(E)-4-(1-乙基-2-(4-甲氧基苯基)-1-丁烯基)苯酚 | 18839-90-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: (E)-4-(1-乙基-2-(4-甲氧基苯基)-1-丁烯基)苯酚
• 中文别名: 二乙基己烯雌酚单甲基醚
• 英文名称: (E)-4-[1-ethyl-2-(4-methoxyphenyl)-1-butenyl]-phenol
• 英文别名: Mestilbol；4-[1-ethyl-2-(4-methoxy-phenyl)-but-1-en-c-yl]-phenol；4-[1-Aethyl-2-(4-methoxy-phenyl)-but-1-en-c-yl]-phenol；4'-Hydroxy-4-methoxy-α.α'-diaethyl-trans-stilben；4-[(E)-4-(4-methoxyphenyl)hex-3-en-3-yl]phenol
• CAS: 18839-90-2
• 化学式: C₁₉H₂₂O₂
• 分子量: 282.382
• InChiKey: CKMDPZMWUZDKAI-VHEBQXMUSA-N

物化性质

• 熔点：
  116-117.5°
• 沸点：
  384.99°C (rough estimate)
• 密度：
  1.0378 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2909500000

反应信息

• 作为反应物：
  描述：

  (E)-4-(1-乙基-2-(4-甲氧基苯基)-1-丁烯基)苯酚 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (-)-(1R,1'R)-diethylstilbestrol 5-methyl ether
  参考文献：
  名称：

  Oda, Taiko; Watanuki, Mitsuru; Sato, Yoshihiro, Chemical and pharmaceutical bulletin, 1993, vol. 41, # 5, p. 810 - 815

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二(4-甲氧基苯基)己烷-3-醇 在 氢氧化钾 、 potassium hydrogensulfate 、 二乙二醇乙醚 作用下， 生成 (E)-4-(1-乙基-2-(4-甲氧基苯基)-1-丁烯基)苯酚
  参考文献：
  名称：

  Diethylstilbestrol and Related Compounds

  摘要：

  DOI：

  10.1021/ja01218a012

文献信息

• SELF-ASSEMBLY OF THERAPEUTIC AGENT-PEPTIDE NANOSTRUCTURES
  申请人：Ohio State Innovation Foundation

  公开号：US20140155577A1

  公开（公告）日：2014-06-05

  Disclosed are conjugates of hydrophobic drugs linked to protected or unprotected amino acids or peptides. The disclosed conjugates are amphiphilic and can self assemble into nanotubes. Nanotubes comprising the conjugates are also described and can have high loading of the drug and protect it from degradation or elimination. The nanotubes are well suited to deliver hydrophobic and unstable drugs to individuals.

  揭示了与受保护或未受保护的氨基酸或肽连接的疏水药物的共轭物。所述的共轭物是两性的，可以自组装成纳米管。还描述了包含这些共轭物的纳米管，可以具有高药物载荷并保护药物免受降解或排泄。这些纳米管非常适合向个体输送疏水和不稳定的药物。
• Synthesis of the catechols of natural and synthetic estrogens by using 2-iodoxybenzoic acid (IBX) as the oxidizing agent
  作者：M SAEED、M ZAHID、E ROGAN、E CAVALIERI

  DOI：10.1016/j.steroids.2004.11.005

  日期：2005.3

  which 2-iodoxybenzoic acid (IBX) and the corresponding phenolic estrogen are reacted. Treatment of the natural estrogens, estrone/estradiol, with stoichiometric amounts of IBX in dimethylformamide initially yielded a mixture of estrone/estradiol-2,3- and -3,4-quinones, which were reduced in situ to the corresponding catechols by treatment with a 1 M aqueous solution of ascorbic acid. Chromatographic separation

  报道了一种合成 2-羟基雌酮/雌二醇、4-羟基雌酮/雌二醇、3'-羟基己烯雌酚、3'-羟基己烯雌酚和 3'-羟基二烯雌酚的方法，其中 2-碘苯甲酸 (IBX) 和相应的酚类雌激素有反应。用化学计量的 IBX 在二甲基甲酰胺中处理天然雌激素雌酮/雌二醇，最初产生雌酮/雌二醇-2,3- 和 -3,4-醌的混合物，通过用1 M 抗坏血酸水溶液。反应产物的色谱分离以良好的总产率 (79%) 得到 2- 和 4- 羟基雌酮/雌二醇。在含有两个相同酚环的合成雌激素的情况下，保护一个环是合成单儿茶酚的先决条件。因此，己烯雌酚和二烯雌酚作为它们的甲基醚在一个酚环上受到保护。将所得单酚用化学计量量的 IBX 处理 1 小时，然后用 1 M 抗坏血酸水溶液处理以获得相应的儿茶酚，收率超过 70%。此外，在一个环上保护的己烯雌酚的儿茶酚通过在 C3-C4 双键处催化氢化还原，以 90% 的产率获得 3'-羟基己雌酚。通过用
• Novel derivatives of bio-affecting phenolic compounds and pharmaceutical composition containing them
  申请人：INTERx RESEARCH CORPORATION

  公开号：EP0046270A1

  公开（公告）日：1982-02-24

  Novel transient prodrug forms of bio-affecting phenolic compounds are selected from the group consisting of those having the structural formula (I): wherein X is O, S or NR5 wherein R5 is hydrogen or lower alkyl; R1 is the mono- or polydehydroxylated residue of a non-steroidal bio-affecting phenol, with the proviso that R' is other than a monohydroxylated or didehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine; R2 is selected from the group consisting of straight or branched chain alkyl, aryl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, aralkyl, alkaryl, aralkenyl, aralkynyl, alkenylaryl, alkynylaryl, (lower acyloxy)alkyl, and carboxyalkyl; 3- to 8-membered, saturated or unsaturated mono-heterocyclic or polyheterocyclic containing from 1 to 3 of any one or more of the heteroatoms N, S or O; and mono- or polysubstituted derivatives of the above; R3 is hydrogen, lower acyl, cyano, halo(lower alkyl), carbamyl, lower alkylcarbamyl, di(lower alkyl)carbamyl, CH2ONO2, -CH2OCOR2 or any non-heterocyclic member of the group defined by R2 above; and n is at least one and equals the total number of phenolic hydroxyl functions comprising the non-steroidal bioaffecting phenol etherified via a R2COXCH(R3)0-moiety; those having the structural formula (II): wherein X, R', R2 and R3 are as defined above, and n and m are each at least one and the sum of n+m equals the total number of phenolic hydroxyl functions comprising the non-steroidal bioaffecting phenol either etherified via a R2COXCH(R3)0-moiety or esterified via a R2COO-moiety; and the pharmaceutically acceptable acid addition salts, quaternary ammonium salts and N-oxides thereof.

  生物效应酚类化合物的新型瞬效原药形式选自具有结构式(I)的化合物组成的组： 其中 X 是 O、S 或 NR5，其中 R5 是氢或低级烷基；R1 是非类固醇生物效应酚的单羟基或多羟基残基，但 R' 不是酚、核二羟基天然交感胺或拟交感胺的单羟基或双羟基残基；R2 选自直链或支链烷基、芳基、环烷基、烯基、环烯基、炔基、芳烷基、烷芳基、芳烯基、芳炔基、烯芳基、炔芳基、（低级酰氧基）烷基和羧基烷基组成的组；R3 是氢、低级酰基、氰基、卤代（低级烷基）、氨甲酰基、低级烷基氨甲酰 基、二（低级烷基）氨甲酰基、CH2ONO2、-CH2OCOR2 或上述 R2 定义的基团中的任何非杂环成员；且 n 至少为 1，等于通过 R2COXCH(R3)0 子代醚化的非甾体生物作用酚所包含的酚羟基官能团的总数；具有结构式（II）的酚羟基官能团： 其中 X、R'、R2 和 R3 如上文所定义，n 和 m 至少各为 1，且 n+m 之和等于非甾体类生物效应酚通过 R2COXCH(R3)0 子键醚化或通过 R2COO 子键酯化的酚羟基官能团的总数；及其药学上可接受的酸加成盐、季铵盐和 N-氧化物。
• Preparations of hydrophobic therapeutic agents, methods of manufacture and use thereof
  申请人：NICOX OPHTHALMICS, INC.

  公开号：US10174071B2

  公开（公告）日：2019-01-08

  The present invention further provides method of preparing nanocrystals of a hydrophobic therapeutic agent such as fluticasone or triamcinolone, pharmaceutical compositions (e.g., topical or intranasal compositions) thereof and methods for treating and/or preventing the signs and/or symptoms of disorders such as blepharitis, meibomian gland dysfunction or skin inflammation or a respiratory disease (e.g., asthma).

  本发明进一步提供了制备疏水性治疗剂（如氟替卡松或曲安西龙）纳米晶体的方法、其药物组合物（如局部或鼻内组合物）以及治疗和/或预防诸如睑缘炎、睑板腺功能障碍或皮肤炎症或呼吸系统疾病（如哮喘）等疾病的症状和/或体征的方法。
• Self-assembly of therapeutic agent-peptide nanostructures
  申请人：Ohio State Innovation Foundation

  公开号：US10098967B2

  公开（公告）日：2018-10-16

  Disclosed are conjugates of hydrophobic drugs linked to protected or unprotected amino acids or peptides. The disclosed conjugates are amphiphilic and can self assemble into nantubes. Nanotubes comprising the conjugates are also described and can have high loading of the drug and protect it from degradation or elimination. The nanotubes are well suited to deliver hydrophobic and unstable drugs to individuals.

  所公开的是疏水性药物与受保护或未受保护的氨基酸或肽连接的共轭物。所公开的共轭物具有两亲性，可自行组装成纳米管。此外，还描述了包含共轭物的纳米管，这种纳米管可具有较高的药物负载量，并能保护药物不被降解或消除。纳米管非常适合向人体输送疏水性和不稳定的药物。