monomer molecule. The olefinic bonds in the mono-alpha-cyanoacrylate structure are polymerized in the presence of infinitesimal anions to form a solid 3D high polymer; the 3D high polymer is provided with degradation sites on the web-like backbone chain, with clear degradation path and absorbable degradation products. The medical adhesive can be used for wound adhesive, large area wound hemostasia, and visceral and soft tissue wound closure.
• US8431666B2
  申请人：——

  公开号：US8431666B2

  公开（公告）日：2013-04-30