2-(cyclohexylthio)succinic anhydride | 115911-68-7

• 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
• 英文名称: 2-(cyclohexylthio)succinic anhydride
• 英文别名: 3-Cyclohexylsulfanyloxolane-2,5-dione
• CAS: 115911-68-7
• 化学式: C₁₀H₁₄O₃S
• 分子量: 214.285
• InChiKey: LTZHZHJCXPGYID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(cyclohexylthio)succinic anhydride 、 对三氟甲氧基苯胺 生成 2-cyclohexylsulfanyl-N,N'-bis[4-(trifluoromethoxy)phenyl]butanediamide
  参考文献：
  名称：

  KUHLE, ENGELBERT;ADLER, ALFONS

  摘要：

  DOI：
• 作为产物：
  描述：

  马来酸酐 、 环己硫醇 、 硫酸 在 三乙胺 作用下， 以 苯 为溶剂， 反应 3.0h， 以60%的产率得到2-(cyclohexylthio)succinic anhydride
  参考文献：
  名称：

  Preparation and Performance of Hydroxypropyl Methylcellulose Esters of Substituted Succinates for in Vitro Supersaturation of a Crystalline Hydrophobic Drug

  摘要：

  We prepared hydroxypropyl methylcellulose (HPMC) esters of substituted succinates and examined their performance for improving the aqueous solubility of crystalline hydrophobic drugs in spray-dried dispersions (SDDs). From one HPMC, we synthesized five HPMC esters using various monosubstituted succinic anhydrides. These HPMC esters along with a commercial HPMC acetate succinate (HPMCAS) were spray-dried from solutions with phenytoin. The SDDs with different matrices at 10 wt % loading had very similar bulk properties with a minimal amount of detectable crystalline phenytoin as revealed by scanning electron microscopy (SEM), powder X-ray diffraction (powder XRD), and differential scanning calorimetry (DSC). In solution, while the SDD with HPMCAS was very effective at achieving high levels of phenytoin supersaturation initially, it was not competent at maintaining such supersaturation due to the rapid crystallization of the dissolved phenytoin. Alternatively, SDDs with several synthesized HPMC esters of substituted succinates not only achieved rather high initial supersaturation but also maintained high concentrations for extended time (i.e., 1.5 h and longer). Such maintenance was largely ascribed to the inhibition of phenytoin nucleation. Structure property relationships were established, and the most successful systems contained a high degree of substitution and a combination of a thioether with neighboring weak electron-withdrawing groups in the substituted succinic anhydrides. The effective maintenance of supersaturated solutions was only found in SDDs with rather low drug loadings, which indicates the significance of sufficiently high concentrations of polymer additives in the dissolution media.

  DOI：

  10.1021/mp4003656

文献信息

• KUHLE, ENGELBERT;ADLER, ALFONS
  作者：KUHLE, ENGELBERT、ADLER, ALFONS

  DOI：——

  日期：——
• CELLULOSE ETHERS ESTERIFIED WITH DICARBOXYLIC ACIDS
  申请人：Dow Global Technologies LLC

  公开号：EP2997046B1

  公开（公告）日：2019-09-25
• CELLULOSE ETHERS ESTERIFIED WITH DICARBOXYLIC ACID
  申请人：DOW GLOBAL TECHNOLOGIES LLC

  公开号：US20160289344A1

  公开（公告）日：2016-10-06

  Esterified cellulose ethers comprising groups of formula —C(O)—CHR′—CHR″—COOA, wherein, R′ and R″ are hydrogen or (—S)m (—R 1 )n-R 2 , wherein R 1 is a hydrocarbon group having 1 to 4 carbon atoms, R 2 is an optionally substituted 5- or 6-membered cyclic group, m and n each independently are 0 or 1, and A is hydrogen or a cation, with the proviso that in each group CHR′—CHR″ one of R′ and R″ is hydrogen and the other one is (—S)m (—R 1 )n-R′, are useful as excipients for maintaining the concentration of poorly water-soluble drugs in aqueous liquids at supersaturation levels.
• US4874874A
  申请人：——

  公开号：US4874874A

  公开（公告）日：1989-10-17
• US9890221B2
  申请人：——

  公开号：US9890221B2

  公开（公告）日：2018-02-13