6-(2-(4,4-dimethylthiochroman-6-yl)-ethynyl)-pyridin-3-ylmethanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫铬烷
• 英文名称: 6-(2-(4,4-dimethylthiochroman-6-yl)-ethynyl)-pyridin-3-ylmethanol
• 英文别名: 6-(2-(4,4-dimethylthiochroman-6-yl)ethynyl)-pyridin-3-ylmethanol；6-(2-(4,4-dimethylthiochroman-6-yl)-ethynyl)-3-pyridylmethanol；6-(2-(4,4-dimethylthiochroman-6-yl)ethynyl)-3-pyridylmethanol；6-(2-(4,4-Dimethyl-thiochroman-6-yl)-ethynyl)-3-pyridylmethanol；[6-[2-(4,4-dimethyl-2,3-dihydrothiochromen-6-yl)ethynyl]pyridin-3-yl]methanol
• 化学式: C₁₉H₁₉NOS
• 分子量: 309.432
• InChiKey: AQFHDBOALXTYEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  58.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  他扎罗汀 在 盐酸 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 生成 6-(2-(4,4-dimethylthiochroman-6-yl)-ethynyl)-pyridin-3-ylmethanol
  参考文献：
  名称：

  Disubstituted acetylenes bearing heteroaromatic and heterobicyclic

  摘要：

  具有类视黄醇活性的化合物的结构式为##STR1##其中X为S、O或NR'，其中R'为氢或较低的烷基；R为氢或较低的烷基；A为吡啶基、噻吩基、呋喃基、吡啶并嗪基、嘧啶基或吡嗪基；n为0-2；B为H、-COOH或其药用可接受的盐、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.mCH.sub.3，其中m为0-4，或其药用可接受的盐。

  公开号：

  US05089509A1

文献信息

• [EN] PROCESS FOR THE PREPARATION OF DISUBSTITUTED ACETYLENES BEARING HETEROAROMATIC AND HETEROBICYCLIC GROUPS<br/>[FR] PROCEDE DE PREPARATION D'ACETYLENES DISUBSTITUES PORTANT DES GROUPES HETEROAROMATIQUES ET HETEROBICYCLIQUES
  申请人：GLENMARK PHARMACEUTICALS LTD

  公开号：WO2005123713A1

  公开（公告）日：2005-12-29

  A process for the preparation of a disubstituted acetylene bearing heteroaromatic and heterobicyclic groups of formula I is provided wherein X is S, O, or NR1 wherein R1 is hydrogen or a C1-C6 straight or branched alkyl group; R is hydrogen or a C1-C6 straight or branched alkyl group; A is a substituted or unsubstituted pyridinyl, thienyl, furyl, pyridazinyl, pyrimidinyl or pyrazinyl group; n is 0-­4; and B is H2 -COOH, -CH2OH, -CHO or a C1-C6 alkyl acetal derivative, -COR2 or a C1­C6 alkyl ketal derivative where R2 is -(CH2),,,CH3 where m is 0-4 or COOR3 wherein R3 is a straight or branched C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aromatic group, a substituted or unsubstituted C3-C30 cycloalkyl, a substituted or unsubstituted C3­C30 cycloalkylalkyl, a substituted or unsubstituted C3-C30 cycloalkenyl, a substituted or unsubstituted C5-C30 aryl, a substituted or unsubstituted C5-C30 arylalkyl, a substituted or unsubstituted C5-C30 heteroaryl, a substituted or unsubstituted C3-C30 heterocyclic ring, a substituted or unsubstituted C4-C30 heterocyclylalkyl, a substituted or unsubstituted C6-C30 heteroarylalkyl, the process comprising a Sonogashira coupling reaction between a compound of formula II wherein X and R have the aforestated meanings, with a compound of formula III wherein X' is a halogen and A, n and B have the aforestated meanings, in the presence of a base and a transition metal catalyst and in a polar aprotic solvent.

  提供一种制备具有式I的含杂芳基和杂双环基的二取代乙炔的过程，其中X为S、O或NR1，其中R1为氢或C1-C6直链或支链烷基基团；R为氢或C1-C6直链或支链烷基基团；A为取代或未取代的吡啶基、噻吩基、呋喃基、吡啶嗪基、嘧啶基或吡啶基团；n为0-4；B为H2-COOH、-CH2OH、-CHO或C1-C6烷基缩醛衍生物、-COR2或C1-C6烷基缩酮衍生物，其中R2为-(CH2)mCH3，其中m为0-4或COOR3，其中R3为直链或支链C1-C30烷基基团、取代或未取代的C6-C30芳基、取代或未取代的C3-C30环烷基、取代或未取代的C3-C30环烷基烷基、取代或未取代的C3-C30环烯基、取代或未取代的C5-C30芳基、取代或未取代的C5-C30芳基烷基、取代或未取代的C5-C30杂芳基、取代或未取代的C3-C30杂环烷基、取代或未取代的C4-C30杂环烷基、取代或未取代的C6-C30杂芳基烷基，所述过程包括将具有上述含义的化合物II与具有上述含义的化合物III进行Sonogashira偶联反应，其中X和R具有上述含义，X'为卤素，A、n和B具有上述含义，在碱和过渡金属催化剂的存在下，在极性无氢溶剂中进行。
• Process for the preparation of disubstituted acetylenes bearing heteroaromatic and heterobicyclic groups
  申请人：Kumar Venkata Siva Bobba

  公开号：US20060106233A1

  公开（公告）日：2006-05-18

  A process for the preparation of a disubstituted acetylene bearing heteroaromatic and heterobicyclic groups of formula I is provided wherein X is S, O, or NR 1 wherein R 1 is hydrogen or a C 1 -C 6 straight or branched alkyl group; R is hydrogen or a C 1 -C 6 straight or branched alkyl group; A is a substituted or unsubstituted pyridinyl, thienyl, furyl, pyridazinyl, pyrimidinyl or pyrazinyl group; n is 0-4; and B is H, —COOH, —CH 2 OH, —CHO or a C 1 -C 6 alkyl acetal derivative, —COR 2 or a C 1 -C 6 alkyl ketal derivative where R 2 is —(CH 2 ) m CH 3 where m is 0-4 or COOR 3 wherein R 3 is a straight or branched C 1 -C 30 alkyl group, a substituted or unsubstituted C 6 -C 30 aromatic group, a substituted or unsubstituted C 3 -C 30 cycloalkyl, a substituted or unsubstituted C 3 -C 30 cycloalkylalkyl, a substituted or unsubstituted C 3 -C 30 cycloalkenyl, a substituted or unsubstituted C 5 -C 30 aryl, a substituted or unsubstituted C 5 -C 30 arylalkyl, a substituted or unsubstituted C 5 -C 30 heteroaryl, a substituted or unsubstituted C 3 -C 30 heterocyclic ring, a substituted or unsubstituted C 4 -C 30 heterocyclylalkyl, a substituted or unsubstituted C 6 -C 30 heteroarylalkyl, the process comprising a Sonogashira coupling reaction between a compound of formula II wherein X and R have the aforestated meanings, with a compound of formula III X′-A-(CH 2 ) n —B  (III) wherein X′ is a halogen and A, n and B have the aforestated meanings, in the presence of a base and a transition metal catalyst and in a polar aprotic solvent.

  提供了一种制备公式I中含有杂原子芳香和杂环的二取代乙炔的方法，其中X为S、O或NR1，其中R1为氢或C1-C6直链或支链烷基；R为氢或C1-C6直链或支链烷基；A为取代或未取代的吡啶基、噻吩基、呋喃基、吡嗪基、嘧啶基或吡嗪基；n为0-4；B为H、-COOH、-CH2OH、-CHO或C1-C6烷基缩醛衍生物、-COR2或C1-C6烷基缩酮衍生物，其中R2为-(CH2)mCH3，其中m为0-4或COOR3，其中R3为直链或支链C1-C30烷基、取代或未取代C6-C30芳香基、取代或未取代C3-C30环烷基、取代或未取代C3-C30环烷基烷基、取代或未取代C3-C30环烯基、取代或未取代C5-C30芳基、取代或未取代C5-C30芳基烷基、取代或未取代C5-C30杂芳基、取代或未取代C3-C30杂环、取代或未取代C4-C30杂环基烷基、取代或未取代C6-C30杂芳基烷基，该方法包括在极性无水溶剂中，在碱和过渡金属催化剂的存在下，通过公式II的化合物与公式III的化合物进行Sonogashira偶联反应，其中X和R具有上述含义，X'为卤素，A、n和B具有上述含义。
• Disubstituted acetylenes bearing a diazinyl group having retinoid like
  申请人：Allergan, Inc.

  公开号：US05354752A1

  公开（公告）日：1994-10-11

  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 is hydrogen or lower alkyl; A is pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-4; 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是S、O或NR'，其中R'是氢或较低的烷基；R是氢或较低的烷基；A是吡啶嗪基、嘧啶基或吡嗪基；n为0-4；B是H、--COOH或其药用可接受的盐、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，其中m为0-4，或其药用可接受的盐。
• Topical solution of isotretinoin
  申请人：SUN PHARMACEUTICAL INDUSTRIES LIMITED

  公开号：US10022348B2

  公开（公告）日：2018-07-17

  The present invention relates to a topical solution comprising a retinoid or its pharmaceutically acceptable salts thereof and process of preparing it.

  本发明涉及一种含有维甲酸或其药学上可接受的盐类的外用溶液及其制备方法。
• Topical retinoid solutions
  申请人：Motwani Sanjay Kumar

  公开号：US10123970B2

  公开（公告）日：2018-11-13

  The present invention relates to a topical solution comprising a retinoid or its pharmaceutically acceptable salts thereof and a process of preparing it.

  本发明涉及一种含有维甲酸或其药学上可接受的盐类的外用溶液及其制备方法。