JP2002537300A - ２−アミノ−６−アニリノ−プリンとその薬物としての利用 - Google Patents
２−アミノ−６−アニリノ−プリンとその薬物としての利用Info
- Publication number
- JP2002537300A JP2002537300A JP2000599757A JP2000599757A JP2002537300A JP 2002537300 A JP2002537300 A JP 2002537300A JP 2000599757 A JP2000599757 A JP 2000599757A JP 2000599757 A JP2000599757 A JP 2000599757A JP 2002537300 A JP2002537300 A JP 2002537300A
- Authority
- JP
- Japan
- Prior art keywords
- amino
- phenyl
- ethyl
- hydroxy
- purin
- 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.)
- Pending
Links
- AWRCGEJILTVONY-UHFFFAOYSA-N 6-n-phenyl-7h-purine-2,6-diamine Chemical compound C=12NC=NC2=NC(N)=NC=1NC1=CC=CC=C1 AWRCGEJILTVONY-UHFFFAOYSA-N 0.000 title claims abstract description 6
- 229940079593 drug Drugs 0.000 title description 3
- 239000003814 drug Substances 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 194
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 18
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 12
- 201000010099 disease Diseases 0.000 claims abstract description 10
- 208000001132 Osteoporosis Diseases 0.000 claims abstract description 7
- -1 alkenylene radical Chemical class 0.000 claims description 725
- 150000003254 radicals Chemical class 0.000 claims description 185
- 125000000217 alkyl group Chemical group 0.000 claims description 182
- 125000003282 alkyl amino group Chemical group 0.000 claims description 139
- 125000004432 carbon atom Chemical group C* 0.000 claims description 139
- 229910052736 halogen Inorganic materials 0.000 claims description 109
- 125000003545 alkoxy group Chemical group 0.000 claims description 107
- 239000001257 hydrogen Substances 0.000 claims description 106
- 229910052739 hydrogen Inorganic materials 0.000 claims description 106
- 150000002367 halogens Chemical class 0.000 claims description 104
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 64
- 150000003839 salts Chemical class 0.000 claims description 64
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 63
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 61
- 150000002431 hydrogen Chemical class 0.000 claims description 54
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 54
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 49
- 229910052760 oxygen Inorganic materials 0.000 claims description 45
- 239000001301 oxygen Substances 0.000 claims description 45
- 125000001424 substituent group Chemical group 0.000 claims description 45
- 125000003118 aryl group Chemical group 0.000 claims description 40
- 229910052717 sulfur Inorganic materials 0.000 claims description 39
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 38
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 36
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 36
- 239000011593 sulfur Substances 0.000 claims description 36
- 125000000304 alkynyl group Chemical group 0.000 claims description 35
- 125000006239 protecting group Chemical group 0.000 claims description 35
- 125000000623 heterocyclic group Chemical group 0.000 claims description 33
- 229910052757 nitrogen Inorganic materials 0.000 claims description 31
- 125000001931 aliphatic group Chemical group 0.000 claims description 30
- 125000002837 carbocyclic group Chemical group 0.000 claims description 30
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 29
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 29
- 125000000524 functional group Chemical group 0.000 claims description 29
- 125000002947 alkylene group Chemical group 0.000 claims description 28
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 28
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 27
- 125000005842 heteroatom Chemical group 0.000 claims description 26
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 125000003342 alkenyl group Chemical group 0.000 claims description 19
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 19
- 239000000126 substance Substances 0.000 claims description 18
- 125000002252 acyl group Chemical group 0.000 claims description 16
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 16
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 16
- 241001465754 Metazoa Species 0.000 claims description 15
- 125000002757 morpholinyl group Chemical group 0.000 claims description 15
- 125000004076 pyridyl group Chemical group 0.000 claims description 15
- 239000002253 acid Substances 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 14
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 13
- 125000002883 imidazolyl group Chemical group 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 12
- 125000005015 aryl alkynyl group Chemical group 0.000 claims description 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 12
- 230000008569 process Effects 0.000 claims description 12
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 11
- 125000005312 heteroarylalkynyl group Chemical group 0.000 claims description 11
- 125000004193 piperazinyl group Chemical group 0.000 claims description 11
- 125000003386 piperidinyl group Chemical group 0.000 claims description 11
- 125000005415 substituted alkoxy group Chemical group 0.000 claims description 11
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 10
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 10
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 239000008194 pharmaceutical composition Substances 0.000 claims description 9
- 125000004450 alkenylene group Chemical group 0.000 claims description 8
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
- 125000001624 naphthyl group Chemical group 0.000 claims description 8
- 125000001544 thienyl group Chemical group 0.000 claims description 8
- 125000002015 acyclic group Chemical group 0.000 claims description 7
- 125000002541 furyl group Chemical group 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 7
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 6
- 125000004104 aryloxy group Chemical group 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 229910052740 iodine Inorganic materials 0.000 claims description 6
- 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 description 5
- KDDZQNZNSORQST-UHFFFAOYSA-N 4-[[6-(3-aminoanilino)-9-ethylpurin-2-yl]amino]cyclohexan-1-ol Chemical compound N1=C(NC2CCC(O)CC2)N=C2N(CC)C=NC2=C1NC1=CC=CC(N)=C1 KDDZQNZNSORQST-UHFFFAOYSA-N 0.000 claims description 5
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 4
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 4
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims description 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 125000005236 alkanoylamino group Chemical group 0.000 claims description 3
- 125000000033 alkoxyamino group Chemical group 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims description 3
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 3
- 230000001225 therapeutic effect Effects 0.000 claims description 3
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 2
- POYRXPOVIRHBRO-UHFFFAOYSA-N 4-[[6-(3-aminoanilino)-9-propan-2-ylpurin-2-yl]amino]cyclohexan-1-ol Chemical compound N1=C(NC2CCC(O)CC2)N=C2N(C(C)C)C=NC2=C1NC1=CC=CC(N)=C1 POYRXPOVIRHBRO-UHFFFAOYSA-N 0.000 claims description 2
- TVLUZVPFWKVDIT-AQYVVDRMSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1C(=O)NCC1=CC=C(C(F)(F)F)C=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1C(=O)NCC1=CC=C(C(F)(F)F)C=C1 TVLUZVPFWKVDIT-AQYVVDRMSA-N 0.000 claims description 2
- PKVGUJFOKYKOOR-AFARHQOCSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1C(=O)NCC1=CC=C(C)C=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1C(=O)NCC1=CC=C(C)C=C1 PKVGUJFOKYKOOR-AFARHQOCSA-N 0.000 claims description 2
- AWNJXCSAFZSKJK-AQYVVDRMSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1C(=O)NCC1=CC=C(F)C=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1C(=O)NCC1=CC=C(F)C=C1 AWNJXCSAFZSKJK-AQYVVDRMSA-N 0.000 claims description 2
- QEZPEVKOIVPVJV-AQYVVDRMSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1C(=O)NCC1=CC=C(OC)C=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1C(=O)NCC1=CC=C(OC)C=C1 QEZPEVKOIVPVJV-AQYVVDRMSA-N 0.000 claims description 2
- PTCPHEGADYDRBA-KOMQPUFPSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC1=CC=C(NS(C)(=O)=O)C=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC1=CC=C(NS(C)(=O)=O)C=C1 PTCPHEGADYDRBA-KOMQPUFPSA-N 0.000 claims description 2
- NBYRNFFVEKHAFI-SAZUREKKSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC1=CC=CC(NS(C)(=O)=O)=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC1=CC=CC(NS(C)(=O)=O)=C1 NBYRNFFVEKHAFI-SAZUREKKSA-N 0.000 claims description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 150000003973 alkyl amines Chemical class 0.000 claims description 2
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 2
- 230000000259 anti-tumor effect Effects 0.000 claims 2
- 239000008280 blood Substances 0.000 claims 2
- 210000004369 blood Anatomy 0.000 claims 2
- 238000002512 chemotherapy Methods 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
- KWGZFEMFDMJZMV-AFARHQOCSA-N C1=CC(C(=O)OCCC)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(C(=O)OCCC)=CC=C1NS(=O)(=O)C(C=C1)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC KWGZFEMFDMJZMV-AFARHQOCSA-N 0.000 claims 1
- QCYLSMKZIHTCCF-UAPYVXQJSA-N C1=CC(S(=O)(=O)N(C)CCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](N)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(S(=O)(=O)N(C)CCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](N)CC2)=NC2=C1N=CN2CC QCYLSMKZIHTCCF-UAPYVXQJSA-N 0.000 claims 1
- YNWWDOPNYNXVDI-HZCBDIJESA-N C1=CC(S(=O)(=O)N(C)CCCCCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(S(=O)(=O)N(C)CCCCCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC YNWWDOPNYNXVDI-HZCBDIJESA-N 0.000 claims 1
- YMWJLXHTPQQOSP-HZCBDIJESA-N C1=CC(S(=O)(=O)N(CCCC)CCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(S(=O)(=O)N(CCCC)CCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC YMWJLXHTPQQOSP-HZCBDIJESA-N 0.000 claims 1
- LRGOIKNSKACXPP-QAQDUYKDSA-N C1=CC(S(=O)(=O)NCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(S(=O)(=O)NCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC LRGOIKNSKACXPP-QAQDUYKDSA-N 0.000 claims 1
- GUXRBXGQFVOGQK-IYARVYRRSA-N C1=CC(S(=O)(=O)NCCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(S(=O)(=O)NCCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC GUXRBXGQFVOGQK-IYARVYRRSA-N 0.000 claims 1
- DTNKCWHYCNRGIE-HZCBDIJESA-N C1=CC(S(=O)(=O)NCCCCCCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(S(=O)(=O)NCCCCCCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC DTNKCWHYCNRGIE-HZCBDIJESA-N 0.000 claims 1
- MZJCAFYBUFJTJE-YHBQERECSA-N C=1C=C(NC=2C=3N=CN(CC)C=3N=C(N[C@@H]3CC[C@@H](O)CC3)N=2)C=CC=1S(=O)(=O)N(CC)CC1=CC=CC=C1 Chemical compound C=1C=C(NC=2C=3N=CN(CC)C=3N=C(N[C@@H]3CC[C@@H](O)CC3)N=2)C=CC=1S(=O)(=O)N(CC)CC1=CC=CC=C1 MZJCAFYBUFJTJE-YHBQERECSA-N 0.000 claims 1
- AYUYMYWPDGKCHS-MEMLXQNLSA-N CCn1cnc2c(Nc3ccc(cc3)S(=O)(=O)Nc3ccc(C)cc3C)nc(N[C@H]3CC[C@H](O)CC3)nc12 Chemical compound CCn1cnc2c(Nc3ccc(cc3)S(=O)(=O)Nc3ccc(C)cc3C)nc(N[C@H]3CC[C@H](O)CC3)nc12 AYUYMYWPDGKCHS-MEMLXQNLSA-N 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- 241000282412 Homo Species 0.000 claims 1
- SOWBFZRMHSNYGE-UHFFFAOYSA-N Monoamide-Oxalic acid Natural products NC(=O)C(O)=O SOWBFZRMHSNYGE-UHFFFAOYSA-N 0.000 claims 1
- VOFPDTKEQBRCLJ-KESTWPANSA-N N1=C(N[C@@H]2CC[C@@H](N)CC2)N=C2N(CC)C=NC2=C1NC(C=C1)=CC=C1S(=O)(=O)N(C)C1=CC=CC=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](N)CC2)N=C2N(CC)C=NC2=C1NC(C=C1)=CC=C1S(=O)(=O)N(C)C1=CC=CC=C1 VOFPDTKEQBRCLJ-KESTWPANSA-N 0.000 claims 1
- CUAGNQGPZGCFOB-UAPYVXQJSA-N N1=C(N[C@@H]2CC[C@@H](N)CC2)N=C2N(CC)C=NC2=C1NC(C=C1)=CC=C1S(=O)(=O)NC1CCCCC1 Chemical compound N1=C(N[C@@H]2CC[C@@H](N)CC2)N=C2N(CC)C=NC2=C1NC(C=C1)=CC=C1S(=O)(=O)NC1CCCCC1 CUAGNQGPZGCFOB-UAPYVXQJSA-N 0.000 claims 1
- FELIODGFGZPCGT-SAABIXHNSA-N N1=C(N[C@@H]2CC[C@@H](N)CC2)N=C2N(CC)C=NC2=C1NC1=CC=C(S(=O)(=O)NCC(C)C)C=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](N)CC2)N=C2N(CC)C=NC2=C1NC1=CC=C(S(=O)(=O)NCC(C)C)C=C1 FELIODGFGZPCGT-SAABIXHNSA-N 0.000 claims 1
- CBGRKQBWRIOZRW-IRJFHVNHSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NC(=O)C#CC1=C(Cl)C=CC=C1Cl Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NC(=O)C#CC1=C(Cl)C=CC=C1Cl CBGRKQBWRIOZRW-IRJFHVNHSA-N 0.000 claims 1
- XDQRMPMOBUFTCK-RZFKFIIISA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NC(=O)C#CC1=CC(C)=CC=C1C Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NC(=O)C#CC1=CC(C)=CC=C1C XDQRMPMOBUFTCK-RZFKFIIISA-N 0.000 claims 1
- PEDXQBYACBOVTP-RZFKFIIISA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NC(=O)C#CC1=CC=C(C)C(C)=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NC(=O)C#CC1=CC=C(C)C(C)=C1 PEDXQBYACBOVTP-RZFKFIIISA-N 0.000 claims 1
- BZZRVBHHQAMDOX-JKIUYZKVSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NC(=O)C#CC1=CC=CC=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NC(=O)C#CC1=CC=CC=C1 BZZRVBHHQAMDOX-JKIUYZKVSA-N 0.000 claims 1
- CLPHEWFYYZBTMK-XUTJKUGGSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(C)C=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(C)C=C1 CLPHEWFYYZBTMK-XUTJKUGGSA-N 0.000 claims 1
- CYPJBGCXDNAGDK-KESTWPANSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(OC)C=C1 Chemical compound N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(OC)C=C1 CYPJBGCXDNAGDK-KESTWPANSA-N 0.000 claims 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/16—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/40—Heterocyclic compounds containing purine ring systems with halogen atoms or perhalogeno-alkyl radicals directly attached in position 2 or 6
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Physical Education & Sports Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9903762.4 | 1999-02-18 | ||
| GBGB9903762.4A GB9903762D0 (en) | 1999-02-18 | 1999-02-18 | Organic compounds |
| PCT/EP2000/001271 WO2000049018A1 (en) | 1999-02-18 | 2000-02-16 | 2-amino-6-anilino-purines and their use as medicaments |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002537300A true JP2002537300A (ja) | 2002-11-05 |
| JP2002537300A5 JP2002537300A5 (https=) | 2007-04-19 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000599757A Pending JP2002537300A (ja) | 1999-02-18 | 2000-02-16 | ２−アミノ−６−アニリノ−プリンとその薬物としての利用 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6767906B2 (https=) |
| EP (1) | EP1153024B1 (https=) |
| JP (1) | JP2002537300A (https=) |
| CN (1) | CN1183133C (https=) |
| AT (1) | ATE265456T1 (https=) |
| AU (1) | AU3804500A (https=) |
| BR (1) | BR0008365A (https=) |
| CA (1) | CA2360353A1 (https=) |
| DE (1) | DE60010234T2 (https=) |
| ES (1) | ES2219326T3 (https=) |
| GB (1) | GB9903762D0 (https=) |
| PT (1) | PT1153024E (https=) |
| WO (1) | WO2000049018A1 (https=) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006514646A (ja) * | 2002-12-13 | 2006-05-11 | スミスクライン ビーチャム コーポレーション | Ｃｃｒ５アンタゴニストとしてのシクロヘキシル化合物類 |
| JP2007502776A (ja) * | 2003-08-15 | 2007-02-15 | アイアールエム・リミテッド・ライアビリティ・カンパニー | Ｒｔｋ阻害剤としての６−置換アニリノプリン類 |
| JP2018515434A (ja) * | 2015-03-27 | 2018-06-14 | ダナ−ファーバー キャンサー インスティテュート， インコーポレイテッド | サイクリン依存性キナーゼの阻害剤 |
| US10870651B2 (en) | 2014-12-23 | 2020-12-22 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinase 7 (CDK7) |
| US10906889B2 (en) | 2013-10-18 | 2021-02-02 | Dana-Farber Cancer Institute, Inc. | Polycyclic inhibitors of cyclin-dependent kinase 7 (CDK7) |
| US10981903B2 (en) | 2011-11-17 | 2021-04-20 | Dana-Farber Cancer Institute, Inc. | Inhibitors of c-Jun-N-terminal kinase (JNK) |
| US11142507B2 (en) | 2015-09-09 | 2021-10-12 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| US11826365B2 (en) | 2009-12-29 | 2023-11-28 | Dana-Farber Cancer Institute, Inc. | Type II raf kinase inhibitors |
| US12187701B2 (en) | 2018-06-25 | 2025-01-07 | Dana-Farber Cancer Institute, Inc. | Taire family kinase inhibitors and uses thereof |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU7296896A (en) * | 1995-11-01 | 1997-05-22 | Novartis Ag | Purine derivatives and processes for their preparation |
| US6790958B2 (en) * | 1996-08-02 | 2004-09-14 | Robert T. Lum | Purine inhibitors of cyclin dependent kinase 2 & IKBA |
| WO1998016528A1 (en) * | 1996-10-11 | 1998-04-23 | Chiron Corporation | Purine inhibitors of glycogen synthase kinase 3 (gsk3) |
| US6632820B1 (en) | 1998-08-29 | 2003-10-14 | Astrazeneca Ab | Pyrimidine compounds |
| ATE342892T1 (de) | 1998-08-29 | 2006-11-15 | Astrazeneca Ab | Pyrimidine verbindungen |
| GB9828511D0 (en) | 1998-12-24 | 1999-02-17 | Zeneca Ltd | Chemical compounds |
| GB9905075D0 (en) | 1999-03-06 | 1999-04-28 | Zeneca Ltd | Chemical compounds |
| GB9907658D0 (en) | 1999-04-06 | 1999-05-26 | Zeneca Ltd | Chemical compounds |
| FR2793794B1 (fr) * | 1999-05-21 | 2001-07-27 | Hoechst Marion Roussel Inc | Nouveaux derives de la purine, leur procede de preparation, leur application a titre de medicaments, compositions pharmaceutiques et nouvelle utilisation |
| GB9918035D0 (en) * | 1999-07-30 | 1999-09-29 | Novartis Ag | Organic compounds |
| GB9919778D0 (en) | 1999-08-21 | 1999-10-27 | Zeneca Ltd | Chemical compounds |
| JP2003531111A (ja) * | 1999-12-17 | 2003-10-21 | アライアッド・ファーマシューティカルズ・インコーポレーテッド | プロトンポンプインヒビター |
| GB0004890D0 (en) | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
| GB0004888D0 (en) | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
| GB0004886D0 (en) | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
| GB0004887D0 (en) | 2000-03-01 | 2000-04-19 | Astrazeneca Uk Ltd | Chemical compounds |
| GB0007371D0 (en) | 2000-03-28 | 2000-05-17 | Astrazeneca Uk Ltd | Chemical compounds |
| GB0016877D0 (en) | 2000-07-11 | 2000-08-30 | Astrazeneca Ab | Chemical compounds |
| GB0021726D0 (en) | 2000-09-05 | 2000-10-18 | Astrazeneca Ab | Chemical compounds |
| FR2818642B1 (fr) | 2000-12-26 | 2005-07-15 | Hoechst Marion Roussel Inc | Nouveaux derives de la purine, leur procede de preparation, leur application a titre de medicaments, compositions pharmaceutiques et nouvelle utilistion |
| GB0103926D0 (en) | 2001-02-17 | 2001-04-04 | Astrazeneca Ab | Chemical compounds |
| GB0113041D0 (en) | 2001-05-30 | 2001-07-18 | Astrazeneca Ab | Chemical compounds |
| GB0127615D0 (en) | 2001-07-09 | 2002-01-09 | Aventis Pharm Prod Inc | Substituted amides, sulfonamides and ureas useful for inhibiting kinase activity |
| DE60206782T2 (de) * | 2001-07-09 | 2006-07-13 | Aventis Pharmaceuticals Inc. | Substituierte amide, sulfonamide und harnstoffe mit kinasehemmender wirkung |
| GB0205690D0 (en) | 2002-03-09 | 2002-04-24 | Astrazeneca Ab | Chemical compounds |
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- 2000-02-16 JP JP2000599757A patent/JP2002537300A/ja active Pending
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| JP2006514646A (ja) * | 2002-12-13 | 2006-05-11 | スミスクライン ビーチャム コーポレーション | Ｃｃｒ５アンタゴニストとしてのシクロヘキシル化合物類 |
| JP2007502776A (ja) * | 2003-08-15 | 2007-02-15 | アイアールエム・リミテッド・ライアビリティ・カンパニー | Ｒｔｋ阻害剤としての６−置換アニリノプリン類 |
| US11826365B2 (en) | 2009-12-29 | 2023-11-28 | Dana-Farber Cancer Institute, Inc. | Type II raf kinase inhibitors |
| US10981903B2 (en) | 2011-11-17 | 2021-04-20 | Dana-Farber Cancer Institute, Inc. | Inhibitors of c-Jun-N-terminal kinase (JNK) |
| US10906889B2 (en) | 2013-10-18 | 2021-02-02 | Dana-Farber Cancer Institute, Inc. | Polycyclic inhibitors of cyclin-dependent kinase 7 (CDK7) |
| US12168663B2 (en) | 2014-12-23 | 2024-12-17 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinase 7 (CDK7) |
| US10870651B2 (en) | 2014-12-23 | 2020-12-22 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinase 7 (CDK7) |
| US11325910B2 (en) | 2015-03-27 | 2022-05-10 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| JP7200282B2 (ja) | 2015-03-27 | 2023-01-06 | ダナ－ファーバー キャンサー インスティテュート， インコーポレイテッド | サイクリン依存性キナーゼの阻害剤 |
| JP2023052006A (ja) * | 2015-03-27 | 2023-04-11 | ダナ－ファーバー キャンサー インスティテュート， インコーポレイテッド | サイクリン依存性キナーゼの阻害剤 |
| JP2021107396A (ja) * | 2015-03-27 | 2021-07-29 | ダナ−ファーバー キャンサー インスティテュート， インコーポレイテッド | サイクリン依存性キナーゼの阻害剤 |
| US12098154B2 (en) | 2015-03-27 | 2024-09-24 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| JP2018515434A (ja) * | 2015-03-27 | 2018-06-14 | ダナ−ファーバー キャンサー インスティテュート， インコーポレイテッド | サイクリン依存性キナーゼの阻害剤 |
| USRE50776E1 (en) | 2015-03-27 | 2026-02-03 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| US11142507B2 (en) | 2015-09-09 | 2021-10-12 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| US12187701B2 (en) | 2018-06-25 | 2025-01-07 | Dana-Farber Cancer Institute, Inc. | Taire family kinase inhibitors and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DE60010234T2 (de) | 2005-04-14 |
| DE60010234D1 (de) | 2004-06-03 |
| CA2360353A1 (en) | 2000-08-24 |
| ES2219326T3 (es) | 2004-12-01 |
| GB9903762D0 (en) | 1999-04-14 |
| ATE265456T1 (de) | 2004-05-15 |
| HK1042479A1 (en) | 2002-08-16 |
| AU3804500A (en) | 2000-09-04 |
| CN1183133C (zh) | 2005-01-05 |
| US6767906B2 (en) | 2004-07-27 |
| CN1340054A (zh) | 2002-03-13 |
| EP1153024A1 (en) | 2001-11-14 |
| BR0008365A (pt) | 2001-11-13 |
| PT1153024E (pt) | 2004-08-31 |
| EP1153024B1 (en) | 2004-04-28 |
| US20020016329A1 (en) | 2002-02-07 |
| WO2000049018A1 (en) | 2000-08-24 |
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