KR20120042766A - 지방산 아마이드 가수분해효소 억제제로서의 이속사졸린 - Google Patents
지방산 아마이드 가수분해효소 억제제로서의 이속사졸린 Download PDFInfo
- Publication number
- KR20120042766A KR20120042766A KR1020117030377A KR20117030377A KR20120042766A KR 20120042766 A KR20120042766 A KR 20120042766A KR 1020117030377 A KR1020117030377 A KR 1020117030377A KR 20117030377 A KR20117030377 A KR 20117030377A KR 20120042766 A KR20120042766 A KR 20120042766A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- certain embodiments
- aryl
- independently
- alkenyl
- 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.)
- Withdrawn
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- 0 CN(N=CN=**)I Chemical compound CN(N=CN=**)I 0.000 description 15
- HCVQOHNJFYMQSJ-UHFFFAOYSA-N BrC(C1)=NOC11CCN(CCCc2ccccc2)CC1 Chemical compound BrC(C1)=NOC11CCN(CCCc2ccccc2)CC1 HCVQOHNJFYMQSJ-UHFFFAOYSA-N 0.000 description 1
- VGFPANVBVJZDFN-JTQLQIEISA-N BrC(C1)=NO[C@@H]1c(cc1)cc2c1nccn2 Chemical compound BrC(C1)=NO[C@@H]1c(cc1)cc2c1nccn2 VGFPANVBVJZDFN-JTQLQIEISA-N 0.000 description 1
- CTISJPXRBAACIO-JTQLQIEISA-N BrC(C1)=NO[C@@H]1c1c[s]c(-c2ccccc2)n1 Chemical compound BrC(C1)=NO[C@@H]1c1c[s]c(-c2ccccc2)n1 CTISJPXRBAACIO-JTQLQIEISA-N 0.000 description 1
- LNXKJBBQEFYTQV-QMMMGPOBSA-N BrC(C1)=NO[C@@H]1c1ccccc1 Chemical compound BrC(C1)=NO[C@@H]1c1ccccc1 LNXKJBBQEFYTQV-QMMMGPOBSA-N 0.000 description 1
- CTISJPXRBAACIO-SNVBAGLBSA-N BrC(C1)=NO[C@H]1c1c[s]c(-c2ccccc2)n1 Chemical compound BrC(C1)=NO[C@H]1c1c[s]c(-c2ccccc2)n1 CTISJPXRBAACIO-SNVBAGLBSA-N 0.000 description 1
- LNXKJBBQEFYTQV-MRVPVSSYSA-N BrC(C1)=NO[C@H]1c1ccccc1 Chemical compound BrC(C1)=NO[C@H]1c1ccccc1 LNXKJBBQEFYTQV-MRVPVSSYSA-N 0.000 description 1
- HTULHHKBVFBHIJ-UHFFFAOYSA-N BrC(C1)=N[O]=C1c(cc1)cc2c1nccn2 Chemical compound BrC(C1)=N[O]=C1c(cc1)cc2c1nccn2 HTULHHKBVFBHIJ-UHFFFAOYSA-N 0.000 description 1
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- BYJDXUMKNJIFTP-LJQANCHMSA-N C1C(Oc2cnccc2)=NO[C@H]1c(cc1)ccc1Oc1ccccc1 Chemical compound C1C(Oc2cnccc2)=NO[C@H]1c(cc1)ccc1Oc1ccccc1 BYJDXUMKNJIFTP-LJQANCHMSA-N 0.000 description 1
- RMYDZBVLVFGTAI-KRWDZBQOSA-N C1C([n]2nccc2)=NO[C@@H]1c(cc1)ccc1Oc1ccccc1 Chemical compound C1C([n]2nccc2)=NO[C@@H]1c(cc1)ccc1Oc1ccccc1 RMYDZBVLVFGTAI-KRWDZBQOSA-N 0.000 description 1
- RMYDZBVLVFGTAI-QGZVFWFLSA-N C1C([n]2nccc2)=NO[C@H]1c(cc1)ccc1Oc1ccccc1 Chemical compound C1C([n]2nccc2)=NO[C@H]1c(cc1)ccc1Oc1ccccc1 RMYDZBVLVFGTAI-QGZVFWFLSA-N 0.000 description 1
- UFNOWFOODOTRJI-INIZCTEOSA-N C1C([n]2ncnc2)=NO[C@@H]1c(cc1)ccc1Oc1ccccc1 Chemical compound C1C([n]2ncnc2)=NO[C@@H]1c(cc1)ccc1Oc1ccccc1 UFNOWFOODOTRJI-INIZCTEOSA-N 0.000 description 1
- UFNOWFOODOTRJI-MRXNPFEDSA-N C1C([n]2ncnc2)=NO[C@H]1c(cc1)ccc1Oc1ccccc1 Chemical compound C1C([n]2ncnc2)=NO[C@H]1c(cc1)ccc1Oc1ccccc1 UFNOWFOODOTRJI-MRXNPFEDSA-N 0.000 description 1
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- DJQFYUGPSVVJGE-JTQLQIEISA-N CC(C)(C)OC(N(CC1)CCC1[C@H](C1)ON=C1Br)=O Chemical compound CC(C)(C)OC(N(CC1)CCC1[C@H](C1)ON=C1Br)=O DJQFYUGPSVVJGE-JTQLQIEISA-N 0.000 description 1
- PEMLPPAOKWYJDD-WVSHTKLVSA-N CC(C)(C)[C@H](CC1)CC[C@@]1(C1)ON=C1Br Chemical compound CC(C)(C)[C@H](CC1)CC[C@@]1(C1)ON=C1Br PEMLPPAOKWYJDD-WVSHTKLVSA-N 0.000 description 1
- XZGXOCMGKFKCJF-UHFFFAOYSA-N CC(C)C/[O]=C(\N(CC1)CCC1(C1)ON=C1Br)/OC Chemical compound CC(C)C/[O]=C(\N(CC1)CCC1(C1)ON=C1Br)/OC XZGXOCMGKFKCJF-UHFFFAOYSA-N 0.000 description 1
- IYTFHWWOQHACCU-UHFFFAOYSA-N CC(CC(c1ccc(C(F)(F)F)cc1)ON)Oc1cncnc1 Chemical compound CC(CC(c1ccc(C(F)(F)F)cc1)ON)Oc1cncnc1 IYTFHWWOQHACCU-UHFFFAOYSA-N 0.000 description 1
- IEUAUBPYJYGNIA-UHFFFAOYSA-N CC(CC=C)OC(F)(F)F Chemical compound CC(CC=C)OC(F)(F)F IEUAUBPYJYGNIA-UHFFFAOYSA-N 0.000 description 1
- GLVZTOWWLVDHEF-JOPIAHFSSA-N CC1C(Br)=NO[C@H]1c(cc1)ccc1Oc1ccccc1 Chemical compound CC1C(Br)=NO[C@H]1c(cc1)ccc1Oc1ccccc1 GLVZTOWWLVDHEF-JOPIAHFSSA-N 0.000 description 1
- SGHKUQJCRNUKOX-UHFFFAOYSA-N CCCCc(cc1)ccc1Oc(cn1)ccc1S(C)(=O)=O Chemical compound CCCCc(cc1)ccc1Oc(cn1)ccc1S(C)(=O)=O SGHKUQJCRNUKOX-UHFFFAOYSA-N 0.000 description 1
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- ZRPDRTVUKWZQPO-UHFFFAOYSA-N CN(C)C(c(nc1)ccc1O)=O Chemical compound CN(C)C(c(nc1)ccc1O)=O ZRPDRTVUKWZQPO-UHFFFAOYSA-N 0.000 description 1
- DYHOAIMJQQLLNH-UHFFFAOYSA-N CN(C)C(c(nc1)ccc1OC(C1)=NOC1c(cc1)ccc1OC(F)(F)F)=O Chemical compound CN(C)C(c(nc1)ccc1OC(C1)=NOC1c(cc1)ccc1OC(F)(F)F)=O DYHOAIMJQQLLNH-UHFFFAOYSA-N 0.000 description 1
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- KCUFGPVYJIZUDP-SFHVURJKSA-N C[C@](C1)(c(cc2)ccc2OC(F)(F)F)ON=C1Oc1ccc(-c2ncc[o]2)nc1 Chemical compound C[C@](C1)(c(cc2)ccc2OC(F)(F)F)ON=C1Oc1ccc(-c2ncc[o]2)nc1 KCUFGPVYJIZUDP-SFHVURJKSA-N 0.000 description 1
- KRXKQJYPLMLRDY-PQMHYQBVSA-N C[N]1(CCCC1)C(C1)=NOC1(CC1)CCN1C(O/C=C\C=C)=O Chemical compound C[N]1(CCCC1)C(C1)=NOC1(CC1)CCN1C(O/C=C\C=C)=O KRXKQJYPLMLRDY-PQMHYQBVSA-N 0.000 description 1
- NEOJZKNMIKSVOC-UHFFFAOYSA-N Cc(nn1)nnc1[Rh] Chemical compound Cc(nn1)nnc1[Rh] NEOJZKNMIKSVOC-UHFFFAOYSA-N 0.000 description 1
- HYTVMTBPKWJHMG-MRVPVSSYSA-N Clc1c([C@@H](C2)ON=C2Br)cccc1 Chemical compound Clc1c([C@@H](C2)ON=C2Br)cccc1 HYTVMTBPKWJHMG-MRVPVSSYSA-N 0.000 description 1
- HYTVMTBPKWJHMG-QMMMGPOBSA-N Clc1c([C@H](C2)ON=C2Br)cccc1 Chemical compound Clc1c([C@H](C2)ON=C2Br)cccc1 HYTVMTBPKWJHMG-QMMMGPOBSA-N 0.000 description 1
- FUMCDUZNVCJHHI-UHFFFAOYSA-N Clc1ccc(CN(CC2)CCC2(C2)ON=C2Oc2cncnc2)cc1 Chemical compound Clc1ccc(CN(CC2)CCC2(C2)ON=C2Oc2cncnc2)cc1 FUMCDUZNVCJHHI-UHFFFAOYSA-N 0.000 description 1
- ULOOACOFUBFGFN-IBGZPJMESA-N FC(OC(CC1)=CC=C1[C@H](C1)ON=C1Oc1cc(-c2ccccc2)cnc1)(F)F Chemical compound FC(OC(CC1)=CC=C1[C@H](C1)ON=C1Oc1cc(-c2ccccc2)cnc1)(F)F ULOOACOFUBFGFN-IBGZPJMESA-N 0.000 description 1
- PBEPYVLYKUHZPR-MRVPVSSYSA-N FC(Oc(ccc([C@@H](C1)ON=C1Br)c1)c1F)(F)F Chemical compound FC(Oc(ccc([C@@H](C1)ON=C1Br)c1)c1F)(F)F PBEPYVLYKUHZPR-MRVPVSSYSA-N 0.000 description 1
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- AVJJWSGHJIKQCZ-UHFFFAOYSA-N FC(Oc1ccc(C(C2)ON=C2OC(C2)=CN=CC2c2ccccc2)cc1)(F)F Chemical compound FC(Oc1ccc(C(C2)ON=C2OC(C2)=CN=CC2c2ccccc2)cc1)(F)F AVJJWSGHJIKQCZ-UHFFFAOYSA-N 0.000 description 1
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- NAICHFPQAGGGSC-AWEZNQCLSA-N OC(c(cc1)ccc1SC(C1)=NO[C@@H]1c(cc1)ccc1OC(F)(F)F)=O Chemical compound OC(c(cc1)ccc1SC(C1)=NO[C@@H]1c(cc1)ccc1OC(F)(F)F)=O NAICHFPQAGGGSC-AWEZNQCLSA-N 0.000 description 1
- NAICHFPQAGGGSC-CQSZACIVSA-N OC(c(cc1)ccc1SC(C1)=NO[C@H]1c(cc1)ccc1OC(F)(F)F)=O Chemical compound OC(c(cc1)ccc1SC(C1)=NO[C@H]1c(cc1)ccc1OC(F)(F)F)=O NAICHFPQAGGGSC-CQSZACIVSA-N 0.000 description 1
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- KKMXUKXNVDRZBH-ZDUSSCGKSA-N OC(c(nc1)ccc1OC(C1)=NO[C@@H]1c1ccc(C(F)(F)F)cc1)=O Chemical compound OC(c(nc1)ccc1OC(C1)=NO[C@@H]1c1ccc(C(F)(F)F)cc1)=O KKMXUKXNVDRZBH-ZDUSSCGKSA-N 0.000 description 1
- LHTLIAVSQHTQEC-HOTGVXAUSA-N O[C@@H](CNC(C1)=NO[C@@H]1c(cc1)ccc1OC(F)(F)F)c1ccccc1 Chemical compound O[C@@H](CNC(C1)=NO[C@@H]1c(cc1)ccc1OC(F)(F)F)c1ccccc1 LHTLIAVSQHTQEC-HOTGVXAUSA-N 0.000 description 1
- LHTLIAVSQHTQEC-JKSUJKDBSA-N O[C@@H](CNC(C1)=NO[C@H]1c(cc1)ccc1OC(F)(F)F)c1ccccc1 Chemical compound O[C@@H](CNC(C1)=NO[C@H]1c(cc1)ccc1OC(F)(F)F)c1ccccc1 LHTLIAVSQHTQEC-JKSUJKDBSA-N 0.000 description 1
- UFZIEDIZPIYZPJ-FGZHOGPDSA-N O[C@H](CNC(C1)=NO[C@H]1c(cc1)ccc1Oc1ccccc1)c1ccccc1 Chemical compound O[C@H](CNC(C1)=NO[C@H]1c(cc1)ccc1Oc1ccccc1)c1ccccc1 UFZIEDIZPIYZPJ-FGZHOGPDSA-N 0.000 description 1
- YCXXNAVDIAMCRM-OOJJEUIESA-N [OH3+2]/N=C(\C[C@H](C(F)(F)F)c(cc1)ccc1Oc1ccccc1)/Br Chemical compound [OH3+2]/N=C(\C[C@H](C(F)(F)F)c(cc1)ccc1Oc1ccccc1)/Br YCXXNAVDIAMCRM-OOJJEUIESA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
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- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
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- A61P11/06—Antiasthmatics
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/10—Drugs for disorders of the urinary system of the bladder
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/06—Antiabortive agents; Labour repressants
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P17/00—Drugs for dermatological disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/04—Antipruritics
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- 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
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
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| US10954231B2 (en) | 2006-10-16 | 2021-03-23 | Bionomics Limited | Anxiolytic compounds |
| JP5373613B2 (ja) | 2006-10-16 | 2013-12-18 | バイオノミクス リミテッド | 新規な抗不安薬化合物 |
| US8927551B2 (en) | 2009-05-18 | 2015-01-06 | Infinity Pharmaceuticals, Inc. | Isoxazolines as inhibitors of fatty acid amide hydrolase |
| US9149465B2 (en) | 2009-05-18 | 2015-10-06 | Infinity Pharmaceuticals, Inc. | Isoxazolines as inhibitors of fatty acid amide hydrolase |
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| CA2828780A1 (en) | 2011-03-02 | 2012-09-07 | Bionomics Limited | Novel small-molecules as therapeutics |
| EP2707367B1 (en) | 2011-05-12 | 2019-10-09 | Bionomics Limited | Methods for preparing naphthyridines |
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| CA3072420A1 (en) * | 2017-08-10 | 2019-02-14 | Taisho Pharmaceutical Co., Ltd. | Pyridine compound substituted with azole |
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| WO2020081572A1 (en) * | 2018-10-15 | 2020-04-23 | Dana-Farber Cancer Institute, Inc. | Transcriptional enhanced associate domain (tead) transcription factor inhibitors and uses thereof |
| CN110016142B (zh) * | 2019-04-30 | 2021-08-03 | 合肥工业大学 | 一种含嘧啶硼酸结构的硅油及其制备方法 |
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| KR20220030222A (ko) | 2019-05-31 | 2022-03-10 | 이케나 온콜로지, 인코포레이티드 | Tead 억제제 및 이의 용도 |
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| JP2024539280A (ja) | 2021-10-25 | 2024-10-28 | カイメラ セラピューティクス, インコーポレイテッド | Tyk2分解剤およびそれらの使用 |
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| US20080124275A1 (en) * | 2002-11-14 | 2008-05-29 | The Scripps Research Institute | Crystalline Form of Fatty Acid Amide Hydrolase (Faah) |
| US7807696B2 (en) * | 2003-10-07 | 2010-10-05 | The Feinstein Institute For Medical Research | Isoxazole and isothiazole compounds useful in the treatment of inflammation |
| FR2866888B1 (fr) * | 2004-02-26 | 2006-05-05 | Sanofi Synthelabo | Derives de alkylpiperazine- et alkylhomopiperazine- carboxylates, leur preparation et leur application en therapeutique |
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| BRPI0821482A2 (pt) * | 2007-12-27 | 2015-07-14 | Bial Portela & Ca Sa | 3-n-fenil-1,3,4-oxadiazolona 5-o-substituída, seu uso, sua composição e seu processo de preparação |
| US8349870B2 (en) * | 2008-01-25 | 2013-01-08 | E I Du Pont De Nemours And Company | Fungicidal hetercyclic compounds |
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| CN102459202B (zh) | 2015-11-25 |
| JP2012527467A (ja) | 2012-11-08 |
| EP2432771A1 (en) | 2012-03-28 |
| RU2011151635A (ru) | 2013-06-27 |
| AU2010249674A1 (en) | 2011-12-15 |
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