<(2,4,6-trimethyl-5-chlorophenyl)methyl>triphenylphosphonium chloride | 54757-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: <(2,4,6-trimethyl-5-chlorophenyl)methyl>triphenylphosphonium chloride
• 英文别名: (3-Chlor-2,4,6-trimethylbenzyl)-triphenylphosphoniumchlorid；3-chloro-2,4,6-trimethyl-benzyl-triphenylphosphonium chloride；3-Chloro-2,4,6-trimethyl-benzyl-triphenylphosphonium chloride；(3-chloro-2,4,6-trimethylphenyl)methyl-triphenylphosphanium;chloride
• CAS: 54757-18-5
• 化学式: C₂₈H₂₇ClP*Cl
• 分子量: 465.402
• InChiKey: KDFZJCZVBZBDEE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  <(2,4,6-trimethyl-5-chlorophenyl)methyl>triphenylphosphonium chloride 在 1,2-环氧丁烷 、 lithium aluminium tetrahydride 作用下， 生成 3-Methyl-5-(3-chlor-2,4,6-trimethylphenyl)-2,4-pentadien-1-ol
  参考文献：
  名称：

  Dihydroretinoic acids and their derivatives. Synthesis and biological activity

  摘要：

  The syntheses of the ring and four side-chain dihydroretinoic acids and/or their esters, 3-7, are described. The syntheses of several other retinoids containing a substituted aromatic ring are also included. The biological activity of the compounds was evaluated in vivo in a chemically induced mouse skin papilloma test and in vitro in two vitamin A deficient assays. The activity observed for 1a, 1c, and 2a in the former test was partially retained in the dihydro derivatives 4b, 4c, and 6b. Similar results were found in the in vitro assays.

  DOI：

  10.1021/jm00217a011
• 作为产物：
  描述：

  2,4,6-三甲基氯苯 、 3-Chlor-2,4,6-trimethyl-benzylchlorid 、 三苯基膦 在 氯化锌 paraformaldehyde 作用下， 以 甲苯 为溶剂， 生成 <(2,4,6-trimethyl-5-chlorophenyl)methyl>triphenylphosphonium chloride
  参考文献：
  名称：

  9-Phenyl-nonate traene compounds

  摘要：

  新型9-苯基5,6-二甲基-诺纳-2,4,6,8-四烯酸，四烯醛或四烯醇衍生物可用作抗肿瘤剂。

  公开号：

  US04215215A1

文献信息

• Fluorinated retinoic acids and their analogs. 3. Synthesis and biological activity of aromatic 6-fluoro analogs
  作者：Allen J. Lovey、Beverly A. Pawson

  DOI：10.1021/jm00343a014

  日期：1982.1

  Several analogues (15a--e) of methyl (E,E,Z,E)-3,7-dimethyl-6-fluoro-9-(4-methoxy-2,3,6-trimethylphenyl)nonatetraenoate (15f), which had been found to cause a marked regression of chemically induced skin papillomas in mice, were prepared. Two synthetically versatile methods leading to these derivatives are described. The key intermediate, ethyl (Z)-2-fluoro-3-methyl-4,4-dimethoxy-2-butenoate (8), was

  （E，E，Z，E）-3,7-二甲基-6-氟-9-（4-甲氧基-2,3,6-三甲基苯基）壬酸酯（15f）的几种类似物（15a-e），制备了已发现可引起小鼠化学诱导的皮肤乳头状瘤明显退缩的药物。描述了导致这些衍生物的两种合成通用方法。将关键中间体（Z）-2-氟-3-甲基-4,4-二甲氧基-2-丁烯酸酯（8）精制为C10醛酯，甲基（2E，4E，6Z）-3-甲基-6-氟-7-甲酰基-2,4,6-辛三烯酸酯（14a），经Wittig与芳基phosph盐13a-e缩合后得到（2E，4E，6Z，8E）-3,7-二甲基-6-氟-9-芳基-2,4,6,8-壬酸酯15a-e。或者，将8与[（4-甲氧基-2,3,6-三甲基苯基）甲基]三苯基氯化chloride（13f）的Wittig反应得到（E / Z，E）-2-氟-3-甲基-5-的混合物（2,3，6-三甲基-4-甲氧基苯基）-2,4-戊二烯酸酯17和18，将
• Fluorinated retinoic acids and their analogs. 2. Synthesis and biological activity of aromatic 4-fluoro analogs
  作者：Ka-Kong Chan、Anthony C. Specian、Beverly A. Pawson

  DOI：10.1021/jm00133a020

  日期：1981.1

  synthesis of this compound was achieved by condensation of 4-fluoro aldehyde 7 or 8 with the aromatic phosphonium salt 9a. Several analogues (101-e) having different substituted aromatic moieties were also prepared and tested for their antipapilloma effect. The monochloro analogue 10b was shown to have comparable activity to the parent compound 10a.

  已发现（E，Z，E，E）-3,7-二甲基-4-氟-9-（4-甲氧基-2,3,6-三甲基苯基）壬酸酯戊酸酯（10a）在化学上引起明显的降解诱发小鼠皮肤乳头状瘤。该化合物的新合成通过使4-氟醛7或8与芳族phospho盐9a缩合而实现。还制备了具有不同取代的芳族部分的几种类似物（101-e），并测试了其抗乳头状瘤的作用。已证明一氯类似物10b具有与母体化合物10a相当的活性。
• Substituted triarylphosphonium derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US04656310A1

  公开（公告）日：1987-04-07

  Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid,- tetraenal or tetraenol derivatives useful as anti-tumor agents.

  这句话的中文翻译为：新型的9-苯基5,6-二甲基-2,4,6,8-癸四烯酸，四烯醛或四烯醇衍生物可用作抗肿瘤剂。
• 9-Phenyl 5,6-dimethyl-nona-2,4,6,8 tetraenal or tetraenol derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US04224244A1

  公开（公告）日：1980-09-23

  Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid, tetraenal or tetraenol derivatives useful as anti-tumor agents.

  小说9-苯基5,6-二甲基-2,4,6,8-癸四烯酸，四烯醛或四烯醇衍生物可用作抗肿瘤剂。
• Substituted triaryl phosphonium derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US04532355A1

  公开（公告）日：1985-07-30

  Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid,-tetraenal or tetraenol derivatives useful as anti-tumor agents.

  这句话的中文翻译为：新型9-苯基5,6-二甲基-2,4,6,8-辛四烯酸、四烯醛或四烯醇衍生物可作为抗肿瘤剂使用。