4-(2-hydroxy-4-methyl-phenyl)-2,4-dimethyl-pentan-2-ol | 133532-18-0

• 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: 4-(2-hydroxy-4-methyl-phenyl)-2,4-dimethyl-pentan-2-ol
• 英文别名: 2-(1,1,3-trimethyl-3-hydroxybutyl) 5-methyl-phenol；2-(4-hydroxy-2,4-dimethylpentan-2-yl)-5-methylphenol
• CAS: 133532-18-0
• 化学式: C₁₄H₂₂O₂
• 分子量: 222.327
• InChiKey: UVYFPTLHZWDMJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-hydroxy-4-methyl-phenyl)-2,4-dimethyl-pentan-2-ol 生成 2,2,4,4,7-Pentamethyl-chroman
  参考文献：
  名称：

  Chroman esters of phenols and benzoic acids having retinoid-like activity

  摘要：

  化合物的公式 ##STR1## 中展示了类似视黄醇的活性，其中 R.sub.1 -R.sub.7 基团独立地为 H 或直链或支链低碳1至6的烷基或环烷基；X 表示酯或硫酯键，Y 为1至6碳的环烷基或支链烷基或为 (CH.sub.2) 其中 n 为0到6之间的整数或为2到6碳的烯基，或为2到6碳的炔基；Z 为 H、OH、OR'、OCOR'、--COOH 或其药学上可接受的盐、酯或酰胺，--CH.sub.2 OH 或醚或酯衍生物，或 --CHO 或缩醛衍生物，或 --COR' 或缩酮衍生物，其中 R' 为含有1至6碳的烷基、环烷基或烯基基团，或苯基烷基、苯基或取代苯基。

  公开号：

  US05006550A1
• 作为产物：
  描述：

  甲基碘化镁 、 3,4-dihydro-4,4,7-trimethylcoumarin 在 苯 作用下， 生成 4-(2-hydroxy-4-methyl-phenyl)-2,4-dimethyl-pentan-2-ol
  参考文献：
  名称：

  Baker et al., Journal of the Chemical Society, 1951, p. 83,86

  摘要：

  DOI：

文献信息

• Chroman esters of phenols and benzoic acids having retinoid-like activity
  申请人：Allergan, Inc.

  公开号：US05006550A1

  公开（公告）日：1991-04-09

  Retinoid like activity is exhibited by compounds of the formula ##STR1## wherein the R.sub.1 -R.sub.7 groups are independently H or straight chain or branched chain lower alkyl or cycloalkyl of 1 to 6 carbons; X symbolizes an ester or thioester linkage, Y is cycloalkyl or branched chain alkyl of 1 to 6 carbons or is (CH.sub.2) where n is an integer between 0 to 6 or is an alkenyl group of 2 to 6 carbons, or an alkynyl group of 2 to 6 carbons; and Z is H, OH, OR', OCOR', --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR' or a ketal derivative where R' is an alkyl, cycloalkyl or alkenyl group containing 1 to 6 carbons, or a phenylalkyl, phenyl or substituted phenyl group.

  化合物的公式 ##STR1## 中展示了类似视黄醇的活性，其中 R.sub.1 -R.sub.7 基团独立地为 H 或直链或支链低碳1至6的烷基或环烷基；X 表示酯或硫酯键，Y 为1至6碳的环烷基或支链烷基或为 (CH.sub.2) 其中 n 为0到6之间的整数或为2到6碳的烯基，或为2到6碳的炔基；Z 为 H、OH、OR'、OCOR'、--COOH 或其药学上可接受的盐、酯或酰胺，--CH.sub.2 OH 或醚或酯衍生物，或 --CHO 或缩醛衍生物，或 --COR' 或缩酮衍生物，其中 R' 为含有1至6碳的烷基、环烷基或烯基基团，或苯基烷基、苯基或取代苯基。
• Acetylenes disubstituted with a phenyl group and a 2-substituted
  申请人：Allergan, Inc.

  公开号：US04980369A1

  公开（公告）日：1990-12-25

  Retinoid-like activity is exhibited by compounds of the formula ##STR1## where X is S, O; R.sub.1, R.sub.2 and R.sub.3 are hydrogen or lower alkyl; R.sub.4 and R.sub.5 are hydrogen or lower alkyl with the proviso that R.sub.4 and R.sub.5 cannot both be hydrogen, R.sub.6 is hydrogen, lower alkyl, lower alkenyl, lower cycloalkyl or halogen; n is 0-5, and B is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR.sub.1 or a ketal derivative where R.sub.1 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4, or a pharmaceutically acceptable salt thereof.

  化合物的公式为##STR1##，其中X为S，O；R.sub.1，R.sub.2和R.sub.3为氢或低烷基；R.sub.4和R.sub.5为氢或低烷基，但R.sub.4和R.sub.5不能同时为氢，R.sub.6为氢，低烷基，低烯基，低环烷基或卤素；n为0-5，B为H，--COOH或其药学上可接受的盐，酯或酰胺，--CH.sub.2 OH或其醚或酯衍生物，或--CHO或其缩醛衍生物，或--COR.sub.1或其缩酮衍生物，其中R.sub.1为--(CH.sub.2).sub.m CH.sub.3，m为0-4，或其药学上可接受的盐。
• Acetylenes disubstituted with a thienyl or furyl group and a
  申请人：Allergan

  公开号：US05599819A1

  公开（公告）日：1997-02-04

  Retinoid-like activity is exhibited by compounds of the formula ##STR1## where X is NR'; where R' is hydrogen or lower alkyl; R.sub.1, R.sub.2 and R.sub.3 are hydrogen or lower alkyl; R.sub.4 and R.sub.5 are hydrogen or lower alkyl with the proviso that R.sub.4 and R.sub.5 cannot both be hydrogen, A is thienyl, furyl; n is 0-5, and B is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR.sub.1 or a ketal derivative where R.sub.1 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4, or a pharmaceutically acceptable salt thereof.

  化合物的公式为##STR1##，其中X为NR'，R'为氢或低碳基；R.sub.1、R.sub.2和R.sub.3为氢或低碳基；R.sub.4和R.sub.5为氢或低碳基，但是R.sub.4和R.sub.5不能同时为氢；A为噻吩基、呋喃基；n为0-5，B为H、--COOH或其药学上可接受的盐、酯或酰胺、--CH.sub.2 OH或其醚或酯衍生物、--CHO或其缩醛衍生物、或--COR.sub.1或其缩酮衍生物，其中R.sub.1为--(CH.sub.2).sub.m CH.sub.3，m为0-4，或其药学上可接受的盐。
• Acetylenes disubstituted with a heteroaromatic group and a 2-substituted
  申请人：Allergan, Inc.

  公开号：US05407937A1

  公开（公告）日：1995-04-18

  Retinoid-like activity is exhibited by compounds of the formula ##STR1## where X is S, O or NR'; where R' is hydrogen or lower alkyl; R.sub.1, R.sub.2 and R.sub.3 are hydrogen or lower alkyl; R.sub.4 and R.sub.5 are hydrogen or lower alkyl with the proviso that R.sub.4 and R.sub.5 cannot both be hydrogen, A is pyridazinyl, pyrimidinyl, pyrazinyl; n is 0-5, and B is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR.sub.1 or a ketal derivative where R.sub.1 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4, or a pharmaceutically acceptable salt thereof.

  化合物的结构式为##STR1## 其中X为S，O或NR'；其中R'为氢或低级烷基；R.sub.1，R.sub.2和R.sub.3为氢或低级烷基；R.sub.4和R.sub.5为氢或低级烷基，但须注意R.sub.4和R.sub.5不能同时为氢；A为吡啶并嗪基、嘧啶基、吡嗪基；n为0-5；B为H、--COOH或其药学上可接受的盐、酯或酰胺、--CH.sub.2 OH或其醚或酯衍生物、--CHO或其缩醛衍生物、或--COR.sub.1或其缩酮衍生物，其中R.sub.1为--(CH.sub.2).sub.mCH.sub.3，m为0-4，或其药学上可接受的盐。
• Process and intermediates for preparing compounds having a disubstituted
  申请人：Allergan, Inc.

  公开号：US05248777A1

  公开（公告）日：1993-09-28

  A process is disclosed for the preparation of disubstituted acetylene derivatives having retinoic acid like biological activity, wherein 6-ethynyl-chroman, 6-ethynyl-thio chroman and 6-ethynyl-1,2,3,4-tetrahydroquinoline derivatives of the formula shown below are reacted in the presence of catalysts with halogenated phenyl or heteroaryl derivatives of the formula shown below to provide the disubstituted acetylenes. In the formulae the symbols have the following meanings. R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are hydrogen or lower alkyl groups (of 1-6 carbons) where R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may be identical or different from one another) X is S, O or NR' where R' is hydrogen or lower alkyl, Z represents hydrogen, or a metal ion capable of forming a salt with the ethynyl moiety of the molecule, X' is a leaving group such as a halogen group, A is phenyl, or heteroaryl such as pyridinyl, thienyl, furyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl or oxazolyl, n is an integer between 0 to 5, and B is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative, or --CHO or an acetal derivative, or --COR.sub.1 or a ketal derivative where R.sub.1 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons. ##STR1##

  本发明公开了一种制备具有类视黄酸生物活性的二取代乙炔衍生物的过程，其中在催化剂的存在下，通过以下式子所示的6-乙炔基香豆素、6-乙炔基硫代香豆素和6-乙炔基-1,2,3,4-四氢喹啉衍生物与以下式子所示的卤代苯基或杂环基衍生物反应，以提供二取代乙炔衍生物。在式子中，符号具有以下含义。R.sub.1、R.sub.2、R.sub.3、R.sub.4和R.sub.5为氢或较低的烷基（1-6碳）基团，其中R.sub.1、R.sub.2、R.sub.3、R.sub.4和R.sub.5可以相同或不同）X为S、O或NR'，其中R'为氢或较低的烷基，Z表示氢或能够与分子的乙炔基团形成盐的金属离子，X'是卤素基团等离子体，A是苯基或杂环基，例如吡啶基、噻吩基、呋喃基、吡嗪基、嘧啶基、吡嗪啉基、噻唑基或噁唑基，n是0到5之间的整数，B是H、--COOH或其药学上可接受的盐、酯或酰胺，--CH.sub.2 OH或其醚或酯衍生物，或--CHO或其缩醛衍生物，或--COR.sub.1或其缩酮衍生物，其中R.sub.1是含有1到5个碳的烷基、环烷基或烯基基团。