3-(羟基甲基)-2,5,9-三甲基-7H-呋喃并[3,2-g][1]苯并吡喃-7-酮 | 62442-59-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 3-(羟基甲基)-2,5,9-三甲基-7H-呋喃并[3,2-g][1]苯并吡喃-7-酮
• 中文别名: 中文名称暂缺
• 英文名称: 4'-hydroxymethyl-4,5',8-trimethylpsoralen
• 英文别名: 4'-(hydroxymethyl)trioxsalen；3-hydroxymethyl-2,5,9-trimethyl-furo[3,2-g]chromen-7-one；4'-(hydroxymethyl)-4,5',8-trimethylpsoralen；4'-hydroxymethyl-4,5',8-trimethyl psoralen；4'-hydroxymethyl-4-5'-8 trimethylpsoralen；4'-Hydroxymethyl-trimethylpsoralen；Hydroxymethyltrioxsalen；3-(hydroxymethyl)-2,5,9-trimethylfuro[3,2-g]chromen-7-one
• CAS: 62442-59-5
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: RGJSDHXSAKMPNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  C
• 危险类别码：
  R34
• 危险品运输编号：
  UN 1759 8
• WGK Germany：
  3
• 海关编码：
  2932999099
• 安全说明：
  S22,S26,S27,S36/37/39,S45

反应信息

• 作为反应物：
  描述：

  3-(羟基甲基)-2,5,9-三甲基-7H-呋喃并[3,2-g][1]苯并吡喃-7-酮 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以83%的产率得到4'-formyltrioxsalen
  参考文献：
  名称：

  Synthetic Studies towards the Development of Psoralen-Acidic Retinoid Conjugates and Hybrids

  摘要：

  利用亲电芳香取代反应对三氧沙林进行化学修饰，然后进行维蒂希反应、赫克反应或铃木偶联反应，就可以得到 C4′修饰的三氧沙林衍生物，这些衍生物被成功地用于制备多种三氧沙林与多胺型或酯型阿曲汀的共轭物以及三氧沙林-阿曲汀混合物。

  DOI：

  10.1055/s-0028-1083189
• 作为产物：
  描述：

  3-氯甲基-2,5,9-三甲基-7H-呋喃并[3,2-g][1]苯并吡喃-7-酮 在 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以49%的产率得到3-(羟基甲基)-2,5,9-三甲基-7H-呋喃并[3,2-g][1]苯并吡喃-7-酮
  参考文献：
  名称：

  Synthetic Studies towards the Development of Psoralen-Acidic Retinoid Conjugates and Hybrids

  摘要：

  利用亲电芳香取代反应对三氧沙林进行化学修饰，然后进行维蒂希反应、赫克反应或铃木偶联反应，就可以得到 C4′修饰的三氧沙林衍生物，这些衍生物被成功地用于制备多种三氧沙林与多胺型或酯型阿曲汀的共轭物以及三氧沙林-阿曲汀混合物。

  DOI：

  10.1055/s-0028-1083189

文献信息

• Compositions and methods for targeted enzymatic release of cell regulatory compounds
  申请人：Marker Gene Technologies, Inc.

  公开号：US06656917B1

  公开（公告）日：2003-12-02

  Novel pro-drugs and methods for their use to alter the growth and biological characteristics of living cells, tissues, or whole organisms are described. The methods allow for selective activation of the pro-drugs at or near transformant host cells expressing a gene for an enzyme that activates the pro-drugs. Pro-drugs according to a preferred embodiment of the invention are conjugates of a bioactive compound and a chemical group that is capable of being cleaved from the bioactive compound by action of an enzyme. Methods according to this invention include, (a) introducing into targeted cells a gene encoding an enzyme and (b) administering a pro-drug, wherein the enzyme releases the pro-drug from conjugation. In a preferred embodiment of the invention, the gene encoding the enzyme is a marker gene.

  本发明描述了新型前药及其用于改变活细胞、组织或整个生物体的生长和生物学特性的方法。该方法允许在表达激活前药酶基因的转化宿主细胞附近或附近选择性地激活前药。根据本发明的一个优选实施例，前药是生物活性化合物与能够通过酶作用从生物活性化合物中裂解出来的化学基团的缀合物。根据本发明的方法包括：(a)将编码酶的基因引入目标细胞；(b)施用前药，其中酶从前药缀合物中释放前药。在本发明的一个优选实施例中，编码酶的基因是标记基因。
• Psoralens
  申请人：Hoffmann-La Roche Inc.

  公开号：US04124598A1

  公开（公告）日：1978-11-07

  New psoralen compounds have been synthesized. The compounds all include the addition of substituent groups at the 4' position on the basic trioxsalen structure. Specifically, the compounds have the structure: ##STR1## wherein X may be any desired substituent such as halogenated alkyls, alcohols, ethers, aminoalkyls, etc. The new substituted psoralens exhibit high solubility in aqueous solution and low dissociation constants from deoxyribonucleic acid (DNA), as well as a reactivity with ribonucleic acids (RNA). Such psoralen compounds find use in the study of secondary structures of nucleic acids; as inhibitors of RNA replication; in the inactivation of viruses; and in the photo chemotherapy of psoriasis.

  新的苦参素化合物已经合成。这些化合物都包括在基本的三氧苯并结构的4'位置上添加取代基团。具体来说，这些化合物具有以下结构：##STR1## 其中X可以是任何所需的取代基团，如卤代烷基，醇，醚，氨基烷基等。这些新的取代苦参素在水溶液中具有高溶解度，并且从脱氧核糖核酸（DNA）中具有低离解常数，以及与核糖核酸（RNA）反应性。这些苦参素化合物可用于研究核酸的二级结构；作为RNA复制的抑制剂；在病毒灭活中使用；以及在牛皮癣的光化学治疗中使用。
• Chloroquine coupled nucleic acids and methods for their synthesis
  申请人：Kosak M. Kenneth

  公开号：US20060040879A1

  公开（公告）日：2006-02-23

  This invention discloses compositions and methods for preparing chloroquine-coupled nucleic acid compositions. The prior art has shown that chloroquines given as free drug in high enough concentration, enhances the release of various agents from cellular endosomes into the cytoplasm. The purpose of these compositions is to provide a controlled amount of chloroquine at the same site where the nucleic acid needs to be released, thereby reducing the overall dosage needed. The compositions comprise a chloroquine substance coupled to a nucleic acid directly or through a variety of pharmaceutical carrier substances. The carrier substances include polysaccharides, synthetic polymers, proteins, micelles and other substances for carrying and releasing the chloroquine compositions in the body for therapeutic effect. The compositions can also include a biocleavable linkage for carrying and releasing nucleic acids for therapeutic or other medical uses. The invention also discloses nucleic acid carrier compositions that are coupled to targeting molecules for targeting the delivery of nucleic acids to their site of action.

  本发明披露了制备氯喹偶联核酸组合物的组成和方法。先前的研究表明，以足够高的浓度给予氯喹作为自由药物，可以增强细胞内体内各种物质从内体泡中释放到细胞质中。这些组合物的目的是在核酸需要释放的同一位置提供受控量的氯喹，从而降低所需的总剂量。该组合物包括直接或通过各种药物载体物质偶联的氯喹物质和核酸。载体物质包括多糖、合成聚合物、蛋白质、胶束和其他用于在体内携带和释放氯喹组合物以达到治疗效果的物质。该组合物还可以包括生物可降解连接来携带和释放用于治疗或其他医疗用途的核酸。本发明还披露了偶联到靶向分子的核酸载体组合物，用于将核酸传递到其作用位置。
• Device and method for photoactivation
  申请人：Cerus Corporation

  公开号：US20030170141A1

  公开（公告）日：2003-09-11

  A device comprising a light source, a sample support and a temperature control compartment. The sample support is positioned to support multiple sample vessels for irradiation by the light source. The temperature control compartment maintains the temperature of the sample vessels within a desired range. The light source, sample support and temperature control compartment are all contained within an opaque housing.

  一个装置包括一个光源、一个样品支架和一个温度控制隔室。样品支架被定位以支持多个样品容器，以便被光源照射。温度控制隔室保持样品容器的温度在所需范围内。光源、样品支架和温度控制隔室都包含在不透明的外壳内。
• Inactivated target cells, methods of using same and vaccines and diagnostic kits containing same
  申请人：Kronenberg, Lee H.

  公开号：EP0066886A2

  公开（公告）日：1982-12-15

  The present invention describes the inactivation of target cells by treatment of said cells with psoralens and irradiation with long wave length ultraviolet light. The inactivated cells are shown to be antigenic and are shown to be non-infective. These cells are useful as target antigens for in vitro assays of cellular immunity. Diagnostic kits containing the inactivated, target cells are prepared for use in serologic assays. Since the inactivated cells are immunogenic and non-infective, they are also useful as vaccines.

  本发明描述了用补骨脂素处理靶细胞并用长波紫外线照射使其失活的方法。灭活细胞具有抗原性和非感染性。这些细胞可作为细胞免疫体外检测的目标抗原。含有灭活靶细胞的诊断试剂盒可用于血清学检测。由于灭活细胞具有免疫原性和非感染性，因此也可用作疫苗。