ES2219326T3 - 2-amino-6-anilino-purinas y su uso como medicamentos. - Google Patents
2-amino-6-anilino-purinas y su uso como medicamentos.Info
- Publication number
- ES2219326T3 ES2219326T3 ES00916840T ES00916840T ES2219326T3 ES 2219326 T3 ES2219326 T3 ES 2219326T3 ES 00916840 T ES00916840 T ES 00916840T ES 00916840 T ES00916840 T ES 00916840T ES 2219326 T3 ES2219326 T3 ES 2219326T3
- Authority
- ES
- Spain
- Prior art keywords
- amino
- phenyl
- hydroxy
- ethyl
- 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.)
- Expired - Lifetime
Links
- 239000003814 drug Substances 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 130
- 238000011282 treatment Methods 0.000 claims abstract description 24
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 13
- AWRCGEJILTVONY-UHFFFAOYSA-N 6-n-phenyl-7h-purine-2,6-diamine Chemical class C=12NC=NC2=NC(N)=NC=1NC1=CC=CC=C1 AWRCGEJILTVONY-UHFFFAOYSA-N 0.000 claims abstract description 6
- 208000001132 Osteoporosis Diseases 0.000 claims abstract description 3
- -1 alkenylene radical Chemical class 0.000 claims description 674
- 125000004432 carbon atom Chemical group C* 0.000 claims description 178
- 150000003254 radicals Chemical class 0.000 claims description 161
- 125000000217 alkyl group Chemical group 0.000 claims description 153
- 125000003282 alkyl amino group Chemical group 0.000 claims description 111
- 239000001257 hydrogen Substances 0.000 claims description 110
- 229910052739 hydrogen Inorganic materials 0.000 claims description 110
- 125000003545 alkoxy group Chemical group 0.000 claims description 104
- 229910052736 halogen Inorganic materials 0.000 claims description 100
- 150000002367 halogens Chemical group 0.000 claims description 99
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 73
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 64
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 62
- 150000003839 salts Chemical class 0.000 claims description 62
- 229910052799 carbon Inorganic materials 0.000 claims description 58
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 57
- 125000004429 atom Chemical group 0.000 claims description 56
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 51
- 229910052757 nitrogen Chemical group 0.000 claims description 51
- 239000002253 acid Substances 0.000 claims description 49
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 49
- 125000000623 heterocyclic group Chemical group 0.000 claims description 48
- 229910052760 oxygen Inorganic materials 0.000 claims description 42
- 239000001301 oxygen Substances 0.000 claims description 42
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 39
- 125000001424 substituent group Chemical group 0.000 claims description 39
- 150000002431 hydrogen Chemical group 0.000 claims description 38
- 229910052717 sulfur Inorganic materials 0.000 claims description 37
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 34
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 34
- 239000011593 sulfur Chemical group 0.000 claims description 34
- 125000002837 carbocyclic group Chemical group 0.000 claims description 30
- 125000006239 protecting group Chemical group 0.000 claims description 30
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 28
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims description 27
- 125000000304 alkynyl group Chemical group 0.000 claims description 27
- 125000005842 heteroatom Chemical group 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 26
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 25
- 125000002947 alkylene group Chemical group 0.000 claims description 24
- 125000001931 aliphatic group Chemical group 0.000 claims description 22
- 125000000524 functional group Chemical group 0.000 claims description 22
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 22
- 125000002252 acyl group Chemical group 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 19
- 238000002360 preparation method Methods 0.000 claims description 19
- 125000003277 amino group Chemical group 0.000 claims description 18
- 230000002633 protecting effect Effects 0.000 claims description 15
- 150000001412 amines Chemical class 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 14
- 125000002883 imidazolyl group Chemical group 0.000 claims description 14
- 125000002757 morpholinyl group Chemical group 0.000 claims description 14
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 14
- 230000008569 process Effects 0.000 claims description 14
- 125000004076 pyridyl group Chemical group 0.000 claims description 14
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
- 125000003342 alkenyl group Chemical group 0.000 claims description 13
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- 229910052740 iodine Inorganic materials 0.000 claims description 13
- 125000003386 piperidinyl group Chemical group 0.000 claims description 13
- 125000004104 aryloxy group Chemical group 0.000 claims description 12
- 239000004215 Carbon black (E152) Substances 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 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 10
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 10
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 10
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 10
- 125000004193 piperazinyl group Chemical group 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
- 241001465754 Metazoa Species 0.000 claims description 9
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 9
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 9
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 9
- 125000004450 alkenylene group Chemical group 0.000 claims description 8
- 150000001408 amides Chemical class 0.000 claims description 8
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 8
- 125000001624 naphthyl group Chemical group 0.000 claims description 8
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 8
- 125000001544 thienyl group Chemical group 0.000 claims description 8
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 7
- 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 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 125000000335 thiazolyl group Chemical group 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 7
- 125000004414 alkyl thio group Chemical group 0.000 claims description 6
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 6
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 6
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 6
- ANCBHJKEYPZCTE-UHFFFAOYSA-N ethyl 5-carbamoyl-4-methyl-2-[(2,3,4,5,6-pentafluorobenzoyl)amino]thiophene-3-carboxylate Chemical compound CC1=C(C(N)=O)SC(NC(=O)C=2C(=C(F)C(F)=C(F)C=2F)F)=C1C(=O)OCC ANCBHJKEYPZCTE-UHFFFAOYSA-N 0.000 claims description 6
- 125000002541 furyl group Chemical group 0.000 claims description 6
- 125000002971 oxazolyl group Chemical group 0.000 claims description 6
- 125000004043 oxo group Chemical group O=* 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
- 125000005118 N-alkylcarbamoyl group Chemical group 0.000 claims description 5
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 5
- 230000001012 protector Effects 0.000 claims description 5
- 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 4
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims description 4
- 125000001188 haloalkyl group Chemical group 0.000 claims description 4
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 4
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 claims description 3
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-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
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 3
- 235000009582 asparagine Nutrition 0.000 claims description 3
- 229960001230 asparagine Drugs 0.000 claims description 3
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims description 3
- 230000001225 therapeutic effect Effects 0.000 claims description 3
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims description 3
- 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
- 150000003975 aryl alkyl amines Chemical class 0.000 claims description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 16
- 125000005015 aryl alkynyl group Chemical group 0.000 claims 5
- 125000005312 heteroarylalkynyl group Chemical group 0.000 claims 5
- 125000004663 dialkyl amino group Chemical group 0.000 claims 3
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 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
- YDTYFWUKTSURMT-XGAFWQRZSA-N C(C)N1C2=NC(=NC(=C2N=C1)NC=1C=C(C=CC=1)NS(=O)(=O)C1=CC=C(C=C1)C)N[C@@H]1CC[C@H](CC1)O Chemical compound C(C)N1C2=NC(=NC(=C2N=C1)NC=1C=C(C=CC=1)NS(=O)(=O)C1=CC=C(C=C1)C)N[C@@H]1CC[C@H](CC1)O YDTYFWUKTSURMT-XGAFWQRZSA-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
- IWUAVZILMFRURF-WGSAOQKQSA-N C1=CC(S(=O)(=O)N(C)CCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(S(=O)(=O)N(C)CCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](O)CC2)=NC2=C1N=CN2CC IWUAVZILMFRURF-WGSAOQKQSA-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
- RUALAVYYTNRTON-SAABIXHNSA-N C1=CC(S(=O)(=O)NCCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](N)CC2)=NC2=C1N=CN2CC Chemical compound C1=CC(S(=O)(=O)NCCCC)=CC=C1NC1=NC(N[C@@H]2CC[C@@H](N)CC2)=NC2=C1N=CN2CC RUALAVYYTNRTON-SAABIXHNSA-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
- 241001024304 Mino Species 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
- AKGYYDRAVFHHQV-UAPYVXQJSA-N N1=C(N[C@@H]2CC[C@@H](N)CC2)N=C2N(CC)C=NC2=C1NC1=CC=C(S(=O)(=O)NCCC(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)NCCC(C)C)C=C1 AKGYYDRAVFHHQV-UAPYVXQJSA-N 0.000 claims 1
- 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 1
- 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 1
- 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 1
- PBLVDLGGCAHIKN-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=CC=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=CC=C1 PBLVDLGGCAHIKN-AQYVVDRMSA-N 0.000 claims 1
- IJCDDLUUGSYBKN-IRJFHVNHSA-N N1=C(N[C@@H]2CC[C@@H](O)CC2)N=C2N(CC)C=NC2=C1NC(C=1)=CC=CC=1NS(=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=1)=CC=CC=1NS(=O)(=O)C1=CC=C(OC)C=C1 IJCDDLUUGSYBKN-IRJFHVNHSA-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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9903762 | 1999-02-18 | ||
| GBGB9903762.4A GB9903762D0 (en) | 1999-02-18 | 1999-02-18 | Organic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2219326T3 true ES2219326T3 (es) | 2004-12-01 |
Family
ID=10848053
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES00916840T Expired - Lifetime ES2219326T3 (es) | 1999-02-18 | 2000-02-16 | 2-amino-6-anilino-purinas y su uso como medicamentos. |
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=) |
Families Citing this family (62)
| 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 |
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| DE212535C (https=) | ||||
| DE3529497A1 (de) | 1985-08-17 | 1987-02-26 | Boehringer Mannheim Gmbh | N(pfeil hoch)6(pfeil hoch)-disubstituierte purinderivate, verfahren zu deren herstellung sowie diese verbindungen enthaltende arzneimittel |
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| KR910700253A (ko) | 1989-01-31 | 1991-03-14 | 로버트 제이, 바란 | N_6-치환-9-메틸아데닌: 신규한 부류의 아데노신 수용체 길항질 |
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| WO1998016528A1 (en) * | 1996-10-11 | 1998-04-23 | Chiron Corporation | Purine inhibitors of glycogen synthase kinase 3 (gsk3) |
| US6255485B1 (en) * | 1997-08-07 | 2001-07-03 | The Regents Of The University Of California | Purine inhibitors of protein kinases, G proteins and polymerases |
| AUPO912997A0 (en) | 1997-09-11 | 1997-10-02 | Commonwealth Scientific And Industrial Research Organisation | Antiviral agents |
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1999
- 1999-02-18 GB GBGB9903762.4A patent/GB9903762D0/en not_active Ceased
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2000
- 2000-02-16 CA CA002360353A patent/CA2360353A1/en not_active Abandoned
- 2000-02-16 AU AU38045/00A patent/AU3804500A/en not_active Abandoned
- 2000-02-16 EP EP00916840A patent/EP1153024B1/en not_active Expired - Lifetime
- 2000-02-16 WO PCT/EP2000/001271 patent/WO2000049018A1/en not_active Ceased
- 2000-02-16 DE DE60010234T patent/DE60010234T2/de not_active Expired - Fee Related
- 2000-02-16 JP JP2000599757A patent/JP2002537300A/ja active Pending
- 2000-02-16 PT PT00916840T patent/PT1153024E/pt unknown
- 2000-02-16 BR BR0008365-8A patent/BR0008365A/pt not_active Application Discontinuation
- 2000-02-16 ES ES00916840T patent/ES2219326T3/es not_active Expired - Lifetime
- 2000-02-16 AT AT00916840T patent/ATE265456T1/de not_active IP Right Cessation
- 2000-02-16 CN CNB008038155A patent/CN1183133C/zh not_active Expired - Fee Related
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2001
- 2001-08-10 US US09/927,322 patent/US6767906B2/en not_active Expired - Fee Related
Also Published As
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| DE60010234T2 (de) | 2005-04-14 |
| DE60010234D1 (de) | 2004-06-03 |
| CA2360353A1 (en) | 2000-08-24 |
| JP2002537300A (ja) | 2002-11-05 |
| 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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