1,5-di(1,3-dioxolan-2-yl)pentane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 1,5-di(1,3-dioxolan-2-yl)pentane
• 英文别名: pentylene-1,5-bis-1,3 dioxolane；2-[5-(1,3-Dioxolan-2-yl)pentyl]-1,3-dioxolane
• 化学式: C₁₁H₂₀O₄
• 分子量: 216.277
• InChiKey: VCJRVAIGQGTBPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,5-di(1,3-dioxolan-2-yl)pentane 、 间苯二酚 在 盐酸 作用下， 以 丙醇 、 水 为溶剂， 反应 72.0h， 以1.26 g的产率得到C₁₁₄H₁₂₀O₂₄
  参考文献：
  名称：

  Feet-to-Feet Connected Trisresorcinarenes

  摘要：

  The macrocyclization of resorcinol and odd-numbered bisdioxolanes under acidic conditions produced feet-to-feet connected trisresorcinarenes possessing three resorcinarene units linked with odd-numbered alkyl chains. The formation of trisresorcinarenes was confirmed using high-resolution mass spectrometry and NMR spectroscopy. The trisresorcinarenes were isolated as protected forms in moderate yields. The protected trisresorcinarenes exhibited D-3h symmetry in conformation in solution. Crystal structure analysis revealed that the protected trisresorcinarenes possess large inner spaces surrounded by three resorcinarene units.

  DOI：

  10.1021/acs.orglett.9b03693
• 作为产物：
  描述：

  1,1,7,7-tetramethoxyheptane 、 乙二醇 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以78%的产率得到1,5-di(1,3-dioxolan-2-yl)pentane
  参考文献：
  名称：

  Feet-to-Feet Connected Trisresorcinarenes

  摘要：

  The macrocyclization of resorcinol and odd-numbered bisdioxolanes under acidic conditions produced feet-to-feet connected trisresorcinarenes possessing three resorcinarene units linked with odd-numbered alkyl chains. The formation of trisresorcinarenes was confirmed using high-resolution mass spectrometry and NMR spectroscopy. The trisresorcinarenes were isolated as protected forms in moderate yields. The protected trisresorcinarenes exhibited D-3h symmetry in conformation in solution. Crystal structure analysis revealed that the protected trisresorcinarenes possess large inner spaces surrounded by three resorcinarene units.

  DOI：

  10.1021/acs.orglett.9b03693

文献信息

• Percutaneous absorption enhancers, compositions containing same and
  申请人：Macro Chem. Corp.

  公开号：US04861764A1

  公开（公告）日：1989-08-29

  Novel 1,3-dioxolanes (1,3-dioxyacyclopentanes) are provided along with new 1,3-dioxolanes (1,3-dioxacyclopentanes) compositions which are useful in enhancing the absorption of therapeutic agents through the skin of humans and animals. The method for enhancing skin penetration of therapeutic agents using 1,3-dioxacycloalkanes is also described. The preferred compounds are 1,3-dioxolanes (1,3-dioxacyclopentanes) and 1,3-dioxanes (1,3-dioxacyclohexanes). The preferred compounds have the formula: ##STR1## wherein R, R.sub.0, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each independently selected from hydrogen and C.sub.1 to C.sub.18 aliphatic groups, preferably alkyl, alkenyl, and the halo, hydroxy, carboxy, carboxamide and carboalkoxy substituted forms thereof, with at least one of said R's an alkyl or alkenyl group of C.sub.4 to C.sub.18 and n=0 or 1; the total number of carbon atoms in all of said R groups being no more than 40, and preferably less than 20 and not more than 1 thereof containing 18 or more carbon atoms.

  提供了新的1,3-二氧杂环戊烷类化合物（1,3-二氧基环戊烷）以及新的1,3-二氧杂环戊烷类组合物，这些化合物对于增强人类和动物皮肤对治疗剂的吸收是有用的。还描述了使用1,3-二氧基环戊烷类化合物增强治疗剂对皮肤的渗透的方法。首选化合物为1,3-二氧杂环戊烷类化合物（1,3-二氧基环戊烷）和1,3-二氧杂环己烷类化合物（1,3-二氧基环己烷）。首选化合物的化学式为：##STR1## 其中R、R.sub.0、R.sub.1、R.sub.2、R.sub.3、R.sub.4、R.sub.5和R.sub.6各自独立地选择自氢和C.sub.1到C.sub.18脂肪族基团，首选为烷基、烯基，以及卤、羟基、羧基、羧酰胺和羧酯取代形式，其中至少有一个R为C.sub.4到C.sub.18的烷基或烯基基团，n=0或1；所有R基团中碳原子的总数不超过40，首选不超过20，其中不超过1个含有18个或更多碳原子。
• New percutaneous absorption enhancers, compositions containing same and method of use
  申请人：Macrochem Corporation

  公开号：EP0268460A1

  公开（公告）日：1988-05-25

  Novel 1,3-dioxacycloalkanes are provided along with new 1,3-dioxacycloalkane compositions which are useful in enhancing the absorption of therapeutic agents through the skin of humans and animals. The method for enhancing skin penetration of therapeutic agents using 1,3-dioxacycloalkanes is also described. The preferred compounds are 1,3-dioxacycloalkanes (1,3-dioxacycloalkanes) and 1,3-dioxanes (1,3-dioxacyclohexanes). The preferred compounds have the formula: wherein R, R₀, R₁, R₂, R₃, R₄, R₅, and R₆ are each independently selected from hydrogen and C₁ and C₁₈ aliphatic groups, preferably alkyl, alkenyl, halo, hydroxy, carboxy, carboxamide, and carboalkoxy substituted forms thereof, with at least one of said R's an alkyl or alkenyl group of C₄ to C₁₈ and n=0 or 1; the total number of carbon atoms in all of said R groups being no more than 40, and preferably less than 20 and not more then 1 thereof containing 18 or more carbon atoms.

  本研究提供了新型 1,3-二氧杂环烷烃以及新型 1,3-二氧杂环烷烃组合物，这些组合物有助于增强人和动物皮肤对治疗剂的吸收。此外，还介绍了使用 1,3-二氧杂环烷烃增强治疗剂皮肤渗透的方法。 优选的化合物是 1,3-二氧杂环烷烃（1,3-dioxacycloalkanes）和 1,3-二氧杂环烷烃（1,3-dioxacyclohexanes）。优选化合物的化学式如下 其中 R、R₀、R₁、R₂、R₃、R₄、R₅ 和 R₆ 各自独立地选自氢、C₁ 和 C₁₈ 脂肪族基团，优选烷基、烯基、卤代、羟基、羧基和烷基、卤代、羟基、羧基、羧酰胺和羧烷氧基的取代形式，其中至少一个 R 是 C₄ 至 C₁₈ 的烷基或烯基，且 n=0 或 1；所有所述 R 基团中的碳原子总数不超过 40 个，最好少于 20 个，其中不超过 1 个含有 18 个或更多碳原子。
• Improved iontophoretic administration of drugs
  申请人：MACROCHEM CORPORATION

  公开号：EP0552879A1

  公开（公告）日：1993-07-28

  New and improved method for the transdermal administration of agents is provided utilizing iontophoresis in conjunction with a water-insoluble, stratum corneum-lipid modifier. The lipid modifier may be prior to iontophoresis or simultaneously therewith. The lipid modifier may be selected from a wide variety of moieties of the general formula R-X where R is a C₅ to C₂₈ alkyl or unsaturated alkyl and X is a member of the following: 1,3-dioxane; 1,3-dioxolane; lactam; morpholine; -COOH; -OH; -COOR'; -C-N(R')₂; cyclo ethylene and propylene carbonates; -CONH₂; -(CH₂-CH₂O)nH; acetals, and hemiacetals; and wherein R' is lower alkyl (e.g., C₁ to C₃) and n is an integer of from 1 to 20. Optionally there may be present a polar, water-soluble chemical compound from the group of alcohols, glycols, lactams, dioxolanes, esters, ureas, morpholine and the like. Compositions and articles useful in the processes of the present invention are also provided.

  本发明提供了一种新的、改进的透皮给药方法，利用离子透入法和一种不溶于水的角质层脂质改性剂。脂质修饰剂可以在离子透入之前使用，也可以与离子透入同时使用。脂质改性剂可选自多种通式 R-X 的分子，其中 R 为 C₅ 至 C₂₈ 烷基或不饱和烷基，X 为以下成员：1,3-二氧六环；1,3-二氧戊环；内酰胺；吗啉；-COOH；-OH；-COOR'；-C-N(R')₂；环乙烯和环丙烯碳酸盐；-CONH₂；-(CH₂-CH₂O)nH； 其中 R'为低级烷基（如 C₁ 至 C₃），n 为 1 至 20 的整数。可选择加入醇、乙二醇、内酰胺、二氧戊环、酯、脲、吗啉等极性水溶性化合物。还提供了本发明工艺中有用的组合物和物品。
• COMPOSITION AND METHOD FOR TREATING PENILE ERECTILE DYSFUNCTION
  申请人：MacroChem Corporation

  公开号：EP1026947A1

  公开（公告）日：2000-08-16
• EP1026947A4
  申请人：——

  公开号：EP1026947A4

  公开（公告）日：2000-10-25