Phosphorous-containing compounds with polymeric chains, and methods of making and using the same
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C08G-079/02
C08G-079/00
C08G-079/04
출원번호
US-0505529
(2003-02-25)
등록번호
US-7479535
(2009-01-20)
국제출원번호
PCT/US03/005795
(2003-02-25)
§371/§102 date
20050412
(20050412)
국제공개번호
WO03/080629
(2003-10-02)
발명자
/ 주소
Branham,Keith
Chaubal,Mahesh V.
English,James P.
Hall,Donna
Zhao,Zhong
출원인 / 주소
Guilford Pharmaceuticals, Inc.
대리인 / 주소
Foley Hoag LLP
인용정보
피인용 횟수 :
1인용 특허 :
34
초록▼
The present invention relates to novel phosphorus-containing compounds with polymeric chains, and methods of making and using the same. In part, subject compositions containing phosphorus-containing compounds with polymeric chains and a therapeutic agent, and methods of making and using the same, a
The present invention relates to novel phosphorus-containing compounds with polymeric chains, and methods of making and using the same. In part, subject compositions containing phosphorus-containing compounds with polymeric chains and a therapeutic agent, and methods of making and using the same, are described. Certain of the subject compositions exhibit reverse thermal gelation.
대표청구항▼
We claim: 1. A composition, comprising a phosphorus-containing compound with a star structure represented by the following formula: wherein, independently for each occurrence: Q represents--O or--N(R3); r represents 0 or 1, and s represents 3 or 2, such that r+s=3; R1 represents a polymeric chain
We claim: 1. A composition, comprising a phosphorus-containing compound with a star structure represented by the following formula: wherein, independently for each occurrence: Q represents--O or--N(R3); r represents 0 or 1, and s represents 3 or 2, such that r+s=3; R1 represents a polymeric chain; R2 represents--H, alkyl, cycloalkyl,--O-alkyl,--O-cycloalkyl, cycloalkenyl,--O-cycloalkenyl, aryl,--O-aryl, heterocycle,--O-heterocycle, polycycle,--O-polycycle, or--N(R4)R5; R3 represents--H, alkyl, aryl, cycloalkyl, cycloalkenyl, heterocycle, or polycycle; R4 and R5, each independently, represent a hydrogen, an alkyl, an alkenyl,--(CH2)m--R6, or R4 and R5, taken together with the N atom to which they are attached complete a heterocycle having from 4 to about 8 atoms in the ring structure; m represents an integer from 0-10; and R6 represents--H, alkyl, cycloakyl,--O-alkyl,--O-cycloalkyl, cycloalkenyl,--O-cycloalkenyl, aryl,--O-aryl, heterocycle,--O-heterocycle, polycycle or--O-polycycle. 2. The composition of claim 1, wherein R1 is represented by: wherein * represents the central phosphorus atom of Formula I; R7 represents--O-alkyl,--O-cycloalkyl,--O-aryl,--O-heterocyclyl,--S-alkyl,--S-cycloalkyl,--S-aryl,--S-heterocyclyl, or--N(R4)R5; m represents an integer from 0-10; Q1, Q2 . . . Qs, each independently, represent--O or--N(R3); X1, X2 . . . Xs, each independently, represent--O--or--N(R3)--; ts is a constitutional unit of the polymeric chain; the s of ts is an integer and at least 1 or more; n1, n2 . . . ns is greater than 0 to about 1000 or more; x is an integer from 1 to about 1000 or more; and M1, M2 . . . Ms each independently represent an aliphatic or aryl group. 3. The composition of claim 1, wherein R1 is represented by wherein * represents the central phosphorus atom of Formula I; R7 represents--O-alkyl,--O-cycloalkyl,--O-aryl,--O-heterocyclyl,--S-alkyl,--S-cyloalkyl,--S-aryl,--S-heterocyclyl, or--N(R4)R5; m represents an integer from 0-10; Q1 represents--O or--N(R3); M1 and M2 each independently represent an aliphatic or aryl group; X1 and X2 each independently, represent--O--or--N(R3)--; x is an integer equal to at least 1 or more; n1 and n2 are equal to 1; and the t1 and t2 units may be in any order for each occurrence of the unit x. 4. The composition of claim 1, wherein Q represents O. 5. The composition of claim 3, wherein M1 and M2 are each independently selected from the group consisting of--CH(CH3)--;--CH(CH3)CO2CH(CH3)--;--(CH2)d--; and --(CH2)d--O--; wherein d is from 1 to about 12. 6. The composition of claim 2, wherein R7 is represented by--O-alkyl. 7. The composition of claim 3, wherein R7 is represented by--O-alkyl. 8. The composition of claim 7, wherein R2 is selected from the group consisting of--H, alkyl, cycloalkyl,--O-alkyl, and--O-cycloalkyl. 9. The composition of claim 1, wherein R1 is represented by: wherein * represents the central phosphorus atom of Formula I; M1 and M2 are each independently are selected from the group consisting of--CH(CH3)--; --CH(CH3)CO2CH(CH3)--;--(CH2)d--; and--(CH2)d--O--; wherein d is from 1 to about 12; R7 is represented by--O-alkyl; n1 and n2 are equal to 1; the t1 and t2 units may be in any order for each occurrence of the unit x; and x is an integer from 1 to about 20. 10. The composition of claim 1, wherein R1 is represented by wherein * represents the central phosphorus atom of Formula I; R7 represents--O--(CH2)mCH3 or--O--(CH2CH2O)mCH3, wherein m is at least 1; n1 and n2 are on average for each polymeric chain in the compound equal to about 2 and 2 or about 5.5 and 1.8, respectively; the t1 and t2 units may be in any order for each occurrence of the unit x; and x is equal to 1. 11. The composition of claim 1, wherein R1 is wherein * represents the central phosphorus atom of Formula I; R7 represents--O--(CH2)mCH3, wherein m is at least 1; n1 and n2 are on average for each unit x are equal to about 2.4 and 1.6, respectively; the t1 and t2 units may be in any order for each occurrence of the unit x; and x is at least 1. 12. The composition of claim 9, wherein R2 is selected from the group consisting of--H, alkyl, cycloalkyl,--O-alkyl, and--O-cycloalkyl. 13. The composition of claim 1, wherein R1 is represented by: wherein * represents the central phosphorus atom of Formula I; M1 is selected from the group consisting of--CH(CH3)--;--CH(CH3)CO2CH(CH3)--; --(CH2)d--; and--(CH2)d--O--; wherein d is from 1 to about 12; Q1 represents--O or N(R3); R7 represents--O--(CH2)mCH3, wherein m is at least 1; and x is an integer equal to at least 2. 14. The composition of claim 1, wherein R1 is represented by: wherein * represents the central phosphorus atom of Formula I; R7 represents--O--(CH2)mCH3, wherein m is at least 1, and x is at least 2. 15. The composition of claim 1, wherein said phosphorus-containing compound is amphiphilic. 16. The composition of claim 1, wherein said phosphorus-containing compound exhibits reverse thermal gelation. 17. The composition of claim 16, wherein said phosphorus-containing compound has a gelation temperature of below about 37° C. 18. The composition of claim 1, further comprising a therapeutic agent. 19. The composition of claim 9, further comprising a therapeutic agent. 20. A composition, comprising a phosphorus-containing compound with a star structure represented by the following formula: wherein, independently for each occurrence: Q represents--O or--N(R3); r represents 0 or 1, and s represents 3 or 2, such that r+s=3; R2 represents--H, alkyl, cycloalkyl,--O-alkyl,--O-cycloalkyl, cycloalkenyl,--O-cycloalkenyl, aryl,--O-aryl, heterocycle,--O-heterocycle, polycycle,--O-polycycle, or--N(R4)R5; R3 represents--H, alkyl, aryl, cycloalkyl, cycloalkenyl, heterocycle, or polycycle; R4 and R5, each independently, represent a hydrogen, an alkyl, an alkenyl,--(CH2)m--R6, or R4 and R5, taken together with the N atom to which they are attached complete a heterocycle having from 4 to about 8 atoms in the ring structure; m represents an integer from 0-10; and R6 represents--H, alkyl, cycloakyl,--O-alkyl,--O-cycloalkyl, cycloalkenyl,--O-cycloalkenyl, aryl,--O-aryl, heterocycle,--O-heterocycle, polycycle or--O-polycycle; R1 comprises: wherein * represents the central phosphorus atom of Formula I; M1 and M2 are each independently are selected from the group consisting of--CH(CH3)--; --CH(CH3)CO2CH(CH3)--;--(CH2)d--; and--(CH2)d--O--; wherein d is from 1 to about 12; R7 is represented by--O-alkyl; n1 and n2 are equal to 1; the t1 and t2 units may be in any order for each occurrence to the unit x; and x is an integer from 1 to about 20.
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