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1. 发明授权

US5919923A Meso-substituted tripyrrane compounds, compositions, and methods for making and using the same 失效
标题翻译：中间取代的三卤化合物，组合物及其制备和使用方法
公开(公告)号：US5919923A
公开(公告)日：1999-07-06
申请号：US80989
申请日：1998-05-19
申请人： Christian Bruckner , Ross W. Boyle , David Dolphin
发明人： Christian Bruckner , Ross W. Boyle , David Dolphin
IPC分类号： A61K31/409 , A61K41/00 , A61K49/00 , A61P43/00 , C07D207/32 , C07D207/323 , C07D487/22 , C09B57/00 , C07D403/06
CPC分类号： C07D207/323
摘要： The invention provides for tripyrrane compounds of the formula ##STR1## wherein: each Q represents, typically, an alkyl group, cycloalkyl group, aryl group, or a heteroaryl group; and each R represents hydrogen, an alkyl group, alcohol group, or a carbonyl-containing group. Additionally, there are described methods to prepare such compounds, for example, comprising the steps of:(a) reacting a compound of the formula:Q--CHO or Q--CH(OS)(OS')wherein S and S' are independently lower alkyl, an aryl group containing from 5 to 14 ring atoms, and --(CH.sub.2).sub.n -- where n=2-4;with a stoichiometric excess of a pyrrole having the formula: ##STR2## in the presence of a catalytic amount of an acid; (b) removing the unreacted pyrrole or any other solvents used in (a) by evaporation to form a residue; and(c) treating the residue to remove high molecular weight polymeric materials and the corresponding dipyrromethane by-product, leaving the desired compound.
摘要翻译：本发明提供下式的三吡咯化合物，其中：每个Q通常为烷基，环烷基，芳基或杂芳基; 并且每个R表示氢，烷基，醇基或含羰基。此外，描述了制备这种化合物的方法，例如包括以下步骤：（a）使下式化合物：Q-CHO或Q-CH（OS）（OS'）其中S和S'独立地低级烷基，含有5至14个环原子的芳基和 - （CH 2）n - ，其中n = 2-4; 化学计量过量的具有下式的吡咯：在催化量的酸存在下; （b）通过蒸发除去（a）中使用的未反应的吡咯或任何其它溶剂以形成残余物; 和（c）处理残留物以除去高分子量聚合物材料和相应的二吡咯甲烷副产物，留下所需化合物。

2. 发明授权

US6022981A Meso-substituted tripyrrane compounds, compositions, and methods for making and using the same 失效
标题翻译：中间取代的三卤化合物，组合物及其制备和使用方法
公开(公告)号：US6022981A
公开(公告)日：2000-02-08
申请号：US313030
申请日：1999-05-17
申请人： Christian Bruckner , Ross W. Boyle , David Dolphin
发明人： Christian Bruckner , Ross W. Boyle , David Dolphin
IPC分类号： A61K31/409 , A61K41/00 , A61K49/00 , A61P43/00 , C07D207/32 , C07D207/323 , C07D487/22 , C09B57/00 , C07D403/06
CPC分类号： C07D207/323
摘要： The invention provides for tripyrrane compounds of the formula ##STR1## wherein: each Q represents, typically, an alkyl group, cycloalkyl group, aryl group, or a heteroaryl group; and each R represents hydrogen, an alkyl group, alcohol group, or a carbonyl-containing group.Additionally, there are described methods to prepare such compounds, for example, comprising the steps of:(a) reacting a compound of the formula:Q--CHO or Q--CH(OS)(OS')wherein S and S' are independently lower alkyl, an aryl group containing from 5 to 14 ring atoms, and --(CH.sub.2).sub.n -- where n =2-4;with a stoichiometric excess of a pyrrole having the formula: ##STR2## in the presence of a catalytic amount of an acid; (b) removing the unreacted pyrrole or any other solvents used in (a) by evaporation to form a residue; and(c) treating the residue to remove high molecular weight polymeric materials and the corresponding dipyrromethane by-product, leaving the desired compound.
摘要翻译：本发明提供下式的三吡咯化合物，其中：每个Q通常为烷基，环烷基，芳基或杂芳基; 并且每个R表示氢，烷基，醇基或含羰基。此外，描述了制备这种化合物的方法，例如包括以下步骤：（a）使下式化合物：Q-CHO或Q-CH（OS）（OS'）其中S和S'独立地低级烷基，含有5至14个环原子的芳基和 - （CH 2）n - ，其中n = 2-4; 化学计量过量的具有下式的吡咯：在催化量的酸存在下; （b）通过蒸发除去（a）中使用的未反应的吡咯或任何其它溶剂以形成残余物; 和（c）处理残留物以除去高分子量聚合物材料和相应的二吡咯甲烷副产物，留下所需化合物。

3. 发明授权

US5883246A Synthesis of polypyrrolic macrocycles from meso-substituted tripyrrane compounds 失效
标题翻译：从内消旋取代的三卤化合物合成聚吡咯大环
公开(公告)号：US5883246A
公开(公告)日：1999-03-16
申请号：US612215
申请日：1996-03-07
申请人： Christian Bruckner , Ross W. Boyle , David Dolphin
发明人： Christian Bruckner , Ross W. Boyle , David Dolphin
IPC分类号： A61K31/409 , A61K41/00 , A61K49/00 , A61P43/00 , C07D207/32 , C07D207/323 , C07D487/22 , C09B57/00
CPC分类号： C07D207/323
摘要： A compound of Formula I: ##STR1## wherein: Q represents identical alkyl groups, cycloalkyl groups having from 5 to 7 ring atoms, or aryl or heteroaryl groups having from 5 to 12 ring atoms andR represents identical hydrogen, alkyl, alcohol or carbonyl-containing groups;or a composition containing from 5 to 100 mole % by weight of the compound of Formula I. A novel method for synthesizing the compound of Formula I comprises the steps of: (a) reacting a compound of the formula:Q--CHO or Q--CH(OS)(OS')wherein Q is as defined above andS and S' are independently lower alkyl, an aryl group containing from 5 to 14 ring atoms, and --(CH.sub.2).sub.n -- where n=2-4, with an excess amount of a pyrrole in the presence of a catalytic amount of a strong Lewis or Bronsted acid;(b) removing any unreacted pyrrole or other solvents used by evaporation;(c) removing polymeric materials and removing the corresponding dipyrromethane by-product, leaving the compound of Formula I.
摘要翻译：式I的化合物：其中：Q表示相同的烷基，具有5至7个环原子的环烷基，或具有5至12个环原子的芳基或杂芳基，R表示相同的氢，烷基，醇或含羰基; 或组合物，其含有5至100摩尔％的式I化合物。用于合成式I化合物的新方法包括以下步骤：（a）使下式化合物：Q-CHO或Q- CH（OS）（OS'）其中Q如上所定义，S和S'独立地为低级烷基，含有5至14个环原子的芳基和 - （CH 2）n - ，其中n = 2-4，在催化量的强路易斯或布朗斯台德酸存在下过量的吡咯; （b）除去任何未反应的吡咯或蒸发使用的其他溶剂; （c）除去聚合物材料并除去相应的二吡咯甲烷副产物，留下式I化合物。

4. 发明授权

US5808054A Synthesis of polypyrrolic macrocycles from meso-substituted tripyrrane compounds 失效
公开(公告)号：US5808054A
公开(公告)日：1998-09-15
申请号：US612215
申请日：1996-03-07
申请人： Christian Bruckner , Ross W. Boyle , David Dolphin
发明人： Christian Bruckner , Ross W. Boyle , David Dolphin
IPC分类号： A61K31/409 , A61K41/00 , A61K49/00 , A61P43/00 , C07D207/32 , C07D207/323 , C07D487/22 , C09B57/00
CPC分类号： C07D207/323
摘要： A compound of Formula I: ##STR1## wherein: Q represents identical alkyl groups, cycloalkyl groups having from 5 to 7 ring atoms, or aryl or heteroaryl groups having from 5 to 12 ring atoms and R represents identical hydrogen, alkyl, alcohol or carbonyl-containing groups; or a composition containing from 5 to 100 mole % by weight of the compound of Formula I. A novel method for synthesizing the compound of Formula I comprises the steps of: (a) reacting a compound of the formula: Q--CHO or Q--CH(OS)(OS') wherein Q is as defined above and S and S' are independently lower alkyl, an aryl group containing from 5 to 14 ring atoms, and --(CH.sub.2).sub.n -- where n=2-4, with an excess amount of a pyrrole in the presence of a catalytic amount of a strong Lewis or Bronsted acid; (b) removing any unreacted pyrrole or other solvents used by evaporation; (c) removing polymeric materials and removing the corresponding dipyrromethane by-product, leaving the compound of Formula I.

5. 发明授权

US5726304A Porphocyanine and CNC-expanded porphyrins 失效
标题翻译：芍丝苷和数控膨胀卟啉
公开(公告)号：US5726304A
公开(公告)日：1998-03-10
申请号：US233632
申请日：1994-04-26
申请人： Hang Tang , Lily Y. Xie , Tilak Wijesekera , David Dolphin , Ross W. Boyle
发明人： Hang Tang , Lily Y. Xie , Tilak Wijesekera , David Dolphin , Ross W. Boyle
IPC分类号： C12P21/08 , A61K31/40 , A61K31/409 , A61K31/555 , A61K38/00 , A61K39/395 , A61K41/00 , A61K49/00 , A61K49/06 , A61K51/00 , A61K51/04 , A61P35/00 , C07B59/00 , C07D487/22 , C07F5/00 , C07F13/00 , C07K16/00
CPC分类号： A61K51/0485 , A61K41/0076 , A61K49/06 , C07B59/002 , C07B59/004 , C07D487/22
摘要： Compounds of the formula ##STR1## and the metalated forms and salts thereof; wherein n is an integer of 1-4; and wherein each P.sub.i is independently a pyrrole residue of the formula ##STR2## wherein each R.sub.ia and R.sub.ib is independently a noninterfering substituent, and wherein each Z.sub.i is independently a covalent bond; or is a meso bridging group of the formula ##STR3## or is an N-meso bridging group of the formula .dbd.N--.revreaction.--N.dbd.; or is a CC linkage of the formula ##STR4## or is a CNCCNC linkage of the formula ##STR5## wherein each R.sub.ic, R.sub.id, R.sub.ie, R.sub.if and R.sub.ig is independently a noninterfering substituent; or is a CNC linkage of the formula --CH.dbd.N--CH.dbd..revreaction..dbd.CH--N.dbd.CH-- wherein at least one Z.sub.i is said CNC linkage, are disclosed. These compounds are useful in photodynamic therapy and diagnosis. The metalated forms when the metal is paramagnetic are useful as MRI contrast agents.
摘要翻译：式“IMAGE”的化合物及其金属化形式和盐; 其中n为1-4的整数; 并且其中每个Pi独立地是下式的吡咯残基：其中每个R a和R b各自独立地为非干扰取代基，并且其中每个Z 1独立地为共价键; 或者是具有式“IMAGE”的中观桥连基团或者是式= N - > N-N的N-中间桥连基团。或具有式“IMAGE”的isa CC键或是具有式“IMAGE”的CNCCNC连接，其中每个Ric，Rid，Rie，Rif和Rig独立地为非干扰取代基; 或者是公式CH = N-CH = - > < - = CH-N = CH-的CNC连接，其中至少一个Zi是所述CNC连接。这些化合物可用于光动力疗法和诊断。当金属顺磁时，金属化形式可用作MRI造影剂。

6. 发明授权

US5703230A Meso-monoiodo-substituted tetramacrocyclic compounds and methods for making and using the same 失效
标题翻译：中 - 单碘取代的四环胞化合物及其制备和使用方法
公开(公告)号：US5703230A
公开(公告)日：1997-12-30
申请号：US349179
申请日：1994-12-02
申请人： Ross W. Boyle , David Dolphin , Claire K. Johnson
发明人： Ross W. Boyle , David Dolphin , Claire K. Johnson
IPC分类号： A61K31/40 , A61P7/02 , A61P17/00 , A61P31/04 , A61P35/00 , C07D487/22 , A61K31/555
CPC分类号： C07D487/22
摘要： A meso-monoiodo-substituted tetramacrocyclic compound having the formula (I): ##STR1## wherein: each of A through D is independently a 5-membered, nitrogen-containing ring having the members necessary to complete a porphyrin, chlorin, bacteriochlorin or isobacteriochlorin nucleus; R.sub.1 through R.sub.8 are independently a hydrogen atom, a lower alkyl group, a lower alkyl carboxylic acid or acid ester group, keto, hydroxy, nitro, amino, or a group that, taken together with another ring, ring substituent or meso-substituent, forms a fused 5- or 6-membered ring; and each of S.sup.1 through S.sup.3 is H, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, a substituted or unsubstituted aromatic ring, or a substituted or unsubstituted heterocyclic ring. A method for synthesizing the compound comprises the step of iodinating a corresponding unhalogenated, de-metallated tetramacrocyclic compound, followed by metallating. The compound of the invention is an intermediate capable of coupling with an alkyne to achieve a desired mono-meso-alkynyl compound.
摘要翻译：具有式（I）的内消旋 - 一碘代取代的四环胞化合物：其中：A至D各自独立地为具有完成卟啉，二氢卟酚，细菌毒素或异细菌色素核; R 1至R 8独立地为氢原子，低级烷基，低级烷基羧酸或酸酯基，酮基，羟基，硝基，氨基或与另一个环，环取代基或内消旋取代基一起使用的基团，形成稠合的5或6元环; S1至S3中的每一个为H，取代或未取代的烷基，取代或未取代的环烷基，取代或未取代的芳环，或取代或未取代的杂环。合成化合物的方法包括将相应的未卤化，去金属化的四环化合物碘化，随后金属化的步骤。本发明的化合物是能够与炔烃偶联以获得所需的单 - 内 - 炔基化合物的中间体。

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