JP2009535426A5 - - Google Patents
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- Publication number
- JP2009535426A5 JP2009535426A5 JP2009510043A JP2009510043A JP2009535426A5 JP 2009535426 A5 JP2009535426 A5 JP 2009535426A5 JP 2009510043 A JP2009510043 A JP 2009510043A JP 2009510043 A JP2009510043 A JP 2009510043A JP 2009535426 A5 JP2009535426 A5 JP 2009535426A5
- Authority
- JP
- Japan
- Prior art keywords
- hydroxy
- phenyl
- hexyl
- cyclopentyl
- oxo
- 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.)
- Granted
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- 150000001875 compounds Chemical class 0.000 claims 15
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- -1 6-hexyl Chemical group 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 208000010412 Glaucoma Diseases 0.000 claims 2
- 206010030043 Ocular hypertension Diseases 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 239000000651 prodrug Substances 0.000 claims 2
- 229940002612 prodrug Drugs 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- RRXDAWWFRMARNU-VTQWZKGGSA-N (z)-7-[(1r,2s)-2-[4-(1-hydroxyhexyl)phenyl]-3-oxocyclopentyl]hept-5-enoic acid Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1C\C=C/CCCC(O)=O RRXDAWWFRMARNU-VTQWZKGGSA-N 0.000 claims 1
- FRLRPPZPRINRRM-DWJMJQJNSA-N (z)-7-[(1r,2s,3r)-3-chloro-2-[4-(1-hydroxyhexyl)phenyl]cyclopentyl]hept-5-enoic acid Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@@H]1[C@@H](C\C=C/CCCC(O)=O)CC[C@H]1Cl FRLRPPZPRINRRM-DWJMJQJNSA-N 0.000 claims 1
- SDIGDHKNZDKUCO-JCMQYMRCSA-N (z)-7-[(1r,2s,3r)-3-hydroxy-2-[4-(1-hydroxyhexyl)phenyl]cyclopentyl]hept-5-enoic acid Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@@H]1[C@@H](C\C=C/CCCC(O)=O)CC[C@H]1O SDIGDHKNZDKUCO-JCMQYMRCSA-N 0.000 claims 1
- FRLRPPZPRINRRM-HSDQVZFISA-N (z)-7-[(1r,2s,3s)-3-chloro-2-[4-(1-hydroxyhexyl)phenyl]cyclopentyl]hept-5-enoic acid Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@@H]1[C@@H](C\C=C/CCCC(O)=O)CC[C@@H]1Cl FRLRPPZPRINRRM-HSDQVZFISA-N 0.000 claims 1
- BTEGTUSVWYVMNV-VTQWZKGGSA-N (z)-7-[(1s,5s)-5-[4-(1-hydroxyhexyl)phenyl]-4-oxocyclopent-2-en-1-yl]hept-5-enoic acid Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(=O)C=C[C@@H]1C\C=C/CCCC(O)=O BTEGTUSVWYVMNV-VTQWZKGGSA-N 0.000 claims 1
- IKQQTWXFRKAKLV-HIHYIXDKSA-N 5-[3-[(1s,2s)-2-[4-(1-hydroxyhexyl)phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylic acid Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(O)=O)S1 IKQQTWXFRKAKLV-HIHYIXDKSA-N 0.000 claims 1
- IKQQTWXFRKAKLV-VNZMSGEBSA-N 5-[3-[(1s,2s)-2-[4-[(1r)-1-hydroxyhexyl]phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylic acid Chemical compound C1=CC([C@H](O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(O)=O)S1 IKQQTWXFRKAKLV-VNZMSGEBSA-N 0.000 claims 1
- IKQQTWXFRKAKLV-XZOYJPPVSA-N 5-[3-[(1s,2s)-2-[4-[(1s)-1-hydroxyhexyl]phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylic acid Chemical compound C1=CC([C@@H](O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(O)=O)S1 IKQQTWXFRKAKLV-XZOYJPPVSA-N 0.000 claims 1
- CJNGVNUIMNHSQW-IAZWUMQMSA-N 5-[3-[(1s,2s)-3,3-dichloro-2-[4-(1-hydroxyhexyl)phenyl]cyclopentyl]propyl]thiophene-2-carboxylic acid Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(Cl)(Cl)CC[C@@H]1CCCC1=CC=C(C(O)=O)S1 CJNGVNUIMNHSQW-IAZWUMQMSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000005549 heteroarylene group Chemical group 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- WJAOXKIMMSZGNH-ALVJRTDLSA-N methyl 5-[3-[(1s,2s)-2-[4-(1-hydroxyhexyl)phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylate Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(=O)OC)S1 WJAOXKIMMSZGNH-ALVJRTDLSA-N 0.000 claims 1
- WJAOXKIMMSZGNH-SWHJIRTISA-N methyl 5-[3-[(1s,2s)-2-[4-[(1r)-1-hydroxyhexyl]phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylate Chemical compound C1=CC([C@H](O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(=O)OC)S1 WJAOXKIMMSZGNH-SWHJIRTISA-N 0.000 claims 1
- WJAOXKIMMSZGNH-JTJYXVOQSA-N methyl 5-[3-[(1s,2s)-2-[4-[(1s)-1-hydroxyhexyl]phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylate Chemical compound C1=CC([C@@H](O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(=O)OC)S1 WJAOXKIMMSZGNH-JTJYXVOQSA-N 0.000 claims 1
- HKYBFRFDZZEOAG-UIEAFCHPSA-N methyl 5-[3-[(1s,2s)-3,3-dichloro-2-[4-(1-hydroxyhexyl)phenyl]cyclopentyl]propyl]thiophene-2-carboxylate Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(Cl)(Cl)CC[C@@H]1CCCC1=CC=C(C(=O)OC)S1 HKYBFRFDZZEOAG-UIEAFCHPSA-N 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 150000007524 organic acids Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- CMOSCANUCNWGSZ-QRJMOIHYSA-N propan-2-yl (z)-7-[(1r,2s)-2-[4-(1-hydroxyhexyl)phenyl]-3-oxocyclopentyl]hept-5-enoate Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1C\C=C/CCCC(=O)OC(C)C CMOSCANUCNWGSZ-QRJMOIHYSA-N 0.000 claims 1
- BXXVPCVSEFVKJE-QLDGFJOXSA-N propan-2-yl (z)-7-[(1r,2s,3r)-3-chloro-2-[4-(1-hydroxyhexyl)phenyl]cyclopentyl]hept-5-enoate Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@@H]1[C@@H](C\C=C/CCCC(=O)OC(C)C)CC[C@H]1Cl BXXVPCVSEFVKJE-QLDGFJOXSA-N 0.000 claims 1
- NQHZAAIFVSRDLS-KAMMIXIRSA-N propan-2-yl (z)-7-[(1r,2s,3r)-3-hydroxy-2-[4-(1-hydroxyhexyl)phenyl]cyclopentyl]hept-5-enoate Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@@H]1[C@@H](C\C=C/CCCC(=O)OC(C)C)CC[C@H]1O NQHZAAIFVSRDLS-KAMMIXIRSA-N 0.000 claims 1
- BXXVPCVSEFVKJE-VYBVDFQCSA-N propan-2-yl (z)-7-[(1r,2s,3s)-3-chloro-2-[4-(1-hydroxyhexyl)phenyl]cyclopentyl]hept-5-enoate Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@@H]1[C@@H](C\C=C/CCCC(=O)OC(C)C)CC[C@@H]1Cl BXXVPCVSEFVKJE-VYBVDFQCSA-N 0.000 claims 1
- OGSFDILDOFBTNJ-QRJMOIHYSA-N propan-2-yl (z)-7-[(1s,5s)-5-[4-(1-hydroxyhexyl)phenyl]-4-oxocyclopent-2-en-1-yl]hept-5-enoate Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(=O)C=C[C@@H]1C\C=C/CCCC(=O)OC(C)C OGSFDILDOFBTNJ-QRJMOIHYSA-N 0.000 claims 1
- HVGTWJSGLFRWPK-SXVPRHBSSA-N propan-2-yl 5-[3-[(1s,2s)-2-[4-(1-hydroxyhexyl)phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylate Chemical compound C1=CC(C(O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(=O)OC(C)C)S1 HVGTWJSGLFRWPK-SXVPRHBSSA-N 0.000 claims 1
- HVGTWJSGLFRWPK-WBWMCNGVSA-N propan-2-yl 5-[3-[(1s,2s)-2-[4-[(1r)-1-hydroxyhexyl]phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylate Chemical compound C1=CC([C@H](O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(=O)OC(C)C)S1 HVGTWJSGLFRWPK-WBWMCNGVSA-N 0.000 claims 1
- HVGTWJSGLFRWPK-DDZLNHKNSA-N propan-2-yl 5-[3-[(1s,2s)-2-[4-[(1s)-1-hydroxyhexyl]phenyl]-3-oxocyclopentyl]propyl]thiophene-2-carboxylate Chemical compound C1=CC([C@@H](O)CCCCC)=CC=C1[C@H]1C(=O)CC[C@@H]1CCCC1=CC=C(C(=O)OC(C)C)S1 HVGTWJSGLFRWPK-DDZLNHKNSA-N 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- YAEYCYRQJINORB-UHFFFAOYSA-N CNC(CCC1)C1O Chemical compound CNC(CCC1)C1O YAEYCYRQJINORB-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74627506P | 2006-05-03 | 2006-05-03 | |
| US60/746,275 | 2006-05-03 | ||
| US74638606P | 2006-05-04 | 2006-05-04 | |
| US60/746,386 | 2006-05-04 | ||
| US11/742,987 | 2007-05-01 | ||
| US11/742,987 US7439372B2 (en) | 2006-05-03 | 2007-05-01 | Therapeutic compounds |
| PCT/US2007/067985 WO2007131012A1 (en) | 2006-05-03 | 2007-05-02 | 12-aryl or heteroaryl prostaglandin analogs |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009535426A JP2009535426A (ja) | 2009-10-01 |
| JP2009535426A5 true JP2009535426A5 (https=) | 2010-06-24 |
| JP5247680B2 JP5247680B2 (ja) | 2013-07-24 |
Family
ID=38474466
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009510043A Expired - Fee Related JP5247680B2 (ja) | 2006-05-03 | 2007-05-02 | １２−アリールまたはヘテロアリールプロスタグランジンアナログ |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7439372B2 (https=) |
| EP (1) | EP2027082B1 (https=) |
| JP (1) | JP5247680B2 (https=) |
| AT (1) | ATE506340T1 (https=) |
| AU (1) | AU2007248119B2 (https=) |
| BR (1) | BRPI0711159A2 (https=) |
| CA (1) | CA2651022C (https=) |
| DE (1) | DE602007014036D1 (https=) |
| WO (1) | WO2007131012A1 (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7799336B2 (en) | 2004-04-30 | 2010-09-21 | Allergan, Inc. | Hypotensive lipid-containing biodegradable intraocular implants and related methods |
| US20090016981A1 (en) * | 2006-05-03 | 2009-01-15 | Allergan, Inc. | Therapeutic compounds |
| US7605178B2 (en) | 2006-07-10 | 2009-10-20 | Allergan, Inc. | Therapeutic compounds |
| MX2010005105A (es) * | 2007-11-09 | 2010-05-27 | Allergan Inc | Ciclopentanos substituidos que comprenden actividad de prostaglandina. |
| JP5542691B2 (ja) † | 2007-12-20 | 2014-07-09 | ユニバーシティ オブ サザン カリフォルニア | 治療薬を送達するための装置および方法 |
| US8198318B2 (en) | 2008-03-18 | 2012-06-12 | Allergen, Inc. | Therapeutic amides |
| WO2009132087A1 (en) | 2008-04-24 | 2009-10-29 | Allergan, Inc. | Thiophene derivatives useful as ocular hypotensive agents |
| CA2731279A1 (en) | 2008-04-24 | 2009-10-29 | Allergan, Inc. | Therapeutic compounds |
| BRPI0910741A2 (pt) | 2008-04-24 | 2015-09-29 | Allergan Inc | arilciclopentenos substituídos como agonistas de prostaglantina ep2 |
| US20120136011A1 (en) * | 2010-07-30 | 2012-05-31 | Allergan, Inc. | Compounds and methods for skin repair |
| US20120142684A1 (en) * | 2010-12-02 | 2012-06-07 | Allergan, Inc. | Compounds and methods for skin repair |
| WO2014194209A1 (en) | 2013-05-31 | 2014-12-04 | Allergan, Inc. | Substituted cyclopentenes as therapeutic agents |
| PT3062775T (pt) | 2013-10-31 | 2018-03-06 | Allergan Inc | Implantes intraoculares contendo prostamida e métodos para a sua utilização |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4166452A (en) | 1976-05-03 | 1979-09-04 | Generales Constantine D J Jr | Apparatus for testing human responses to stimuli |
| US4256108A (en) | 1977-04-07 | 1981-03-17 | Alza Corporation | Microporous-semipermeable laminated osmotic system |
| US4265874A (en) | 1980-04-25 | 1981-05-05 | Alza Corporation | Method of delivering drug with aid of effervescent activity generated in environment of use |
| CN1046714C (zh) | 1993-12-20 | 1999-11-24 | 藤泽药品工业株式会社 | 二芳基噁唑衍生物及其制法、应用和药物组合物 |
| US5462968A (en) | 1994-01-19 | 1995-10-31 | Allergan, Inc. | EP2 -receptor agonists as agents for lowering intraocular pressure |
| AU717104B2 (en) | 1995-11-14 | 2000-03-16 | Toray Industries, Inc. | Ocular depressor |
| US6437146B1 (en) | 1998-09-25 | 2002-08-20 | Fujisawa Pharmaceutical Co., Ltd. | Oxazole compounds as prostaglandin e2 agonists or antagonists |
| PE20020444A1 (es) | 2000-09-22 | 2002-06-14 | Merck & Co Inc | Antagonistas de receptores de taquiquinina zwitterionica |
| NZ532519A (en) | 2001-11-05 | 2006-11-30 | Allergan Inc | Omega-cycloalkyl 17-heteroaryl prostaglandin E2 analogs as EP2-receptor agonists |
| US7235586B2 (en) * | 2003-09-09 | 2007-06-26 | Allergan, Inc. | Cyclopentane heptan(ene)oic acid, 2-thiocarbamoyloxy and 2-carbamoyloxy compounds as therapeutic agents |
-
2007
- 2007-05-01 US US11/742,987 patent/US7439372B2/en active Active
- 2007-05-02 EP EP07761718A patent/EP2027082B1/en not_active Not-in-force
- 2007-05-02 WO PCT/US2007/067985 patent/WO2007131012A1/en not_active Ceased
- 2007-05-02 AT AT07761718T patent/ATE506340T1/de not_active IP Right Cessation
- 2007-05-02 DE DE602007014036T patent/DE602007014036D1/de active Active
- 2007-05-02 AU AU2007248119A patent/AU2007248119B2/en not_active Ceased
- 2007-05-02 JP JP2009510043A patent/JP5247680B2/ja not_active Expired - Fee Related
- 2007-05-02 BR BRPI0711159-2A patent/BRPI0711159A2/pt not_active IP Right Cessation
- 2007-05-02 CA CA2651022A patent/CA2651022C/en not_active Expired - Fee Related