专利快速检索-快速检索全球专利，免费商用专利数据库-IPRDB

1. 发明授权

US5981770A Method for the preparation of (+)-calanolide A and analogues thereof 失效
标题翻译：制备（+） - 蒎烯内酯A及其类似物的方法
公开(公告)号：US5981770A
公开(公告)日：1999-11-09
申请号：US924840
申请日：1997-09-05
申请人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Shuyuan Liao , Aye Mar , Lin Lin , Vilayphone Vilaychack , Darko Brankovic , Sergey Dzekhster , Jinjun Liu
发明人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Shuyuan Liao , Aye Mar , Lin Lin , Vilayphone Vilaychack , Darko Brankovic , Sergey Dzekhster , Jinjun Liu
IPC分类号： A61K45/06 , C07D311/16 , C07D493/04 , C07D493/14 , C07D493/00
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (+)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. According to the disclosed method, chromene 4 intermediate was subjected to a chlorotitanium-mediated aldol reaction with acetaldehyde to selectively produce (.+-.)-8a. Separation and enzyme-mediated resolution of (.+-.)-8a produced (+)-8a. Cyclization of (+)-8a under neutral Mitsunobu conditions followed by Luche reduction of (+)-7 produced (+)-calanolide A in high yield and enantiomeric purity. The method of the invention has been extended to produce potent antiviral calanolide A analogues.
摘要翻译：提供了从色烯4制备（+） - 丙内酰脲A，1，一种有效的HIV逆转录酶抑制剂的方法。根据所公开的方法，将色烯4中间体与乙醛进行氯代钛介导的醛醇缩合反应以选择性地产生（+/-） - 8a。（+） - 8a的（+/-） - 8a的分离和酶介导的分辨率。（+） - 8a在中性Mitsunobu条件下循环，然后以高产率和对映异构体纯度，（+） - 7产生（+） - 卡立拉内酯A的Luche还原。已经扩展了本发明的方法，以产生强效的抗病毒性甘露糖苷A类似物。

2. 发明授权

US5892060A Method for the preparation of (+)-calanolide a and analogues thereof 失效
标题翻译：制备（+） - 蒎烯内酯a及其类似物的方法
公开(公告)号：US5892060A
公开(公告)日：1999-04-06
申请号：US609537
申请日：1996-03-01
申请人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Shuyuan Liao , Aye Mar , Lin Lin , Vilayphone Vilaychak , Darko Brankovic , Sergey Dzekhster , Jinjun Liu
发明人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Shuyuan Liao , Aye Mar , Lin Lin , Vilayphone Vilaychak , Darko Brankovic , Sergey Dzekhster , Jinjun Liu
IPC分类号： A61K45/06 , C07D311/16 , C07D493/04 , C07D493/14 , C07D407/14
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (+)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. According to the disclosed method, chromene 4 intermediate was subjected to a chlorotitanium-mediated aldol reaction with acetaldehyde to selectively produce (.+-.)-8a. Separation and enzyme-mediated resolution of (.+-.)-8a produced (+)-8a. Cyclization of (+)-8a under neutral Mitsunobu conditions followed by Luche reduction of (+)-7 produced (+)-calanolide A in high yield and enantiomeric purity. The method of the invention has been extended to produce potent antiviral calanolide A analogues.
摘要翻译：提供了从色烯4制备（+） - 丙内酰脲A，1，一种有效的HIV逆转录酶抑制剂的方法。根据所公开的方法，将色烯4中间体与乙醛进行氯代钛介导的醛醇缩合反应以选择性地产生（+/-） - 8a。（+） - 8a的（+/-） - 8a的分离和酶介导的分辨率。（+） - 8a在中性Mitsunobu条件下循环，然后以高产率和对映异构体纯度，（+） - 7产生（+） - 卡立拉内酯A的Luche还原。已经扩展了本发明的方法，以产生强效的抗病毒性甘露糖苷A类似物。

3. 发明授权

US5872264A (+)-calanolide A and analogues thereof 失效
标题翻译：（+） - 蒎烯内酯A及其类似物
公开(公告)号：US5872264A
公开(公告)日：1999-02-16
申请号：US924803
申请日：1997-09-05
申请人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Shuyuan Liao , Aye Mar , Lin Lin , Vilayphone Vilaychack , Darko Brankovic , Sergey Dzekhster , Jinjun Liu
发明人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Shuyuan Liao , Aye Mar , Lin Lin , Vilayphone Vilaychack , Darko Brankovic , Sergey Dzekhster , Jinjun Liu
IPC分类号： A61K45/06 , C07D311/16 , C07D493/04 , C07D493/14 , C07D493/22
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (+)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. According to the disclosed method, chromene 4 intermediate was subjected to a chlorotitanium-mediated aldol reaction with acetaldehyde to selectively produce (.+-.)-8a. Separation and enzyme-mediated resolution of (.+-.)-8a produced (+)-8a. Cyclization of (+)-8a under neutral Mitsunobu conditions followed by Luche reduction of (.+-.)-7 produced (+)-calanolide A in high yield and enantiomeric purity. The method of the invention has been extended to produce potent antiviral calanolide A analogues.
摘要翻译：提供了从色烯4制备（+） - 丙内酰脲A，1，一种有效的HIV逆转录酶抑制剂的方法。根据所公开的方法，将色烯4中间体与乙醛进行氯代钛介导的醛醇缩合反应以选择性地产生（+/-） - 8a。（+） - 8a的（+/-） - 8a的分离和酶介导的分辨率。在中性Mitsunobu条件下环化（+） - 8a，然后以高产率和对映体纯度，（+/-） - 7产生（+） - 卡立拉内酯A的Luche还原。已经扩展了本发明的方法，以产生强效的抗病毒性甘露糖苷A类似物。

4. 发明授权

US5977385A Method for the preparation of (+)-calanolide A and analogues thereof 失效
公开(公告)号：US5977385A
公开(公告)日：1999-11-02
申请号：US115984
申请日：1998-07-15
申请人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Shuyuan Liao , Aye Mar , Lin Lin , Vilayphone Vilaychack , Darko Brankovic , Sergey Dzekhster , Jinjun Liu
发明人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Shuyuan Liao , Aye Mar , Lin Lin , Vilayphone Vilaychack , Darko Brankovic , Sergey Dzekhster , Jinjun Liu
IPC分类号： A61K45/06 , C07D311/16 , C07D493/04 , C07D493/14 , C07D493/00
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (+)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. According to the disclosed method, chromene 4 intermediate was subjected to a chlorotitanium-mediated aldol reaction with acetaldehyde to selectively produce (.+-.)-8a. Separation and enzyme-mediated resolution of (.+-.)-8a produced (+)-8a. Cyclization of (+)-8a under neutral Mitsunobu conditions followed by Luche reduction of (+)-7 produced (+)-calanolide A in high yield and enantiomeric purity. The method of the invention has been extended to produce potent antiviral calanolide A analogues.

5. 发明授权

US5859050A Method for the preparation of (+)-calanolide A and analogues thereof 失效
公开(公告)号：US5859050A
公开(公告)日：1999-01-12
申请号：US926307
申请日：1997-09-05
申请人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Lin Lin
发明人： Michael T. Flavin , Ze-Qi Xu , Albert Khilevich , David Zembower , John D. Rizzo , Lin Lin
IPC分类号： A61K45/06 , C07D311/16 , C07D493/04 , C07D493/14 , A61K31/35
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (+)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. According to the disclosed method, chromene 4 intermediate was subjected to a chlorotitanium-mediated aldol reaction with acetaldehyde to selectively produce (.+-.)-8a. Separation and enzyme-mediated resolution of (.+-.)-8a produced (+)-8a. Cyclization of (+)-8a under neutral Mitsunobu conditions followed by Luche reduction of (+)-7 produced (+)-calanolide A in high yield and enantiomeric purity. The method of the invention has been extended to produce potent antiviral calanolide A analogues.

6. 发明授权

US5869324A Method for the preparation of (.+-.)-calanolide A and intermediates thereof 失效
标题翻译：（+/-） - 丙内酰脲A及其中间体的制备方法
公开(公告)号：US5869324A
公开(公告)日：1999-02-09
申请号：US933619
申请日：1997-09-08
申请人： Michael T. Flavin , Ze-Qi Xu , John D. Rizzo , Alla Kucherenko , Albert Khilevich , Abram Kivovich Sheinkman , Vilayphone Vilaychack , Lin Lin , Wei Chen , William A. Boulanger
发明人： Michael T. Flavin , Ze-Qi Xu , John D. Rizzo , Alla Kucherenko , Albert Khilevich , Abram Kivovich Sheinkman , Vilayphone Vilaychack , Lin Lin , Wei Chen , William A. Boulanger
IPC分类号： C07D311/58 , A61K31/365 , A61K45/06 , A61P31/12 , A61P37/04 , C07D311/16 , C07D493/04 , C07D493/14 , C12P41/00
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (.+-.)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. Useful intermediates for preparing (.+-.)-calanolide A and its derivatives are also provided. According to the disclosed method, chromene 4 intermediate was reacted with acetaldehyde diethyl acetal or paraldehyde in the presence of an acid catalyst with heating, or a two-step reaction including an aldol reaction with acetaldehyde and cyclization either under acidic conditions or neutral Mitsunobu conditions, to produce chromanone 7. Reduction of chromanone 7 with sodium borohydride, in the presence of cerium trichloride, produced (.+-.)-calanolide A. A method for resolving (.+-.)-calanolide A into its optically active forms by a chiral HPLC system or by enzymatic acylation and hydrolysis is also disclosed. Finally, a method for treating or preventing viral infections using (.+-.)-calanolide A or (-)-calanolide A is provided.
摘要翻译：提供了从色烯4制备（+/-） - 丙内酰脲A，1，一种有效的HIV逆转录酶抑制剂的方法。还提供了制备（+/-） - 丙内酰脲A及其衍生物的有用中间体。根据所公开的方法，在酸催化剂的存在下，将色烯4中间体与乙醛二乙基缩醛或对甲醛反应，或者在酸性条件或中性Mitsunobu条件下，包括醛醇与乙醛反应和醛化反应的两步反应，产生苯并二氢吡喃酮7.在三氯化铈的存在下，用硼氢化钠还原色酮7.产生（+/-） - 甘露糖苷A。一种通过手性拆分（+/-） - 卡立拉内酯A至其光学活性形式的方法还公开了HPLC系统或通过酶酰化和水解。最后，提供了一种使用（+/-） - 蒎烯内酰胺A或（ - ） - cal醇酯A治疗或预防病毒感染的方法。

7. 发明授权

US6043271A Method for the preparation of (.+-.)-calanolide A and intermediates thereof 失效
标题翻译：（+/-） - 丙内酰脲A及其中间体的制备方法
公开(公告)号：US6043271A
公开(公告)日：2000-03-28
申请号：US510213
申请日：1995-08-02
申请人： Michael T. Flavin , Ze-Qi Xu , John D. Rizzo , Alla Kucherenko , Albert Khilevich , Abram Kivovich Sheinkman , Vilayphone Vilaychack , Lin Lin , Wei Chen , William A. Boulanger
发明人： Michael T. Flavin , Ze-Qi Xu , John D. Rizzo , Alla Kucherenko , Albert Khilevich , Abram Kivovich Sheinkman , Vilayphone Vilaychack , Lin Lin , Wei Chen , William A. Boulanger
IPC分类号： C07D311/58 , A61K31/365 , A61K45/06 , A61P31/12 , A61P37/04 , C07D311/16 , C07D493/04 , C07D493/14 , A61K31/35 , C07D407/00
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (.+-.)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. Useful intermediates for preparing (.+-.)-calanolide A and its derivatives are also provided. According to the disclosed method, chromene 4 intermediate was reacted with acetaldehyde diethyl acetal or paraldehyde in the presence of an acid catalyst with heating, or a two-step reaction including an aldol reaction with acetaldehyde and cyclization either under acidic conditions or neutral Mitsunobu conditions, to produce chromanone 7. Reduction of chromanone 7 with sodium borohydride, in the presence of cerium trichloride, produced (.+-.)-calanolide A. A method for resolving (.+-.)-calanolide A into its optically active forms by a chiral HPLC system or by enzymatic acylation and hydrolysis is also disclosed. Finally, a method for treating or preventing a viral infections using (.+-.)-calanolide or (-)-calanolide is provided.
摘要翻译：提供了从色烯4制备（+/-） - 丙内酰脲A，1，一种有效的HIV逆转录酶抑制剂的方法。还提供了制备（+/-） - 丙内酰脲A及其衍生物的有用中间体。根据所公开的方法，在酸催化剂的存在下，将色烯4中间体与乙醛二乙基缩醛或对甲醛反应，或者在酸性条件或中性Mitsunobu条件下，包括醛醇与乙醛反应和醛化反应的两步反应，产生苯并二氢吡喃酮7.在三氯化铈的存在下，用硼氢化钠还原色酮7.产生（+/-） - 甘露糖苷A。一种通过手性拆分（+/-） - 卡立拉内酯A至其光学活性形式的方法还公开了HPLC系统或通过酶酰化和水解。最后，提供了使用（+/-） - 蒎烯内酯或（ - ） - 蒎烯内酯治疗或预防病毒感染的方法。

8. 发明授权

US5847164A Method for the preparation of chromanone 7 失效
标题翻译：色酮的制备方法7
公开(公告)号：US5847164A
公开(公告)日：1998-12-08
申请号：US925706
申请日：1997-09-09
申请人： Michael T. Flavin , Ze-Qi Xu , John D. Rizzo , Albert Khilevich , Abram Kivovich Sheinkman
发明人： Michael T. Flavin , Ze-Qi Xu , John D. Rizzo , Albert Khilevich , Abram Kivovich Sheinkman
IPC分类号： C07D311/58 , A61K31/365 , A61K45/06 , A61P31/12 , A61P37/04 , C07D311/16 , C07D493/04 , C07D493/14 , C07D311/78
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (.+-.)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. Useful intermediates for preparing (.+-.)-calanolide A and its derivatives are also provided. According to the disclosed method, chromene 4 intermediate was reacted with acetaldehyde diethyl acetal or paraldehyde in the presence of an acid catalyst with heating, or a two-step reaction including an aldol reaction with acetaldehyde and cyclization either under acidic conditions or neutral Mitsunobu conditions, to produce chromanone 7. Reduction of chromanone 7 with sodium borohydride, in the presence of cerium trichloride, produced (.+-.)-calanolide A. A method for resolving (.+-.)-calanolide A into its optically active forms by a chiral HPLC system or by enzymatic acylation and hydrolysis is also disclosed. Finally, a method for treating or preventing viral infections using (.+-.)-calanolide A or (-)-calanolide A is provided.
摘要翻译：提供了从色烯4制备（+/-） - 丙内酰脲A，1，一种有效的HIV逆转录酶抑制剂的方法。还提供了制备（+/-） - 丙内酰脲A及其衍生物的有用中间体。根据所公开的方法，在酸催化剂的存在下，将色烯4中间体与乙醛二乙基缩醛或对甲醛反应，或者在酸性条件或中性Mitsunobu条件下，包括醛醇与乙醛反应和醛化反应的两步反应，产生苯并二氢吡喃酮7.在三氯化铈的存在下，用硼氢化钠还原色酮7.产生（+/-） - 甘露糖苷A。一种通过手性拆分（+/-） - 卡立拉内酯A至其光学活性形式的方法还公开了HPLC系统或通过酶酰化和水解。最后，提供了一种使用（+/-） - 蒎烯内酰胺A或（ - ） - cal醇酯A治疗或预防病毒感染的方法。

9. 发明授权

US5840921A Method for the preparation of aldol product 7B 失效
标题翻译：醛醇产品7B的制备方法
公开(公告)号：US5840921A
公开(公告)日：1998-11-24
申请号：US925992
申请日：1997-09-09
申请人： Michael T. Flavin , Ze-Qi Xu , John D. Rizzo , Albert Khilevich
发明人： Michael T. Flavin , Ze-Qi Xu , John D. Rizzo , Albert Khilevich
IPC分类号： C07D311/58 , A61K31/365 , A61K45/06 , A61P31/12 , A61P37/04 , C07D311/16 , C07D493/04 , C07D493/14 , C07D493/00
CPC分类号： C07D493/04 , A61K45/06 , C07D311/16 , C07D493/14
摘要： A method of preparing (.+-.)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. Useful intermediates for preparing (+)-calanolide A and its derivatives are also provided. According to the disclosed method, chromene 4 intermediate was reacted with acetaldehyde diethyl acetal or paraldehyde in the presence of an acid catalyst with heating, or a two-step reaction including an aldol reaction with acetaldehyde and cyclization either under acidic conditions or neutral Mitsunobu conditions, to produce chromanone 7. Reduction of chromanone 7 with sodium borohydride, in the presence of cerium trichloride, produced (.+-.)-calanolide A. A method for resolving (.+-.)-calanolide A into its optically active forms by a chiral HPLC system or by enzymatic acylation and hydrolysis is also disclosed. Finally, a method for treating or preventing viral infections using (.+-.)-calanolide A or (-)-calanolide A is provided.
摘要翻译：提供了从色烯4制备（+/-） - 丙内酰脲A，1，一种有效的HIV逆转录酶抑制剂的方法。还提供了制备（+） - 蒎烯内酯A及其衍生物的有用的中间体。根据所公开的方法，在酸催化剂的存在下，将色烯4中间体与乙醛二乙基缩醛或对甲醛反应，或者在酸性条件或中性Mitsunobu条件下，包括醛醇与乙醛反应和醛化反应的两步反应，产生苯并二氢吡喃酮7.在三氯化铈的存在下，用硼氢化钠还原色酮7.产生（+/-） - 甘露糖苷A。一种通过手性拆分（+/-） - 卡立拉内酯A至其光学活性形式的方法还公开了HPLC系统或通过酶酰化和水解。最后，提供了一种使用（+/-） - 蒎烯内酰胺A或（ - ） - cal醇酯A治疗或预防病毒感染的方法。

10. 发明授权

US07598423B2 Potentiators of glutamate receptors 有权
标题翻译：谷氨酸受体的增效剂
公开(公告)号：US07598423B2
公开(公告)日：2009-10-06
申请号：US11718753
申请日：2005-11-15
申请人： Thomas Daniel Aicher , Guillermo S. Cortez , Todd Michael Groendyke , Albert Khilevich , James Allen Knobelsdorf , Fredrik Pehr Marmsater , Jeffrey Michael Schkeryantz , Tony Pisal Tang , Nicholas Andrew Magnus
发明人： Thomas Daniel Aicher , Guillermo S. Cortez , Todd Michael Groendyke , Albert Khilevich , James Allen Knobelsdorf , Fredrik Pehr Marmsater , Jeffrey Michael Schkeryantz , Tony Pisal Tang , Nicholas Andrew Magnus
IPC分类号： C07D239/26 , C07D239/28 , C07D241/10 , C07D401/10 , C07D213/02 , C07D291/04 , C07D271/06 , C07D277/20 , C07D417/10 , C07D333/06 , C07D319/06 , C07C49/76
CPC分类号： C07C229/60 , C07C317/44 , C07D213/61 , C07D213/64 , C07D213/65 , C07D213/70 , C07D213/79 , C07D213/80 , C07D213/84 , C07D213/85 , C07D257/04 , C07D401/04 , C07D401/12
摘要： This application relates to a substituted hydroxyphenyl ketone compound of formula I, or a pharmaceutically acceptable salt thereof, a pharmaceutical composition thereof and its use in treating migraine. This application also relates to processes for preparing a compound of formula I, and intermediate compounds useful therein.
摘要翻译：本申请涉及式I的取代羟基苯基酮化合物或其药学上可接受的盐，其药物组合物及其在治疗偏头痛中的用途。本申请还涉及制备式I化合物的方法和其中有用的中间体化合物。

你已经成功收藏专利！

检索式保存成功!

IPRDB

热门服务

关于我们

友情链接

联系方式