JP2006508061A5 - - Google Patents
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- Publication number
- JP2006508061A5 JP2006508061A5 JP2004537389A JP2004537389A JP2006508061A5 JP 2006508061 A5 JP2006508061 A5 JP 2006508061A5 JP 2004537389 A JP2004537389 A JP 2004537389A JP 2004537389 A JP2004537389 A JP 2004537389A JP 2006508061 A5 JP2006508061 A5 JP 2006508061A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- hydroxy
- alkyl
- benzyl
- benzenesulfonamide
- 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.)
- Abandoned
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 23
- 125000005843 halogen group Chemical group 0.000 claims 18
- 229910052757 nitrogen Inorganic materials 0.000 claims 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 13
- 229910052736 halogen Inorganic materials 0.000 claims 12
- 150000002367 halogens Chemical group 0.000 claims 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 10
- 239000000651 prodrug Substances 0.000 claims 9
- 229940002612 prodrug Drugs 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 9
- 125000003386 piperidinyl group Chemical group 0.000 claims 8
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000001424 substituent group Chemical group 0.000 claims 7
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- -1 cycloalkyl sulfonamide Chemical class 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 150000007942 carboxylates Chemical class 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 229920006395 saturated elastomer Polymers 0.000 claims 4
- 229940124530 sulfonamide Drugs 0.000 claims 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 125000001589 carboacyl group Chemical group 0.000 claims 3
- 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 3
- 125000001153 fluoro group Chemical group F* 0.000 claims 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims 3
- 150000003456 sulfonamides Chemical class 0.000 claims 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 125000005236 alkanoylamino group Chemical group 0.000 claims 2
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000001786 isothiazolyl group Chemical group 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 239000011593 sulfur Substances 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 150000003573 thiols Chemical class 0.000 claims 2
- 239000003981 vehicle Substances 0.000 claims 2
- QYICHTHVOGFQED-UHFFFAOYSA-N 1-[3-[4-[(2-chloro-4-hydroxyphenyl)methyl-(2,4,6-trimethylphenyl)sulfonylamino]phenyl]propyl]pyrrolidine-2-carboxylic acid Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(CCCN2C(CCC2)C(O)=O)=CC=1)CC1=CC=C(O)C=C1Cl QYICHTHVOGFQED-UHFFFAOYSA-N 0.000 claims 1
- SAMSBMGSINMFKT-UHFFFAOYSA-N 2,4-dichloro-n-[(2-chloro-4-hydroxyphenyl)methyl]-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound ClC1=CC(O)=CC=C1CN(S(=O)(=O)C=1C(=CC(Cl)=CC=1)Cl)C(C=C1)=CC=C1OCCN1CCCC1 SAMSBMGSINMFKT-UHFFFAOYSA-N 0.000 claims 1
- SQLRKTFEQHHLPH-UHFFFAOYSA-N 2,4-dichloro-n-[(3-hydroxyphenyl)methyl]-6-methyl-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=CC(O)=C1 SQLRKTFEQHHLPH-UHFFFAOYSA-N 0.000 claims 1
- LBYBLXYHYYPLNR-UHFFFAOYSA-N 2,4-dichloro-n-[(4-hydroxyphenyl)methyl]-6-methyl-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=C(O)C=C1 LBYBLXYHYYPLNR-UHFFFAOYSA-N 0.000 claims 1
- BQBQLWMUVFWFFC-UHFFFAOYSA-N 2,4-dichloro-n-[(4-hydroxyphenyl)methyl]-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound C1=CC(O)=CC=C1CN(S(=O)(=O)C=1C(=CC(Cl)=CC=1)Cl)C(C=C1)=CC=C1OCCN1CCCC1 BQBQLWMUVFWFFC-UHFFFAOYSA-N 0.000 claims 1
- VEQIKNOHJNTMOY-UHFFFAOYSA-N 2-chloro-n-[(2-chloro-4-hydroxyphenyl)methyl]-4-fluoro-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound ClC1=CC(O)=CC=C1CN(S(=O)(=O)C=1C(=CC(F)=CC=1)Cl)C(C=C1)=CC=C1OCCN1CCCC1 VEQIKNOHJNTMOY-UHFFFAOYSA-N 0.000 claims 1
- YBSQBTJCJOFKRS-UHFFFAOYSA-N 2-chloro-n-[(4-hydroxyphenyl)methyl]-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound C1=CC(O)=CC=C1CN(S(=O)(=O)C=1C(=CC=CC=1)Cl)C(C=C1)=CC=C1OCCN1CCCC1 YBSQBTJCJOFKRS-UHFFFAOYSA-N 0.000 claims 1
- KJGDTRVAPJSHDH-UHFFFAOYSA-N 4-bromo-2-ethyl-n-[(4-hydroxyphenyl)methyl]-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CCC1=CC(Br)=CC=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=C(O)C=C1 KJGDTRVAPJSHDH-UHFFFAOYSA-N 0.000 claims 1
- VBRUKNBYSFWKTC-UHFFFAOYSA-N 4-bromo-n-[(2-chloro-4-hydroxyphenyl)methyl]-2-methyl-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC1=CC(Br)=CC=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=C(O)C=C1Cl VBRUKNBYSFWKTC-UHFFFAOYSA-N 0.000 claims 1
- XMJHJCUJCBCEGG-UHFFFAOYSA-N 4-bromo-n-[(4-hydroxyphenyl)methyl]-2-methyl-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC1=CC(Br)=CC=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=C(O)C=C1 XMJHJCUJCBCEGG-UHFFFAOYSA-N 0.000 claims 1
- MZNZZDCGLIOUHQ-UHFFFAOYSA-N 4-chloro-n-[(4-hydroxyphenyl)methyl]-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound C1=CC(O)=CC=C1CN(S(=O)(=O)C=1C=CC(Cl)=CC=1)C(C=C1)=CC=C1OCCN1CCCC1 MZNZZDCGLIOUHQ-UHFFFAOYSA-N 0.000 claims 1
- HOFNNLBWTUSADL-UHFFFAOYSA-N 5-chloro-n-[(4-hydroxyphenyl)methyl]-2-methyl-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC1=CC=C(Cl)C=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=C(O)C=C1 HOFNNLBWTUSADL-UHFFFAOYSA-N 0.000 claims 1
- 102000003982 Parathyroid hormone Human genes 0.000 claims 1
- 108090000445 Parathyroid hormone Proteins 0.000 claims 1
- 239000000556 agonist Substances 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 1
- 239000003263 anabolic agent Substances 0.000 claims 1
- 229940124325 anabolic agent Drugs 0.000 claims 1
- 239000005557 antagonist Substances 0.000 claims 1
- 125000001769 aryl amino group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 210000000988 bone and bone Anatomy 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 229940011871 estrogen Drugs 0.000 claims 1
- 239000000262 estrogen Substances 0.000 claims 1
- PLHJDBGFXBMTGZ-WEVVVXLNSA-N furazolidone Chemical group O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)OCC1 PLHJDBGFXBMTGZ-WEVVVXLNSA-N 0.000 claims 1
- 229960001625 furazolidone Drugs 0.000 claims 1
- 239000003324 growth hormone secretagogue Substances 0.000 claims 1
- 239000005556 hormone Substances 0.000 claims 1
- 229940088597 hormone Drugs 0.000 claims 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- XJZMAUXHGCTUAC-UHFFFAOYSA-N n-[(2-chloro-4-hydroxyphenyl)methyl]-4-methoxy-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=C(O)C=C1Cl XJZMAUXHGCTUAC-UHFFFAOYSA-N 0.000 claims 1
- DAENWMKFRINBJI-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-tri(propan-2-yl)-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=CC(O)=C1 DAENWMKFRINBJI-UHFFFAOYSA-N 0.000 claims 1
- RAHFWNACNJWRHL-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-(2-piperidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCCC2)=CC=1)CC1=CC=CC(O)=C1 RAHFWNACNJWRHL-UHFFFAOYSA-N 0.000 claims 1
- KGZVBEHZWZAPDE-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=CC(O)=C1 KGZVBEHZWZAPDE-UHFFFAOYSA-N 0.000 claims 1
- JQSPSLXLWGHKDS-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-(3-piperidin-1-ylpropyl)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(CCCN2CCCCC2)=CC=1)CC1=CC=CC(O)=C1 JQSPSLXLWGHKDS-UHFFFAOYSA-N 0.000 claims 1
- SJMBTUOOEOBUDD-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-(3-pyrrolidin-1-ylpropyl)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(CCCN2CCCC2)=CC=1)CC1=CC=CC(O)=C1 SJMBTUOOEOBUDD-UHFFFAOYSA-N 0.000 claims 1
- FAAYPUTVCYBOHL-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-(3-thiomorpholin-4-ylpropyl)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(CCCN2CCSCC2)=CC=1)CC1=CC=CC(O)=C1 FAAYPUTVCYBOHL-UHFFFAOYSA-N 0.000 claims 1
- WZIUSVVLIJBISB-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-[3-(2-methylpiperidin-1-yl)propyl]phenyl]benzenesulfonamide Chemical compound CC1CCCCN1CCCC1=CC=C(N(CC=2C=C(O)C=CC=2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)C=C1 WZIUSVVLIJBISB-UHFFFAOYSA-N 0.000 claims 1
- FRJTYZUMKMJTFP-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-[3-(2-methylpyrrolidin-1-yl)propyl]phenyl]benzenesulfonamide Chemical compound CC1CCCN1CCCC1=CC=C(N(CC=2C=C(O)C=CC=2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)C=C1 FRJTYZUMKMJTFP-UHFFFAOYSA-N 0.000 claims 1
- FERYHPUUIREQTR-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-[3-(2-propylpiperidin-1-yl)propyl]phenyl]benzenesulfonamide Chemical compound CCCC1CCCCN1CCCC1=CC=C(N(CC=2C=C(O)C=CC=2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)C=C1 FERYHPUUIREQTR-UHFFFAOYSA-N 0.000 claims 1
- IISGQECTIJEKFE-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-[3-(4-methylpiperidin-1-yl)propyl]phenyl]benzenesulfonamide Chemical compound C1CC(C)CCN1CCCC1=CC=C(N(CC=2C=C(O)C=CC=2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)C=C1 IISGQECTIJEKFE-UHFFFAOYSA-N 0.000 claims 1
- XJOCCOJFXWNLOW-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-4-methoxy-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=CC(O)=C1 XJOCCOJFXWNLOW-UHFFFAOYSA-N 0.000 claims 1
- MJXVSRLLMDLNNQ-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-4-(trifluoromethyl)benzamide Chemical compound OC1=CC=CC(CN(C(=O)C=2C=CC(=CC=2)C(F)(F)F)C=2C=CC(OCCN3CCCC3)=CC=2)=C1 MJXVSRLLMDLNNQ-UHFFFAOYSA-N 0.000 claims 1
- HZHSRBHCOMQAJO-UHFFFAOYSA-N n-[(3-hydroxyphenyl)methyl]-n-[4-(3-hydroxypropyl)phenyl]-2,4,6-trimethylbenzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(CCCO)=CC=1)CC1=CC=CC(O)=C1 HZHSRBHCOMQAJO-UHFFFAOYSA-N 0.000 claims 1
- WLQXMCCRTMVSTO-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-2,4,6-trimethyl-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(OCCN2CCCC2)=CC=1)CC1=CC=C(O)C=C1 WLQXMCCRTMVSTO-UHFFFAOYSA-N 0.000 claims 1
- IXFVZSBHNGXAFT-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]cyclohex-3-ene-1-carboxamide Chemical compound C1=CC(O)=CC=C1CN(C=1C=CC(OCCN2CCCC2)=CC=1)C(=O)C1CC=CCC1 IXFVZSBHNGXAFT-UHFFFAOYSA-N 0.000 claims 1
- OSDUQBMIJMDVQE-UHFFFAOYSA-N n-[(4-hydroxyphenyl)methyl]-n-[4-(2-pyrrolidin-1-ylethoxy)phenyl]cyclohexanecarboxamide Chemical compound C1=CC(O)=CC=C1CN(C=1C=CC(OCCN2CCCC2)=CC=1)C(=O)C1CCCCC1 OSDUQBMIJMDVQE-UHFFFAOYSA-N 0.000 claims 1
- FWCMLQHNJSCKDI-UHFFFAOYSA-N n-[4-[3-(2,6-dimethylmorpholin-4-yl)propyl]phenyl]-n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethylbenzenesulfonamide Chemical compound C1C(C)OC(C)CN1CCCC1=CC=C(N(CC=2C=C(O)C=CC=2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)C=C1 FWCMLQHNJSCKDI-UHFFFAOYSA-N 0.000 claims 1
- AVYVAEPVYIFYLQ-UHFFFAOYSA-N n-[4-[3-(2,6-dimethylpiperidin-1-yl)propyl]phenyl]-n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethylbenzenesulfonamide Chemical compound CC1CCCC(C)N1CCCC1=CC=C(N(CC=2C=C(O)C=CC=2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)C=C1 AVYVAEPVYIFYLQ-UHFFFAOYSA-N 0.000 claims 1
- ZUPFPKAXBHPXQD-UHFFFAOYSA-N n-[4-[3-(4-benzylpiperidin-1-yl)propyl]phenyl]-n-[(4-hydroxyphenyl)methyl]benzenesulfonamide Chemical compound C1=CC(O)=CC=C1CN(S(=O)(=O)C=1C=CC=CC=1)C(C=C1)=CC=C1CCCN1CCC(CC=2C=CC=CC=2)CC1 ZUPFPKAXBHPXQD-UHFFFAOYSA-N 0.000 claims 1
- WFHLIWKSLRRGAA-UHFFFAOYSA-N n-[4-[3-(cyclopentylamino)propyl]phenyl]-n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethylbenzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(CCCNC2CCCC2)=CC=1)CC1=CC=CC(O)=C1 WFHLIWKSLRRGAA-UHFFFAOYSA-N 0.000 claims 1
- OQCGIADKZMMCTF-UHFFFAOYSA-N n-[4-[3-[2-(hydroxymethyl)pyrrolidin-1-yl]propyl]phenyl]-n-[(3-hydroxyphenyl)methyl]-2,4,6-trimethylbenzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N(C=1C=CC(CCCN2C(CCC2)CO)=CC=1)CC1=CC=CC(O)=C1 OQCGIADKZMMCTF-UHFFFAOYSA-N 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000000199 parathyroid hormone Substances 0.000 claims 1
- 229960001319 parathyroid hormone Drugs 0.000 claims 1
- 150000003180 prostaglandins Chemical class 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 235000013024 sodium fluoride Nutrition 0.000 claims 1
- 239000011775 sodium fluoride Substances 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41233802P | 2002-09-20 | 2002-09-20 | |
| PCT/IB2003/003824 WO2004026823A1 (en) | 2002-09-20 | 2003-09-08 | Amide and sulfonamide ligands for the estrogen receptor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006508061A JP2006508061A (ja) | 2006-03-09 |
| JP2006508061A5 true JP2006508061A5 (https=) | 2006-10-05 |
Family
ID=32030852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004537389A Abandoned JP2006508061A (ja) | 2002-09-20 | 2003-09-08 | エストロゲン受容体に対するアミドおよびスルホンアミドリガンド |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7053212B2 (https=) |
| EP (1) | EP1542967A1 (https=) |
| JP (1) | JP2006508061A (https=) |
| AU (1) | AU2003263402A1 (https=) |
| BR (1) | BR0314126A (https=) |
| CA (1) | CA2499490A1 (https=) |
| MX (1) | MXPA05003054A (https=) |
| WO (1) | WO2004026823A1 (https=) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7265145B2 (en) * | 2003-05-28 | 2007-09-04 | Bristol-Myers Squibb Company | Substituted piperidines and pyrrolidines as calcium sensing receptor modulators and method |
| US7318925B2 (en) | 2003-08-08 | 2008-01-15 | Amgen Fremont, Inc. | Methods of use for antibodies against parathyroid hormone |
| WO2005016111A2 (en) | 2003-08-08 | 2005-02-24 | Abgenix, Inc. | Antibodies directed to parathyroid hormone (pth) and uses thereof |
| US7786165B2 (en) | 2004-03-15 | 2010-08-31 | Takeda Pharmaceutical Company Limited | Aminophenylpropanoic acid derivative |
| US7504431B2 (en) * | 2004-04-16 | 2009-03-17 | Bristol-Myers Squibb Company | Sulfonyl amide inhibitors of calcium channel function |
| US20090082322A1 (en) * | 2004-10-09 | 2009-03-26 | The Regents Of The University Of Michigan | Gender Differences in Experimental Aortic Aneurysm Formation |
| WO2007055374A1 (ja) * | 2005-11-14 | 2007-05-18 | Mitsubishi Tanabe Pharma Corporation | 骨粗鬆症治療剤 |
| US8546451B2 (en) | 2005-11-28 | 2013-10-01 | Gtx, Inc. | Estrogen receptor ligands and methods of use thereof |
| US8637706B2 (en) | 2005-11-28 | 2014-01-28 | Gtx, Inc. | Nuclear receptor binding agents |
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2003
- 2003-09-08 BR BR0314126-8A patent/BR0314126A/pt not_active IP Right Cessation
- 2003-09-08 MX MXPA05003054A patent/MXPA05003054A/es not_active Application Discontinuation
- 2003-09-08 WO PCT/IB2003/003824 patent/WO2004026823A1/en not_active Ceased
- 2003-09-08 CA CA002499490A patent/CA2499490A1/en not_active Abandoned
- 2003-09-08 JP JP2004537389A patent/JP2006508061A/ja not_active Abandoned
- 2003-09-08 EP EP03797427A patent/EP1542967A1/en not_active Withdrawn
- 2003-09-08 AU AU2003263402A patent/AU2003263402A1/en not_active Abandoned
- 2003-09-17 US US10/666,811 patent/US7053212B2/en not_active Expired - Fee Related
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