JP2005529921A5 - - Google Patents
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- JP2005529921A5 JP2005529921A5 JP2004505027A JP2004505027A JP2005529921A5 JP 2005529921 A5 JP2005529921 A5 JP 2005529921A5 JP 2004505027 A JP2004505027 A JP 2004505027A JP 2004505027 A JP2004505027 A JP 2004505027A JP 2005529921 A5 JP2005529921 A5 JP 2005529921A5
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- JP
- Japan
- Prior art keywords
- alkyl
- phenyl
- formula
- substituted
- halogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 150000001875 compounds Chemical class 0.000 claims description 19
- -1 phenoxy, cyclohexylmethyloxy Chemical group 0.000 claims description 11
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- 108050001083 Sphingosine 1-phosphate receptors Proteins 0.000 claims description 10
- 239000003112 inhibitor Substances 0.000 claims description 10
- 239000000018 receptor agonist Substances 0.000 claims description 10
- 229940044601 receptor agonist Drugs 0.000 claims description 10
- 238000011282 treatment Methods 0.000 claims description 10
- 230000000694 effects Effects 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000002246 antineoplastic agent Substances 0.000 claims description 5
- 229940127089 cytotoxic agent Drugs 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- 108090000623 proteins and genes Proteins 0.000 claims description 5
- 108091000080 Phosphotransferase Proteins 0.000 claims description 4
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- 230000008569 process Effects 0.000 claims description 4
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- 239000000556 agonist Substances 0.000 claims description 3
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- 239000003628 mammalian target of rapamycin inhibitor Substances 0.000 claims description 3
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- 229940122361 Bisphosphonate Drugs 0.000 claims description 2
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- 101800004538 Bradykinin Proteins 0.000 claims description 2
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- 229940124087 DNA topoisomerase II inhibitor Drugs 0.000 claims description 2
- 102400000932 Gonadoliberin-1 Human genes 0.000 claims description 2
- QXZGBUJJYSLZLT-UHFFFAOYSA-N H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH Natural products NC(N)=NCCCC(N)C(=O)N1CCCC1C(=O)N1C(C(=O)NCC(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CO)C(=O)N2C(CCC2)C(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CCCN=C(N)N)C(O)=O)CCC1 QXZGBUJJYSLZLT-UHFFFAOYSA-N 0.000 claims description 2
- 101500026183 Homo sapiens Gonadoliberin-1 Proteins 0.000 claims description 2
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- QXZGBUJJYSLZLT-FDISYFBBSA-N bradykinin Chemical compound NC(=N)NCCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(=O)NCC(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CO)C(=O)N2[C@@H](CCC2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)CCC1 QXZGBUJJYSLZLT-FDISYFBBSA-N 0.000 claims description 2
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- XLXSAKCOAKORKW-AQJXLSMYSA-N gonadorelin Chemical compound C([C@@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)NCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 XLXSAKCOAKORKW-AQJXLSMYSA-N 0.000 claims description 2
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- 125000000217 alkyl group Chemical group 0.000 claims 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 18
- 125000004432 carbon atom Chemical group C* 0.000 claims 10
- 206010028980 Neoplasm Diseases 0.000 claims 8
- 125000004423 acyloxy group Chemical group 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical group 0.000 claims 7
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 4
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- KKGQTZUTZRNORY-UHFFFAOYSA-N fingolimod Chemical group CCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 KKGQTZUTZRNORY-UHFFFAOYSA-N 0.000 claims 3
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- 230000017066 negative regulation of growth Effects 0.000 claims 2
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 claims 2
- 208000024891 symptom Diseases 0.000 claims 2
- 125000004953 trihalomethyl group Chemical group 0.000 claims 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
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- 125000004849 alkoxymethyl group Chemical group 0.000 claims 1
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-
2003
- 2003-05-15 PL PL03372103A patent/PL372103A1/xx not_active IP Right Cessation
- 2003-05-15 ES ES03730049T patent/ES2316758T3/es not_active Expired - Lifetime
- 2003-05-15 SI SI200331499T patent/SI1505959T1/sl unknown
- 2003-05-15 EP EP08152489.4A patent/EP1944026B1/en not_active Expired - Lifetime
- 2003-05-15 CA CA2483594A patent/CA2483594C/en not_active Expired - Fee Related
- 2003-05-15 AU AU2003240655A patent/AU2003240655B2/en not_active Ceased
- 2003-05-15 JP JP2004505027A patent/JP5227492B2/ja not_active Expired - Fee Related
- 2003-05-15 DK DK03730049T patent/DK1505959T3/da active
- 2003-05-15 WO PCT/EP2003/005125 patent/WO2003097028A1/en not_active Ceased
- 2003-05-15 EP EP03730049A patent/EP1505959B1/en not_active Expired - Lifetime
- 2003-05-15 KR KR1020127025694A patent/KR20120125398A/ko not_active Ceased
- 2003-05-15 AT AT03730049T patent/ATE412408T1/de active
- 2003-05-15 DE DE60324416T patent/DE60324416D1/de not_active Expired - Lifetime
- 2003-05-15 NZ NZ560662A patent/NZ560662A/en not_active IP Right Cessation
- 2003-05-15 CN CN038111942A patent/CN1652757B/zh not_active Expired - Fee Related
- 2003-05-15 BR BR0311173-3A patent/BR0311173A/pt not_active IP Right Cessation
- 2003-05-15 EP EP08152484.5A patent/EP1955696B1/en not_active Expired - Lifetime
- 2003-05-15 NZ NZ536513A patent/NZ536513A/en not_active IP Right Cessation
- 2003-05-15 MX MXPA04011384A patent/MXPA04011384A/es active IP Right Grant
- 2003-05-15 PT PT03730049T patent/PT1505959E/pt unknown
-
2004
- 2004-10-22 ZA ZA2004/08575A patent/ZA200408575B/en unknown
- 2004-10-25 IL IL164838A patent/IL164838A/en not_active IP Right Cessation
- 2004-12-03 NO NO20045312A patent/NO334074B1/no not_active IP Right Cessation
-
2009
- 2009-01-27 CY CY20091100091T patent/CY1108719T1/el unknown
- 2009-04-09 US US12/420,913 patent/US20090209495A1/en not_active Abandoned
- 2009-12-21 JP JP2009289475A patent/JP2010100637A/ja not_active Withdrawn
-
2013
- 2013-01-17 NO NO20130106A patent/NO20130106L/no not_active Application Discontinuation
- 2013-01-22 JP JP2013009158A patent/JP2013136584A/ja active Pending
- 2013-11-21 IL IL229559A patent/IL229559A0/en unknown
- 2013-11-21 IL IL229550A patent/IL229550A0/en unknown
-
2014
- 2014-06-23 US US14/311,838 patent/US20140303257A1/en not_active Abandoned
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