CN105705484B - 作为甲酰肽受体调节剂的苯基氨基甲酸酯衍生物 - Google Patents

作为甲酰肽受体调节剂的苯基氨基甲酸酯衍生物 Download PDF

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CN105705484B
CN105705484B CN201480061275.4A CN201480061275A CN105705484B CN 105705484 B CN105705484 B CN 105705484B CN 201480061275 A CN201480061275 A CN 201480061275A CN 105705484 B CN105705484 B CN 105705484B
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amino
alkyl
methyl
oxygroup
optionally replaced
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CN105705484A (zh
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R·L·比尔德
T·T·杜昂
M·E·贾斯特
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Allergan Inc
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/27—Esters, e.g. nitroglycerine, selenocyanates of carbamic or thiocarbamic acids, meprobamate, carbachol, neostigmine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/04—Antipruritics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P17/06—Antipsoriatics
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    • A61P17/08—Antiseborrheics
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    • A61P17/14—Drugs for dermatological disorders for baldness or alopecia
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    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
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    • C07C309/15—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton containing amino groups bound to the carbon skeleton the nitrogen atom of at least one of the amino groups being part of any of the groups, X being a hetero atom, Y being any atom
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    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl

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  • Chemical & Material Sciences (AREA)
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  • Animal Behavior & Ethology (AREA)
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  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Pain & Pain Management (AREA)
  • Ophthalmology & Optometry (AREA)
  • Emergency Medicine (AREA)
  • Rheumatology (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CN201480061275.4A 2013-11-21 2014-11-20 作为甲酰肽受体调节剂的苯基氨基甲酸酯衍生物 Expired - Fee Related CN105705484B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361907320P 2013-11-21 2013-11-21
US61/907,320 2013-11-21
PCT/US2014/066608 WO2015077451A1 (en) 2013-11-21 2014-11-20 Phenylcarbamate derivatives as formyl peptide receptor modulators

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CN105705484A CN105705484A (zh) 2016-06-22
CN105705484B true CN105705484B (zh) 2018-09-14

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US (1) US9926264B2 (enExample)
EP (1) EP3071548B1 (enExample)
JP (1) JP6496728B2 (enExample)
KR (1) KR102310615B1 (enExample)
CN (1) CN105705484B (enExample)
AU (1) AU2014352922B2 (enExample)
BR (1) BR112016011417A8 (enExample)
CA (1) CA2930084A1 (enExample)
RU (1) RU2703725C1 (enExample)
WO (1) WO2015077451A1 (enExample)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUE040145T2 (hu) 2011-10-26 2019-02-28 Allergan Inc N-karbamid szubsztituált aminosavak amid származékai mint formilpeptidszerû receptor 1 (FPRL1) receptormodulátorok
AU2014226001B2 (en) 2013-03-06 2018-12-06 Allergan, Inc. Use of agonists of Formyl peptide receptor 2 for treating dermatological diseases
US9663457B2 (en) 2014-04-09 2017-05-30 Allergan, Inc. Carbamoyl hydrazine derivatives as formyl peptide modulators
KR20170005121A (ko) 2014-05-21 2017-01-11 알러간, 인코포레이티드 폼일 펩타이드 수용체 조절제로서의 이미다졸 유도체
GB201712282D0 (en) 2017-07-31 2017-09-13 Nodthera Ltd Selective inhibitors of NLRP3 inflammasome

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1382119A (zh) * 1999-08-27 2002-11-27 西托维亚公司 取代的α-羟基酸天冬氨酸特异性半胱氨酸蛋白酶抑制剂及其用途
CN1706833A (zh) * 2004-06-04 2005-12-14 中国科学院上海药物研究所 一类甲酰肽样受体-1调节剂、其制备方法和用途
US20130109866A1 (en) * 2011-10-26 2013-05-02 Allergan, Inc. Amide derivatives of n-urea substituted amino acids as formyl peptide receptor like-1 (fprl-1) receptor modulators
US20130274230A1 (en) * 2012-04-16 2013-10-17 Allergan, Inc. (2-ureidoacetamido)alkyl derivatives as formyl peptide receptor 2 modulators

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05163221A (ja) * 1991-12-17 1993-06-29 Fujirebio Inc オキシ酸誘導体
JP5510945B2 (ja) * 2009-05-18 2014-06-04 アクテリオン ファーマシューティカルズ リミテッド Alx受容体及び/又はfprl2アゴニストとしての架橋スピロ[2.4]ヘプタン誘導体
AU2011336973A1 (en) 2010-12-03 2013-07-11 Allergan, Inc. Pharmaceutical compositions comprising 3,4- dihydroisoquinolin-2(1 H)-yl-3-phenylurea derivatives having formyl peptide receptor like-1 (FPRL-1) agonist or antagonist activity
WO2012109544A1 (en) 2011-02-11 2012-08-16 Allergan, Inc. Novel 1-(1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl)urea derivatives as n-formyl peptide receptor like-1 (fprl-1) receptor modulators
US8541577B2 (en) 2011-11-10 2013-09-24 Allergan, Inc. Aryl urea derivatives as N-formyl peptide receptors like-1 (FPRL-1) receptor modulators
US8492556B2 (en) 2011-11-10 2013-07-23 Allergan, Inc. 2,5-Dioxoimidazolidin-1-yl-3-phenylurea derivatives as formyl peptide receptor like-1 (FPRL-1) receptor modulators
EP2814815A1 (en) 2012-02-16 2014-12-24 Allergan, Inc. Imidazolidine-2,4-dione derivatives as n-formyl peptide receptor 2 modulators
KR102313757B1 (ko) 2013-07-16 2021-10-18 알러간, 인코포레이티드 펩타이드 수용체 조절제로서의 n-우레아 치환된 아미노산의 유도체
US9920013B2 (en) 2014-01-29 2018-03-20 Allergan, Inc. 2,5-dioxoimidazolidin-1-yl-3-urea derivatives as formyl peptide modulators
US9604934B2 (en) 2014-01-29 2017-03-28 Allergan, Inc. Urea hydantoin derivatives as formyl peptide modulators
US9663457B2 (en) 2014-04-09 2017-05-30 Allergan, Inc. Carbamoyl hydrazine derivatives as formyl peptide modulators
KR20170005121A (ko) 2014-05-21 2017-01-11 알러간, 인코포레이티드 폼일 펩타이드 수용체 조절제로서의 이미다졸 유도체

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1382119A (zh) * 1999-08-27 2002-11-27 西托维亚公司 取代的α-羟基酸天冬氨酸特异性半胱氨酸蛋白酶抑制剂及其用途
CN1706833A (zh) * 2004-06-04 2005-12-14 中国科学院上海药物研究所 一类甲酰肽样受体-1调节剂、其制备方法和用途
US20130109866A1 (en) * 2011-10-26 2013-05-02 Allergan, Inc. Amide derivatives of n-urea substituted amino acids as formyl peptide receptor like-1 (fprl-1) receptor modulators
US20130274230A1 (en) * 2012-04-16 2013-10-17 Allergan, Inc. (2-ureidoacetamido)alkyl derivatives as formyl peptide receptor 2 modulators

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JP6496728B2 (ja) 2019-04-03
KR20160089420A (ko) 2016-07-27
KR102310615B1 (ko) 2021-10-08
US20160272581A1 (en) 2016-09-22
JP2017501978A (ja) 2017-01-19
RU2016119347A (ru) 2017-12-26
AU2014352922A1 (en) 2016-06-09
CN105705484A (zh) 2016-06-22
RU2703725C1 (ru) 2019-10-22
WO2015077451A1 (en) 2015-05-28
EP3071548B1 (en) 2017-11-08
CA2930084A1 (en) 2015-05-28
AU2014352922B2 (en) 2018-06-07
US9926264B2 (en) 2018-03-27
EP3071548A1 (en) 2016-09-28
BR112016011417A8 (pt) 2020-05-05

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