ethyl 4-[4,4-dimethylthiochroman-6-ylethynyl]benzoate | 120236-90-0

• 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: ethyl 4-[4,4-dimethylthiochroman-6-ylethynyl]benzoate
• 英文别名: Ethyl 4-[4,4-dimethylthiochroman-6-yl-ethynyl]benzoate；ethyl 4-[2-(4,4-dimethyl-2,3-dihydrothiochromen-6-yl)ethynyl]benzoate
• CAS: 120236-90-0
• 化学式: C₂₂H₂₂O₂S
• 分子量: 350.481
• InChiKey: ZSVWMDXAHFDSDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-乙炔基-4,4-二甲基二氢苯并噻喃 、 对碘苯甲酸乙酯 在 三苯基膦钯 、 zinc(II) chloride 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 生成 ethyl 4-[4,4-dimethylthiochroman-6-ylethynyl]benzoate
  参考文献：
  名称：

  Acetylenes disubstituted with a phenyl group and a heterobicyclic group having retinoid like activity

  摘要：

  公开号：

  EP0290130B1

文献信息

• Acetylenes disubstituted with a phenyl group and a heterobicyclic group
  申请人：Allergan, Inc.

  公开号：US04810804A1

  公开（公告）日：1989-03-07

  Retinoid-like activity is exhibited by compounds of the formula ##STR1## where X is S, O or NR.sub.1 where R.sub.1 is hydrogen or lower alkyl; n is 0-5; R is H or lower alkyl and A is H, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative thereof, or --CHO or an acetal derivative thereof, or --COR.sub.2 or a ketal derivative thereof where R.sub.2 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4; or a pharmaceutically acceptable salt.

  化合物的公式为##STR1##，其中X为S、O或NR.sub.1，其中R.sub.1为氢或较低烷基；n为0-5；R为H或较低烷基，A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.2或其缩酮衍生物，其中R.sub.2为--(CH.sub.2).sub.m CH.sub.3，其中m为0-4；或其药学上可接受的盐，表现出类视视黄醇活性。
• CHANDRARATNA, ROSHANTHA A. S.
  作者：CHANDRARATNA, ROSHANTHA A. S.

  DOI：——

  日期：——
• Process and intermediates for preparing compounds having a disubstituted acetylene moiety and retinoic acid-like biological activity
  申请人：ALLERGAN, INC.

  公开号：EP0419132B1

  公开（公告）日：1995-09-06
• Photostabilization of Retinoids with Alkoxycrylene Compounds
  申请人：Bonda Craig A.

  公开号：US20090324570A1

  公开（公告）日：2009-12-31

  The photostabilizing electronic excited state energy—particularly singlet state energy from retinoid compounds—has been found to be readily transferred to (accepted by) α-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R 1 and R 2 is a straight or branched chain C 1 -C 30 alkoxy radical, preferably C 1 -C 8 , more preferably methoxy, and the non-alkoxy radical R 1 or R 2 is hydrogen; and R 3 is a straight or branched chain C 1 -C 30 alkyl radical, preferably C 2 -C 20 . The alkoxycrylene compounds of formula (I) significantly increase the photostability of retinoid compounds in a composition by at least 3-fold and as much as 10-fold or greater. The ability of the alkoxycrylene compounds to stabilize the retinoid compound is concentration dependent, with the amount of retinoid photostabilization increasing with the concentration of the alkoxycrylene compound.
• Photostabilization of Retinoids with Alkoxycrylene Compounds
  申请人：Bonda Craig A.

  公开号：US20110142771A1

  公开（公告）日：2011-06-16

  The photostabilizing electronic excited state energy—particularly singlet state energy from retinoid compounds—has been found to be readily transferred to (accepted by) α-cyanodiphenylacrylate compounds having an alkoxy radical in the four (para) position (hereinafter “alkoxycrylenes”) on one of the phenyl rings having the formula (I): wherein one of R 1 and R 2 is a straight or branched chain C 1 -C 30 alkoxy radical, preferably C 1 -C 8 , more preferably methoxy, and the non-alkoxy radical R 1 or R 2 is hydrogen; and R 3 is a straight or branched chain C 1 -C 30 alkyl radical, preferably C 2 -C 20 . The alkoxycrylene compounds of formula (I) significantly increase the photostability of retinoid compounds in a composition by at least 3-fold and as much as 10-fold or greater. The ability of the alkoxycrylene compounds to stabilize the retinoid compound is concentration dependent, with the amount of retinoid photostabilization increasing with the concentration of the alkoxycrylene compound.