JP2008503588A5 - - Google Patents
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- JP2008503588A5 JP2008503588A5 JP2007518209A JP2007518209A JP2008503588A5 JP 2008503588 A5 JP2008503588 A5 JP 2008503588A5 JP 2007518209 A JP2007518209 A JP 2007518209A JP 2007518209 A JP2007518209 A JP 2007518209A JP 2008503588 A5 JP2008503588 A5 JP 2008503588A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- oxy
- naphthalenyl
- methyl
- hydroxy
- 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
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- 150000001875 compounds Chemical class 0.000 claims 17
- 125000000217 alkyl group Chemical group 0.000 claims 14
- 125000001072 heteroaryl group Chemical group 0.000 claims 13
- 125000003118 aryl group Chemical group 0.000 claims 12
- 125000000623 heterocyclic group Chemical group 0.000 claims 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 9
- 125000001188 haloalkyl group Chemical group 0.000 claims 9
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 208000035475 disorder Diseases 0.000 claims 6
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 6
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims 5
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 208000014311 Cushing syndrome Diseases 0.000 claims 4
- 208000005171 Dysmenorrhea Diseases 0.000 claims 4
- 206010013935 Dysmenorrhoea Diseases 0.000 claims 4
- 206010020112 Hirsutism Diseases 0.000 claims 4
- 230000032683 aging Effects 0.000 claims 4
- 210000000988 bone and bone Anatomy 0.000 claims 4
- 230000035876 healing Effects 0.000 claims 4
- 230000002265 prevention Effects 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- 208000011580 syndromic disease Diseases 0.000 claims 4
- 206010003693 Atrophic vulvovaginitis Diseases 0.000 claims 3
- 206010061218 Inflammation Diseases 0.000 claims 3
- 206010063837 Reperfusion injury Diseases 0.000 claims 3
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- 238000012423 maintenance Methods 0.000 claims 3
- 210000003205 muscle Anatomy 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- WLCNMXHJDTTWKE-OVCLIPMQSA-N (e)-3-[4-(3-cyclopropyl-6-hydroxy-2-phenylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C1=CC(/C=C/C(=O)O)=CC=C1OC(C1=CC=C(O)C=C1C=C1C2CC2)=C1C1=CC=CC=C1 WLCNMXHJDTTWKE-OVCLIPMQSA-N 0.000 claims 2
- ASLLTCBMLQIHGX-UXBLZVDNSA-N (e)-3-[4-[2-(3-fluorophenyl)-6-hydroxy-3-methylnaphthalen-1-yl]oxy-2-(trifluoromethyl)phenyl]prop-2-enoic acid Chemical compound C=1C=CC(F)=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C(C(F)(F)F)=C1 ASLLTCBMLQIHGX-UXBLZVDNSA-N 0.000 claims 2
- QHFFNVFDURTHPH-UHFFFAOYSA-N 1-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxybenzoyl]piperidine-4-carboxylic acid Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC(C=C1)=CC=C1C(=O)N1CCC(C(O)=O)CC1 QHFFNVFDURTHPH-UHFFFAOYSA-N 0.000 claims 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 2
- -1 6-hydroxy-3-octyl-2-phenyl-1-naphthalenyl Chemical group 0.000 claims 2
- 208000030507 AIDS Diseases 0.000 claims 2
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- 206010022489 Insulin Resistance Diseases 0.000 claims 2
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- 206010039792 Seborrhoea Diseases 0.000 claims 2
- 208000030047 Sexual desire disease Diseases 0.000 claims 2
- 206010049416 Short-bowel syndrome Diseases 0.000 claims 2
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 2
- 206010046543 Urinary incontinence Diseases 0.000 claims 2
- 206010046798 Uterine leiomyoma Diseases 0.000 claims 2
- 206010047163 Vasospasm Diseases 0.000 claims 2
- 206010047791 Vulvovaginal dryness Diseases 0.000 claims 2
- 206010052428 Wound Diseases 0.000 claims 2
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- 230000001154 acute effect Effects 0.000 claims 2
- 108010080146 androgen receptors Proteins 0.000 claims 2
- 201000002996 androgenic alopecia Diseases 0.000 claims 2
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- 208000022531 anorexia Diseases 0.000 claims 2
- 210000003433 aortic smooth muscle cell Anatomy 0.000 claims 2
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- 230000037182 bone density Effects 0.000 claims 2
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- 210000000481 breast Anatomy 0.000 claims 2
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- 210000003169 central nervous system Anatomy 0.000 claims 2
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- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
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- 239000003814 drug Substances 0.000 claims 2
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- 210000004696 endometrium Anatomy 0.000 claims 2
- 102000015694 estrogen receptors Human genes 0.000 claims 2
- 108010038795 estrogen receptors Proteins 0.000 claims 2
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- 230000006870 function Effects 0.000 claims 2
- 210000004907 gland Anatomy 0.000 claims 2
- 230000012010 growth Effects 0.000 claims 2
- 230000003451 hyperinsulinaemic effect Effects 0.000 claims 2
- 201000008980 hyperinsulinism Diseases 0.000 claims 2
- 230000028993 immune response Effects 0.000 claims 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 2
- 230000000302 ischemic effect Effects 0.000 claims 2
- 230000007803 itching Effects 0.000 claims 2
- 210000003734 kidney Anatomy 0.000 claims 2
- 210000002429 large intestine Anatomy 0.000 claims 2
- 201000010260 leiomyoma Diseases 0.000 claims 2
- 210000004185 liver Anatomy 0.000 claims 2
- 208000019423 liver disease Diseases 0.000 claims 2
- 210000004072 lung Anatomy 0.000 claims 2
- 210000002751 lymph Anatomy 0.000 claims 2
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- 238000004519 manufacturing process Methods 0.000 claims 2
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- 230000003340 mental effect Effects 0.000 claims 2
- 230000027939 micturition Effects 0.000 claims 2
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- 208000029766 myalgic encephalomeyelitis/chronic fatigue syndrome Diseases 0.000 claims 2
- 206010028417 myasthenia gravis Diseases 0.000 claims 2
- 230000004770 neurodegeneration Effects 0.000 claims 2
- 238000006386 neutralization reaction Methods 0.000 claims 2
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- 210000001672 ovary Anatomy 0.000 claims 2
- 210000000496 pancreas Anatomy 0.000 claims 2
- 208000028169 periodontal disease Diseases 0.000 claims 2
- 201000010065 polycystic ovary syndrome Diseases 0.000 claims 2
- 201000010808 postmenopausal atrophic vaginitis Diseases 0.000 claims 2
- 201000011461 pre-eclampsia Diseases 0.000 claims 2
- 201000009395 primary hyperaldosteronism Diseases 0.000 claims 2
- 210000002307 prostate Anatomy 0.000 claims 2
- 208000023958 prostate neoplasm Diseases 0.000 claims 2
- 238000011084 recovery Methods 0.000 claims 2
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- 208000037803 restenosis Diseases 0.000 claims 2
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- 230000035807 sensation Effects 0.000 claims 2
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- 210000003491 skin Anatomy 0.000 claims 2
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- 230000035882 stress Effects 0.000 claims 2
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- 230000001457 vasomotor Effects 0.000 claims 2
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- 230000003313 weakening effect Effects 0.000 claims 2
- 230000029663 wound healing Effects 0.000 claims 2
- 125000006545 (C1-C9) alkyl group Chemical group 0.000 claims 1
- WTFDOJISMRWHQM-XYOKQWHBSA-N (e)-3-[3-fluoro-4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1F WTFDOJISMRWHQM-XYOKQWHBSA-N 0.000 claims 1
- LYWRTXURSKLWCG-KNTRCKAVSA-N (e)-3-[4-(3-butyl-2-phenylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(CCCC)=CC2=CC=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 LYWRTXURSKLWCG-KNTRCKAVSA-N 0.000 claims 1
- VQVMRAKFGMGHHR-SFQUDFHCSA-N (e)-3-[4-(3-butyl-6-hydroxy-2-phenylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(CCCC)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 VQVMRAKFGMGHHR-SFQUDFHCSA-N 0.000 claims 1
- AZPGNKDUKORKGR-LFIBNONCSA-N (e)-3-[4-(3-ethyl-6-hydroxy-2-phenylnaphthalen-1-yl)oxyphenyl]-1-(4-methylpiperazin-1-yl)prop-2-en-1-one Chemical compound C=1C=CC=CC=1C=1C(CC)=CC2=CC(O)=CC=C2C=1OC(C=C1)=CC=C1\C=C\C(=O)N1CCN(C)CC1 AZPGNKDUKORKGR-LFIBNONCSA-N 0.000 claims 1
- FVUBUWFLABJVSN-XNTDXEJSSA-N (e)-3-[4-(3-ethyl-6-hydroxy-2-phenylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(CC)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 FVUBUWFLABJVSN-XNTDXEJSSA-N 0.000 claims 1
- STFVACMLCYEGAI-WYMLVPIESA-N (e)-3-[4-(3-methyl-2-phenylnaphthalen-1-yl)oxy-2-(trifluoromethyl)phenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C(C(F)(F)F)=C1 STFVACMLCYEGAI-WYMLVPIESA-N 0.000 claims 1
- DQJWKODHBZCCTI-DTQAZKPQSA-N (e)-3-[4-(3-methyl-2-phenylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 DQJWKODHBZCCTI-DTQAZKPQSA-N 0.000 claims 1
- QQUPEUXIWPAGSG-XNTDXEJSSA-N (e)-3-[4-(6-hydroxy-2-phenyl-3-propan-2-ylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(C(C)C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 QQUPEUXIWPAGSG-XNTDXEJSSA-N 0.000 claims 1
- LBICCYGQGHMEMC-LFIBNONCSA-N (e)-3-[4-(6-hydroxy-2-phenyl-3-propylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(CCC)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 LBICCYGQGHMEMC-LFIBNONCSA-N 0.000 claims 1
- PEXWXIREBCKWGB-XYOKQWHBSA-N (e)-3-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxy-2-(trifluoromethyl)phenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C(C(F)(F)F)=C1 PEXWXIREBCKWGB-XYOKQWHBSA-N 0.000 claims 1
- SAAUQOWAAWXEGD-XYOKQWHBSA-N (e)-3-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxy-3-(trifluoromethyl)phenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1C(F)(F)F SAAUQOWAAWXEGD-XYOKQWHBSA-N 0.000 claims 1
- RQNIQHCKYKUMHB-SFQUDFHCSA-N (e)-3-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxyphenyl]-1-piperidin-1-ylprop-2-en-1-one Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC(C=C1)=CC=C1\C=C\C(=O)N1CCCCC1 RQNIQHCKYKUMHB-SFQUDFHCSA-N 0.000 claims 1
- AUURCJRXNDZHEQ-QGOAFFKASA-N (e)-3-[4-(6-hydroxy-3-pentyl-2-phenylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(CCCCC)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 AUURCJRXNDZHEQ-QGOAFFKASA-N 0.000 claims 1
- KHBCBMPQYHJXBB-SDNWHVSQSA-N (e)-3-[4-(7-fluoro-6-hydroxy-2-phenyl-3-propylnaphthalen-1-yl)oxyphenyl]prop-2-enamide Chemical compound C=1C=CC=CC=1C=1C(CCC)=CC2=CC(O)=C(F)C=C2C=1OC1=CC=C(\C=C\C(N)=O)C=C1 KHBCBMPQYHJXBB-SDNWHVSQSA-N 0.000 claims 1
- DEMGEYANMMWDMY-SDNWHVSQSA-N (e)-3-[4-(7-fluoro-6-hydroxy-2-phenyl-3-propylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(CCC)=CC2=CC(O)=C(F)C=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 DEMGEYANMMWDMY-SDNWHVSQSA-N 0.000 claims 1
- JFXZWQHUFXHIDN-NTUHNPAUSA-N (e)-3-[4-[2-(4-fluorophenyl)-6-hydroxy-3-propylnaphthalen-1-yl]oxy-2-(trifluoromethyl)phenyl]prop-2-enamide Chemical compound C=1C=C(F)C=CC=1C=1C(CCC)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(N)=O)C(C(F)(F)F)=C1 JFXZWQHUFXHIDN-NTUHNPAUSA-N 0.000 claims 1
- WQBXNHUTYLSZQV-NTUHNPAUSA-N (e)-3-[4-[2-(4-fluorophenyl)-6-hydroxy-3-propylnaphthalen-1-yl]oxy-2-(trifluoromethyl)phenyl]prop-2-enoic acid Chemical compound C=1C=C(F)C=CC=1C=1C(CCC)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C(C(F)(F)F)=C1 WQBXNHUTYLSZQV-NTUHNPAUSA-N 0.000 claims 1
- BNHIPEWSUXLFAB-NTCAYCPXSA-N (e)-3-[4-[2-phenyl-3-(trifluoromethyl)naphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C1=CC(/C=C/C(=O)O)=CC=C1OC(C1=CC=CC=C1C=C1C(F)(F)F)=C1C1=CC=CC=C1 BNHIPEWSUXLFAB-NTCAYCPXSA-N 0.000 claims 1
- GPFIKCYCCKWZTJ-DTQAZKPQSA-N (e)-3-[4-[3-(methoxymethyl)-2-phenylnaphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(COC)=CC2=CC=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 GPFIKCYCCKWZTJ-DTQAZKPQSA-N 0.000 claims 1
- MDBIUAHKJNWVHH-WOJGMQOQSA-N (e)-3-[4-[3-butyl-2-(4-fluorophenyl)naphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=C(F)C=CC=1C=1C(CCCC)=CC2=CC=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 MDBIUAHKJNWVHH-WOJGMQOQSA-N 0.000 claims 1
- TVYDNXHHJPRCGC-WOJGMQOQSA-N (e)-3-[4-[3-butyl-2-(4-hydroxyphenyl)naphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=C(O)C=CC=1C=1C(CCCC)=CC2=CC=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 TVYDNXHHJPRCGC-WOJGMQOQSA-N 0.000 claims 1
- IFYZGAKDZYSFKD-KPKJPENVSA-N (e)-3-[4-[6-hydroxy-2-(3-hydroxyphenyl)-3-methylnaphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC(O)=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 IFYZGAKDZYSFKD-KPKJPENVSA-N 0.000 claims 1
- UYVDOWHIPDFHHB-YIXHJXPBSA-N (e)-3-[4-[6-hydroxy-2-(4-hydroxyphenyl)-3-methylnaphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=C(O)C=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 UYVDOWHIPDFHHB-YIXHJXPBSA-N 0.000 claims 1
- BVPCRBLCJPACOI-MDWZMJQESA-N (e)-3-[4-[6-hydroxy-2-phenyl-3-(3,3,3-trifluoropropyl)naphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C1=CC(/C=C/C(=O)O)=CC=C1OC1=C(C=2C=CC=CC=2)C(CCC(F)(F)F)=CC2=CC(O)=CC=C12 BVPCRBLCJPACOI-MDWZMJQESA-N 0.000 claims 1
- MMFRVJDOHBKSPA-XNTDXEJSSA-N (e)-3-[4-[6-hydroxy-3-(2-methylpropyl)-2-phenylnaphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC=CC=1C=1C(CC(C)C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 MMFRVJDOHBKSPA-XNTDXEJSSA-N 0.000 claims 1
- XTWHAGXCPCKBBX-YIXHJXPBSA-N (e)-3-[4-[7-hydroxy-2-(4-hydroxyphenyl)-3-methylnaphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=C(O)C=CC=1C=1C(C)=CC2=CC=C(O)C=C2C=1OC1=CC=C(\C=C\C(O)=O)C=C1 XTWHAGXCPCKBBX-YIXHJXPBSA-N 0.000 claims 1
- CNAAQGNMWLOZJG-UHFFFAOYSA-N 1,1,1-trifluoro-n-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxyphenyl]methanesulfonamide Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(NS(=O)(=O)C(F)(F)F)C=C1 CNAAQGNMWLOZJG-UHFFFAOYSA-N 0.000 claims 1
- YLIHKUHDFDMXSR-UHFFFAOYSA-N 2,2,2-trifluoro-n-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxyphenyl]ethanesulfonamide Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(NS(=O)(=O)CC(F)(F)F)C=C1 YLIHKUHDFDMXSR-UHFFFAOYSA-N 0.000 claims 1
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- RMDIMZDXBFWENB-UHFFFAOYSA-N 3-[4-(6-hydroxy-3-methyl-2-thiophen-3-ylnaphthalen-1-yl)oxyphenyl]prop-2-enoic acid Chemical compound C1=CSC=C1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(C=CC(O)=O)C=C1 RMDIMZDXBFWENB-UHFFFAOYSA-N 0.000 claims 1
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- UFWFMJAMPSEUDD-UHFFFAOYSA-N 3-[4-[2-(4-fluorophenyl)-6-hydroxy-3-methylnaphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=C(F)C=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(C=CC(O)=O)C=C1 UFWFMJAMPSEUDD-UHFFFAOYSA-N 0.000 claims 1
- ADWRMHDPISTSPC-UHFFFAOYSA-N 3-[4-[2-(4-fluorophenyl)-6-hydroxy-3-propylnaphthalen-1-yl]oxy-2-(trifluoromethyl)phenyl]-2-methylprop-2-enamide Chemical compound C=1C=C(F)C=CC=1C=1C(CCC)=CC2=CC(O)=CC=C2C=1OC1=CC=C(C=C(C)C(N)=O)C(C(F)(F)F)=C1 ADWRMHDPISTSPC-UHFFFAOYSA-N 0.000 claims 1
- ZCXYUBYHJHMBBE-UHFFFAOYSA-N 3-[4-[2-(4-fluorophenyl)-6-hydroxy-3-propylnaphthalen-1-yl]oxy-2-(trifluoromethyl)phenyl]-2-methylprop-2-enoic acid Chemical compound C=1C=C(F)C=CC=1C=1C(CCC)=CC2=CC(O)=CC=C2C=1OC1=CC=C(C=C(C)C(O)=O)C(C(F)(F)F)=C1 ZCXYUBYHJHMBBE-UHFFFAOYSA-N 0.000 claims 1
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- XCBXMXDJYFUWMH-UHFFFAOYSA-N 3-[4-[6-hydroxy-2-(3-hydroxyphenyl)-3-methylnaphthalen-1-yl]oxyphenyl]propanoic acid Chemical compound C=1C=CC(O)=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(CCC(O)=O)C=C1 XCBXMXDJYFUWMH-UHFFFAOYSA-N 0.000 claims 1
- WVXAHVYSACJEMU-UHFFFAOYSA-N 3-[4-[6-hydroxy-2-(4-hydroxyphenyl)-4-methoxy-3-methylnaphthalen-1-yl]oxyphenyl]propanoic acid Chemical compound C=1C=C(CCC(O)=O)C=CC=1OC=1C2=CC=C(O)C=C2C(OC)=C(C)C=1C1=CC=C(O)C=C1 WVXAHVYSACJEMU-UHFFFAOYSA-N 0.000 claims 1
- AHEPWFQGSCASAL-UHFFFAOYSA-N 3-[4-[6-hydroxy-3-methyl-2-[3-(trifluoromethyl)phenyl]naphthalen-1-yl]oxyphenyl]prop-2-enoic acid Chemical compound C=1C=CC(C(F)(F)F)=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(C=CC(O)=O)C=C1 AHEPWFQGSCASAL-UHFFFAOYSA-N 0.000 claims 1
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- LZAUUPGGTANNPB-UHFFFAOYSA-N 4-[4-(6-methoxy-3-methyl-2-phenylnaphthalen-1-yl)oxyphenoxy]butanoic acid Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(OC)=CC=C2C=1OC1=CC=C(OCCCC(O)=O)C=C1 LZAUUPGGTANNPB-UHFFFAOYSA-N 0.000 claims 1
- TXDSQFYSWURICA-UHFFFAOYSA-N 5-[4-[2-(2-hydroxyethoxy)ethoxy]phenoxy]-7-methyl-6-phenylnaphthalen-2-ol Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(OCCOCCO)C=C1 TXDSQFYSWURICA-UHFFFAOYSA-N 0.000 claims 1
- MSHZXLCHSGSEPR-UHFFFAOYSA-N 6-(3-fluorophenyl)-5-[4-(2-hydroxyethoxy)-3-(trifluoromethyl)phenoxy]-7-methylnaphthalen-2-ol Chemical compound C=1C=CC(F)=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(OCCO)C(C(F)(F)F)=C1 MSHZXLCHSGSEPR-UHFFFAOYSA-N 0.000 claims 1
- MTMMKTPVXPGNTG-UHFFFAOYSA-N 6-(3-fluorophenyl)-5-[4-[2-(2-hydroxyethoxy)ethoxy]-3-(trifluoromethyl)phenoxy]-7-methylnaphthalen-2-ol Chemical compound C=1C=CC(F)=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(OCCOCCO)C(C(F)(F)F)=C1 MTMMKTPVXPGNTG-UHFFFAOYSA-N 0.000 claims 1
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- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 1
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 1
- 208000030836 Hashimoto thyroiditis Diseases 0.000 claims 1
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- 208000007201 Myocardial reperfusion injury Diseases 0.000 claims 1
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- 201000001880 Sexual dysfunction Diseases 0.000 claims 1
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- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
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- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
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- 208000026278 immune system disease Diseases 0.000 claims 1
- HYGPGVMCMDLCPZ-UHFFFAOYSA-N methyl 4-[2-(3-fluorophenyl)-6-hydroxy-3-methylnaphthalen-1-yl]oxy-2-(trifluoromethyl)benzoate Chemical compound C1=C(C(F)(F)F)C(C(=O)OC)=CC=C1OC1=C(C=2C=C(F)C=CC=2)C(C)=CC2=CC(O)=CC=C12 HYGPGVMCMDLCPZ-UHFFFAOYSA-N 0.000 claims 1
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- KUVIPQATPJRYDB-UHFFFAOYSA-N n-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxy-2-(trifluoromethyl)phenyl]methanesulfonamide Chemical compound C=1C=CC=CC=1C=1C(C)=CC2=CC(O)=CC=C2C=1OC1=CC=C(NS(C)(=O)=O)C(C(F)(F)F)=C1 KUVIPQATPJRYDB-UHFFFAOYSA-N 0.000 claims 1
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- HNJHRVFRZGVZKL-UHFFFAOYSA-N n-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxyphenyl]-4-methylbenzenesulfonamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(C=C1)=CC=C1OC1=C(C=2C=CC=CC=2)C(C)=CC2=CC(O)=CC=C12 HNJHRVFRZGVZKL-UHFFFAOYSA-N 0.000 claims 1
- ZOIWTYSITHYFAL-UHFFFAOYSA-N n-[4-(6-hydroxy-3-methyl-2-phenylnaphthalen-1-yl)oxyphenyl]ethanesulfonamide Chemical compound C1=CC(NS(=O)(=O)CC)=CC=C1OC1=C(C=2C=CC=CC=2)C(C)=CC2=CC(O)=CC=C12 ZOIWTYSITHYFAL-UHFFFAOYSA-N 0.000 claims 1
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| JP2008503588A JP2008503588A (ja) | 2008-02-07 |
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| EA020742B1 (ru) * | 2008-09-29 | 2015-01-30 | Эли Лилли Энд Компани | Селективный модулятор рецепторов эстрогена |
| CN101863769B (zh) * | 2010-05-06 | 2013-08-07 | 中科院广州化学有限公司 | 一种1-四氢萘酮衍生物的合成方法 |
| KR20130124291A (ko) | 2010-07-02 | 2013-11-13 | 길리애드 사이언시즈, 인코포레이티드 | Ｈｉｖ 항바이러스 화합물로서의 2-퀴놀리닐-아세트산 유도체 |
| AP2013006706A0 (en) | 2010-07-02 | 2013-02-28 | Gilead Sciences Inc | Napht-2-ylacetic acid derivatives to treat AIDS |
| BR112013027096A2 (pt) | 2011-04-21 | 2016-12-27 | Gilead Sciences Inc | compostos de benzotiazol e seu uso farmacêutico |
| US9284323B2 (en) | 2012-01-04 | 2016-03-15 | Gilead Sciences, Inc. | Naphthalene acetic acid derivatives against HIV infection |
| WO2013103724A1 (en) | 2012-01-04 | 2013-07-11 | Gilead Sciences, Inc. | 2- (tert - butoxy) -2- (7 -methylquinolin- 6 - yl) acetic acid derivatives for treating aids |
| ES2571479T3 (es) | 2012-04-20 | 2016-05-25 | Gilead Sciences Inc | Derivados del ácido benzotiazol-6-il acético y su uso para tratar una infección por VIH |
| CN104151360B (zh) * | 2013-05-14 | 2019-02-22 | 北京美倍他药物研究有限公司 | 磷酸/膦酸衍生物及其医药用途 |
| CN105777654B (zh) * | 2016-03-28 | 2018-03-27 | 贵州大学 | 一种含喹唑啉的阿魏酸酯类衍生物、其制备方法和用途 |
| US11718791B2 (en) | 2017-03-09 | 2023-08-08 | Merck Patent Gmbh | Polymerisable compounds and the use thereof in liquid-crystal displays |
| IL276152B2 (en) * | 2018-01-22 | 2023-12-01 | Radius Pharmaceuticals Inc | Estrogen receptor-modulating compounds |
| CN114133336B (zh) * | 2020-09-03 | 2024-04-02 | 沈阳药科大学 | 4-甲氧基萘取代的苯胺类化合物及其制备方法和应用 |
| TWI896926B (zh) * | 2022-01-21 | 2025-09-11 | 大陸商上海海和藥物研究開發股份有限公司 | 膦酸類化合物及其前藥、它們的製備方法及用途 |
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| FR2719043B1 (fr) * | 1994-04-26 | 1996-05-31 | Cird Galderma | Nouveaux composés bicycliques-aromatiques, compositions pharmaceutiques et cosmétiques les contenant et utilisations. |
| US5998401A (en) * | 1995-02-28 | 1999-12-07 | Eli Lilly And Company | Naphthyl compounds, intermediates, compositions, and methods |
| ID19392A (id) | 1996-08-29 | 1998-07-09 | Lilly Co Eli | Senyawa naftil dan bahan pertengahan serta komposisi dan metode penggunaan |
| CA2217810A1 (en) | 1996-10-10 | 1998-04-10 | Eli Lilly And Company | 2-aryl-3-aminoaryloxynaphthyl compounds, intermediates, compositions and methods |
| US5916916A (en) * | 1996-10-10 | 1999-06-29 | Eli Lilly And Company | 1-aryloxy-2-arylnaphthyl compounds, intermediates, compositions, and methods |
| US5929090A (en) * | 1997-09-12 | 1999-07-27 | Eli Lilly And Company | 2-aryl-3-aminoaryloxynaphthy1 compounds, intermediates, compositions and methods |
| ATE433322T1 (de) | 2002-07-22 | 2009-06-15 | Lilly Co Eli | Selektive östrogenrezeptor modulatoren, die eine phenylsulfonyl-gruppe enthalten |
| JP2007523952A (ja) * | 2004-02-25 | 2007-08-23 | スミスクライン ビーチャム コーポレーション | 選択的エストロゲンレセプターモジュレーターとして使用するための置換キノリン化合物 |
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- 2005-06-21 BR BRPI0512395-0A patent/BRPI0512395A/pt not_active IP Right Cessation
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2007
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