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WO2012103071A3 - Compounds and compositions - Google Patents

Compounds and compositions Download PDF

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Publication number
WO2012103071A3
WO2012103071A3 PCT/US2012/022333 US2012022333W WO2012103071A3 WO 2012103071 A3 WO2012103071 A3 WO 2012103071A3 US 2012022333 W US2012022333 W US 2012022333W WO 2012103071 A3 WO2012103071 A3 WO 2012103071A3
Authority
WO
WIPO (PCT)
Prior art keywords
hydrogen
methyl
halo
methoxy
fluoromethyl
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.)
Ceased
Application number
PCT/US2012/022333
Other languages
French (fr)
Other versions
WO2012103071A2 (en
Inventor
Peter Bertinato
Takashi Satoh
Mark Spyvee
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eisai R&D Management Co Ltd
Original Assignee
Eisai R&D Management Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Eisai R&D Management Co Ltd filed Critical Eisai R&D Management Co Ltd
Publication of WO2012103071A2 publication Critical patent/WO2012103071A2/en
Anticipated expiration legal-status Critical
Publication of WO2012103071A3 publication Critical patent/WO2012103071A3/en
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The present invention provides compounds of Formula (I), wherein: R1a and R1b are independently hydrogen or methyl; or R1a and R1b are taken together to form a cyclopropyl ring; R2 is methyl or fluoromethyl; R3 is methyl; R4 is hydrogen, halo, fluoromethyl, methoxy, or fluoromethoxy; R5 is hydrogen, halo, fluoromethyl, methoxy, or fluoromethoxy; R6 is hydrogen, halo, methyl, or methoxy; R7 is hydrogen, halo, methyl, or methoxy; X is CH(R8); and R8 is hydrogen or C1-C6 alkyl or cycloalkyl; or pharmaceutically acceptable salts thereof. Compositions and methods of use thereof are also described.
PCT/US2012/022333 2011-01-25 2012-01-24 Compounds and compositions Ceased WO2012103071A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201161435924P 2011-01-25 2011-01-25
US61/435,924 2011-01-25

Publications (2)

Publication Number Publication Date
WO2012103071A2 WO2012103071A2 (en) 2012-08-02
WO2012103071A3 true WO2012103071A3 (en) 2014-04-17

Family

ID=46581354

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2012/022333 Ceased WO2012103071A2 (en) 2011-01-25 2012-01-24 Compounds and compositions

Country Status (1)

Country Link
WO (1) WO2012103071A2 (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUE039015T2 (en) 2013-06-12 2018-12-28 Kaken Pharma Co Ltd 4-alkynyl imidazole derivative and medicine comprising same as active ingredient
TW201623277A (en) 2014-03-26 2016-07-01 安斯泰來製藥股份有限公司 Amide compound
CA3002144C (en) 2015-10-16 2024-01-23 Eisai R&D Management Co., Ltd. Ep4 antagonists
CR20180323A (en) 2015-11-20 2018-08-06 Idorsia Pharmaceuticals Ltd DERIVATIVES OF INDOL N-SUBSTITUTES AS MODULATORS OF PGE2 RECEIVERS
WO2018210992A1 (en) 2017-05-18 2018-11-22 Idorsia Pharmaceuticals Ltd Pyrimidine derivatives
AU2018268311B2 (en) 2017-05-18 2022-02-10 Idorsia Pharmaceuticals Ltd Pyrimidine derivatives as PGE2 receptor modulators
EP3625224B1 (en) 2017-05-18 2021-08-04 Idorsia Pharmaceuticals Ltd N-substituted indole derivatives
US11325899B2 (en) 2017-05-18 2022-05-10 Idorsia Pharmaceuticals Ltd Benzofurane and benzothiophene derivatives as PGE2 receptor modulators
WO2018210994A1 (en) 2017-05-18 2018-11-22 Idorsia Pharmaceuticals Ltd Phenyl derivatives as pge2 receptor modulators
AU2019300449A1 (en) * 2018-07-12 2021-03-04 Rottapharm Biotech S.R.L. (R)-4-(1-(1-(4-(trifluoromethyl)benzyl)pyrrolidine-2-carboxamide)cyclopropyl)-benzoic acid as EP4 receptor antagonist
WO2022102731A1 (en) 2020-11-13 2022-05-19 小野薬品工業株式会社 Cancer treatment by combined use of ep4 antagonist and immune checkpoint inhibitor
GB202211232D0 (en) 2022-08-02 2022-09-14 Heptares Therapeutics Ltd Prostaglandin EP4 receptor agonist compounds

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070112192A1 (en) * 2002-12-05 2007-05-17 Vernalis (Cambridge) Limited 3-(2-Hydroxy-phenyl)-1h-pyrazole-4-carboxylic acid amide derivatives as hsp90 inhibitors for the treatment of cancer
WO2009137338A1 (en) * 2008-05-06 2009-11-12 Boehringer Ingelheim International Gmbh Pyrazole compounds as ccr1 antagonists
WO2010014453A1 (en) * 2008-07-31 2010-02-04 Merck & Co., Inc. Inhibitors of janus kinases

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070112192A1 (en) * 2002-12-05 2007-05-17 Vernalis (Cambridge) Limited 3-(2-Hydroxy-phenyl)-1h-pyrazole-4-carboxylic acid amide derivatives as hsp90 inhibitors for the treatment of cancer
WO2009137338A1 (en) * 2008-05-06 2009-11-12 Boehringer Ingelheim International Gmbh Pyrazole compounds as ccr1 antagonists
WO2010014453A1 (en) * 2008-07-31 2010-02-04 Merck & Co., Inc. Inhibitors of janus kinases

Also Published As

Publication number Publication date
WO2012103071A2 (en) 2012-08-02

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