Halofuginone analogs for inhibition of tRNA synthetases and uses thereof
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
A61K-031/4184
C07D-401/06
C07D-401/14
C07D-403/06
C07D-405/14
C07D-491/04
C07D-495/04
C07F-009/6558
출원번호
US-0058486
(2009-08-11)
등록번호
US-9284297
(2016-03-15)
국제출원번호
PCT/US2009/004581
(2009-08-11)
§371/§102 date
20110527
(20110527)
국제공개번호
WO2010/019210
(2010-02-18)
발명자
/ 주소
Keller, Tracy
Mazitschek, Ralph
Whitman, Malcolm
Lee, Jinbo
Sundrud, Mark S.
Rao, Anjana
출원인 / 주소
President and Fellows of Harvard College
대리인 / 주소
Wolf, Greenfield & Sacks, P.C.
인용정보
피인용 횟수 :
6인용 특허 :
22
초록▼
The present invention provides novel analogs and derivatives of halofuginone. The invention also provides pharmaceutical and cosmetic compositions thereof and methods for using halofuginone analogs in treating chronic inflammatory diseases, autoimmune diseases, dry eye syndrome, fibrosis, scar forma
The present invention provides novel analogs and derivatives of halofuginone. The invention also provides pharmaceutical and cosmetic compositions thereof and methods for using halofuginone analogs in treating chronic inflammatory diseases, autoimmune diseases, dry eye syndrome, fibrosis, scar formation, angiogenesis, viral infections, ischemic damage, transplant and implant rejection, neurodegenerative diseases, and cosmetic applications.
대표청구항▼
1. A compound of formula (I): wherein j is an integer between 0 and 10, inclusive;p is an integer between 0 and 6, inclusive;q is an integer between 0 and 6, inclusive;m is 1 or 2;v is an integer between 1 and 3, inclusive;X is N or CRX, wherein RX is hydrogen; halogen; substituted or unsubstituted
1. A compound of formula (I): wherein j is an integer between 0 and 10, inclusive;p is an integer between 0 and 6, inclusive;q is an integer between 0 and 6, inclusive;m is 1 or 2;v is an integer between 1 and 3, inclusive;X is N or CRX, wherein RX is hydrogen; halogen; substituted or unsubstituted aliphatic; substituted or unsubstituted heteroaliphatic; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORF; —SRF; —N(RF)2; and —C(RF)3; wherein each occurrence of RF is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;each occurrence of Y is independently S, O, N, NRY, C or CRY, wherein each occurrence of RY is independently hydrogen; halogen; substituted or unsubstituted heteroaryl; —ORG; —C(═O)RG; —CO2RG; —C(═O)N(RG)2; —CN; —SCN; —SRG; —SORG; —SO2RG; —NO2; —N(RG)2; or —NHC(O)RG; wherein each occurrence of RG is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety, wherein one, two, or three occurrences of Y are CH;each occurrence of T and G is independently —S—, —O—, —NRE—, or —C(RE)2—, wherein each occurrence of RE is independently hydrogen; halogen; substituted or unsubstituted aliphatic; substituted or unsubstituted heteroaliphatic; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORG; —SRG; —N(RG)2; and —C(RG)3; wherein each occurrence of RG is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;R1 is hydrogen; a protecting group; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —C(═O)RA; —C(═O)ORA; —C(═O)N(RA)2; or —C(RA)3; wherein each occurrence of RA is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;each occurrence of R2 is independently hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORB; —C(═O)RB; —CO2RB; —C(═O)N(RB)2; —CN; —SCN; —SRB; —SORB; —SO2RB; —NO2; —N(RB)2; —NHC(O)RB; or —C(RB)3; wherein each occurrence of RB is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;R3 is halogen; —OH; or —CO2RC; wherein each occurrence of RC is independently a hydrogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; or a heteroaryl moiety;R4 and R5 are independently hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORD; —C(═O)RD; —CO2RD; —C(═O)N(RD)2; —CN; —SCN; —SRD; —SORD; —SO2RD; —NO2; —N(RD)2; —NHC(O)RD; or —C(RD)3; wherein each occurrence of RD is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety; andR6 is hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORK; —C(═O)RK; —CO2RK; —C(═O)N(RK)2; —CN; —SCN; —SRK; —SORK; —SO2RK; —NO2; —N(RK)2; —NHC(O)RK; or —C(RK)3; wherein each occurrence of RK is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;and pharmaceutically acceptable salts thereof. 2. The compound of claim 1 of formula: 3. The compound of claim 1, wherein R6 is hydrogen. 4. The compound of claim 1 of formula: 5. A compound of formula (VI): wherein j is an integer between 1 and 8, inclusive;each occurrence of Y is S, O, N, or CRY, wherein each occurrence of RY is independently halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORG; —C(═O)RG; —CO2RG; —C(═O)N(RG)2; —CN; —SCN; —SRG; —SORG; —SO2RG; —NO2; —N(RG)2; —NHC(O)RG; or —C(RG)3; wherein each occurrence of RG is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;Z is ═O or ═N—NHRD, wherein RD is a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;R1 is hydrogen; a protecting group; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —C(═O)RA; —C(═O)ORA; —C(═O)N(RA)2; or —C(RA)3; wherein each occurrence of RA is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;each occurrence of R2 is independently hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORB; —C(═O)RB; —CO2RB; —C(═O)N(RB)2; —CN; —SCN; —SRB; —SORB; —SO2RB; —NO2; —N(RB)2; —NHC(O)RB; or —C(RB)3; wherein each occurrence of RB is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;R3 is hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORC; —C(═O)RC; —CO2RC; —C(═O)N(RC)2; —CN; —SCN; —SRC; —SORC; —SO2RC; —NO2; —N(RC)2; —NHC(O)RC; or —C(RC)3; wherein each occurrence of RC is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety; andR6 is hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORK; —C(═O)RK; —CO2RK; —C(═O)N(RK)2; —CN; —SCN; —SRK; —SORK; —SO2RK; —NO2; —N(RK)2; —NHC(O)RK; or —C(RK)3; wherein each occurrence of RK is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety; and pharmaceutically acceptable salts thereof;provided that at least one instance of Y is not CRY. 6. The compound of claim 5 of formula: 7. The compound of claim 5 of formula: 8. A compound of formula (XI): wherein represents a double or triple bond;n is an integer between 0 and 3, inclusive;j is an integer between 0 and 8, inclusive;R1 is hydrogen; a protecting group; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —C(═O)RA; —C(═O)ORA; —C(═O)N(RA)2; or —C(RA)3; wherein each occurrence of RA is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;each occurrence of RY is independently hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORG; —C(═O)RG; —CO2RG; —C(═O)N(RG)2; —CN; —SCN; —SRG; —SORG; —SO2RG; —NO2; —N(RG)2; —NHC(O)RG; or —C(RG)3; wherein each occurrence of RG is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;each occurrence of R2 is independently hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORB; —C(═O)RB; —CO2RB; —C(═O)N(RB)2; —CN; —SCN; —SRB; —SORB; —SO2RB; —NO2; —N(RB)2; —NHC(O)RB; or —C(RB)3; wherein each occurrence of RB is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;R3 is hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORC; —C(═O)RC; —CO2RC; —C(═O)N(RC)2; —CN; —SCN; —SRC; —SORC; —SO2RC; —NO2; —N(RC)2; —NHC(O)RC; or —C(RC)3; wherein each occurrence of RC is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;R6 is hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORK; —C(═O)RK; —CO2RK; —C(═O)N(RK)2; —CN; —SCN; —SRK; —SORK; —SO2RK; —NO2; —N(RK)2; —NHC(O)RK; or —C(RK)3; wherein each occurrence of RK is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety; andR7 is hydrogen; halogen; cyclic or acyclic, unsubstituted, branched or unbranched alkyl; cyclic or acyclic, substituted or unsubstituted, branched or unbranched alkenyl; cyclic or acyclic, substituted or unsubstituted, branched or unbranched alkynyl; cyclic or acyclic, substituted or unsubstituted, branched or unbranched carbocyclyl; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORC; —C(═O)RC; —CO2RC; —C(═O)N(RC)2; —CN; —SCN; —SRC; —SORC; —SO2RC; —NO2; —N(RC)2; —NHC(O)RC; —Si(RC)3; or —C(RC)3; wherein each occurrence of RC is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety; and pharmaceutically acceptable salts thereof. 9. A compound of Formula (XIII): wherein j is an integer between 0 and 6, inclusive;each occurrence of Y is independently S, O, N, C or CRY, wherein each occurrence of RY is independently hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORG; —C(═O)RG; —CO2RG; —C(═O)N(RG)2; —CN; —SCN; —SRG; —SORG; —SO2RG; —NO2; —N(RG)2; —NHC(O)RG; or —C(RG)3; wherein each occurrence of RG is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety, wherein one, two, or three occurrences of Y are CH;R1 is hydrogen; a protecting group; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —C(═O)RA; —C(═O)ORA; —C(═O)N(RA)2; or —C(RA)3; wherein each occurrence of RA is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety; provided that R1 is not a tert-butoxycarbonyl group;each occurrence of R2 is independently hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORB; —C(═O)RB; —CO2RB; —C(═O)N(RB)2; —CN; —SCN; —SRB; —SORB; —SO2RB; —NO2; —N(RB)2; —NHC(O)RB; or —C(RB)3; wherein each occurrence of RB is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety;R3 is hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORC; —C(═O)RC; —CO2RC; —C(═O)N(RC)2; —CN; —SCN; —SRC; —SORC; —SO2RC; —NO2; —N(RC)2; —NHC(O)RC; or —C(RC)3; wherein each occurrence of RC is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino, alkylamino, dialkylamino, heteroaryloxy; or heteroarylthioxy moiety; provided that R3 is not —OCH2Ph;R4 and R5 are independently hydrogen or —OH; andR6 is hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; —ORK; —C(═O)RK; —CO2RK; —C(═O)N(RK)2; —CN; —SCN; —SRK; —SORK; —SO2RK; —NO2; —N(RK)2; —NHC(O)RK; or —C(RK)3; wherein each occurrence of RK is independently a hydrogen; a halogen; a protecting group; an aliphatic moiety; a heteroaliphatic moiety; an acyl moiety; an aryl moiety; a heteroaryl moiety; alkoxy; aryloxy; alkylthioxy; arylthioxy; amino; alkylamino; dialkylamino; heteroaryloxy; or heteroarylthioxy moiety; and pharmaceutically acceptable salts thereof. 10. A pharmaceutical composition comprising a compound of claim 1 or a pharmaceutically acceptable salt thereof; and a pharmaceutically acceptable excipient or vehicle. 11. The compound of claim 1, wherein X is N. 12. The compound of claim 11, wherein T is —C(RE)2—. 13. The compound of claim 12, wherein G is —C(RE)2—. 14. The compound of claim 13, wherein p is 1. 15. The compound of claim 14, wherein q is 1. 16. The compound of claim 1, wherein RC is hydrogen. 17. The compound of claim 1, wherein one occurrence of Y is CH. 18. The compound of claim 1, wherein two occurrences of Y are CH. 19. The compound of claim 1, wherein three occurrences of Y are CH. 20. The compound of claim 1, wherein m is 1 and v is 1 or 2. 21. The compound of claim 1, wherein m is 2 and v is 1 or 2. 22. The compound of claim 5, wherein R6 is hydrogen. 23. The compound of claim 22 of formula: 24. The compound of claim 22 of formula: 25. The compound of claim 22 of formula: 26. The compound of claim 22 of formula: 27. The compound of claim 8, wherein R6 is hydrogen. 28. The compound of claim 27, wherein the compound is one of the following: 29. A compound selected from the group consisting of:
연구과제 타임라인
LOADING...
LOADING...
LOADING...
LOADING...
LOADING...
이 특허에 인용된 특허 (22)
Kowcz Alexandra (Monroe CT) Doughty Darrell G. (Derby CT), Anti-acne composition.
Pines Mark (Rehovot ILX) Nagler Arnon (Jerusalem ILX) Slavin Shimon (Jerusalem ILX), Anti-fibrotic quinazolinone-containing compositions and methods for the use thereof.
Ladner Robert C. (Ijamsville MD) Guterman Sonia K. (Belmont MA) Roberts Bruce L. (Milford MA) Markland William (Milford MA) Ley Arthur C. (Newton MA) Kent Rachel B. (Boxborough MA), Directed evolution of novel binding proteins.
Turner Deborah J. (Naugatuck CT) Mehta Arvind M. (Woodbridge CT) Foley Jeanne M. (West Haven CT) Doughty Darrell G. (Shelton CT), Leave-on facial emulsion compositions.
Turner Deborah J. (Naugatuck CT) Mehta Arvind M. (Woodbridge CT) Foley Jeanne M. (West Haven CT) Doughty Darrell G. (Shelton CT), Leave-on facial emulsion compositions.
Fukuda Hidenori (Odawara JPX), Multiple emulsion having a form of water/oil/water phase and process for preparation thereof, and multiple emulsion type.
Sabatelli Anthony D. (Hamilton OH) Spirnak Josephine A. (Shelton CT), Novel sunscreen agents, sunscreen compositions and methods for preventing sunburn.
Figueroa ; Jr. Ramon (Oxford CT) Harrison ; Jr. Bobby G. (East Norwalk CT) SaNogueira James P. (Newtown CT), Oil-in-water-in-silicone emulsion compositions.
Haffey Janet G. (Norwalk CT) Garfinkel Jay R. (Wallingford CT) Blank Roy L. (Spring Valley NY), Photoprotection compositions having reduced dermal irritation.
※ AI-Helper는 부적절한 답변을 할 수 있습니다.